4443. Gliquidone

Nomenclature

CAS number: 33342-05-1
N-[(Cyclohexylamino)carbonyl]-4-[2-(3,4-dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isoquinolinyl)ethyl]benzenesulfonamide; 1-cyclohexyl-3-[[p-[2-(3,4-dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isoquinolyl)ethyl]phenyl]sulfonyl]urea; 1,2,3,4-tetrahydro-2-[p-(N′-cyclohexylureido-N-sulfonyl)phenethyl]-4,4-dimethyl-7-methoxyisoquinoline-1,3-dione; AR-DF 26; Glurenorm (Thomae).
C27H33N3O6S; mol wt 527.63.
C 61.46%, H 6.30%, N 7.96%, O 18.19%, S 6.08%.

Description and references

Prepn: E. Kutter et al., DE 2000339 (1971 to Thomae); eidem, US 3708486 (1973 to Boehringer, Ing.); eidem, DE 2011126 (1971 to Thomae), C.A. 76, 14359e (1972). Pharmacokinetics and metabolism: Kopitar, Arzneim.-Forsch. 25, 1455 (1975); Kopitar et al., ibid. 1933.

Chemical structure

Properties

Crystals from boiling methanol, mp 180-182°.

Derivative

Sodium salt.

Properties

Sinters at 160°. LD50 in mice: >2 g/kg orally; 234 mg/kg i.v. (Kutter, 1973).

Therapeutic Category

Antidiabetic.

Keywords

Antidiabetic; Sulfonylurea Derivatives