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Benzothiazepines

Aromatic organic heterocyclic compounds that consist of benzene fused with a thiazepine ring; thiazepines are substituted thiepins, with a nitrogen replacing a carbon in the seven-membered heterocyclic compound.

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1

4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazineethanol, TRC

CAS: 329216-67-3 Molecular Formula: C19 H21 N3 O S Molecular Weight (g/mol): 339.45 Synonym: 1-Piperazineethanol, 4-dibenzo[b,f][1,4]thiazepin-11-yl-,4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazineethanol,2-[4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl]ethanol IUPAC Name: 2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethanol SMILES: OCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24

CAS 329216-67-3
Molecular Weight (g/mol) 339.45
SMILES OCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24
Synonym 1-Piperazineethanol, 4-dibenzo[b,f][1,4]thiazepin-11-yl-,4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazineethanol,2-[4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl]ethanol
IUPAC Name 2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethanol
Molecular Formula C19 H21 N3 O S
2

Des[5-(2-dimethylamino)ethyl] Diltiazem, TRC

CAS: 87447-47-0 Molecular Formula: C18 H17 N O4 S Molecular Weight (g/mol): 343.4 Synonym: (2S,3S)-2-(4-Methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl Acetate,Diltiazem Hydrochloride Imp. B (EP) IUPAC Name: [(2S,3S)-2-(4-methoxyphenyl)-4-oxo-3,5-dihydro-2H-1,5-benzothiazepin-3-yl] acetate SMILES: COc1ccc(cc1)[C@@H]2Sc3ccccc3NC(=O)[C@@H]2OC(=O)C

CAS 87447-47-0
Molecular Weight (g/mol) 343.4
SMILES COc1ccc(cc1)[C@@H]2Sc3ccccc3NC(=O)[C@@H]2OC(=O)C
Synonym (2S,3S)-2-(4-Methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl Acetate,Diltiazem Hydrochloride Imp. B (EP)
IUPAC Name [(2S,3S)-2-(4-methoxyphenyl)-4-oxo-3,5-dihydro-2H-1,5-benzothiazepin-3-yl] acetate
Molecular Formula C18 H17 N O4 S
3

N-Desmethyl Diltiazem Hydrochloride, TRC

CAS: 130606-60-9 Molecular Formula: C21 H24 N2 O4 S . Cl H Molecular Weight (g/mol): 436.95 Synonym: (2S,3S)-2-(4-Methoxyphenyl)-5-[2-(methylamino)ethyl]-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl Acetate Hydrochloride,Diltiazem Hydrochloride Imp. D (EP) as Hydrochloride,N-Desmethyl-diltiazem Hydrochloride IUPAC Name: [(2S,3S)-2-(4-methoxyphenyl)-5-[2-(methylamino)ethyl]-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate;hydrochloride SMILES: Cl.CNCCN1C(=O)[C@H](OC(=O)C)[C@@H](Sc2ccccc12)c3ccc(OC)cc3

CAS 130606-60-9
Molecular Weight (g/mol) 436.95
SMILES Cl.CNCCN1C(=O)[C@H](OC(=O)C)[C@@H](Sc2ccccc12)c3ccc(OC)cc3
Synonym (2S,3S)-2-(4-Methoxyphenyl)-5-[2-(methylamino)ethyl]-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl Acetate Hydrochloride,Diltiazem Hydrochloride Imp. D (EP) as Hydrochloride,N-Desmethyl-diltiazem Hydrochloride
IUPAC Name [(2S,3S)-2-(4-methoxyphenyl)-5-[2-(methylamino)ethyl]-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate;hydrochloride
Molecular Formula C21 H24 N2 O4 S . Cl H
4

Quetiapine Hydroxy Impurity Dihydrochloride Salt, TRC

CAS: 329218-14-6 Molecular Formula: C19 H21 N3 O S . 2 Cl H Molecular Weight (g/mol): 412.38 Synonym: 1-Piperazineethanol, 4-dibenzo[b,f][1,4]thiazepin-11-yl-, hydrochloride (1:2),1-Piperazineethanol, 4-dibenzo[b,f][1,4]thiazepin-11-yl-, dihydrochloride (9CI),2-[4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl]ethanol dihydrochloride,Quetiapine Hydroxy Impurity Dihydrochloride Salt IUPAC Name: 2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethanol;dihydrochloride SMILES: Cl.Cl.OCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24

