Basic information
- CAS
21312-10-7- Standard SMILES
CC(=O)Nc1ccc(S(=O)(=O)Nc2cc(C)on2)cc1- InChIKey
GXPIUNZCALHVBA-UHFFFAOYSA-N- Molecular formula
- C12H13N3O4S
- Average molar mass
- 295.32 g/mol
- Monoisotopic mass
- 295.0626769
Overview
N-acetylsulfamethoxazole is a sulfonamide compound having a 4-acetamidophenyl group attached to the sulfur atom and a 1,2-oxazol-3-yl group attached to the nitrogen atom. It has a role as a drug metabolite and a marine xenobiotic metabolite. It is a sulfonamide and a member of isoxazoles. It is functionally related to a sulfanilamide and a sulfamethoxazole.
Names & identifiers
- Preferred name
- N(4)-acetylsulfamethoxazole
- IUPAC
- N-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]acetamide
- English name
- 4-Acetylamino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide
- Molecular formula
- C12H13N3O4S
- Molecular weight
- 295.31
Names & synonyms
N(4)-AcetylsulfamethoxazoleN(4)-acetylsulphamethoxazoleN-(4-(((5-Methyl-3-isoxazolyl)amino)sulfonyl)phenyl)acetamideN-(4-{[(5-methyl-3-isoxazolyl)amino]sulfonyl}phenyl)acetamideRefChem:55251321312-10-7AcetylsulfamethoxazoleN4-AcetylsulfamethoxazoleN-Acetyl sulfamethoxazoleN-(4-(N-(5-Methylisoxazol-3-yl)sulfamoyl)phenyl)acetamideN-acetylsulfamethoxazoleSMX-acetate
Show more names
STX 606AcetylsulfisomezoleN4-AcetylsulfisomezoleSulfisomezole-N4-acetate4-AcetylsulfamethoxazoleN4-Acetylsulphamethoxazolen(sup4)-acetylsulfisomezole
4-Acetylamino-N-(5-methyl-3-isoxazolyl)benzenesulfonamidesulfamethoxazole acetateSulfamethoxazole EP Impurity AMFCD00205417N-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]acetamide4'-((5-Methyl-3-isoxazolyl)sulfamoyl)acetanilideDTXSID8049044N-Acetyl-sulfamethoxazole
Database identifiers
- CAS
21312-10-7- PubChem CID
- 65280
- DTXSID
DTXSID8049044- ChEMBL
CHEMBL3560298- ChEBI
CHEBI:31169- UNII
- 3I1988834Q
- EC Number
- 244-330-5
- Nikkaji
- J226.185E
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 440
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Metabolite of Sulfamethoxazole
LogP0.86
Physical DescriptionSolid
Collision Cross Section
178.52 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
167.81 Ų [M+H]+
177.4 Ų [M+Na]+
Physicochemical properties
- Melting point
- 222 °C · 222°C dec.
- Density
- 1.3953 · 1.3953 (rough estimate)
- refractive index
- 1.632 · 1.6320 (estimate)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 5.6 · 5.60±0.50(Predicted)
- form
- powder
- color
- Light Orange to Light Brown
- Water Solubility
- 76 mg/L · 76mg/L(37 ºC)
- BRN
- 285801 · 285801
- Major Application
- forensics and toxicologypharmaceutical (small molecule)
- InChI
- 1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15)
- InChIKey
- GXPIUNZCALHVBA-UHFFFAOYSA-N
- SMILES
- O=S(NC1=NOC(C)=C1)(C2=CC=C(NC(C)=O)C=C2)=O
- FDA UNII
- 3 I1988834Q · 3I1988834Q
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 8 · GHS08,GHS07
- Signal word
- Danger
- Hazard statements
- 302 · H302-H341
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501
- WGK Germany
- 3 · 3
- HS Code
- 29350030 · 29350030
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (96.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 30 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (96.7%)
Safety data
- wgk
- 3
- hs_code
- 29350030
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H341
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501
Chemistry & industry
Pharmacology
ATC CodeJ01EC01
Metabolism/MetabolitesAcetylsulfamethoxazole is a known human metabolite of sulfamethoxazole.
Tissue LocationsKidney
Cellular LocationsExtracellular
Uses & manufacturing
Use ClassificationPharmaceuticals -> Transformation products
Applications
UsesA metabolite of Sulfamethoxazole.
UsesA labelled metabolite of Sulfamethoxazole.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers90 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
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Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
南京世洲生物科技有限公司025-025-85560043 17301488900 · [email protected]
Sinco Pharmachem (ShenZhen) R&D Co., Ltd.+86-18603013401 · [email protected]
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佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
Moxin Chemicals+86-17320513646 +86-17320513646 · [email protected]
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Standardpharm Co. Ltd.86-714-3992388 · [email protected]
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Additional notes
DefinitionChEBI: A sulfonamide compound having a 4-acetamidophenyl group attached to the sulfur atom and a 1,2-oxazol-3-yl group attached to the nitrogen atom.
Related reactions
1 records
Compound notes
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