Compound (197)
Article Title (100)
Assay (5)
CHEMBL32823 Homodimeric Tacrine Analog 3b tacrine homobivalent compound 3a BDBM8963 N-[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]-1,2,3,4-tetrahydroacridin-9-amine Tacrine-Based Inhibitor 2f Tacrine Dimer 3b
BDBM9444 Tacrine-Based Inhibitor 2g
Tacrine-Based Inhibitor 2f BDBM9443
BDBM8964 CHEMBL75274 Homodimeric Tacrine Analog 3c Tacrine-Based Inhibitor 2g N-[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]-1,2,3,4-tetrahydroacridin-9-amine Tacrine Dimer 3c
BDBM29401 tacrine-dihydropyridine hybrid (tacripyrine), 12
BDBM29402 tacrine-dihydropyridine hybrid (tacripyrine), 13
BDBM29403 tacrine-dihydropyridine hybrid (tacripyrine), 14
CHEMBL484705 BDBM50292567 tacrine(8)-4-aminoquinoline
[14C]-Tacrine Monohydrate Monohydrochloride BDBM50433314 CHEMBL1337960
tacrine-dihydropyridine hybrid (tacripyrine), 3 BDBM29392
tacrine-dihydropyridine hybrid (tacripyrine), 8 BDBM29397
BDBM29400 tacrine-dihydropyridine hybrid (tacripyrine), 11 CHEMBL374184
CHEMBL219172 tacrine-dihydropyridine hybrid (tacripyrine), 2 BDBM29391
CHEMBL220294 tacrine-dihydropyridine hybrid (tacripyrine), 5 BDBM29394
CHEMBL436302 tacrine-dihydropyridine hybrid (tacripyrine), 9 BDBM29398
tacrine-dihydropyridine hybrid (tacripyrine), 1 BDBM29390 CHEMBL218939
tacrine-dihydropyridine hybrid (tacripyrine), 10 CHEMBL218940 BDBM29399
tacrine-dihydropyridine hybrid (tacripyrine), 4 BDBM29393 CHEMBL219400
tacrine-dihydropyridine hybrid (tacripyrine), 6 BDBM29395 CHEMBL219405
tacrine-dihydropyridine hybrid (tacripyrine), 7 BDBM29396 CHEMBL219406
CHEMBL51197 Tacrine Dimer 4f tacrine heterobivalent compound 3e BDBM8970 N-[7-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)heptyl]-1,2,3,4-tetrahydroacridin-9-amine
6,7-dichloro-1,2,3,4-tetrahydroacridin-9-amine BDBM8993 Tacrine Analogue 10
7-methyl-1,2,3,4-tetrahydroacridin-9-amine BDBM8984 Tacrine Analogue 1
BDBM8985 Tacrine Analogue 2 6-methyl-1,2,3,4-tetrahydroacridin-9-amine
BDBM8986 7-chloro-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 3
BDBM8988 7-nitro-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 5
BDBM8989 6-nitro-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 6
BDBM8994 6,7-dimethoxy-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 11
Tacrine Analogue 7 BDBM8990 6-methoxy-1,2,3,4-tetrahydroacridin-9-amine
Tacrine Analogue 9 6-fluoro-1,2,3,4-tetrahydroacridin-9-amine BDBM8992
N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]-1,2,3,4-tetrahydroacridin-9-amine Bis-THA inhibitor 5 Homodimeric Tacrine Analog 3a Hexylene-Linked Bis-tacrine BDBM9047 CHEMBL73800
US8999994, Tacrine 9-THA BDBM8961 1,2,3,4-tetrahydro-9-acridinamine Cognex CHEMBL1337960 cid_1935 1,2,3,4-tetrahydroacridin-9-amine CHEMBL95 Tracine 9-amino-1,2,3,4-tetrahydroacridine (THA) tacrine.HCl Tacrine
BDBM10516 6,8-dichloro-1,2,3,4-tetrahydroacridin-9-amine Tacrine deriv. 2 CHEMBL48643
6-chloro-N-{8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}-1,2,3,4-tetrahydroacridin-9-amine BDBM9055 Homodimeric Tacrine Analog 3i Octylene-Linked Bis-(6-chloro)tacrine
6-fluoro-N-{6-[(6-fluoro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-1,2,3,4-tetrahydroacridin-9-amine Homodimeric Tacrine Analog 3d BDBM9050 Hexylene-Linked Bis-(6-fluoro)tacrine
6-fluoro-N-{8-[(6-fluoro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}-1,2,3,4-tetrahydroacridin-9-amine Homodimeric Tacrine Analog 3f Octylene-Linked Bis-(6-fluoro)tacrine BDBM9052
Homodimeric Tacrine Analog 3e 6-fluoro-N-{7-[(6-fluoro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1,2,3,4-tetrahydroacridin-9-amine BDBM9051 Heptylene-Linked Bis-(6-fluoro)tacrine
Homodimeric Tacrine Analog 3g 6-chloro-N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-1,2,3,4-tetrahydroacridin-9-amine Hexylene-Linked Bis-(6-chloro)tacrine BDBM9053
Homodimeric Tacrine Analog 3h Heptylene-Linked Bis-(6-chloro)tacrine 6-chloro-N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1,2,3,4-tetrahydroacridin-9-amine BDBM9054
BDBM9004 N-heptyl-6-methoxy-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 21
BDBM9005 6-fluoro-N-heptyl-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 22
N-benzyl-6-methyl-1,2,3,4-tetrahydroacridin-9-amine BDBM8996 Tacrine Analogue 13
N-benzyl-7-methyl-1,2,3,4-tetrahydroacridin-9-amine BDBM8995 Tacrine Analogue 12
N-heptyl-6-methyl-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 18 BDBM9001
N-heptyl-6-nitro-1,2,3,4-tetrahydroacridin-9-amine Tacrine Analogue 20 BDBM9003
Tacrine Analogue 16 BDBM8999 N-benzyl-6-nitro-1,2,3,4-tetrahydroacridin-9-amine
Tacrine Analogue 17 N-heptyl-7-methyl-1,2,3,4-tetrahydroacridin-9-amine BDBM9000
Tacrine Analogue 19 6-chloro-N-heptyl-1,2,3,4-tetrahydroacridin-9-amine BDBM9002
Tacrine Analogue 8 5,6,7,8-tetrahydroacridine-2,9-diamine 7,9-Diamino-1,2,3,4-tetrahydroacridine BDBM8991
BDBM8965 methylbis[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amine Tacrine Dimer 4a CHEMBL338755
