60548-62-1

Basic information

• Product Name: butane-1,4-diyl disulfamate
• Synonyms: sulfamic acid, 1,4-butanediyl ester
• CAS NO: 60548-62-1
• Molecular Formula: C₄H₁₂N₂O₆S₂
• Molecular Weight: 248.2779
• Mol File: 60548-62-1.mol

Chemical Properties

• Boiling Point: 463.3°C at 760 mmHg
• Flash Point: 234°C
• Density: 1.584g/cm³
• Vapor Pressure: 9.21E-09mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: butane-1,4-diyl disulfamate(CAS DataBase Reference)
• NIST Chemistry Reference: butane-1,4-diyl disulfamate(60548-62-1)
• EPA Substance Registry System: butane-1,4-diyl disulfamate(60548-62-1)

Safety Data

• Hazardous Substances Data: 60548-62-1(Hazardous Substances Data)

Upstream product

• 110-63-4 Butane-1,4-diol 

Relevant articles and documents

Carbonic anhydrase inhibitors: Synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with bis-sulfamates

A series of bis-sulfamates incorporating aliphatic, aromatic, or betulinyl moieties in their molecules was obtained by reaction of the corresponding diols/diphenols with sulfamoyl chloride. The library of bis-sulfamates thus obtained was tested for the inhibition of three physiologically relevant human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, the cytosolic hCA I and II, and the transmembrane, tumor-associated hCA IX. The new compounds reported here inhibited hCA I with KI s in the range of 79 nM-16.45 μM, hCA II with KI s in the range of 6-643 nM, and hCA IX with KI s in the range of 4-5400 nM. Several low nanomolar hCA IX inhibitors were detected, such as 1,8-octylene-bis-sulfamate or 1,10-decylene-bis-sulfamate (KI s in the range of 4-7 nM), which showed good selectivity ratios (in the range of 3.50-3.85) for hCA IX over hCA II inhibition. The most selective hCA IX inhibitor was phenyl-1,4-dimethylene-bis-sulfamate (K I of 61.6 nM), which was a 10.43 times better hCA IX than hCA II inhibitor. These derivatives are interesting candidates for the development of novel antitumor therapies targeting hypoxic tumors, since hCA IX is highly overexpressed in such tissues, and its presence is correlated with bad prognosis and unfavorable clinical outcome.

Synthesis and Evaluation of the Male Antifertility Properties of a Series of N-Unsubstituted Sulfamates

A series of six aliphatic and one carbocyclic N-unsubstituted sulfamates have been synthesized and evaluated as potential male antifertility agents.Three of the aliphatic sulfamates 1,2-ethanediyl sulfamate (1), 1,3-propanediyl sulfamate (2), and 1,4-butanediyl sulfamate (3), when administered orally to male rats caused a decrease in the number of pregnant females and/or implantation coupled with increased embryonic and fetal resorption.The compounds were prepared by treating the appropriate glycol salt with sulfamoyl chloride or by the cleavage of a tert-butylsulfamate with trifluoroacetic acid.