CAS 329218-14-6
Molecular Weight (g/mol) 412.38
SMILES Cl.Cl.OCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24
Synonym 1-Piperazineethanol, 4-dibenzo[b,f][1,4]thiazepin-11-yl-, hydrochloride (1:2),1-Piperazineethanol, 4-dibenzo[b,f][1,4]thiazepin-11-yl-, dihydrochloride (9CI),2-[4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl]ethanol dihydrochloride,Quetiapine Hydroxy Impurity Dihydrochloride Salt
IUPAC Name 2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethanol;dihydrochloride
Molecular Formula C19 H21 N3 O S . 2 Cl H
5

N-Des[2-(2-hydroxyethoxy)ethyl] Quetiapine Dihydrochloride, TRC

CAS: 111974-74-4 Molecular Formula: C17 H17 N3 S . 2 Cl H Molecular Weight (g/mol): 368.32 Synonym: 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine Dihydrochloride,Quetiapine Fumarate Imp. B (EP) as Dihydrochloride,Dibenzo[b,f][1,4]thiazepine, 11-(1-piperazinyl)-, hydrochloride (1:2),Dibenzo[b,f][1,4]thiazepine, 11-(1-piperazinyl)-, dihydrochloride (9CI),11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride,11-Piperazin-1-yl-dibenzo[b,f][1,4]thiazepine dihydrochloride,11-Piperazinodibenzo[b,f][1,4]thiazepine dihydrochloride,Norquetiapine dihydrochloride,N-Des[2-(2-hydroxyethoxy)ethyl]quetiapine dihydrochloride IUPAC Name: 6-piperazin-1-ylbenzo[b][1,4]benzothiazepine;dihydrochloride SMILES: Cl.Cl.C1CN(CCN1)C2=Nc3ccccc3Sc4ccccc24

CAS 111974-74-4
Molecular Weight (g/mol) 368.32
SMILES Cl.Cl.C1CN(CCN1)C2=Nc3ccccc3Sc4ccccc24
Synonym 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine Dihydrochloride,Quetiapine Fumarate Imp. B (EP) as Dihydrochloride,Dibenzo[b,f][1,4]thiazepine, 11-(1-piperazinyl)-, hydrochloride (1:2),Dibenzo[b,f][1,4]thiazepine, 11-(1-piperazinyl)-, dihydrochloride (9CI),11-(1-Piperazinyl)-dibenzo[b,f][1,4]thiazepine dihydrochloride,11-Piperazin-1-yl-dibenzo[b,f][1,4]thiazepine dihydrochloride,11-Piperazinodibenzo[b,f][1,4]thiazepine dihydrochloride,Norquetiapine dihydrochloride,N-Des[2-(2-hydroxyethoxy)ethyl]quetiapine dihydrochloride
IUPAC Name 6-piperazin-1-ylbenzo[b][1,4]benzothiazepine;dihydrochloride
Molecular Formula C17 H17 N3 S . 2 Cl H
7

Desacetyl Diltiazem-d4, TRC

CAS: 112259-40-2 Molecular Formula: C20H20D4N2O3S Molecular Weight (g/mol): 376.51 Synonym: (2S-cis)-5-[2-(Dimethylamino)ethyl-1,1,2,2-d4]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one SMILES: O[C@@H]1[C@H](C2=CC=C(OC)C=C2)SC3=C(C=CC=C3)N(C([2H])([2H])C([2H])([2H])N(C)C)C1=O

CAS 112259-40-2
Molecular Weight (g/mol) 376.51
SMILES O[C@@H]1[C@H](C2=CC=C(OC)C=C2)SC3=C(C=CC=C3)N(C([2H])([2H])C([2H])([2H])N(C)C)C1=O
Synonym (2S-cis)-5-[2-(Dimethylamino)ethyl-1,1,2,2-d4]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
Molecular Formula C20H20D4N2O3S
8

