2358. Clinprost

Nomenclature

CAS number: 88931-51-5
(3aS,5R,6R,6aS)-1,3a,4,5,6,6a-Hexahydro-5-hydroxy-6-(3-hydroxy-1-octenyl)-2-pentalenepentanoic acid methyl ester; isocarbacyclin methyl ester; TEI-9090; TTC-909.
C22H36O4; mol wt 364.52.
C 72.49%, H 9.95%, O 17.56%.

Description and references

Chemically stable prostacyclin (PGI2) analog. Prepn: S. Kurozumi, S. Ikegami, WO 8402902; eidem, US 4736058 (1984, 1988 both to Teijin); M. Shibasaki et al., Tetrahedron Lett. 24, 3493 (1983). Stereosynthesis: H. Park et al., Bull. Korean Chem. Soc. 14, 86 (1993). Series of articles on pharmacology: Arzneim.-Forsch. 45, 967-993 (1995). Clinical trial as lipid emulsion in peripheral vascular disorders: K. Esato, Adv. Prostaglandin Thromboxane Leukotriene Res. 23, 405 (1995).

Chemical structure

Properties

Colorless oil.

Derivative

Free acid.

Nomenclature

CAS number: 88911-35-7
Isocarbacyclin; 9(O)-methano-Δ6(9)-prostaglandin I1; TEI-7165.
C21H34O4; mol wt 350.49.
C 71.96%, H 9.78%, O 18.26%.

Properties

Solid, mp 73-79°. [α]D25 +16° (c = 0.25 in MeOH).

Therapeutic Category

Antithrombotic.

Keywords

Antithrombotic; Prostaglandin/Prostaglandin Analog