905454-58-2

Basic information

• Product Name: (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane
• Synonyms: (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane;(1’S,2R)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane;(1S)-1-[(2S)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-1,2-ethanediol 2-(4-Methylbenzenesulfonate)
• CAS NO: 905454-58-2
• Molecular Formula: C₁₈H₁₉FO₅S
• Molecular Weight: 366.4038632
• Product Categories: Intermediates & Fine Chemicals. Sulfur & Selenium Compounds;Aromatics;Pharmaceuticals;Chiral Reagents;Intermediates & Fine Chemicals;Sulfur & Selenium Compounds
• Mol File: 905454-58-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Methanol
• CAS DataBase Reference: (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane(CAS DataBase Reference)
• NIST Chemistry Reference: (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane(905454-58-2)
• EPA Substance Registry System: (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane(905454-58-2)

Safety Data

• Hazardous Substances Data: 905454-58-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale Brown Solid

Upstream product

• 905454-57-1 1-[6-fluoro-(2S)-3,4-dihydro-2H-benzopyran-2-yl]-(1S)-1,2-ethylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 129050-23-3 (2S)-6-fluoro-2-[(2S)-oxiran-2-yl]-3,4-dihydro-2H-chromene 

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.

Hydroxylated nebivolol metabolites

Hydroxylated nebivolol metabolites increase NO release from human endothelial cell preparations in a concentration dependent fashion following acute administration. In addition, hydroxylated nebivolol metabolites, including but not limited to 4-hydroxy-6,6′difluoro-, 4-hydroxy-5-phenol-6,6′difluoro-, and 4-hydroxy-8-pheno-6,6′difluoro-, have the ability to increase the capacity for NO release in human endothelial cells following chronic administration. This invention provides hydroxylated nebivolol metabolites and compositions comprising nebivolol and/or at least one hydroxylated metabolite of nebivolol and/or at least one additional compound used to treat cardiovascular diseases or a pharmaceutically acceptable salt thereof. In addition, this invention provides methods of treating and/or preventing vascular diseases by administering at least one hydroxylated metabolite of nebivolol that is capable of releasing a therapeutically effective amount of nitric oxide to a targeted site affected by the vascular disease. Also, this invention is directed to the treatment and/or prevention of migraine headaches administering at least one hydroxylated metabolite of nebivolol. This invention may also be used in conjunction with or as a single treatment of metabolic syndrome disorders.