Sulfametrole
Basic information
- CAS
32909-92-5- Standard SMILES
COc1nsnc1NS(=O)(=O)c1ccc(N)cc1- InChIKey
IZOYMGQQVNAMHS-UHFFFAOYSA-N- Molecular formula
- C9H10N4O3S2
- Average molar mass
- 286.3 g/mol
- Monoisotopic mass
- 286.01943218
Overview
Sulfametrole is a sulfonamide obtained by formal condensation of the sulfo group of 4-aminobenzenesulfonic acid with the amino group of 4-methoxy-1,2,5-thiadiazol-3-amine. It is an aromatic ether, a member of thiadiazoles, a substituted aniline and a sulfonamide antibiotic. It derives from a hydride of a 1,2,5-thiadiazole.
Names & identifiers
- Preferred name
- Sulfametrole
- IUPAC
- 4-amino-N-(4-methoxy-1,2,5-thiadiazol-3-yl)benzenesulfonamide
- English name
- sulfametrole
- Molecular formula
- C9H10N4O3S2
- Molecular weight
- 286.33
Names & synonyms
Sulfametrole32909-92-5SulfametrolSulfametrolum4-amino-N-(4-methoxy-1,2,5-thiadiazol-3-yl)benzenesulfonamideF5AK41IPQGCHEBI:88258DTXSID40865655sulfametroloRefChem:186501DTXCID00206121N-(4-methoxy-1,2,5-thiadiazol-3-yl)sulfanilamide
Show more names
Benzenesulfonamide, 4-amino-N-(4-methoxy-1,2,5-thiadiazol-3-yl)-
251-288-1N1-(4-Methoxy-1,2,5-thiadiazol-3-yl)sulfanilamideSulfametrole (INN)4-amino-N-(4-methoxy-1,2,5-thiadiazol-3-yl)benzene-1-sulfonamideSULFAMETROLE [INN]UNII-F5AK41IPQGSulfametrole [INN:BAN]Sulfametrol [INN-Spanish]
Database identifiers
- CAS
32909-92-5- PubChem CID
- 64939
- DTXSID
DTXSID40865655- ChEMBL
CHEMBL2105398- ChEBI
CHEBI:88258- UNII
- F5AK41IPQG
- EC Number
- 251-288-1
- Nikkaji
- J20.109J
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 144 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 364
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 149 · 149-150°
- Boiling point
- 496 · 496.0±55.0 °C(Predicted)
- Density
- 1.584 · 1.584±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.89 · 4.89±0.10(Predicted)
- color
- White to Pale Beige
- FDA UNII
- 5 AK41IPQG · F5AK41IPQG
Chemistry & industry
Pharmacology
Mechanism of ActionSulfametrole is a sulfonamide antibiotic. While the exact mechanism of action of this drug has not been fully elucidated, it is likely to share the actions of other sulfonamides, such as the inhibition of carbonic anhydrase.
Applications
UsesSulfametrole combined with Trimethoprim (T795615) has shown to be effective against Pneumocystis jiroveci infection in HIV-infected patients, severe pneumonia and urinary tract infections.
Additional notes
DefinitionChEBI: A sulfonamide obtained by formal condensation of the sulfo group of 4-aminobenzenesulfonic acid with the amino group of 4-methoxy-1,2,5-thiadiazol-3-amine.
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Compound notes
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