118428-38-9

Basic information

• Product Name: d-Pimobendan
• Synonyms: d-Pimobendan;Brn 4207330
• CAS NO: 118428-38-9
• Molecular Formula: C₁₉H₁₈N₄O₂
• Molecular Weight: 334.377
• Mol File: 118428-38-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 471.18°C (rough estimate)
• Appearance: /
• Density: 1.2421 (rough estimate)
• Refractive Index: 1.6620 (estimate)
• CAS DataBase Reference: d-Pimobendan(CAS DataBase Reference)
• NIST Chemistry Reference: d-Pimobendan(118428-38-9)
• EPA Substance Registry System: d-Pimobendan(118428-38-9)

Safety Data

• Hazardous Substances Data: 118428-38-9(Hazardous Substances Data)

Upstream product

• 103-84-4 Acetanilid 
• 82923-97-5 3-methoxycarbonyl-2-methyl-propionic acid chloride 
• 120757-17-7 methyl 3-(4-acetaminobenzoyl)butyrate 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 81112-08-5 N-[4-(2-chloro-1-oxopropyl)phenyl]acetamide 
• 1338058-47-1 ethyl 4-(4-(benzylamino)-3-nitrophenyl)-3-methyl-4-oxo-butanoate 
• 85633-97-2 4-(4-benzylamino-3-nitro-phenyl)-3-methyl-4-oxo-butyric acid 
• 85633-96-1 3-methyl-4-oxo-4-(3'-nitro-4'-chloro-phenyl)-butyric acid 
• 52240-25-2 4-(4-chlorophenyl)-3-methyl-4-oxobutanoic acid 
• 53012-96-7 4-(4-chlorophenyl)-3-methyl-4-oxobutyronitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 136609-85-3 6-(3,4-diaminophenyl)-5-methyl-2,3,4,5-tetrahydropyridazin-3-one 
• 117397-88-3 6-(4-chloro-3-nitrophenyl)-5-methyl-2,3,4,5-tetrahydropyridazin-3-one 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 610769-04-5 4,5-dihydro-6-(2-(4-methoxyphenyl)-1H-benzimidazol-5-yl)-5-methyl-3(2H)-pyridazinone hydrochloride 

Relevant articles and documents

Preparation method of pimobendan

The invention relates to a novel preparation process of pimobendan. Specifically, a Suzuki coupling reaction is carried out on a compound shown as a formula I (6-(2-bromo-1H-benzo[d]imidazol-6-yl)-5-methyl-4, 5-dihydropyridazin-3(2H)-one) and a compound shown as a formula II (p-methoxyphenylboronic acid or p-methoxyphenylboronic acid pinacol ester) under the action of a Pd catalyst, so that the preparation of the pimobendan is realized.

Novel method for preparing pimobendan from by-product for synthesizing pimobendan

The invention discloses a novel method for preparing pimobendan from a by-product for synthesizing the pimobendan. The method comprises the following steps that the by-product (the chemical name is (5RS)-6-[1-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzimidazole-6-yl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone) obtained in the pimobendan synthesizing process is dissolved into a mixed solvent and reacts with ceric ammonium nitrate (CAN) at 20-25 DEG C for 2-3 hours so as to obtain a pimobendan crude product; and the obtained pimobendan crude product is heated and refluxed in an organic solvent, and cooling, filtering and drying are carried out so as to obtain the pimobendan. According to the method, the unwanted by-product is converted into a required pimobendan product, waste is turned intowealth, and therefore the production cost is greatly lowered.

PIMOBENDAN MANUFACTURING PROCESS

The present invention generally relates to an improved process for the manufacture of a non- solvated crystalline compound of formula (I). The invention further relates to a new valuable intermediate compound for the commercial synthesis of pimobendan, which is a compound according to formula (I) n MeOH, wherein n is from 1 to 2 molar equivalents. Still further, the invention relates to the use of said intermediate compound or a compound according to formula (I) obtained by the process of the invention, for the manufacture of a pharmaceutical composition.