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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

2-Methyl-3,4-dihydro-2H-1,4-benzothiazine, 97%, Thermo Scientific Chemicals

CAS: 58960-00-2 Molecular Formula: C9H11NS Molecular Weight (g/mol): 165.254 MDL Number: MFCD12027245 InChI Key: QZSCUJZRZIIVBM-UHFFFAOYSA-N Synonym: 2h-1,4-benzothiazine, 3,4-dihydro-2-methyl,3,4-dihydro-2-methyl-2h-1,4-benzothiazine,2-methyl-3,4-dihydro-2h-benzo b 1,4 thiazine PubChem CID: 13183653 IUPAC Name: 2-methyl-3,4-dihydro-2H-1,4-benzothiazine SMILES: CC1CNC2=CC=CC=C2S1

PubChem CID 13183653
CAS 58960-00-2
Molecular Weight (g/mol) 165.254
MDL Number MFCD12027245
SMILES CC1CNC2=CC=CC=C2S1
Synonym 2h-1,4-benzothiazine, 3,4-dihydro-2-methyl,3,4-dihydro-2-methyl-2h-1,4-benzothiazine,2-methyl-3,4-dihydro-2h-benzo b 1,4 thiazine
IUPAC Name 2-methyl-3,4-dihydro-2H-1,4-benzothiazine
InChI Key QZSCUJZRZIIVBM-UHFFFAOYSA-N
Molecular Formula C9H11NS
2

Thermo Scientific Chemicals Giemsa Stain

CAS: 51811-82-6 Molecular Formula: C14H14ClN3S Molecular Weight (g/mol): 291.80 MDL Number: MFCD00012112,MFCD00081642 InChI Key: NALREUIWICQLPS-UHFFFAOYSA-N Synonym: azure a,dimethylthionine,giemsa stain,azur a,n,n-dimethylthionine,3-amino-7-dimethylamino phenothiazin-5-ium chloride,methylene azure a,giemsa solution,3-amino-7-dimethylaminophenazathionium chloride,unii-m731v243ef PubChem CID: 13735 IUPAC Name: (7-aminophenothiazin-3-ylidene)-dimethylazanium;chloride SMILES: [Cl-].C[N+](C)=C1C=CC2=NC3=CC=C(N)C=C3SC2=C1

PubChem CID 13735
CAS 51811-82-6
Molecular Weight (g/mol) 291.80
MDL Number MFCD00012112,MFCD00081642
SMILES [Cl-].C[N+](C)=C1C=CC2=NC3=CC=C(N)C=C3SC2=C1
Synonym azure a,dimethylthionine,giemsa stain,azur a,n,n-dimethylthionine,3-amino-7-dimethylamino phenothiazin-5-ium chloride,methylene azure a,giemsa solution,3-amino-7-dimethylaminophenazathionium chloride,unii-m731v243ef
IUPAC Name (7-aminophenothiazin-3-ylidene)-dimethylazanium;chloride
InChI Key NALREUIWICQLPS-UHFFFAOYSA-N
Molecular Formula C14H14ClN3S
3

3,4-Dihydro-2H-1,4-benzothiazine, 97%

CAS: 3080-99-7 Molecular Formula: C8H9NS Molecular Weight (g/mol): 151.23 MDL Number: MFCD04038593 InChI Key: YBBLSBDJIKMXNQ-UHFFFAOYSA-N Synonym: 3,4-dihydro-2h-benzo b 1,4 thiazine,2,3-dihydro-1,4-benzothiazine,3,4-dihydro-2h-benzo 1,4 thiazine,2h-1,4-benzothiazine, 3,4-dihydro,benzothiomorpholine,thiaphenomorpholine,2,3-dihydrobenzo-1,4-thiazine,2,3-dihydro-4h-1,4-benzothiazine,2h,3h,4h-benzo e 1,4-thiazine,2h-1,4-benzothiazine,3,4-dihydro PubChem CID: 151064 IUPAC Name: 3,4-dihydro-2H-1,4-benzothiazine SMILES: C1CSC2=CC=CC=C2N1

