Lorajmine
Title: Lorajmine
CAS Registry Number: 47562-08-3
CAS Name: (17R,21a)-Ajmalan-17,21-diol 17-(chloroacetate)
Additional Names: 17-monochloroacetylajmaline; 17-chloroacetylajmaline; MCAA
Molecular Formula: C22H27ClN2O3
Molecular Weight: 402.91
Percent Composition: C 65.58%, H 6.75%, Cl 8.80%, N 6.95%, O 11.91%
Literature References: Semi-synthetic ajmaline derivative. Prepn from ajmaline: BE 622395 (1962 to Inverni Della Beffa), C.A. 59, 8816d (1963); A. Bonati, A. Bocchia, Farmaco Ed. Sci. 18, 84 (1963). Improved prepn: A. Bonati, DE 2023949; eidem, US 3741972 (1970, 1973 both to Inverni Della Beffa). In vitro and in vivo anti-arrhythmic activity: C. Capra, Farmaco Ed. Sci. 19, 865 (1964); cardiac action: Y. Katano et al., Arzneim.-Forsch. 23, 483 (1973); cardiovascular effects and toxicity: C. Capra et al., Farmaco Ed. Prat. 35, 49 (1980). Determination in plasma by TLC fluorescence: L. J. Dombrowski et al., J. Pharm. Sci. 64, 643 (1975). GC-MS determination in blood: St. D. Clemans et al., Arzneim.-Forsch. 27, 1128 (1977). Comparison with other ajmaline esters: M. Salmona et al., J. Pharm. Sci. 64, 1561 (1975); P. Jaillon et al., Arch. Int. Pharmacodyn. 224, 310 (1976). Clinical studies: M. Cafiero et al., Minerva Cardioangiol. 32, 59 (1984). Book: G. G. Gensini, Ed., Concepts on the Mechanism and Treatment of Arrhythmias (Futura Publishing Co., Mount Kisco, N.Y., 1974) 281 pp.
Properties: Crystals, mp 232-238°. [a]D20 +27.5° (c = 1 in chloroform).
Melting point: mp 232-238°
Optical Rotation: [a]D20 +27.5° (c = 1 in chloroform)
 
Derivative Type: Hydrochloride
CAS Registry Number: 40819-93-0
Manufacturers' Codes: Win-11831
Trademarks: Nevergor; Ritmos Elle (Inverni)
Molecular Formula: C22H27ClN2O3.HCl
Molecular Weight: 439.38
Percent Composition: C 60.14%, H 6.42%, Cl 16.14%, N 6.38%, O 10.92%
Properties: Crystals from methyl ethyl ketone, mp 243-246°. [a]D20 +29° (c = 1 in ethanol). LD50 in mice, rats (mg/kg): 176, 139 i.p.; 370, 480 orally (Capra).
Melting point: mp 243-246°
Optical Rotation: [a]D20 +29° (c = 1 in ethanol)
Toxicity data: LD50 in mice, rats (mg/kg): 176, 139 i.p.; 370, 480 orally (Capra)
 
Therap-Cat: Antiarrhythmic (cardiac depressant).
Keywords: Antiarrhythmic.

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