BDBM8987 6-chlorotacrine 6-chlorotacrine.HCl Tacrine Analogue 4 CHEMBL486698 6-chloro-1,2,3,4-tetrahydroacridin-9-amine
CHEMBL131410 Tacrine Dimer 4e N,N-bis[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]acetamide BDBM8969
tacrine homobivalent compound 3d 9-{[7-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)heptyl]sulfanyl}-1,2,3,4-tetrahydroacridine BDBM10520
BDBM10525 tacrine heterobivalent compound 3i N-[6-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)hexyl]-1,2,3,4-tetrahydroacridin-9-amine
N-[8-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)octyl]-1,2,3,4-tetrahydroacridin-9-amine Tacrine Dimer 4g BDBM8971 CHEMBL129108
tacrine heterobivalent compound 3j BDBM10526 N-[4-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)butyl]-1,2,3,4-tetrahydroacridin-9-amine
N-[(1-benzylpiperidin-4-yl)methyl]-2-(1,2,3,4-tetrahydroacridin-9-ylamino)acetamide tacrine-E2020 analog 4 BDBM8980
N-[2-(1-benzylpiperidin-4-yl)ethyl]-2-[(3,4-dimethoxyphenyl)formamido]acetamide tacrine-E2020 analog 5 BDBM8981
BDBM10523 tacrine heterobivalent compound 3g 6,8-dichloro-N-[7-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)heptyl]-1,2,3,4-tetrahydroacridin-9-amine
Tacrine Analogue 15 BDBM8998 N-benzyl-7-nitro-1,2,3,4-tetrahydroacridin-9-amine 7-Nitro-9-benzylamino-1,2,3,4-tetrahydroacridine
5-(1,2-dithiolan-3-yl)-N-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]pentanamide BDBM10506 tacrine-lipoic acid hybrid 1
N-1,2,3,4-Tetrahydroacridin-9-yl-3,4,5-trimethoxybenzohydrazide BDBM13536 tacrine derivative 15a 3,4,5-trimethoxy-N'-(1,2,3,4-tetrahydroacridin-9-yl)benzohydrazide
N-heptyl-1,2,3,4-tetrahydroacridin-9-amine hydrochloride alkylated Tacrine analogue 2 BDBM10442 9-N-heptyl-amino-1,2,3,4-tetrahydroacridine hydrochloride
N-{6-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)sulfanyl]hexyl}-1,2,3,4-tetrahydroacridin-9-amine tacrine heterobivalent compound 3h BDBM10524
N-{7-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)sulfanyl]heptyl}-1,2,3,4-tetrahydroacridin-9-amine tacrine heterobivalent compound 3f BDBM10522
tacrine-E2020 analog 3 BDBM8979 CHEMBL486901 N-[2-(1-benzylpiperidin-4-yl)ethyl]-2-(1,2,3,4-tetrahydroacridin-9-ylamino)acetamide
tacrine-lipoic acid hybrid 2 5-(1,2-dithiolan-3-yl)-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]pentanamide BDBM10507
tacrine-lipoic acid hybrid 3 5-(1,2-dithiolan-3-yl)-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]pentanamide BDBM10508
tacrine-lipoic acid hybrid 4 5-(1,2-dithiolan-3-yl)-N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]pentanamide BDBM10509
tacrine-lipoic acid hybrid 5 BDBM10510 5-(1,2-dithiolan-3-yl)-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]pentanamide
tacrine-lipoic acid hybrid 6 BDBM10511 5-(1,2-dithiolan-3-yl)-N-[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]pentanamide
(RS)-tacrine(10)-hupyridone 5-[10-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-decylamino]-5,6,7,8-tetrahydro-1H-quinolin-2-one CHEMBL76658 BDBM50080157
BDBM8975 Tacrine Dimer 4k CHEMBL179192 N-[3-(1,2,3,4-Tetrahydroacridin-9-ylamino)propyl]-N-[3-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)propyl]acetamide
BDBM8982 tacrine-E2020 analog 6 N-[2-(1-benzylpiperidin-4-yl)ethyl]-2-(2,3-dihydro-1H-inden-1-ylamino)acetamide
Bis-THA inhibitor 4 BDBM8962 N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]-1,2,3,4-tetrahydroacridin-9-amine Tacrine Dimer 3a CHEMBL179732
CHEMBL175949 BDBM8977 N-[3-(1,2,3,4-Tetrahydroacridin-9-ylamino)propyl]-N-[4-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)butyl]acetamide Tacrine Dimer 4m
CHEMBL51350 tacrine heterobivalent compound 3c N-{7-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1,2,3,4-tetrahydroacridin-9-amine BDBM10519
BDBM8997 N-benzyl-6-chloro-1,2,3,4-tetrahydroacridin-9-amine N-Benzyl-6-chloro-1,2,3,4-tetrahydroacridin-9-amine (9a) Tacrine Analogue 14
6,8-dichloro-N-{7-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1,2,3,4-tetrahydroacridin-9-amine CHEMBL53927 tacrine homobivalent compound 3b BDBM10518
BDBM13545 N-1,2,3,4-Tetrahydroacridin-9-yl-3-(3,4,5-trimethoxyphenyl)propanohydrazide tacrine derivative 16a N'-(1,2,3,4-tetrahydroacridin-9-yl)-3-(3,4,5-trimethoxyphenyl)propanehydrazide
tacrine-E2020 analog 7 BDBM8983 N-[2-(1-benzylpiperidin-4-yl)ethyl]-2-{5H,10H-indeno[1,2-b]indol-10-ylamino}acetamide
tacrine-lipoic acid hybrid 8 BDBM10513 N-[(9-amino-6-chloro-1,2,3,4-tetrahydroacridin-3-yl)methyl]-5-(1,2-dithiolan-3-yl)pentanamide
BDBM10512 CHEMBL194823 tacrine-lipoic acid hybrid 7 N-{3-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl}-5-(1,2-dithiolan-3-yl)pentanamide
BDBM9428 N-(10-aminodecyl)-1,2,3,4-tetrahydroacridin-9-amine dihydrochloride CHEMBL1084092 N-9-(1,2,3,4-Tetrahydroacridinyl)-1,10-diaminodecane Bis-hydrochloride Heterodimeric Tacrine-Based Inhibitor 5i