PubChem CID 151064
CAS 3080-99-7
Molecular Weight (g/mol) 151.23
MDL Number MFCD04038593
SMILES C1CSC2=CC=CC=C2N1
Synonym 3,4-dihydro-2h-benzo b 1,4 thiazine,2,3-dihydro-1,4-benzothiazine,3,4-dihydro-2h-benzo 1,4 thiazine,2h-1,4-benzothiazine, 3,4-dihydro,benzothiomorpholine,thiaphenomorpholine,2,3-dihydrobenzo-1,4-thiazine,2,3-dihydro-4h-1,4-benzothiazine,2h,3h,4h-benzo e 1,4-thiazine,2h-1,4-benzothiazine,3,4-dihydro
IUPAC Name 3,4-dihydro-2H-1,4-benzothiazine
InChI Key YBBLSBDJIKMXNQ-UHFFFAOYSA-N
Molecular Formula C8H9NS
4

7-Bromo-2H-1,4-benzothiazin-3(4H)-one, 97%

CAS: 90814-91-8 Molecular Formula: C8H6BrNOS Molecular Weight (g/mol): 244.11 MDL Number: MFCD02660583 InChI Key: MDFPWMKBRDOSGB-UHFFFAOYSA-N Synonym: 7-bromo-2h-1,4-benzothiazin-3 4h-one,7-bromo-2h-benzo b 1,4 thiazin-3 4h-one,7-bromo-3,4-dihydro-2h-1,4-benzothiazin-3-one,7-bromo-2h,4h-benzo e 1,4-thiazin-3-one,7-bromo-2,4-dihydro-1,4-benzothiazin-3-one,2h-1,4-benzothiazin-3 4h-one, 7-bromo,7-bromo-4h-benzo 1,4 thiazin-3-one PubChem CID: 689065 SMILES: BrC1=CC2=C(NC(=O)CS2)C=C1

PubChem CID 689065
CAS 90814-91-8
Molecular Weight (g/mol) 244.11
MDL Number MFCD02660583
SMILES BrC1=CC2=C(NC(=O)CS2)C=C1
Synonym 7-bromo-2h-1,4-benzothiazin-3 4h-one,7-bromo-2h-benzo b 1,4 thiazin-3 4h-one,7-bromo-3,4-dihydro-2h-1,4-benzothiazin-3-one,7-bromo-2h,4h-benzo e 1,4-thiazin-3-one,7-bromo-2,4-dihydro-1,4-benzothiazin-3-one,2h-1,4-benzothiazin-3 4h-one, 7-bromo,7-bromo-4h-benzo 1,4 thiazin-3-one
InChI Key MDFPWMKBRDOSGB-UHFFFAOYSA-N
Molecular Formula C8H6BrNOS
5

Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, 97%

CAS: 188614-01-9 Molecular Formula: C10H9NO3S Molecular Weight (g/mol): 223.25 MDL Number: MFCD00449104 InChI Key: UFSVRHNRNVVBJR-UHFFFAOYSA-N PubChem CID: 699501 IUPAC Name: methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate SMILES: COC(=O)C1=CC2=C(SCC(=O)N2)C=C1

PubChem CID 699501
CAS 188614-01-9
Molecular Weight (g/mol) 223.25
MDL Number MFCD00449104
SMILES COC(=O)C1=CC2=C(SCC(=O)N2)C=C1
IUPAC Name methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate
InChI Key UFSVRHNRNVVBJR-UHFFFAOYSA-N
Molecular Formula C10H9NO3S
6

