Amlodipine
Title: Amlodipine
CAS Registry Number: 88150-42-9
CAS Name: 2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester
Additional Names: (±)-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
Manufacturers' Codes: UK-48340
Molecular Formula: C20H25ClN2O5
Molecular Weight: 408.88
Percent Composition: C 58.75%, H 6.16%, Cl 8.67%, N 6.85%, O 19.56%
Literature References: Dihydropyridine calcium channel blocker; activity resides mainly in the (-)-isomer. Prepn: S. F. Campbell et al., EP 89167; eidem, US 4572909 (1983, 1986 both to Pfizer). Synthesis and pharmacology of racemate and enantiomers: J. E. Arrowsmith et al., J. Med. Chem. 29, 1696 (1986). Calcium antagonist activity: R. A. Burges et al., J. Cardiovasc. Pharmacol. 9, 110 (1987). GC determn in plasma: A. P. Beresford et al., J. Chromatogr. 420, 178 (1987). Metabolism: idem et al., Xenobiotica 18, 245 (1988). Review of pharmacology and therapeutic efficacy: M. Haria, A. J. Wagstaff, Drugs 50, 560-586 (1995). Clinical potential in severe heart failure: M. Packer et al., N. Engl. J. Med. 335, 1107 (1996). Review of mechanism of plaque stabilization: R. P. Mason, Atherosclerosis 165, 191-199 (2002); of clinical potential in combination with atorvastatin in atherosclerosis: J. W. Jukema, J. W. A. van der Hoorn, Expert Opin. Pharmacother. 5, 459-468 (2004).
 
Derivative Type: Maleate
CAS Registry Number: 88150-47-4
Manufacturers' Codes: UK-48340-11
Molecular Formula: C20H25ClN2O5.C4H4O4
Molecular Weight: 524.95
Percent Composition: C 54.91%, H 5.57%, Cl 6.75%, N 5.34%, O 27.43%
Properties: White crystals from ethyl acetate, mp 178-179°.
Melting point: mp 178-179°
 
Derivative Type: Benzenesulfonate
CAS Registry Number: 111470-99-6
Additional Names: Amlodipine besylate
Manufacturers' Codes: UK-48340-26
Trademarks: Amlor (Pfizer); Antacal (Errekappa); Istin (Pfizer); Monopina (Bioindustria); Norvasc (Pfizer)
Molecular Formula: C20H25ClN2O5.C6H5SO3H
Molecular Weight: 567.05
Percent Composition: C 55.07%, H 5.51%, Cl 6.25%, N 4.94%, O 22.57%, S 5.65%
Properties: White crystalline powder. Slightly sol in water; sparingly sol in ethanol.
 
Therap-Cat: Antianginal; antihypertensive.
Keywords: Antianginal; Antihypertensive; Dihydropyridine Derivatives; Calcium Channel Blocker; Dihydropyridine Derivatives.

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