62. Acetohexamide

Nomenclature

CAS number: 968-81-0
4-Acetyl-N-[(cyclohexylamino)carbonyl]benzenesulfonamide; 1-[(p-acetylphenyl)sulfonyl]-3-cyclohexylurea; 3-cyclohexyl-1-(p-acetylphenylsulfonyl)urea; N-(p-acetylbenzenesulfonyl)-N′-cyclohexylurea; cyclamide; tsiklamid; Dimelor (Lilly); Dymelor (Lilly); Dimeline (Shionogi); Ordimel (Lilly).
C15H20N2O4S; mol wt 324.40.
C 55.54%, H 6.21%, N 8.64%, O 19.73%, S 9.88%.

Description and references

Prepn: GB 912789 (1962 to Lilly); Marshall et al., J. Med. Chem. 6, 60 (1963) DOI PubMed. Comprehensive description: C. E. Shafer, Anal. Profiles Drug Subs. 1, 1-14 (1972); A. A. Al-Badr, H. A. El-Obeid, Anal. Profiles Drug Subs. Excip. 21, 1-41 (1992) DOI.

Chemical structure

Properties

Crystals from 90% aq ethanol, mp 188-190° (GB 912789); from dil ethanol, mp 175-177° (Marshall). uv max (methanol): 247, 283 nm. Sol in pyridine, dilute soln of alkali hydroxides. Slightly sol in alcohol, chloroform. Practically insol in water, ether.

Therapeutic Category

Antidiabetic.

Keywords

Antidiabetic; Sulfonylurea Derivatives