BDBM9429 N-9-(1,2,3,4-Tetrahydroacridinyl)-1,12-diaminododecane Bis-hydrochloride Heterodimeric Tacrine-Based Inhibitor 5k CHEMBL1084093 N-(12-aminododecyl)-1,2,3,4-tetrahydroacridin-9-amine dihydrochloride
N-9-(1,2,3,4-Tetrahydroacridinyl)-1,7-diaminoheptane Bis-hydrochloride CHEMBL1083789 BDBM9425 Heterodimeric Tacrine-Based Inhibitor 5f N-(7-aminoheptyl)-1,2,3,4-tetrahydroacridin-9-amine dihydrochloride
BDBM8966 N,N-Bis[3-[(1,2,3,4-tetrahydroacridin-9-yl)amino]propyl]-N-ethylamine Tacrine Dimer 4b ethylbis[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amine
BDBM9426 CHEMBL258928 N-9-(1,2,3,4-Tetrahydroacridinyl)-1,8-diamino-octane Bis-hydrochloride N-(8-aminooctyl)-1,2,3,4-tetrahydroacridin-9-amine dihydrochloride Heterodimeric Tacrine-Based Inhibitor 5g
BDBM9427 N-(9-aminononyl)-1,2,3,4-tetrahydroacridin-9-amine dihydrochloride N-9-(1,2,3,4-Tetrahydroacridinyl)-1,9-diamino-nonane Bis-hydrochloride CHEMBL1083790 Heterodimeric Tacrine-Based Inhibitor 5h
11-Amino-1-chloro-6H-cyclohepta[b]quinoline 1-chloro-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-amine BDBM10487 Tacrine (THA) analogue 2
BDBM10514 N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine CHEMBL191758 N-(3-aminopropyl)-6-chloro-1,2,3,4-tetrahydroacridin-9-amine tacrine (TC) deriv. 15
2-[6-(acridin-9-ylamino)hexyl]-2,3-dihydro-1H-isoindole-1,3-dione BDBM9070 2-[6-(Acridin-9-ylamino)-hexyl]-isoindole-1,3-dione Donepezil-tacrine hybrid 19
2-[9-(acridin-9-ylamino)nonyl]-2,3-dihydro-1H-isoindole-1,3-dione Donepezil-tacrine hybrid 22 2-[9-(Acridin-9-ylamino)-nonyl]-isoindole-1,3-dione BDBM9073
BDBM9071 2-[7-(acridin-9-ylamino)heptyl]-2,3-dihydro-1H-isoindole-1,3-dione Donepezil-tacrine hybrid 20 2-[7-(Acridin-9-ylamino)-heptyl]-isoindole-1,3-dione
BDBM9072 2-[8-(Acridin-9-ylamino)-octyl]-isoindole-1,3-dione 2-[8-(acridin-9-ylamino)octyl]-2,3-dihydro-1H-isoindole-1,3-dione Donepezil-tacrine hybrid 21
CHEMBL1084367 BDBM9433 dimethyl[10-(1,2,3,4-tetrahydroacridin-9-ylamino)decyl]amine dihydrochloride N,N-Dimethyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,10-diaminodecane Bis-hydrochloride Heterodimeric Tacrine-Based Inhibitor 6i
CHEMBL1084368 N,N-Dimethyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,12-diaminododecane Bis-hydrochloride dimethyl[12-(1,2,3,4-tetrahydroacridin-9-ylamino)dodecyl]amine dihydrochloride BDBM9434 Heterodimeric Tacrine-Based Inhibitor 6k
N,N-Dimethyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,7-diaminoheptane Hydrochloride Salt dimethyl[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]amine trihydrochloride BDBM9430 Heterodimeric Tacrine-Based Inhibitor 6f CHEMBL1083791
N,N-Dimethyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,8-diaminooctane Bis-hydrochloride dimethyl[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]amine dihydrochloride CHEMBL1084094 BDBM9431 Heterodimeric Tacrine-Based Inhibitor 6g
N,N-Dimethyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,9-diaminononane Bis-hydrochloride BDBM9432 CHEMBL1084095 Heterodimeric Tacrine-Based Inhibitor 6h dimethyl[9-(1,2,3,4-tetrahydroacridin-9-ylamino)nonyl]amine dihydrochloride
2-{bis[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amino}ethan-1-ol BDBM8968 N,N-Bis[3-[(1,2,3,4-tetrahydroacridin-9-yl)amino]propyl]-N-hydroxyethylamine Tacrine Dimer 4d
3,4,5-Trimethoxy-N-(2-oxo-2-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)ethyl)-benzamide BDBM13537 tacrine derivative 15b 3,4,5-trimethoxy-N-[(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)methyl]benzamide
BDBM8967 prop-2-en-1-ylbis[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amine N,N-Bis[3-[(1,2,3,4-tetrahydroacridin-9-yl)amino]propyl]-N-allylamine Tacrine Dimer 4c
N-[12-(1,2,3,4-tetrahydroacridin-9-ylamino)dodecyl]pyridin-4-amine dihydrochloride BDBM9439 N-4-Pyridyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,12-diaminododecane Bis-hydrochloride Heterodimeric Tacrine-Based Inhibitor 7k
2-[7-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-heptyl]-isoindole-1,3-dione 2-[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]-2,3-dihydro-1H-isoindole-1,3-dione Donepezil-tacrine hybrid 17 BDBM9068
2-[8-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-octyl]-isoindole-1,3-dione BDBM9069 2-[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]-2,3-dihydro-1H-isoindole-1,3-dione Donepezil-tacrine hybrid 18
3,4,5-Trimethoxy-N-(5-oxo-5-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)pentyl)-benzamide tacrine derivative 15e 3,4,5-trimethoxy-N-[4-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)butyl]benzamide BDBM13540
3,4,5-trimethoxy-N-[8-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)octyl]benzamide 3,4,5-Trimethoxy-N-(9-oxo-9-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)nonyl)-benzamide BDBM13544 tacrine derivative 15i
BDBM13538 tacrine derivative 15c 3,4,5-Trimethoxy-N-(3-oxo-3-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)propyl)-benzamide 3,4,5-trimethoxy-N-[2-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)ethyl]benzamide
