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Isoquinolines and derivatives

Aromatic heterocyclic organic compounds that consist of a benzene ring fused to a pyridine ring; they are structural isomers of quinoline. Includes compounds that are derived from isoquinolines.

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1

Papaverine hydrochloride, 99%

CAS: 61-25-6 Molecular Formula: C20H21NO4·ClH Molecular Weight (g/mol): 375.85 MDL Number: MFCD00012745 InChI Key: UOTMYNBWXDUBNX-UHFFFAOYSA-N Synonym: papaverine hydrochloride,cardiospan,cardoverina,dispamil,drapavel,forpavin,papalease,papaversan,pavatest,paverolan PubChem CID: 6084 IUPAC Name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline;hydrochloride SMILES: COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC.Cl

PubChem CID 6084
CAS 61-25-6
Molecular Weight (g/mol) 375.85
MDL Number MFCD00012745
SMILES COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC.Cl
Synonym papaverine hydrochloride,cardiospan,cardoverina,dispamil,drapavel,forpavin,papalease,papaversan,pavatest,paverolan
IUPAC Name 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline;hydrochloride
InChI Key UOTMYNBWXDUBNX-UHFFFAOYSA-N
Molecular Formula C20H21NO4·ClH
2

7-Bromo-1-hydroxyisoquinoline, 97%

CAS: 223671-15-6 Molecular Formula: C9H6BrNO Molecular Weight (g/mol): 224.057 MDL Number: MFCD02093963 InChI Key: DSOKREQUHLPVFR-UHFFFAOYSA-N PubChem CID: 11276133 IUPAC Name: 7-bromo-2H-isoquinolin-1-one SMILES: C1=CC(=CC2=C1C=CNC2=O)Br

PubChem CID 11276133
CAS 223671-15-6
Molecular Weight (g/mol) 224.057
MDL Number MFCD02093963
SMILES C1=CC(=CC2=C1C=CNC2=O)Br
IUPAC Name 7-bromo-2H-isoquinolin-1-one
InChI Key DSOKREQUHLPVFR-UHFFFAOYSA-N
Molecular Formula C9H6BrNO
3

Papaveraldine, TRC

CAS: 522-57-6 Molecular Formula: C20 H19 N O5 Molecular Weight (g/mol): 353.3 Synonym: NSC 94266,Papaveraldin,6,7-Dimethoxy-1-veratroylisoquinoline; IUPAC Name: (6,7-dimethoxyisoquinolin-1-yl)-(3,4-dimethoxyphenyl)methanone SMILES: COc1ccc(cc1OC)C(=O)c2nccc3cc(OC)c(OC)cc23

CAS 522-57-6
Molecular Weight (g/mol) 353.3
SMILES COc1ccc(cc1OC)C(=O)c2nccc3cc(OC)c(OC)cc23
Synonym NSC 94266,Papaveraldin,6,7-Dimethoxy-1-veratroylisoquinoline;
IUPAC Name (6,7-dimethoxyisoquinolin-1-yl)-(3,4-dimethoxyphenyl)methanone
Molecular Formula C20 H19 N O5
4

(R)-1,2,3,4,5,6,7,8-Octahydro-1-[(4-methoxyphenyl)methyl]isoquinoline, TRC

CAS: 30356-08-2 Molecular Formula: C17H23NO Molecular Weight (g/mol): 257.37 Synonym: (1R)-1,2,3,4,5,6,7,8-Octahydro-1-[(4-methoxyphenyl)methyl]isoquinoline IUPAC Name: (1S)-1-[(4-methoxyphenyl)methyl]-1,2,3,4,5,6,7,8-octahydroisoquinoline SMILES: COc1ccc(C[C@@H]2NCCC3=C2CCCC3)cc1

CAS 30356-08-2
Molecular Weight (g/mol) 257.37
SMILES COc1ccc(C[C@@H]2NCCC3=C2CCCC3)cc1
Synonym (1R)-1,2,3,4,5,6,7,8-Octahydro-1-[(4-methoxyphenyl)methyl]isoquinoline
IUPAC Name (1S)-1-[(4-methoxyphenyl)methyl]-1,2,3,4,5,6,7,8-octahydroisoquinoline
Molecular Formula C17H23NO
5

Papaverine, TRC

CAS: 58-74-2 Molecular Formula: C20 H21 N O4 Molecular Weight (g/mol): 339.38 Synonym: Isoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-,Isoquinoline, 6,7-dimethoxy-1-veratryl- (8CI),1-[(3,4-Dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline,6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)isoquinoline,6,7-Dimethoxy-1-veratrylisoquinoline,NSC 136630,Papaverin,Papaverine IUPAC Name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline SMILES: COc1ccc(Cc2nccc3cc(OC)c(OC)cc23)cc1OC