N,N-Didesmethyl Diltiazem Hydrochloride, TRC

CAS: 116050-35-2 Molecular Formula: C20H23ClN2O4S Molecular Weight (g/mol): 422.93 Synonym: (2S-cis)-3-(Acetyloxy)-5-(2-aminoethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one Monohydrochloride,(2S,3S)-N,N-Didemethyldiltiazem Hydrochloride SMILES: CC(=O)O[C@@H]1[C@@H](SC2=CC=CC=C2N(C1=O)CCN)C3=CC=C(C=C3)OC.Cl

CAS 116050-35-2
Molecular Weight (g/mol) 422.93
SMILES CC(=O)O[C@@H]1[C@@H](SC2=CC=CC=C2N(C1=O)CCN)C3=CC=C(C=C3)OC.Cl
Synonym (2S-cis)-3-(Acetyloxy)-5-(2-aminoethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one Monohydrochloride,(2S,3S)-N,N-Didemethyldiltiazem Hydrochloride
Molecular Formula C20H23ClN2O4S
9

Clothiapine, TRC

CAS: 2058-52-8 Molecular Formula: C18 H18 Cl N3 S Molecular Weight (g/mol): 343.87 Synonym: 2-Chloro-11-(4-methyl-1-piperazinyl)dibenzo[b,f][1,4]thiazepine,2-Chloro-11-(4-methylpiperazino)dibenzo[b,f][1,4]thiazepine,Clothiapin,Clothiapine,Clotiapine,Deliton,Entumine,Etumine,HF 2159,LW 2159,Dibenzo[b,f][1,4]thiazepine, 2-chloro-11-(4-methyl-1-piperazinyl)- IUPAC Name: 8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzothiazepine SMILES: CN1CCN(CC1)C2=Nc3ccccc3Sc4ccc(Cl)cc24

CAS 2058-52-8
Molecular Weight (g/mol) 343.87
SMILES CN1CCN(CC1)C2=Nc3ccccc3Sc4ccc(Cl)cc24
Synonym 2-Chloro-11-(4-methyl-1-piperazinyl)dibenzo[b,f][1,4]thiazepine,2-Chloro-11-(4-methylpiperazino)dibenzo[b,f][1,4]thiazepine,Clothiapin,Clothiapine,Clotiapine,Deliton,Entumine,Etumine,HF 2159,LW 2159,Dibenzo[b,f][1,4]thiazepine, 2-chloro-11-(4-methyl-1-piperazinyl)-
IUPAC Name 8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzothiazepine
Molecular Formula C18 H18 Cl N3 S
10

7-Hydroxy Quetiapine, TRC

CAS: 139079-39-3 Molecular Formula: C21 H25 N3 O3 S Molecular Weight (g/mol): 399.51 Synonym: 7-Hydroxyquetiapine,Dibenzo[b,f][1,4]thiazepin-7-ol, 11-[4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl]-,11-[4-[2-(2-Hydroxyethoxy)ethyl]-1-piperazinyl]dibenzo[b,f][1,4]thiazepin-7-ol,7-Hydroxyquetiapine,ICI 214227 IUPAC Name: 6-[4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl]benzo[b][1,4]benzothiazepin-2-ol SMILES: OCCOCCN1CCN(CC1)C2=Nc3ccc(O)cc3Sc4ccccc24

CAS 139079-39-3
Molecular Weight (g/mol) 399.51
SMILES OCCOCCN1CCN(CC1)C2=Nc3ccc(O)cc3Sc4ccccc24
Synonym 7-Hydroxyquetiapine,Dibenzo[b,f][1,4]thiazepin-7-ol, 11-[4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl]-,11-[4-[2-(2-Hydroxyethoxy)ethyl]-1-piperazinyl]dibenzo[b,f][1,4]thiazepin-7-ol,7-Hydroxyquetiapine,ICI 214227
IUPAC Name 6-[4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl]benzo[b][1,4]benzothiazepin-2-ol
Molecular Formula C21 H25 N3 O3 S
12

