779. Argatroban
Nomenclature
CAS number: 74863-84-6
(2R,4R)-1-[(2S)-5-[(Aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino]pentyl]-4-methyl-2-piperidinecarboxylic
acid; (2R,4R)-4-methyl-1-[N2-(3-methyl-1,2,3,4-tetrahydro-8-quinolinesulfonyl)-l-arginyl]-2-piperidinecarboxylic acid; (2R,4R)-4-methyl-1-[(S)-N2-[[(R,S)-1,2,3,4-tetrahydro-3-methyl-8-quinolinyl]sulfonyl]arginyl]pipecolic
acid; argipidine; MQPA. C23H36N6O5S; mol wt 508.63.
C 54.31%, H 7.13%, N 16.52%, O 15.73%, S 6.30%.
Description and references
Synthetic thrombin inhibitor. Prepn of argatroban and stereoisomers: R. Kikumoto et al., EP 8746; S. Okamoto et al., US 4258192 (1980, 1981 both to Mitsubishi Chem. Ind.); S. Okamoto et al., Biochem. Biophys. Res. Commun. 101, 440 (1981). Comparison with heparin, q.v., of antithrombotic effect in animals: T. Kumada, Y. Abiko, Thromb. Res. 24, 285 (1981). Stereoselective inhibition of thrombin: R. Kikumoto et al., Biochemistry 23, 85 (1984). Clinical evaluation in hemodialysis: K. Ota et al., Proc. Eur. Dial. Transplant. Assoc. 20, 144 (1983); in disseminated intravascular coagulation: K. Kumon et al., Crit. Care Med. 12, 1039 (1984).
Properties
Crystals from ethanol, mp 188-191°.Derivative
Monohydrate.Nomenclature
CAS number: 141396-28-3
DK-7419; MCI-9038; MD-805; OM-805; Novastan (Tokyo Tanabe); Slonnon (Daiichi). Properties
Crystals from aq ethanol, mp 176-180°. [α]D27 +76.1° (c = 1 in 0.2N HCl).Therapeutic Category
Antithrombotic.
Keywords
Antithrombotic