CAS 58-74-2
Molecular Weight (g/mol) 339.38
SMILES COc1ccc(Cc2nccc3cc(OC)c(OC)cc23)cc1OC
Synonym Isoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-,Isoquinoline, 6,7-dimethoxy-1-veratryl- (8CI),1-[(3,4-Dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline,6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)isoquinoline,6,7-Dimethoxy-1-veratrylisoquinoline,NSC 136630,Papaverin,Papaverine
IUPAC Name 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline
Molecular Formula C20 H21 N O4
6

(S)-Laudanosine, TRC

CAS: 2688-77-9 Molecular Formula: C21H27NO4 Molecular Weight (g/mol): 357.44 Synonym: (1S)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline,Laudanosine,(+)-Laudanosine,(S)-(+)-Laudanosine,(S)-Laudanosine,L-(+)-Laudanosine,L-Laudanosine,(+)-Laudanosine,,NSC 35045,O-Methylcodamine; SMILES: CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)OC)OC)OC

CAS 2688-77-9
Molecular Weight (g/mol) 357.44
SMILES CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)OC)OC)OC
Synonym (1S)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline,Laudanosine,(+)-Laudanosine,(S)-(+)-Laudanosine,(S)-Laudanosine,L-(+)-Laudanosine,L-Laudanosine,(+)-Laudanosine,,NSC 35045,O-Methylcodamine;
Molecular Formula C21H27NO4
7

N-[2-(3,4-Dihydro-1-oxo-2(1H)-isoquinolinyl)-2-oxoethyl]-N-formyl-cyclohexanecarboxamide, TRC

CAS: 125273-88-3 Molecular Formula: C19 H22 N2 O4 Molecular Weight (g/mol): 342.39 Synonym: N-[2-(3,4-dihydro-1-oxo-2(1H)-isoquinolinyl)-2-oxoethyl]-N-formyl-cyclohexanecarboxamide,Praziquantel RC C (USP) IUPAC Name: N-formyl-N-[2-oxo-2-(1-oxo-3,4-dihydroisoquinolin-2-yl)ethyl]cyclohexanecarboxamide SMILES: O=CN(CC(=O)N1CCc2ccccc2C1=O)C(=O)C3CCCCC3

CAS 125273-88-3
Molecular Weight (g/mol) 342.39
SMILES O=CN(CC(=O)N1CCc2ccccc2C1=O)C(=O)C3CCCCC3
Synonym N-[2-(3,4-dihydro-1-oxo-2(1H)-isoquinolinyl)-2-oxoethyl]-N-formyl-cyclohexanecarboxamide,Praziquantel RC C (USP)
IUPAC Name N-formyl-N-[2-oxo-2-(1-oxo-3,4-dihydroisoquinolin-2-yl)ethyl]cyclohexanecarboxamide
Molecular Formula C19 H22 N2 O4
8

Oxyberberin, TRC

CAS: 549-21-3 Molecular Formula: C20 H17 N O5 Molecular Weight (g/mol): 351.35 Synonym: 8H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-8-one, 5,6-dihydro-9,10-dimethoxy-,Berbin-8-one, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)- (8CI),Oxyberberine (6CI),8-Oxoberberine,8-Oxyberberine,Berberin-8-one,Berlambine,JKL 1073A,NSC 93138 SMILES: O=C1C=2C(OC)=C(OC)C=CC2C=C3C4=CC=5OCOC5C=C4CCN13

CAS 549-21-3
Molecular Weight (g/mol) 351.35
SMILES O=C1C=2C(OC)=C(OC)C=CC2C=C3C4=CC=5OCOC5C=C4CCN13
Synonym 8H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-8-one, 5,6-dihydro-9,10-dimethoxy-,Berbin-8-one, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)- (8CI),Oxyberberine (6CI),8-Oxoberberine,8-Oxyberberine,Berberin-8-one,Berlambine,JKL 1073A,NSC 93138
Molecular Formula C20 H17 N O5
9

(R)-Laudanosine, TRC

CAS: 85-63-2 Molecular Formula: C21H27NO4 Molecular Weight (g/mol): 357.44 Synonym: (1R)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline,(R)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline,1βH-Laudanosine,(-)-Laudanosine,D-(-)-Laudanosine,D-Laudanosine,O-Methyllaudanidine,R-(-)-Laudanosine,l-N-Methyltetrahydropapaverine SMILES: Cl.FC[C@H](N)[C@@H](O)c1ccc(cc1)S(=O)(C)=O

