Levcromakalim
Title: Levcromakalim
CAS Registry Number: 94535-50-9
CAS Name: (3S-trans)-3,4-Dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran-6-carbonitrile
Additional Names: (3S,4R)-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-6-chromancarbonitrile; (-)-6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo[b]pyran-3-ol; lemakalim; (-)-cromakalim
Manufacturers' Codes: BRL-38227
Molecular Formula: C16H18N2O3
Molecular Weight: 286.33
Percent Composition: C 67.12%, H 6.34%, N 9.78%, O 16.76%
Literature References: Potassium channel opener. Prepn of racemate: J. M. Evans et al., EP 76075; eidem, US 4446113 (1983, 1984 both to Beecham); of isomers: E. Faruk, EP 120428 (1984 to Beecham); V. A. Ashwood et al., J. Med. Chem. 29, 2194 (1986). Mechanism of action and hemodynamic effects: R. P. Hof et al., Circ. Res. 62, 679 (1988). Pharmacology: J. C. Clapham et al., Arzneim.-Forsch. 41, 385 (1991). Clinical evaluation in hypertension: S. Suzuki et al., ibid. 45, 859 (1995).
Properties: Crystals from ethyl acetate, mp 242-244°. [a]D26 -52.2° (c = 1 in chloroform).
Melting point: mp 242-244°
Optical Rotation: [a]D26 -52.2° (c = 1 in chloroform)
 
Derivative Type: (+)-Form
Properties: Crystals from ethyl acetate, mp 243-245°. [a]D26 +53.5° (c = 1 in chloroform).
Melting point: mp 243-245°
Optical Rotation: [a]D26 +53.5° (c = 1 in chloroform)
 
Derivative Type: (±)-Form
CAS Registry Number: 94470-67-4
Additional Names: Cromakalim
Manufacturers' Codes: BRL-34915
Properties: Crystals from ethyl acetate, mp 230-231°.
Melting point: mp 230-231°
 
Therap-Cat: Antihypertensive.
Keywords: Antihypertensive; Potassium Channel Activator/Opener.

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