Сульфакломид

Description

Sulfaclomid (chlorosulfizomidine) is a chlorinated sulfonamide of the pyrimidine series, 4-amino-N-(5-chloro-2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide. Structurally, it is a chlorinated derivative of sulfizomidine: a chlorine atom is introduced into position 5 of the pyrimidine ring. Substitution sharply increases lipophilicity - XLogP3 is 3.8648 with a polar surface of 106.35, the same as that of sulfadiazine and sulfamerazine. The mechanism of action common to the group is competition with para-aminobenzoic acid for the active center of dihydropteroate synthase: the bacteria stops the synthesis of dihydrofolic acid, followed by purines and pyrimidines, and cell division stops.

Identification

• CAS No.: 4015-18-3
• Chemical formula: C12H13ClN4O2S
• Molecular weight: 312.775; exact weight: 312.78
• UNII: AXA8K5U95M
• NCI Thesaurus Code: C72643
• HS code: 2935009090
• Synonyms: Chlorosulfisomidine, Sulfaclomid, Sulfochlorin, Chlorsulfamethin

Physico-chemical properties

• Density: 1.476 g/cm³
• Melting point: 225–226 °C
• Boiling point: 498.2 °C at 760 mm Hg. Art.
• Flash point: 255.1 °C
• Vapor pressure: 4.65 × 10⁻¹⁰ mm Hg. Art. at 25 °C
• PSA Specifications: 106.35
• XLogP3: 3.8648

Scope of application

• Substance of sulfonamide antibacterial substance.
• Analytical standard in the development of methods for the determination of sulfonamides: the chlorinated analogue is convenient as a marker when developing chromatographic separation, since it is noticeably different in lipophilicity from unsubstituted representatives of the series.
• Organic synthesis reagent for the production of 4-aminopyrimidine derivatives and modified sulfonamides; The chlorine atom at position 5 serves as a point for further substitution.

Safety Information

Data on the GHS classification, hazard phrases, precautionary statements, transport category and WGK class for this substance are not available in the original card. The absence of a record does not equate to the absence of danger: it should be handled according to the rules adopted for sulfonamide substances. Gloves, protective clothing and goggles are required; all dust-generating operations are carried out under a local exhaust hood. Personnel with a known intolerance to sulfonamides are not allowed to work - the class gives cross-allergic reactions.

Storage and handling

Tightly closed container, dry, ventilated room, protected from direct light. The vapor pressure at 25 °C is 4.65 × 10⁻¹⁰ mmHg. Art., that is, the substance is practically non-volatile and the main route of exposure is inhalation of dust and contact with skin. Shared storage with strong oxidizing agents is not recommended. Collect washouts and residues in labeled containers and transfer them to a licensed waste management operator; Discharge into sewer is not permitted.