CAS 85-63-2
Molecular Weight (g/mol) 357.44
SMILES Cl.FC[C@H](N)[C@@H](O)c1ccc(cc1)S(=O)(C)=O
Synonym (1R)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline,(R)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline,1βH-Laudanosine,(-)-Laudanosine,D-(-)-Laudanosine,D-Laudanosine,O-Methyllaudanidine,R-(-)-Laudanosine,l-N-Methyltetrahydropapaverine
Molecular Formula C21H27NO4
10

rac-Nor Laudanosine Hydrochloride, TRC

CAS: 6429-04-5 Molecular Formula: C20 H25 N O4 . Cl H Molecular Weight (g/mol): 379.88 Synonym: 1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline Hydrochloride,1,2,3,4-Tetrahydro-6,7-dimethoxy-1-veratrylisoquinoline Hydrochloride,(±)-N-Norlaudanosine Hydrochloride,(±)-Norlaudanosine Hydrochloride,(±)-Tetrahydropapaverine Hydrochloride,1,2,3,4-Tetrahydropapaverine Hydrochloride,1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline Hydrochloride,Tetrahydropapaverine Hydrochloride; IUPAC Name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;hydrochloride SMILES: Cl.COc1ccc(CC2NCCc3cc(OC)c(OC)cc23)cc1OC

CAS 6429-04-5
Molecular Weight (g/mol) 379.88
SMILES Cl.COc1ccc(CC2NCCc3cc(OC)c(OC)cc23)cc1OC
Synonym 1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline Hydrochloride,1,2,3,4-Tetrahydro-6,7-dimethoxy-1-veratrylisoquinoline Hydrochloride,(±)-N-Norlaudanosine Hydrochloride,(±)-Norlaudanosine Hydrochloride,(±)-Tetrahydropapaverine Hydrochloride,1,2,3,4-Tetrahydropapaverine Hydrochloride,1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline Hydrochloride,Tetrahydropapaverine Hydrochloride;
IUPAC Name 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;hydrochloride
Molecular Formula C20 H25 N O4 . Cl H
11

IPI 145, TRC

CAS: 1201438-56-3 Molecular Formula: C22 H17 Cl N6 O Molecular Weight (g/mol): 416.86 Synonym: 1(2H)-Isoquinolinone, 8-chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]-,8-Chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]-1(2H)-isoquinolinone,Copiktra,Duvelisib,INK 1197,IPI 145 IUPAC Name: 8-chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]isoquinolin-1-one SMILES: C[C@H](Nc1ncnc2[nH]cnc12)C3=Cc4cccc(Cl)c4C(=O)N3c5ccccc5

CAS 1201438-56-3
Molecular Weight (g/mol) 416.86
SMILES C[C@H](Nc1ncnc2[nH]cnc12)C3=Cc4cccc(Cl)c4C(=O)N3c5ccccc5
Synonym 1(2H)-Isoquinolinone, 8-chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]-,8-Chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]-1(2H)-isoquinolinone,Copiktra,Duvelisib,INK 1197,IPI 145
IUPAC Name 8-chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]isoquinolin-1-one
Molecular Formula C22 H17 Cl N6 O
14

Higenamine Hydrochloride, TRC

CAS: 11041-94-4 Molecular Formula: C16 H17 N O3 . Cl H Molecular Weight (g/mol): 307.77 Synonym: 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrochloride IUPAC Name: 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrochloride SMILES: Cl.Oc1ccc(CC2NCCc3cc(O)c(O)cc23)cc1

CAS 11041-94-4
Molecular Weight (g/mol) 307.77
SMILES Cl.Oc1ccc(CC2NCCc3cc(O)c(O)cc23)cc1
Synonym 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrochloride
IUPAC Name 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrochloride
Molecular Formula C16 H17 N O3 . Cl H
15

Mollugin, TRC

CAS: 55481-88-4 Molecular Formula: C17 H16 O4 Molecular Weight (g/mol): 284.31 Synonym: 6-Hydroxy-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5-carboxylic acid methyl ester,Rubimaillin IUPAC Name: methyl 6-hydroxy-2,2-dimethylbenzo[h]chromene-5-carboxylate SMILES: COC(=O)c1c(O)c2ccccc2c3OC(C)(C)C=Cc13

CAS 55481-88-4
Molecular Weight (g/mol) 284.31
SMILES COC(=O)c1c(O)c2ccccc2c3OC(C)(C)C=Cc13
Synonym 6-Hydroxy-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5-carboxylic acid methyl ester,Rubimaillin
IUPAC Name methyl 6-hydroxy-2,2-dimethylbenzo[h]chromene-5-carboxylate
Molecular Formula C17 H16 O4