1030385-17-1

Basic information

• Product Name: (SRRR)-d-N-benzilnebivolol
• Synonyms: (SRRR)-d-N-benzilnebivolol
• CAS NO: 1030385-17-1
• Molecular Weight: 495.566
• Mol File: 1030385-17-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (SRRR)-d-N-benzilnebivolol(CAS DataBase Reference)
• NIST Chemistry Reference: (SRRR)-d-N-benzilnebivolol(1030385-17-1)
• EPA Substance Registry System: (SRRR)-d-N-benzilnebivolol(1030385-17-1)

Safety Data

• Hazardous Substances Data: 1030385-17-1(Hazardous Substances Data)

Usage

General Description

(SRRR)-d-N-benzilnebivolol is a chemical compound that belongs to the class of beta-blockers, specifically nebivolol. It is a stereoisomer of nebivolol and is characterized by its selective beta-1 adrenergic blocking activity and vasodilatory properties. (SRRR)-d-N-benzilnebivolol is often used in the treatment of hypertension and heart failure. Nebivolol works by blocking the action of adrenaline on the heart and blood vessels, leading to a decrease in heart rate and blood pressure. Its vasodilatory effects contribute to the relaxation of blood vessels, allowing for improved blood flow. Overall, (SRRR)-d-N-benzilnebivolol has shown efficacy in managing cardiovascular conditions through its dual mechanisms of action.

Upstream product

• 1030385-16-0 (S)-2-benzylamino-1-((R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol 
• 303176-46-7 (R)-2-[(R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl-4-methylbenzenesulfonate 
• 1029684-20-5 (R)-2-benzylamino-1-((R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol 
• 1315508-96-3 (S)-2-chloro-1-((S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol 
• 1180001-17-5 d-(S,R,R,R)-benzyl nebivolol hydrochloride 
• 1315508-95-2 (1S)-2-chloro-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-ol 
• 1219914-99-4 2-chloro-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-one 
• 99199-61-8 C₁₂H₁₃FO₃ 
• 197706-50-6 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran 

Downstream Products

• 118457-14-0 (+)-Nebivolol 
• 1180001-17-5 d-(S,R,R,R)-benzyl nebivolol hydrochloride 
• 152520-56-4 DL-nebivolol hydrochloride 

Relevant articles and documents

Synthesis of intermediate compound and [...] (by machine translation)

Synthesis of intermediate compounds [a] and [...]. [Solution] a [...], asymmetric epoxidation, sulfonyl halide in the presence of base catalyst by sulfonation, alkylation of amines, such as synthesized by a series of cross-coupling reaction. [Effect] [...] important from the viewpoint of pharmacological value, high efficiency, low cost, and which meets the requirements of industrial, optical isomers may be prepared [...] and develop a method, which is very economical in social benefit. [Drawing] no (by machine translation)

Nebivolol synthetic method and intermediate compounds of the

The present invention relates to a synthesis method and an intermediate compound of nebivolol. Specifically the invention relates to the method for synthesizing the nebivolol, the intermediate compound of the nebivolol, and a method for preparing the intermediate compound.

METHOD FOR PRODUCING NEBIVOLOL

The present invention relates to a method for producing racemic nebivolol represented by general formula (I) from the enantiomerically-pure compounds represented by formula (IVa) and (IVb); whereby racemic nebivolol is obtained through mixing enantiomerically-pure d-nebivolol and l-nebivolol which are synthesised independent of each other as enantiomerically-pure compounds through individual coupling of the 4 enantiomerically-pure key intermediates represented by formula (IIa-d) to the corresponding precursors represented by formula (IIIa-d); whereby d-nebivolol (Ia) is obtained through coupling (IIa) to (IIIb) or (IIb) to (IIIa) and l-nebivolol (Ib) is obtained through coupling (IIc) to (IIId) or (IId) to (IIIc), and PG in the intermediates represented by formula (IIa-d) is a hydrogen atom or an amine protection group, and X in the precursors represented by formula (IIIa-d) is a halogen atom, a hydroxyl group, an acyl group, an alkylsulfonyloxy group or an arylsulfonyloxy group, whereby intermediate (IIa) is formed from (IIIa), intermediate (IIb) is formed from (IIIb), intermediate (IIc) is formed from (IIIc), and intermediate (IId) is formed from (IIId), whereby the precursors represented by formula (IIIa) and (IIId) originate from the ketone precursor represented by formula (IVa), and the precursors represented by formula (IIIb) and (IIIc) originate from the ketone precursor represented by formula (IVb), and Z in the ketone precursors (IVa,b) is a halogen atom, a hydroxyl function, an acyl group, an alkylsulfonyloxy group or an arylsulfonyloxy group.