methyl 4-sulfamoylphenyl methoxy(sulfanylidene)phosphonite

• ChemBase ID: 126836
• Molecular Formular: C8H12NO5PS2
• Molecular Mass: 297.288341
• Monoisotopic Mass: 296.98945112
• SMILES: COP(=S)(OC)Oc1ccc(cc1)S(=O)(=O)N
• Canonical SMILES: COP(=S)(Oc1ccc(cc1)S(=O)(=O)N)OC
• InChI: InChI=1S/C8H12NO5PS2/c1-12-15(16,13-2)14-7-3-5-8(6-4-7)17(9,10)11/h3-6H,1-2H3,(H2,9,10,11)
• InChIKey: BSBSDQUZDZXGFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-sulfamoylphenyl methoxy(sulfanylidene)phosphonite
• IUPAC Traditional name: proban
• Synonyms: O-[4-(aminosulfonyl)phenyl] O,O-dimethyl phosphorothioate; Cythioate; Phosphorothioic Acid O-[4-(Aminosulfonyl)phenyl] O,O-Dimethyl Ester; Phosphorothioic Acid O,O-Dimethyl O-p-Sulfamoylphenyl Ester; CL 26691; Cyflee; Cythioate; ENT 25640; NSC 310287; O,O-Dimethyl O-(4-Sulfamoylphenyl) Phosphorothioate; O,O-Dimethyl O-(p-Sulfamoylphenyl) Phosphorothioate; Proban

Database IDs

• CAS Number: 115-93-5
• EC Number: 204-115-9
• Beilstein Number: 2148114
• PubChem SID: 162221163
• PubChem CID: 8293
• Chemspider ID: 7992
• KEGG ID: D07768
• MeSH Name: Cythioate
• Unique Ingredient Identifier: 3OOH7Q4333
• Wikipedia Title: Cythioate

CALCULATED PROPERTIES

• Acid pKa: 10.273809
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2676307
• LogD (pH = 7.4): 1.267123
• Log P: 1.2676371
• Molar Refractivity: 68.0252 cm^3
• Polarizability: 28.133059 Å^3
• Polar Surface Area: 87.85 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 71°C

DETAILS

Toronto Research Chemicals - P754500

Proban is used as pesticide.

REFERENCES

• Everett, R., et al.: Vet. Ther., 1, 229 (2000)
• Mehlhorn, H., et al.: Parasitol. Res., 2001, 87, 198 (2000)