6-Bromo-3,4-dihydro-2H-1,4-benzothiazine, 97%

CAS: 187604-75-7 Molecular Formula: C8H8BrNS Molecular Weight (g/mol): 230.123 MDL Number: MFCD23379863 InChI Key: AUIBYERXYVUBIL-UHFFFAOYSA-N Synonym: 6-bromo-3,4-dihydro-2h-benzo b 1,4 thiazine PubChem CID: 67172430 IUPAC Name: 6-bromo-3,4-dihydro-2H-1,4-benzothiazine SMILES: C1CSC2=C(N1)C=C(C=C2)Br

PubChem CID 67172430
CAS 187604-75-7
Molecular Weight (g/mol) 230.123
MDL Number MFCD23379863
SMILES C1CSC2=C(N1)C=C(C=C2)Br
Synonym 6-bromo-3,4-dihydro-2h-benzo b 1,4 thiazine
IUPAC Name 6-bromo-3,4-dihydro-2H-1,4-benzothiazine
InChI Key AUIBYERXYVUBIL-UHFFFAOYSA-N
Molecular Formula C8H8BrNS
7

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
8

Thermo Scientific Chemicals Meloxicam, 99-101%

CAS: 71125-38-7 Molecular Formula: C14H13N3O4S2 Molecular Weight (g/mol): 351.40 MDL Number: MFCD00868752 InChI Key: DWMREKMVXIFPFM-ACCUITESSA-N Synonym: meloxicam,mobic,metacam,movalis,meloxicamum,mobicox,mobec,meloxicam mobic,movatec,parocin PubChem CID: 54677470 ChEBI: CHEBI:6741 IUPAC Name: 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide SMILES: CN1\C(=C(\O)NC2=NC=C(C)S2)C(=O)C2=CC=CC=C2S1(=O)=O

PubChem CID 54677470
CAS 71125-38-7
Molecular Weight (g/mol) 351.40
ChEBI CHEBI:6741
MDL Number MFCD00868752
SMILES CN1\C(=C(\O)NC2=NC=C(C)S2)C(=O)C2=CC=CC=C2S1(=O)=O
Synonym meloxicam,mobic,metacam,movalis,meloxicamum,mobicox,mobec,meloxicam mobic,movatec,parocin
IUPAC Name 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide
InChI Key DWMREKMVXIFPFM-ACCUITESSA-N
Molecular Formula C14H13N3O4S2
9

7-Bromo-3,4-dihydro-2H-1,4-benzothiazine, 97%, Thermo Scientific Chemicals

CAS: 193414-60-7 Molecular Formula: C8H8BrNS Molecular Weight (g/mol): 230.12 MDL Number: MFCD11847754 InChI Key: QWWYGAWGUCQKDL-UHFFFAOYSA-N Synonym: 7-bromo-3,4-dihydro-2h-benzo b 1,4 thiazine PubChem CID: 83823811 IUPAC Name: 7-bromo-3,4-dihydro-2H-1,4-benzothiazine SMILES: BrC1=CC2=C(NCCS2)C=C1

PubChem CID 83823811
CAS 193414-60-7
Molecular Weight (g/mol) 230.12
MDL Number MFCD11847754
SMILES BrC1=CC2=C(NCCS2)C=C1
Synonym 7-bromo-3,4-dihydro-2h-benzo b 1,4 thiazine
IUPAC Name 7-bromo-3,4-dihydro-2H-1,4-benzothiazine
InChI Key QWWYGAWGUCQKDL-UHFFFAOYSA-N
Molecular Formula C8H8BrNS
10

7-Nitro-3,4-dihydro-2H-1,4-benzothiazine, 97%, Thermo Scientific Chemicals

CAS: 69373-37-1 Molecular Formula: C8H8N2O2S Molecular Weight (g/mol): 196.22 MDL Number: MFCD23379852 InChI Key: LCOAYUPAESYAHF-UHFFFAOYSA-N Synonym: 7-nitro-3,4-dihydro-2h-benzo b 1,4 thiazine PubChem CID: 20496121 IUPAC Name: 7-nitro-3,4-dihydro-2H-1,4-benzothiazine SMILES: [O-][N+](=O)C1=CC2=C(NCCS2)C=C1

