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Substance Name: Sulfamethoxazole [USAN:USP:INN:BAN:JAN]
RN: 723-46-6
UNII: JE42381TNV
InChIKey: JLKIGFTWXXRPMT-UHFFFAOYSA-N
Note
- A bacteriostatic antibacterial agent that interferes with folic acid synthesis in susceptible bacteria. Its broad spectrum of activity has been limited by the development of resistance. (From Martindale, The Extra Pharmacopoeia, 30th ed, p208)
Molecular Formula
- C10-H11-N3-O3-S
Molecular Weight
- 253.2809
- All
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- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Human Data
- Tumor Data
Superlist Classification Code
- Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms
Name of Substance
- Sulfamethoxazole
- Sulfamethoxazole [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Sulfamethoxazole
Synonyms
- 3-(p-Aminophenylsulfonamido)-5-methylisoxazole
- 3-(para-Aminophenylsulphonamido)-5-methylisoxazole
- 3-Sulfanilamido-5-methylisoxazole
- 3-Sulphanilamido-5-methylisoxazole
- 4-27-00-04685 (Beilstein Handbook Reference)
- 4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide
- 5-Methyl-3-sulfanilamidoisoxazole
- 5-Methyl-3-sulfanylamidoisoxazole
- 5-Methyl-3-sulphanil-amidoisoxazole
- A047
- Azo-gantanol
- Bactrim
- Bactrimel
- Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-
- BRN 0226453
- CCRIS 567
- EINECS 211-963-3
- Gamazole
- Gantanol
- Gantanol-DS
- HSDB 3186
- Metoxal
- MS 53
- N'-(5-Methyl-3-isoxazolyl)sulfanilamide
- N'-(5-Methylisoxazol-3-yl)sulphanilamide
- N(sup 1)-(5-Methyl-3-isoxazolyl)sulfanilamide
- N(sup 1)-(5-Methyl-3-isoxazolyl)sulphanilamide
- N1-(5-Methyl-3-isoxazolyl)sulfanilamide
- NSC 147832
- Radonil
- Ro 4-2130
- Simsinomin
- Sinomin
- Solfametossazolo
- Solfametossazolo [DCIT]
- Sulfamethoxazol
- Sulfamethoxazole
- Sulfamethoxazolum
- Sulfamethoxazolum [INN-Latin]
- Sulfamethoxizole
- Sulfamethylisoxazole
- Sulfametoxazol
- Sulfametoxazol [INN-Spanish]
- Sulfanilamide, N(1)-(5-methyl-3-isoxazolyl)-
- Sulfisomezole
- Sulpha-methoxizole
- Sulphamethoxazol
- Sulphamethoxazole
- Sulphamethylisoxazole
- UNII-JE42381TNV
- Urobak
Systematic Names
- Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-
- Sulfamethoxazole
- Sulfanilamide, N'-(5-methyl-3-isoxazolyl)-
- Sulfanilamide, N1-(5-methyl-3-isoxazolyl)- (8CI)
Superlist Name
- Sulfamethoxazole
Mixture Names
- Azo gantanol
- Bactrim
- Cotrim
- Septra
- SMZ/TMP
- Sulfatrim
Registry Numbers
CAS Registry Number
- 723-46-6
FDA UNII
- JE42381TNV
Other Registry Number
- 129378-89-8
System Generated Number
- 0000723466
Structure Descriptors
InChI
1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)InChIKey
JLKIGFTWXXRPMT-UHFFFAOYSA-NSmiles
c1(S(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | oral | 3gm/kg (3000mg/kg) | "Experimental Chemotherapy, Volume II," Schnitzer, R.J., and F. Hawking, eds. Academic Press New York, 1964Vol. 2, Pg. 249, 1964. | |
mouse | LD50 | intraperitoneal | 2300mg/kg (2300mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Chemotherapy Vol. 21, Pg. 175, 1973. |
mouse | LD50 | intravenous | 1460mg/kg (1460mg/kg) | "Modern Pharmaceuticals of Japan, V," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1975Vol. -, Pg. 105, 1975. | |
mouse | LD50 | oral | 2300mg/kg (2300mg/kg) | Chemotherapia. Vol. 8, Pg. 63, 1964. | |
mouse | LD50 | subcutaneous | > 5gm/kg (5000mg/kg) | Chemotherapy Vol. 21, Pg. 175, 1973. | |
mouse | LD50 | unreported | 5gm/kg (5000mg/kg) | Chemotherapia. Vol. 6, Pg. 273, 1963. | |
rat | LD50 | intraperitoneal | 2690mg/kg (2690mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Chemotherapy Vol. 21, Pg. 175, 1973. |
rat | LD50 | oral | 6200mg/kg (6200mg/kg) | Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971. | |
rat | LD50 | subcutaneous | > 5gm/kg (5000mg/kg) | Chemotherapy Vol. 21, Pg. 175, 1973. | |
women | TDLo | oral | 160mg/kg/10D- (160mg/kg) | ENDOCRINE: HYPOGLYCEMIA | Archives of Internal Medicine. Vol. 143, Pg. 827, 1983. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 167 | deg C | EXP | |
log P (octanol-water) | 0.89 | (none) | EXP | |
Water Solubility | 610 | mg/L | 37 | EXP |
Vapor Pressure | 6.93E-08 | mm Hg | 25 | EST |
Henry's Law Constant | 6.42E-13 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.00E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.