BDBM13539 tacrine derivative 15d 3,4,5-Trimethoxy-N-(4-oxo-4-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)butyl)-benzamide 3,4,5-trimethoxy-N-[3-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)propyl]benzamide
BDBM9437 CHEMBL1084530 N-[9-(1,2,3,4-tetrahydroacridin-9-ylamino)nonyl]pyridin-4-amine dihydrochloride N-4-Pyridyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,9-diaminononane Bis-hydrochloride Heterodimeric Tacrine-Based Inhibitor 7h
CHEMBL1084531 BDBM9438 N-4-Pyridyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,10-diaminodecane Bis-hydrochloride N-[10-(1,2,3,4-tetrahydroacridin-9-ylamino)decyl]pyridin-4-amine dihydrochloride Heterodimeric Tacrine-Based Inhibitor 7i
Heterodimeric Tacrine-Based Inhibitor 7f CHEMBL1084369 BDBM9435 N-4-Pyridyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,7-diaminoheptane Bis-hydrochloride N-[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]pyridin-4-amine dihydrochloride
Heterodimeric Tacrine-Based Inhibitor 8f CHEMBL1084775 N-4-Quinolyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,7-diaminoheptane Bis-hydrochloride BDBM9440 N-[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]quinolin-4-amine dihydrochloride
Heterodimeric Tacrine-Based Inhibitor 8g N-[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]quinolin-4-amine trihydrochloride N-4-Quinolyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,8-diaminooctane Hydrochloride Salt BDBM9441 CHEMBL1082738
N-4-Quinolyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,9-diaminononane Bis-hydrochloride N-[9-(1,2,3,4-tetrahydroacridin-9-ylamino)nonyl]quinolin-4-amine dihydrochloride BDBM9442 CHEMBL1082739 Heterodimeric Tacrine-Based Inhibitor 8h
N-[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]pyridin-4-amine dihydrochloride BDBM9436 N-4-Pyridyl-N-9-(1,2,3,4-tetrahydroacridinyl)-1,8-diaminooctane Bis-hydrochloride CHEMBL1084096 Heterodimeric Tacrine-Based Inhibitor 7g
N-[9-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)nonyl]-1,2,3,4-tetrahydroacridin-9-amine Tacrine Dimer 4h BDBM8972 N-(1,2,3,4-Tetrahydroacridin-9-yl)-9-[(1,2,3,4-tetrahydro-9-yl)thio]nonan-1-amine
tacrine derivative 15f 3,4,5-trimethoxy-N-[5-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)pentyl]benzamide BDBM13541 3,4,5-Trimethoxy-N-(6-oxo-6-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)hexyl)-benzamide
tacrine derivative 15g 3,4,5-trimethoxy-N-[6-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)hexyl]benzamide BDBM13542 3,4,5-Trimethoxy-N-(7-oxo-7-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)heptyl)-benzamide
tacrine derivative 15h 3,4,5-trimethoxy-N-[7-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)heptyl]benzamide 3,4,5-Trimethoxy-N-(8-oxo-8-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)octyl)-benzamide BDBM13543
N-(1,2,3,4-Tetrahydroacridin-9-yl)-N-[8-(1,2,3,4-tetrahydroacridin-9-yl)oct-1-yl]amine Tacrine Dimer 4i BDBM8973 N-[8-(1,2,3,4-tetrahydroacridin-9-yl)octyl]-1,2,3,4-tetrahydroacridin-9-amine
N-[(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)methyl]-3-(3,4,5-trimethoxyphenyl)propanamide tacrine derivative 16b BDBM13546 3-(3,4,5-Trimethoxyphenyl)-N-(2-oxo-2-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)-ethyl)propanamide
3-(3,4,5-Trimethoxyphenyl)-N-(4-oxo-4-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)-butyl)propanamide tacrine derivative 16d BDBM13548 N-[3-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)propyl]-3-(3,4,5-trimethoxyphenyl)propanamide
BDBM13547 tacrine derivative 16c 3-(3,4,5-Trimethoxyphenyl)-N-(3-oxo-3-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)-propyl)propanamide N-[2-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)ethyl]-3-(3,4,5-trimethoxyphenyl)propanamide
BDBM13549 tacrine derivative 16e 3-(3,4,5-Trimethoxyphenyl)-N-(5-oxo-5-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)-pentyl)propanamide N-[4-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)butyl]-3-(3,4,5-trimethoxyphenyl)propanamide
tacrine derivative 16f N-[5-(N'-1,2,3,4-tetrahydroacridin-9-ylhydrazinecarbonyl)pentyl]-3-(3,4,5-trimethoxyphenyl)propanamide 3-(3,4,5-Trimethoxyphenyl)-N-(6-oxo-6-(2-(1,2,3,4-tetrahydroacridin-9-yl)hydrazino)-hexyl)propanamide BDBM13550
3-(1H-Indol-3-yl)-N-[5-(1,2,3,4-tetrahydroacridin-9-yl-amino)pentyl]propionamide Indole-Tacrine Heterodimer 3 3-(1H-indol-3-yl)-N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]propanamide BDBM9020
1H-Indazole-3-carboxylic Acid [7-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]amide N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1H-indazole-3-carboxamide Indazole-Tacrine Heterodimer 23 BDBM9040
1H-Indole-3-carboxylic Acid [6-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]amide Indole-Tacrine Heterodimer 15 BDBM9032 N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-1H-indole-3-carboxamide