PubChem CID 20496121
CAS 69373-37-1
Molecular Weight (g/mol) 196.22
MDL Number MFCD23379852
SMILES [O-][N+](=O)C1=CC2=C(NCCS2)C=C1
Synonym 7-nitro-3,4-dihydro-2h-benzo b 1,4 thiazine
IUPAC Name 7-nitro-3,4-dihydro-2H-1,4-benzothiazine
InChI Key LCOAYUPAESYAHF-UHFFFAOYSA-N
Molecular Formula C8H8N2O2S
11

1,9-Dimethyl-methylene Blue Zinc Chloride Double Salt (Technical Grade), TRC

CAS: 931418-92-7 Molecular Formula: 2 C18 H22 N3 S . 2Cl . Zn Cl2 Molecular Weight (g/mol): 832.12 Synonym: 1,9-Dimethyl-Methylene Blue Zinc Chloride Double Salt IUPAC Name: bis(3,7-bis(dimethylamino)-1,9-dimethylphenothiazin-5-ium) zinc(II) chloride SMILES: CC1=C2C([S+]=C(C3=N2)C=C(C=C3C)N(C)C)=CC(N(C)C)=C1.CC4=C5C([S+]=C(C6=N5)C=C(C=C6C)N(C)C)=CC(N(C)C)=C4.Cl[Zn]Cl.[Cl-].[Cl-]

CAS 931418-92-7
Molecular Weight (g/mol) 832.12
SMILES CC1=C2C([S+]=C(C3=N2)C=C(C=C3C)N(C)C)=CC(N(C)C)=C1.CC4=C5C([S+]=C(C6=N5)C=C(C=C6C)N(C)C)=CC(N(C)C)=C4.Cl[Zn]Cl.[Cl-].[Cl-]
Synonym 1,9-Dimethyl-Methylene Blue Zinc Chloride Double Salt
IUPAC Name bis(3,7-bis(dimethylamino)-1,9-dimethylphenothiazin-5-ium) zinc(II) chloride
Molecular Formula 2 C18 H22 N3 S . 2Cl . Zn Cl2
12

Chlorpromazine Hydrochloride, TRC

CAS: 69-09-0 Molecular Formula: C17 H19 Cl N2 S . Cl H Molecular Weight (g/mol): 355.33 Synonym: 10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-, monohydrochloride (9CI),Phenothiazine, 2-chloro-10-[3-(dimethylamino)propyl]-, monohydrochloride (8CI),10-(3-Dimethylaminopropyl)-2-chlorophenothiazine monohydrochloride,2-Chloro-10-(3-dimethylaminopropyl)phenothiazine monohydrochloride,3-(2-Chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine hydrochloride,Aminazin hydrochloride,Aminazin monohydrochloride,Ampliactil monohydrochloride,CPZ,Chloractil,Chlorazin,Chloropromazine hydrochloride,Chloropromazine monohydrochloride,Chlorpromazine hydrochloride,Chlorpromazine monohydrochloride,Chlorpromazinium chloride,Contomin,Hebanil,Hibanil,Hibernal,Klorproman,Klorpromex,Largactil,Largactil monohydrochloride,Largaktyl,Marazine,Megatil,Neurazine,Norcozine,Plegomazin,Promacid,Promapar,Propaphen,Propaphenin hydrochloride,Sonazine,Taroctyl,Thorazine hydrochloride,Torazina,Tranzene IUPAC Name: 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine;hydrochloride SMILES: Cl.CN(C)CCCN1c2ccccc2Sc3ccc(Cl)cc13

