Barnidipine
Title: Barnidipine
CAS Registry Number: 104713-75-9
CAS Name: (4S)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl (3S)-1-(phenylmethyl)-3-pyrrolidinyl ester
Additional Names: (+)-(3¢S,4S)-1-benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate; (3S)-1-benzyl-3-pyrrolidinyl methyl (4S)-2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; mepirodipine
Molecular Formula: C27H29N3O6
Molecular Weight: 491.54
Percent Composition: C 65.97%, H 5.95%, N 8.55%, O 19.53%
Literature References: Dihydropyridine calcium channel blocker. Prepn (stereochemistry unspecified): T. Kojima, T. Takenaka, DE 2904552; eidem, US 4220649 (1979, 1980 both to Yamanouchi). Prepn and bioactivity of enantiomers: K. Tamazawa et al., J. Med. Chem. 29, 2504 (1986). GC-MS determn in plasma: T. Teramura et al., J. Chromatogr. 528, 191 (1990). Review of pharmacology and therapeutic efficacy: H. Satoh, Cardiovasc. Drug Rev. 9, 340-356 (1991).
Properties: mp 137-139°. [a]D20 +64.8° (c = 1 in methanol).
Melting point: mp 137-139°
Optical Rotation: [a]D20 +64.8° (c = 1 in methanol)
 
Derivative Type: Hydrochloride
CAS Registry Number: 104757-53-1
Manufacturers' Codes: YM-09730-5
Trademarks: Hypoca (Yamanouchi)
Molecular Formula: C27H29N3O6.HCl
Molecular Weight: 528.00
Percent Composition: C 61.42%, H 5.73%, N 7.96%, O 18.18%, Cl 6.71%
Properties: mp 226-228°. [a]D20 +116.4° (c = 1 in methanol). Insol in water. LD50 orally in male, female rats: 105, 113 mg/kg (Satoh).
Melting point: mp 226-228°
Optical Rotation: [a]D20 +116.4° (c = 1 in methanol)
Toxicity data: LD50 orally in male, female rats: 105, 113 mg/kg (Satoh)
 
Therap-Cat: Antihypertensive; antianginal.
Keywords: Antianginal; Antihypertensive; Dihydropyridine Derivatives; Calcium Channel Blocker; Dihydropyridine Derivatives.

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