1,2-Bis[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethane, TRC

CAS: 1371638-05-9 Molecular Formula: C40H44N6O2S2 Molecular Weight (g/mol): 704.95 Synonym: Quetiapine EP Impurity E; IUPAC Name: 6-[4-[2-[2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethoxy]ethyl]piperazin-1-yl]benzo[b][1,4]benzothiazepine SMILES: C(COCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24)OCCN5CCN(CC5)C6=Nc7ccccc7Sc8ccccc68

CAS 1371638-05-9
Molecular Weight (g/mol) 704.95
SMILES C(COCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24)OCCN5CCN(CC5)C6=Nc7ccccc7Sc8ccccc68
Synonym Quetiapine EP Impurity E;
IUPAC Name 6-[4-[2-[2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethoxy]ethyl]piperazin-1-yl]benzo[b][1,4]benzothiazepine
Molecular Formula C40H44N6O2S2
13

2-[2-[2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethoxy]ethanol, TRC

CAS: 1356906-17-6 Molecular Formula: C25 H33 N3 O4 S Molecular Weight (g/mol): 471.612 Synonym: 2-[2-[2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethoxy]ethanol,Ethanol, 2-[2-[2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethoxy]-,Quetiapine Fumarate Imp. J (EP) IUPAC Name: 2-[2-[2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethoxy]ethoxy]ethanol SMILES: OCCOCCOCCOCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24

CAS 1356906-17-6
Molecular Weight (g/mol) 471.612
SMILES OCCOCCOCCOCCN1CCN(CC1)C2=Nc3ccccc3Sc4ccccc24
Synonym 2-[2-[2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethoxy]ethanol,Ethanol, 2-[2-[2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethoxy]-,Quetiapine Fumarate Imp. J (EP)
IUPAC Name 2-[2-[2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethoxy]ethoxy]ethanol
Molecular Formula C25 H33 N3 O4 S
14

Desacetyl Diltiazem Hydrochloride, TRC

CAS: 75472-91-2 Molecular Formula: C20 H24 N2 O3 S . Cl H Molecular Weight (g/mol): 408.94 Synonym: 1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, hydrochloride (1:1), (2S,3S)-,1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, monohydrochloride, (2S,3S)- (9CI),1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, monohydrochloride, (2S-cis)-,Deacetyldiltiazem hydrochloride IUPAC Name: (2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one;hydrochloride SMILES: Cl.COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2O

CAS 75472-91-2
Molecular Weight (g/mol) 408.94
SMILES Cl.COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2O
Synonym 1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, hydrochloride (1:1), (2S,3S)-,1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, monohydrochloride, (2S,3S)- (9CI),1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, monohydrochloride, (2S-cis)-,Deacetyldiltiazem hydrochloride
IUPAC Name (2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one;hydrochloride
Molecular Formula C20 H24 N2 O3 S . Cl H
15

Desacetyl Diltiazem, TRC

CAS: 42399-40-6 Molecular Formula: C20 H24 N2 O3 S Molecular Weight (g/mol): 372.48 Synonym: (2S,3S)-5-[2-(Dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one,Diltiazem Hydrochloride Imp. F (EP),Desacetyldiltiazem,1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, (2S,3S)-,1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, (2S-cis)-,(2S,3S)-5-[2-(Dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one,Deacetyl-d-diltiazem,Deacetyldiltiazem,Diltiazem-desacetyl IUPAC Name: (2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one SMILES: COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2O

CAS 42399-40-6
Molecular Weight (g/mol) 372.48
SMILES COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2O
Synonym (2S,3S)-5-[2-(Dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one,Diltiazem Hydrochloride Imp. F (EP),Desacetyldiltiazem,1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, (2S,3S)-,1,5-Benzothiazepin-4(5H)-one, 5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-, (2S-cis)-,(2S,3S)-5-[2-(Dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one,Deacetyl-d-diltiazem,Deacetyldiltiazem,Diltiazem-desacetyl
IUPAC Name (2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one
Molecular Formula C20 H24 N2 O3 S