(S)-(+)-Manidipine

Base Information

• Chemical Name: (S)-(+)-Manidipine
• CAS No.: 126451-47-6
• Molecular Formula: C35 H38 N4 O6
• Molecular Weight: 610.71
• Mol file: 126451-47-6.mol

Synonyms:3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl ester, (4S)- (9CI);(+)-Manidipine;

Chemical Property of (S)-(+)-Manidipine

Chemical Property:

• PSA: 116.93000
• LogP: 6.15140

Purity/Quality:

99%min ^*data from raw suppliers

(S)-(+)-ManidipineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: S-(+)-Manidipine Hydrochloride is the (S) stereoisomer of Manidipine (M164000), a dihydropyridine calcium channel blocker. Antihypertensive. (S)-Manidipine enantiomer.

Technology Process of (S)-(+)-Manidipine

There total 7 articles about (S)-(+)-Manidipine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

manidipine (89226-50-6,120092-68-4,133082-19-6) → (S)-Manidipine (126451-47-6,120092-68-4,133082-19-6)

Guidance literature:

With O,O′-di-p-anisoyl-D-tartaric acid; In hexane; ethyl acetate; for 2h; Reagent/catalyst; Solvent;

Reference yield:

manidipine (89226-50-6,120092-68-4,133082-19-6) → (R)-Manidipine (120092-68-4,133082-19-6) + (S)-Manidipine (126451-47-6,120092-68-4,133082-19-6)

Guidance literature:

With MANDELIC ACID; In di-isopropyl ether; ethyl acetate; for 2h; Reagent/catalyst; Overall yield = 71 %;

Reference yield:

(R)-5-(methoxycarbonyl)-2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (76093-33-9) → (S)-Manidipine (126451-47-6,120092-68-4,133082-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / CH₂Cl₂; dimethylformamide / 2 h / 0 °C

2: CH₂Cl₂ / 1.5 h / 0 °C

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.37.2225

upstream raw materials:

1-diphenylmethyl-4-(2-hydroxyethyl)piperazine

methyl (R)-5-chlorocarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

(R)-5-(methoxycarbonyl)-2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

1-ethoxymethyl-1,4-dihydro-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3-carboxylic acid

Downstream raw materials:

methyl (4S)-1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate-2-(4-diphenylmethyl-1-piperazinyl)ethyl ester hydrochloride

Refernces

• 1、 Kajino,Wada,Nagai,Nagaoka,Meguro. "Synthesis and biological activities of optical isomers of 2-(4-diphenylmethyl-1-piperazinyl)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate manidipine) dihydrochloride". . p. 2225 - 2228. Retrieved 2007/10/02.