1H-Indole-3-carboxylic Acid [7-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]amide BDBM9033 Indole-Tacrine Heterodimer 16 N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1H-indole-3-carboxamide
1H-Indole-3-carboxylic Acid [8-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)octyl]amide N-{8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}-1H-indole-3-carboxamide BDBM9034 Indole-Tacrine Heterodimer 17
6-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(1H-indol-3-yl)-ethyl]-amide BDBM9006 N-[2-(1H-indol-3-yl)ethyl]-6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexanamide Tacrine-Melatonin Hybrid 3a
BDBM9007 7-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-heptanoic acid [2-(1H-indol-3-yl)-ethyl]-amide Tacrine-Melatonin Hybrid 3b N-[2-(1H-indol-3-yl)ethyl]-7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptanamide
Indole-Tacrine Heterodimer 14 1H-Indole-3-carboxylic Acid [5-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]amide N-{5-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]pentyl}-1H-indole-3-carboxamide BDBM9031
2-({[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]amino}methyl)-1H-indene-1,3(2H)-dione Donepezil-tacrine hybrid 9 2-({[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]amino}methyl)-2,3-dihydro-1H-indene-1,3-dione BDBM9064
1,1,1-trifluoro-7-(7,8,9,10-tetrahydro-6H-cyclohepta[b]quinolin-11-ylamino)heptane-2,2-diol N-Alkylated Tacrine Analogue 6b BDBM10491 7-{6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-ylamino}-1,1,1-trifluoroheptane-2,2-diol
BDBM8976 methyl[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl][4-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)butyl]amine Tacrine Dimer 4l CHEMBL175555 N-Methyl-N-(1,2,3,4-tetrahydroacridin-9-yl)-N-[4-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)butyl]-1,3-propanediamine
BDBM9039 Indole-Tacrine Heterodimer 22 N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-1-methyl-1H-indole-3-carboxamide 1H-Methylindole-3-carboxylic Acid [7-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]amide
Tacrine Dimer 4j CHEMBL367067 BDBM8974 N-Methyl-N-(1,2,3,4-tetrahydroacridin-9-yl)-N-[3-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)propyl]-1,3-propanediamine methyl[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl][3-(1,2,3,4-tetrahydroacridin-9-ylsulfanyl)propyl]amine
1-chloro-N-(thiophen-2-ylmethyl)-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-amine BDBM10488 1-chloro-N-(thien-2-ylmethyl)-7,8,9,10-tetrahydro-6H-cyclohepta[b]quinolin-11-amine N-Alkylated Tacrine Analogue 3
5,6-Dimethoxy-2-{[6-(1,2,3,4-tetrahydro-acridin-9-ylamino)-hexylamino]-methyl}-indan-1-one 5,6-dimethoxy-2-({[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]amino}methyl)-2,3-dihydro-1H-inden-1-one Donepezil-tacrine hybrid 7 BDBM9062
BDBM9037 N-[5-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-pentyl]-4-(1H-indol-3-yl)butyramide Indole-Tacrine Heterodimer 20 N-{5-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]pentyl}-4-(1H-indol-3-yl)butanamide
Indole-Tacrine Heterodimer 21 BDBM9038 N-[6-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-hexyl]-4-(1H-indol-3-yl)butyramide N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-4-(1H-indol-3-yl)butanamide
N-[5-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-pentyl]-3-(1H-indol-3-yl)propionamide Indole-Tacrine Heterodimer 4 N-{5-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]pentyl}-3-(1H-indol-3-yl)propanamide BDBM9021
N-[9-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-nonyl]-3-(1H-indol-3-yl)propionamide N-{9-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]nonyl}-3-(1H-indol-3-yl)propanamide Indole-Tacrine Heterodimer 8 BDBM9025
N-{10-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]decyl}-3-(1H-indol-3-yl)propanamide BDBM9026 N-[10-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-decyl]-3-(1H-indol-3-yl)propionamide Indole-Tacrine Heterodimer 9
N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-2-(1H-indol-3-yl)acetamide BDBM9035 N-[7-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-heptyl]-2-(1H-indol-3-yl)acetamide Indole-Tacrine Heterodimer 18
N-{8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}-3-(1H-indol-3-yl)propanamide Indole-Tacrine Heterodimer 7 BDBM9024 N-[8-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-octyl]-3-(1H-indol-3-yl)propionamide
6-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(5-hydroxy-1H-indol-3-yl)-ethyl]-amide Tacrine-Melatonin Hybrid 11a BDBM9018 N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexanamide
CHEMBL484306 5,6-dimethoxy-2-({[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]amino}methyl)-2,3-dihydro-1H-inden-1-one 5,6-Dimethoxy-2-{[7-(1,2,3,4-tetrahydro-acridin-9-ylamino)-heptylamino]-methyl}-indan-1-one Donepezil-tacrine hybrid 8 BDBM9063
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptanamide 7-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-heptanoic acid [2-(1H-indol-5-metoxy-3-yl)-ethyl]-amide Tacrine-Melatonin Hybrid 7b BDBM9014
