[4-(carbamoylamino)phenyl]arsonic acid

• ChemBase ID: 163610
• Molecular Formular: C7H9AsN2O4
• Molecular Mass: 260.07896
• Monoisotopic Mass: 259.97782778
• SMILES: [As](=O)(c1ccc(cc1)NC(=O)N)(O)O
• Canonical SMILES: NC(=O)Nc1ccc(cc1)[As](=O)(O)O
• InChI: InChI=1S/C7H9AsN2O4/c9-7(11)10-6-3-1-5(2-4-6)8(12,13)14/h1-4H,(H3,9,10,11)(H2,12,13,14)
• InChIKey: WWXBHTZSYYGCSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(carbamoylamino)phenyl]arsonic acid
• IUPAC Traditional name: carbarsone
• Synonyms: [4-[(Aminocarbonyl)amino]phenyl]arsonic Acid; N-Carbamoylarsanilic Acid; 4-Carbamylaminophenylarsonic Acid; 4-Ureidobenzenearsonic Acid; 4-Ureidophenylarsonic Acid; Amabevan; Ameban; Amebarsene; Amebarsone; Amibiarson; Aminarson; Aminarsone; Aminoarson; Arsambide; Carbarson; Fenarsone; Histocarb; Kutan; Leucarsone; NSC 32868; Pentarsone; p-Arsonophenylurea; p-Carbamidobenzenearsonic Acid; p-Ureidobenzenearsonic Acid; Carbarsone

Database IDs

• CAS Number: 121-59-5
• PubChem SID: 162257745
• PubChem CID: 8480

CALCULATED PROPERTIES

• Acid pKa: 3.4962044
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.8353872
• LogD (pH = 7.4): -2.2877238
• Log P: -0.0173
• Molar Refractivity: 45.5861 cm^3
• Polarizability: 20.182074 Å^3
• Polar Surface Area: 112.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C175770

Carbarsone is an antiamebic. Carbarsone is used as antihistomonad in turkeys.

REFERENCES

• Khalifah, R., et al.: Biochemistry, 16, 2241 (1977)
• Supuran, C., et al.: Eur. J. Med. Chem., 31, 439 (1977)
• Supuran, C., et al.: J. Enzyme Inhib., 12, 37 (1977)