methyl N-(4-aminobenzenesulfonyl)carbamate

• ChemBase ID: 125968
• Molecular Formular: C8H10N2O4S
• Molecular Mass: 230.241
• Monoisotopic Mass: 230.03612781
• SMILES: O=S(=O)(c1ccc(N)cc1)NC(=O)OC
• Canonical SMILES: COC(=O)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C8H10N2O4S/c1-14-8(11)10-15(12,13)7-4-2-6(9)3-5-7/h2-5H,9H2,1H3,(H,10,11)
• InChIKey: VGPYEHKOIGNJKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-(4-aminobenzenesulfonyl)carbamate
• IUPAC Traditional name: asulam
• Synonyms: N-[(4-Aminophenyl)sulfonyl]carbamic Acid Methyl Ester; Sulfanilylcarbamic Acid Methyl Ester; Asulox F; MB 9057; Methyl (4-Aminophenylsulfonyl)carbamate; Methyl 4-Aminobenzenesulfonylcarbamate; Methyl p-Aminobenzenesulfonylcarbamate; N1-Methoxycarbonylsulfanilamide; Plakin; Methyl N-(4-aminophenylsulfonyl)carbamate; Asulam; Asulam; N-(4-氨基苯基磺酰基)氨基甲酸甲酯; 磺草灵

Database IDs

• CAS Number: 3337-71-1
• EC Number: 222-077-1
• MDL Number: MFCD00055534
• Beilstein Number: 2697523
• PubChem SID: 24868785; 24899073; 162220311
• PubChem CID: 18752
• Chemspider ID: 17707
• KEGG ID: C18350
• Wikipedia Title: Asulam

CALCULATED PROPERTIES

• Acid pKa: 3.0268567
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.5737933
• LogD (pH = 7.4): -0.584555
• Log P: 0.083759196
• Molar Refractivity: 54.1058 cm^3
• Polarizability: 21.314867 Å^3
• Polar Surface Area: 98.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Brown Solid
• Melting Point: 140-142°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: FD1190000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 1000 mg
• Empirical Formula (Hill Notation): C8H10N2O4S

DETAILS

Sigma Aldrich - 45329

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - A788750

Carbamate herbicide; folic acid biosynthesis inhibitor.

REFERENCES

• Cottrell, H.J., et al.: 207, 655 (1965)
• Smith, A.E., et al.: Pestic. Sci., 8, 449 (1965)
• Hossain, M.A., et al.: J. Weed Sci. Tech., 43, 10 (1965)