N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-3-(1H-indol-3-yl)propanamide BDBM9022 Indole-Tacrine Heterodimer 5 CHEMBL225567 N-[5-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-hexyl]-3-(1H-indol-3-yl)propionamide
N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-3-(1H-indol-3-yl)propanamide Indole-Tacrine Heterodimer 6 CHEMBL225198 BDBM9023 N-[7-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-heptyl]-3-(1H-indol-3-yl)propionamide
Tacrine-Melatonin Hybrid 7a BDBM9013 N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexanamide 6-(1,2,3,4-Tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(5-methoxy-1H-indol-3-yl)-ethyl]-amide
6-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(1H-indol-3-yl)ethyl]hexanamide BDBM9011 6-(6,8-Dichloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(1H-indol-3-yl)-ethyl]-amide Tacrine-Melatonin Hybrid 6a
BDBM9008 6-(6-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(1H-indol-3-yl)-ethyl]-amide 6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(1H-indol-3-yl)ethyl]hexanamide Tacrine-Melatonin Hybrid 4a
BDBM9009 7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(1H-indol-3-yl)ethyl]heptanamide Tacrine-Melatonin Hybrid 4b 7-(6-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-heptanoic acid [2-(1H-indol-3-yl)-ethyl]-amide
Homodimeric Tacrine Analog 2b N-(7-{1H,2H,3H-cyclopenta[b]quinolin-9-ylamino}heptyl)-1H,2H,3H-cyclopenta[b]quinolin-9-amine N,N-Bis-(2,3-dihydro-1H-cyclopenta[1,2-b]quinolin-8-yl)-1,7-diaminoheptane BDBM9045
Homodimeric Tacrine Analog 2c N-(8-{1H,2H,3H-cyclopenta[b]quinolin-9-ylamino}octyl)-1H,2H,3H-cyclopenta[b]quinolin-9-amine BDBM9046 N,N-Bis-(2,3-dihydro-1H-cyclopenta[1,2-b]quinolin-8-yl)-1,8-diaminooctane
N,N-Bis-(2,3-dihydro-1H-cyclopenta[1,2-b]quinolin-8-yl)-1,6-diaminohexane Homodimeric Tacrine Analog 2a N-(6-{1H,2H,3H-cyclopenta[b]quinolin-9-ylamino}hexyl)-1H,2H,3H-cyclopenta[b]quinolin-9-amine BDBM9044
N-(3-{[3-(1,2,3,4-Tetrahydroacridin-9-ylamino)propyl]-methylamino}propyl)-3-(1H-indol-3-yl)propionamide Indole-Tacrine Heterodimer 10 BDBM9027 3-(1H-indol-3-yl)-N-(3-{methyl[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amino}propyl)propanamide
Tacrine-Melatonin Hybrid 5a 6-(8-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(1H-indol-3-yl)-ethyl]-amide 6-[(8-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(1H-indol-3-yl)ethyl]hexanamide BDBM9010
2-(1H-indol-3-yl)ethyl N-{5-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]pentyl}carbamate Indole-Tacrine Heterodimer 27 BDBM9041 [5-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-pentyl]carbamic Acid 2-(1H-Indol-3-yl)ethyl Ester
2-(1H-indol-3-yl)ethyl N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}carbamate Indole-Tacrine Heterodimer 29 BDBM9043 [7-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-heptyl]carbamic Acid 2-(1H-Indol-3-yl)ethyl Ester
7-(6,8-Dichloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-heptanoic acid [2-(1H-indol-3-yl)-ethyl]-amide BDBM9012 Tacrine-Melatonin Hybrid 6b CHEMBL199585 7-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(1H-indol-3-yl)ethyl]heptanamide
Indole-Tacrine Heterodimer 13 N-[6-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-hexyl]-3-(1H-indol-3-yl)acrylamide (2E)-N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-3-(1H-indol-3-yl)prop-2-enamide BDBM9030
[6-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]-carbamic Acid 2-(1H-Indol-3-yl)ethyl Ester 2-(1H-indol-3-yl)ethyl N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}carbamate Indole-Tacrine Heterodimer 28 BDBM9042
2-(5-Bromo-1H-indol-3-yl)-N-[7-(6-chloro-1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]acetamide 2-(5-bromo-1H-indol-3-yl)-N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}acetamide BDBM9036 Indole-Tacrine Heterodimer 19
BDBM10490 N-Alkylated Tacrine Analogue 6a 7-[(1-chloro-7,8,9,10-tetrahydro-6H-cyclohepta[b]quinolin-11-yl)amino]-1,1,1-trifluoroheptane-2,2-diol 7-({1-chloro-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-yl}amino)-1,1,1-trifluoroheptane-2,2-diol
BDBM9017 Tacrine-Melatonin Hybrid 10b 7-[(6,8-dichloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]heptanamide 7-(6,8-Dichloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-heptanoic acid [2-(5-methoxy-1Hindol-3-yl)-ethyl]-amide
N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-3-(5-cyano-1H-indol-3-yl)propanamide Indole-Tacrine Heterodimer 12 BDBM9029 N-[6-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-hexyl]-3-(5-cyano-1H-indol-3-yl)propionamide
6-(6-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(5-methoxy-1H-indol-3-yl)-ethyl]-amide BDBM9015 6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]hexanamide Tacrine-Melatonin Hybrid 8a
