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Benzothiazines

Aromatic organic heterocyclic compounds that consist of benzene fused with a thiazine; thiazines are six-membered rings that contain four carbon atoms, one nitrogen atom, and one sulfur atom.

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1

Azure I

CAS: 531-55-5 Molecular Formula: C15H16ClN3S Molecular Weight (g/mol): 305.824 MDL Number: MFCD00011935 InChI Key: DNDJEIWCTMMZBX-UHFFFAOYSA-N Synonym: azure b,azure i,methylene azure b,3-dimethylamino-7-methylamino phenothiazin-5-ium chloride,trimethylthionine chloride,azur i,methyleneazure,methylene azure van,unii-7c8bel8wqv,modr kresylova bb czech PubChem CID: 68275 IUPAC Name: dimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium;chloride SMILES: CNC1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.[Cl-]

PubChem CID 68275
CAS 531-55-5
Molecular Weight (g/mol) 305.824
MDL Number MFCD00011935
SMILES CNC1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.[Cl-]
Synonym azure b,azure i,methylene azure b,3-dimethylamino-7-methylamino phenothiazin-5-ium chloride,trimethylthionine chloride,azur i,methyleneazure,methylene azure van,unii-7c8bel8wqv,modr kresylova bb czech
IUPAC Name dimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium;chloride
InChI Key DNDJEIWCTMMZBX-UHFFFAOYSA-N
Molecular Formula C15H16ClN3S
2

Fluphenazine Sulfoxide (Fluphenazine Decanoate EP Impurity A), TRC

CAS: 1674-76-6 Molecular Formula: C22 H26 F3 N3 O2 S Molecular Weight (g/mol): 453.52 Synonym: 1-Piperazineethanol, 4-[3-[5-oxido-2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-,1-Piperazineethanol, 4-[3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-, S-oxide,1-Piperazineethanol, 4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]-, S-oxide (7CI,8CI),4-[3-[5-Oxido-2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-1-piperazineethanol,Fluphenazine S-oxide,Fluphenazine sulfoxide,2-[4-[3-[5-Oxo-2-(trifluoromethyl)-10H-5lambda4-phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol,Fluphenazine Dihydrochloride Imp. A (EP) IUPAC Name: 2-[4-[3-[5-oxo-2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol SMILES: OCCN1CCN(CCCN2c3ccccc3S(=O)c4ccc(cc24)C(F)(F)F)CC1

CAS 1674-76-6
Molecular Weight (g/mol) 453.52
SMILES OCCN1CCN(CCCN2c3ccccc3S(=O)c4ccc(cc24)C(F)(F)F)CC1
Synonym 1-Piperazineethanol, 4-[3-[5-oxido-2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-,1-Piperazineethanol, 4-[3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-, S-oxide,1-Piperazineethanol, 4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]-, S-oxide (7CI,8CI),4-[3-[5-Oxido-2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-1-piperazineethanol,Fluphenazine S-oxide,Fluphenazine sulfoxide,2-[4-[3-[5-Oxo-2-(trifluoromethyl)-10H-5lambda4-phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol,Fluphenazine Dihydrochloride Imp. A (EP)
IUPAC Name 2-[4-[3-[5-oxo-2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol
Molecular Formula C22 H26 F3 N3 O2 S
3

Azure B (Technical Grade), TRC

CAS: 531-55-5 Molecular Formula: C15 H16 N3 S . Cl Molecular Weight (g/mol): 305.83 Synonym: Azur I,Azure B Chloride,Azure I,C.I. 52010,Methylene Azure,Trimethylthionine Chloride,3-Methylamino-7-dimethylaminophenazathionium Chloride,Trimethylthionine,3-(Dimethylamino)-7-(methylamino)-phenothiazin-5-ium Chloride,3-(Dimethylamino)-7-(methylamino)phenothiazin-5-ylium Chloride IUPAC Name: 3-N,7-N,7-N-trimethylphenothiazin-5-ium-3,7-diamine;chloride SMILES: [Cl-].CNc1ccc2nc3ccc(cc3[s+]c2c1)N(C)C

CAS 531-55-5
Molecular Weight (g/mol) 305.83
SMILES [Cl-].CNc1ccc2nc3ccc(cc3[s+]c2c1)N(C)C
Synonym Azur I,Azure B Chloride,Azure I,C.I. 52010,Methylene Azure,Trimethylthionine Chloride,3-Methylamino-7-dimethylaminophenazathionium Chloride,Trimethylthionine,3-(Dimethylamino)-7-(methylamino)-phenothiazin-5-ium Chloride,3-(Dimethylamino)-7-(methylamino)phenothiazin-5-ylium Chloride
IUPAC Name 3-N,7-N,7-N-trimethylphenothiazin-5-ium-3,7-diamine;chloride
Molecular Formula C15 H16 N3 S . Cl
4

Cyamemazine, TRC

CAS: 3546-03-0 Molecular Formula: C19 H21 N3 S Molecular Weight (g/mol): 323.46 Synonym: 10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile (ACI),Phenothiazine-2-carbonitrile, 10-[3-(dimethylamino)-2-methylpropyl]- (6CI, 7CI, 8CI),10-[3-(Dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile,2-Cyano-10-(3-dimethylamino-2-methylpropyl)phenothiazine,7204 R. E.,7204 RP,Ciamatil,Cianatil,Cyamemazin,Cyamemazine,Cyamepromazine,Cyamepromezine,F. I. 6229,Kyamepromazine,R.P. 7204,Tercian,TH 2602 IUPAC Name: 10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile SMILES: CC(CN(C)C)CN1c2ccccc2Sc3ccc(cc13)C#N

CAS 3546-03-0
Molecular Weight (g/mol) 323.46
SMILES CC(CN(C)C)CN1c2ccccc2Sc3ccc(cc13)C#N
Synonym 10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile (ACI),Phenothiazine-2-carbonitrile, 10-[3-(dimethylamino)-2-methylpropyl]- (6CI, 7CI, 8CI),10-[3-(Dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile,2-Cyano-10-(3-dimethylamino-2-methylpropyl)phenothiazine,7204 R. E.,7204 RP,Ciamatil,Cianatil,Cyamemazin,Cyamemazine,Cyamepromazine,Cyamepromezine,F. I. 6229,Kyamepromazine,R.P. 7204,Tercian,TH 2602
IUPAC Name 10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile
Molecular Formula C19 H21 N3 S