Sulfamethoxazole

C₁₀H₁₁N₃O₃SCAS 723-46-6253.28 g/mol

Open in Covalent MOL file

Primary amine Sulfonamide

Properties

Molecular formula: C₁₀H₁₁N₃O₃S
Molar mass: 253.28 g/mol
Exact mass: 253.0521 Da
Density: 1.49 g/mL
Melting point: 167 °C
pKa: 1.6, 5.7
Water solubility: 610 mg/L (37 °C)
logP: 1.37Crippen estimate
Polar surface area: 98.2 Å²
H-bond donors / acceptors: 2 / 5
Rotatable bonds: 3

Hazards

Warning

H315 Causes skin irritation38.2% of notifiers
H317 May cause an allergic skin reaction38.8% of notifiers
H319 Causes serious eye irritation37.6% of notifiers
H335 May cause respiratory irritation37.6% of notifiers
H400 Very toxic to aquatic life22.4% of notifiers
H410 Very toxic to aquatic life with long lasting effects22.4% of notifiers

Aggregated from 165 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

723-46-6

SMILES

Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1

InChIKey

JLKIGFTWXXRPMT-UHFFFAOYSA-N

InChI

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)

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

20 names · show all

Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-
Sulfanilamide, N1-(5-methyl-3-isoxazolyl)-
4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide
MS 53
Ro 4-2130
Gantanol
N1-(5-Methyl-3-isoxazolyl)sulfanilamide
5-Methyl-3-sulfanilamidoisoxazole
Sinomin
Sulfamethalazole
3-Sulfanilamido-5-methylisoxazole
Sulfisomezole
Sulphamethoxazole
Radonil
Sulfamethoxazol
4-Amino-N-(5-methyl-3-isoxazolyl)benzensulfonamide
NSC 147832
STX 608
3-(p-Aminobenzenesulfonamido)-5-methylisoxazole
N-(5-Methylisoxazol-3-yl)-4-aminobenzenesulfonamide

Work with Sulfamethoxazole

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Sodium sulfamethoxazole4563-84-2Salt

Similar compounds

Sulfisoxazole127-69-554 % similar Sulfisomidine515-64-054 % similar Sulfamethazine57-68-152 % similar Sulfapyridine144-83-250 % similar 4-Amino-N-5-isoxazolylbenzenesulfonamide7758-79-450 % similar Sulfadimethoxine122-11-249 % similar Sulfamonomethoxine1220-83-349 % similar Sulfamethoxypyridazine80-35-349 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Aminomalononitrile p-toluenesulphonate5098-14-6 M-(4,5-Dihydro-3-methyl-5-oxo-1H-pyrazol-1-YL)benzenesulfonamide89-29-2

Elsewhere

PubChem CAS Common Chemistry NIST WebBook