4-amino-6-(trichloroethenyl)benzene-1,3-disulfonamide

• ChemBase ID: 73230
• Molecular Formular: C8H8Cl3N3O4S2
• Molecular Mass: 380.65582
• Monoisotopic Mass: 378.90218079
• SMILES: c1(c(cc(c(c1)N)S(=O)(=O)N)S(=O)(=O)N)C(=C(Cl)Cl)Cl
• Canonical SMILES: ClC(=C(c1cc(N)c(cc1S(=O)(=O)N)S(=O)(=O)N)Cl)Cl
• InChI: InChI=1S/C8H8Cl3N3O4S2/c9-7(8(10)11)3-1-4(12)6(20(14,17)18)2-5(3)19(13,15)16/h1-2H,12H2,(H2,13,15,16)(H2,14,17,18)
• InChIKey: QOVTVIYTBRHADL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-6-(trichloroethenyl)benzene-1,3-disulfonamide
• IUPAC Traditional name: clorsulon
• Synonyms: Clorsulon; 4-Amino-6-(trichlorovinyl)-1,3-benzenedisulfonamide; Clorsulon; 4-Amino-6-(1,2,2-trichloroethenyl)-1,3-benzenedisulfonamide; 4-Amino-6-(trichloroethenyl)-1,3-benzenedisulfonamide; Curatrem; L 631529; MK 401; 4-氨基-6-(三氯乙烯基)-1,3-苯二磺酰胺; 氯舒隆

Database IDs

• CAS Number: 60200-06-8
• EC Number: 262-100-2
• MDL Number: MFCD00072006
• PubChem SID: 24860671; 162038150
• PubChem CID: 43231

CALCULATED PROPERTIES

• Acid pKa: 9.608684
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.0014448083
• LogD (pH = 7.4): -8.9938194E-4
• Log P: 0.0014749547
• Molar Refractivity: 89.8763 cm^3
• Polarizability: 31.498446 Å^3
• Polar Surface Area: 146.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Crystalline Solid
• Melting Point: 194-203°C

Safety Information

• Storage Condition: -20°C
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: VETRANAL™, analytical standard
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C8H8Cl3N3O4S2

DETAILS

Selleck Chemicals - S2613

Research Area: Metabolic Disease
Biological Activity:
Clorsulon is a competitive 8-phosphoglycerate kinase and phospho-glyceromutase inhibitor. Clorsulon is used as a potent internal and external parasites inhibitor. Clorsulon is an antihelminthic compound. [1] Clorsulon is agent belonging to the benzenesulphonamide family which is recommended for the treatment and control of adult liver flukes in cattle as suspension for oral use or injectable formulations for subcutaneous administrations. Clorsulon inhibits the enzymes involved in the glycolytic pathway, the primary source of energy in flukes. Clorsulon also depresses ATP levels in the fluke. The acute toxicity of clorsulon is tested after oral and intraperitoneal administration in mice and rats. The oral LD50 value is higher than 10g/kg body weight in both species while those obtained after intraperitoneal administrations ranged between 678 to 938 mg/kg body weight.References on Clorsulon[1] J Egypt Soc Parasitol., 2007, 37(1):171-88

Sigma Aldrich - 33973

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - C587380

A benzenedisulfonamide derivative with fasciolicidal activity. Anthelmintic (Trematodes).

REFERENCES

• Mossallam SF, et al. J Egypt Soc Parasitol. 2007;37(1):171-88.
• Mrozik, H., et al.: J. Med. Chem., 20, 1225 (1977)
• Ostlind, D.A., et al.: Br. Vet. J., 133, 211 (1977)
• Schulman, M.D., et al.: J. Parasitol., 65, 555 (1977)