BDBM9016 Tacrine-Melatonin Hybrid 9a 6-(8-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-hexanoic acid [2-(5-methoxy-1H-indol-3-yl)-ethyl]-amide 6-[(8-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]hexanamide
BDBM9059 N,N-Bis-(2,3,4,5-tetrahydro-1H-cyclohepta[1,2,-b]quinolin-10-yl)-1,6-diaminohexane N-(6-{6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-ylamino}hexyl)-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-amine Homodimeric Tacrine Analog 4a
BDBM9060 Homodimeric Tacrine Analog 4b N,N-Bis-(2,3,4,5-tetrahydro-1H-cyclohepta[1,2,-b]quinolin-10-yl)-1,7-diaminoheptane N-(7-{6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-ylamino}heptyl)-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-amine
BDBM9061 Homodimeric Tacrine Analog 4c N,N-Bis-(2,3,4,5-tetrahydro-1H-cyclohepta[1,2,-b]quinolin-10-yl)-1,8-diaminooctane N-(8-{6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-ylamino}octyl)-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-amine
N-(3-{[3-(6-Chloro-1,2,3,4-tetrahydroacridin-9-ylamino)-propyl]methylamino}propyl)-3-(1H-indol-3-yl)propionamide BDBM9028 N-[3-({3-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl}(methyl)amino)propyl]-3-(1H-indol-3-yl)propanamide Indole-Tacrine Heterodimer 11
N-[7-(6-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-heptyl]-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetamide Donepezil-tacrine hybrid 11 BDBM9066
N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetamide Donepezil-tacrine hybrid 10 N-[6-(6-Chloro-1,2,3,4-tetrahydro-acridin-9-ylamino)-hexyl]-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide BDBM9065
(9E)-N1-(7-(1,2,3,4-Tetrahydroacridin-9-ylamino)heptyl)-9-ethylidene-7-methylbicyclo[3.3.1]non-6-ene-1,3-diamine Huperzine A-Tacrine Hybrid 5b BDBM10594 N-(7-{[(1S)-1-amino-9-ethylidene-7-methylbicyclo[3.3.1]non-6-en-3-yl]amino}heptyl)-1,2,3,4-tetrahydroacridin-9-amine
Huperzine A-Tacrine Hybrid 5a N-(7-{[(1S)-1-amino-9-ethylidene-4,4,7-trimethylbicyclo[3.3.1]non-6-en-3-yl]amino}heptyl)-1,2,3,4-tetrahydroacridin-9-amine BDBM10593 (9E)-N1-(7-(1,2,3,4-Tetrahydroacridin-9-ylamino)heptyl)-9-ethylidene-4,4,7-trimethylbicyclo[3.3.1]non-6-ene-1,3-diamine
N,N-Bis-(1,2,3,4-tetrahydro-cyclohexa[1,2,-b]pyrido-[2,3-b]pyrid-9-yl)-1,6-diaminohexane BDBM9056 Homodimeric Tacrine Analog 3j N-(6-{6H,7H,8H,9H-cyclohexa[b]1,8-naphthyridin-5-ylamino}hexyl)-6H,7H,8H,9H-cyclohexa[b]1,8-naphthyridin-5-amine
N,N-Bis-(1,2,3,4-tetrahydro-cyclohexa[1,2,-b]pyrido-[2,3-b]pyrid-9-yl)-1,7-di-aminoheptane N-(7-{6H,7H,8H,9H-cyclohexa[b]1,8-naphthyridin-5-ylamino}heptyl)-6H,7H,8H,9H-cyclohexa[b]1,8-naphthyridin-5-amine Homodimeric Tacrine Analog 3k BDBM9057
N-(8-{6H,7H,8H,9H-cyclohexa[b]1,8-naphthyridin-5-ylamino}octyl)-6H,7H,8H,9H-cyclohexa[b]1,8-naphthyridin-5-amine BDBM9058 N,N-Bis-(1,2,3,4-tetrahydro-cyclohexa[1,2,-b]pyrido-[2,3-b]pyrid-9-yl)-1,8-di-aminooctane Homodimeric Tacrine Analog 3m
15-ethyl-N-[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride 9-Ethyl-6,7,10,11-tetrahydro-12-{{8-[(1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride Huprine-Tacrine Heterodimer 12 BDBM10582
methyl (1S)-9-ethylidene-3-methyl-7-{[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]amino}bicyclo[3.3.1]non-3-ene-1-carboxylate Huperzine A-Tacrine Hybrid 5c BDBM10595 (9E)-7-(7-(1,2,3,4-Tetrahydroacridin-9-ylamino)heptylamino)-9-ethylidene-3-methylbicyclo[3.3.1]non-3-ene-1-carboxylic Acid Methyl Ester
BDBM10489 1-{5-[({1-chloro-6H,7H,8H,9H,10H-cyclohepta[b]quinolin-11-yl}amino)methyl]thiophen-2-yl}-2,2,2-trifluoroethan-1-one N-Alkylated Tacrine Analogue 4 1-(5-{[(1-chloro-7,8,9,10-tetrahydro-6H-cyclohepta[b]quinolin-11-yl)amino]methyl}thien-2-yl)-2,2,2-trifluoroethanone
3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{6-[(1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride 7-chloro-15-methyl-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride BDBM10583 Huprine-Tacrine Heterodimer 17a CHEMBL2011483
3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{7-[(1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride 7-chloro-15-methyl-N-[7-(1,2,3,4-tetrahydroacridin-9-ylamino)heptyl]-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride Huprine-Tacrine Heterodimer 17b BDBM10584 CHEMBL2011484
7-chloro-15-methyl-N-[8-(1,2,3,4-tetrahydroacridin-9-ylamino)octyl]-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride BDBM10585 3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{8-[(1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride Huprine-Tacrine Heterodimer 17c CHEMBL2011488
N-{4-[{2-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]ethyl}(methyl)amino]butyl}-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetamide Donepezil-tacrine hybrid 12 BDBM9067 N-[4-({2-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]ethyl}(methyl)amino)butyl]-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetamide
3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride 7-chloro-N-{7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl}-15-methyl-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride BDBM10588 Huprine-Tacrine Heterodimer 18b CHEMBL2011492
3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride BDBM10589 CHEMBL2011496 Huprine-Tacrine Heterodimer 18c 7-chloro-N-{8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl}-15-methyl-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride
CHEMBL2011491 BDBM10587 3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}amino}-7,11-methanocycloocta[b]quinoline dihydrochloride Huprine-Tacrine Heterodimer 18a 7-chloro-N-{6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl}-15-methyl-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine dihydrochloride
Huprine-Tacrine Heterodimer 17d 3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{3-{N-{3-[(1,2,3,4-tetrahydroacridin-9-yl)amino]propyl}-N-methylamino}propyl}amino}-7,11-methanocycloocta[b]quinoline trihydrochloride BDBM10586 CHEMBL2011487 [3-({7-chloro-15-methyl-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-yl}amino)propyl](methyl)[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amine trihydrochloride
3-Chloro-6,7,10,11-tetrahydro-9-methyl-12-{{3-{N-{3-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl}-N-methylamino}propyl}amino}-7,11-methanocycloocta[b]quinoline trihydrochloride Huprine-Tacrine Heterodimer 18d BDBM10590 CHEMBL2011495 {3-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl}[3-({7-chloro-15-methyl-10-azatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,5,7,9,14-hexaen-3-yl}amino)propyl]methylamine trihydrochloride
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ChEMBL_1624783 (CHEMBL3867195) Inhibition of CYP1A2 in human liver microsomes using tacrine as substrate in presence of NADPH by LC-MS/MS analysis
ChEBML_1688651 Inhibition of CYP1A2 in human liver microsomes using tacrine as substrate preincubated for 5 mins followed by NADPH addition measured after 8 mins by LC/MS/MS analysis
CYP1A2 Inhibition Assay A stock solution of KCI838 was be prepared in DMSO at 50 mM and stored at −20° C. Serial dilutions of the stock solution were prepared in acetonitrile:DMSO (9:1) for CYP inhibition testing. The final DMSO content in the reaction mixture was equal in all solutions used within an assay, and was ≤0.2%. KCI838 was be incubated at seven increasing concentrations in with pooled human liver microsomes (Bioreclamation-IVT, Baltimore MD) in the presence of 2 mM NADPH in 100 mM potassium phosphate (pH 7.4) containing 5 mM magnesium chloride and the probe substrate, tacrine (5 uM), in a 200 μL assay (final volume). The selective CYP1A2 inhibitor α-naphthoflavone was screened alongside KCI838 as a positive control. After incubation for 10 min at 37° C. (Table 1), the reactions were terminated by addition of methanol containing internal standard for analytical quantification. The quenched samples were incubated at 4° C. for 10 min and centrifuged at 4° C. for 10 min. The supernatant was removed, and the probe substrate metabolite analyzed by LC-MS/MS.
Cholinesterase Inhibition Assay Suitable agents like donepezil hydrochloride and tacrine hydrochloride hydrate were used as standards for this study. Buffer solution (50 mM Tris-HCl, pH 8.0, 0.1 M NaCl, 0.02 M MgCl2 6H2O) was used to dilute the stock solutions of the test compounds dissolved in minimum volume of DMSO (1%). First of all 50 µL of AChE (0.22 U/mL prepared in 50 mM Tris-HCl, pH 8.0, 0.1% w/v bovine serum albumin, BSA) or 50 µL of BuChE (0.06 U/mL prepared in 50 mM Tris-HCl, pH 8.0, 0.1% w/v BSA) and 10 µL of different concentrations of the test and standard compounds (0.001-100 µM) were incubated in 96-well plates at room temperature for 30 min. Further, 30 µL of the substrate viz. Acetylthiocholine iodide [ATCI (15 mM)] or butyrlthiocholine iodide [BTCI (15 mM)] was added and incubated for 30 min. Finally 160 µL DTNB (1.5 mM) was added and absorbance was measured at 415 nm wavelength.
Ellman Assay The modified Ellman assay for inhibition of acetylcholinesterase (AChE) and the mouse ear vesication assay (MEVA) have been described in detail by us (see S. C. Young et al, J Appl Tox, 2012, 32: 135-141). AChE (Type V-S from electrophorus electricus), acetylthiocholine iodide (ATChI), 5,5′-dithiobis(2-nitrobenzoic acid) (DTNB) and tacrine from EMD Chemicals (Gibbstown, N.J.). Cholinesterase inhibition was assayed spectrophotometrically at 412 nm according to Ellman's method. Assays were performed in polystyrene 96-well plates (Corning 96-well flat transparent) and a conventional micro-plate reader was employed for kinetic readings (Tecan Infinite 200 multimode). The following reagents were added to the wells: 200 μL of 0.5 mM DTNB in sodium phosphate buffer (100 mM, pH 8), 30 μL of inhibitor stock solution in methanol, 20 μL of 1.25 units/mL of AChE in sodium phosphate buffer (20 mM, pH 7), and 50 μL of 3 mM ATCh in buffer (100 mM, pH 8). Immediately aft