9507. Tolbutamide

Nomenclature

CAS number: 64-77-7
N-[(Butylamino)carbonyl]-4-methylbenzenesulfonamide; 1-butyl-3-(p-tolylsulfonyl)urea; tolylsulfonylbutylurea; 3-(p-tolyl-4-sulfonyl)-1-butylurea; N-n-butyl-N′-tosylurea; N′-4-methylbenzenesulfonyl-N″-butylurea; N-(sulfonyl-p-methylbenzene)-N′-n-butylurea; D-860; U-2043; Artosin (Roche); Diaben (Chugai); Dolipol (Aventis); Mobenol (Church & Dwight); Orabet (Berlin-Chemie); Orinase (Pharmacia & Upjohn); Oterben (Chinoin); Pramidex (Hospira); Rastinon (Aventis).
C12H18N2O3S; mol wt 270.35.
C 53.31%, H 6.71%, N 10.36%, O 17.75%, S 11.86%.

Description and references

Description: Ehrhart, Naturwissenschaften 43, 93 (1956). Prepn: GB 808071; Aumüller, Herr, DE 1066575 (both 1959 to Hoechst); Ruschig et al., US 2968158 (1961 to Upjohn). Comprehensive description: W. F. Beyer, E. H. Jensen, Anal. Profiles Drug Subs. 3, 513-543 (1974).

Chemical structure

Properties

Crystals, mp 128.5-129.5°.

Derivative

Sodium salt.

Nomenclature

CAS number: 473-41-6
C12H17N2NaO3S; mol wt 292.33.
C 49.30%, H 5.86%, N 9.58%, Na 7.86%, O 16.42%, S 10.97%.

Properties

mp 130-133°. Tetrahydrate, mp 41-43°.

Therapeutic Category

Antidiabetic.

Therapeutic Category (Veterinary)

Hypoglycemic agent.

Keywords

Antidiabetic; Sulfonylurea Derivatives