CAS 69-09-0
Molecular Weight (g/mol) 355.33
SMILES Cl.CN(C)CCCN1c2ccccc2Sc3ccc(Cl)cc13
Synonym 10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-, monohydrochloride (9CI),Phenothiazine, 2-chloro-10-[3-(dimethylamino)propyl]-, monohydrochloride (8CI),10-(3-Dimethylaminopropyl)-2-chlorophenothiazine monohydrochloride,2-Chloro-10-(3-dimethylaminopropyl)phenothiazine monohydrochloride,3-(2-Chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine hydrochloride,Aminazin hydrochloride,Aminazin monohydrochloride,Ampliactil monohydrochloride,CPZ,Chloractil,Chlorazin,Chloropromazine hydrochloride,Chloropromazine monohydrochloride,Chlorpromazine hydrochloride,Chlorpromazine monohydrochloride,Chlorpromazinium chloride,Contomin,Hebanil,Hibanil,Hibernal,Klorproman,Klorpromex,Largactil,Largactil monohydrochloride,Largaktyl,Marazine,Megatil,Neurazine,Norcozine,Plegomazin,Promacid,Promapar,Propaphen,Propaphenin hydrochloride,Sonazine,Taroctyl,Thorazine hydrochloride,Torazina,Tranzene
IUPAC Name 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine;hydrochloride
Molecular Formula C17 H19 Cl N2 S . Cl H
13

Fluphenazine Octanoate, TRC

CAS: 97671-70-0 Molecular Formula: C30H40F3N3O2S Molecular Weight (g/mol): 563.72 Synonym: 2-(4-(3-(2-(Trifluoromethyl)-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)ethyl Octanoate,Fluphenazine EP Impurity D SMILES: CCCCCCCC(=O)OCCN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1

CAS 97671-70-0
Molecular Weight (g/mol) 563.72
SMILES CCCCCCCC(=O)OCCN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1
Synonym 2-(4-(3-(2-(Trifluoromethyl)-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)ethyl Octanoate,Fluphenazine EP Impurity D
Molecular Formula C30H40F3N3O2S
14

Ethyl 4-Hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide(Piroxicam Impurity H), TRC

CAS: 24683-21-4 Molecular Formula: C11 H11 N O5 S Molecular Weight (g/mol): 269.27 Synonym: Ethyl 4-Hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide,Piroxicam Imp. H (EP) IUPAC Name: ethyl 4-hydroxy-1,1-dioxo-2H-1λ^{6},2-benzothiazine-3-carboxylate SMILES: CCOC(=O)C1=C(O)c2ccccc2S(=O)(=O)N1

CAS 24683-21-4
Molecular Weight (g/mol) 269.27
SMILES CCOC(=O)C1=C(O)c2ccccc2S(=O)(=O)N1
Synonym Ethyl 4-Hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide,Piroxicam Imp. H (EP)
IUPAC Name ethyl 4-hydroxy-1,1-dioxo-2H-1λ^{6},2-benzothiazine-3-carboxylate
Molecular Formula C11 H11 N O5 S
15

Prochlorperazine Sulfoxide-d3, TRC

CAS: 1189943-37-0 Molecular Formula: C20 2H3 H21 Cl N3 O S Molecular Weight (g/mol): 392.96 Synonym: Prochlorperazine Sulfoxide-(methyl-D3) IUPAC Name: 2-chloro-10-[3-[4-(trideuteriomethyl)piperazin-1-yl]propyl]phenothiazine 5-oxide SMILES: [2H]C([2H])([2H])N1CCN(CCCN2c3ccccc3S(=O)c4ccc(Cl)cc24)CC1

CAS 1189943-37-0
Molecular Weight (g/mol) 392.96
SMILES [2H]C([2H])([2H])N1CCN(CCCN2c3ccccc3S(=O)c4ccc(Cl)cc24)CC1
Synonym Prochlorperazine Sulfoxide-(methyl-D3)
IUPAC Name 2-chloro-10-[3-[4-(trideuteriomethyl)piperazin-1-yl]propyl]phenothiazine 5-oxide
Molecular Formula C20 2H3 H21 Cl N3 O S