125481-61-0

Basic information

• Product Name: 6-HYDROXY BUSPIRONE
• Synonyms: 6-HYDROXY BUSPIRONE;6-Hydroxy-8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9- dione;BMY 28674;BMS 528215;Buspirone 6-Hydroxy Metabolite
• CAS NO: 125481-61-0
• Molecular Formula: C21H31N5O3
• Molecular Weight: 401.5
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Heterocycles
• Mol File: 125481-61-0.mol

Chemical Properties

• Melting Point: 96-99°C
• Boiling Point: 655.441°C at 760 mmHg
• Flash Point: 350.198°C
• Appearance: /
• Density: 1.301g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: 6-HYDROXY BUSPIRONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXY BUSPIRONE(125481-61-0)
• EPA Substance Registry System: 6-HYDROXY BUSPIRONE(125481-61-0)

Safety Data

• Hazardous Substances Data: 125481-61-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-HYDROXY BUSPIRONE is used as an active metabolite for enhancing the therapeutic effects of Buspirone. Its presence in the body contributes to the overall efficacy of Buspirone, which is primarily used for the treatment of anxiety disorders.
Used in Research and Development:
6-HYDROXY BUSPIRONE is used as a research compound for studying its chemical properties, interactions, and potential applications in the development of new drugs and therapies. Its off-white to pale yellow solid form makes it suitable for various experimental procedures and analyses.
Used in Quality Control:
6-HYDROXY BUSPIRONE is used as a reference standard in the quality control of Buspirone products. It helps ensure the accuracy, reliability, and consistency of Buspirone formulations, contributing to the overall safety and effectiveness of the medication.

InChI:InChI=1/C21H31N5O3/c27-17-16-21(6-1-2-7-21)18(28)19(29)26(17)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9,18,28H,1-4,6-7,10-16H2

Upstream product

• 36505-84-7 BUSPIRONE 

Relevant articles and documents

Development and scale-up of three consecutive continuous reactions for production of 6-hydroxybuspirone

This paper describes the development of a continuous, high yielding, and scalable enolization, oxidation, and quench process for the hydroxylation of the azapirone psychtropic agent buspirone to afford 6-hydroxybuspirone (6-hydroxy-8-[4-(4-pyrimidin-2-yl-piperazin-1-yl)-butyl]-8-aza-spiro[4.5] decane-7,9-dione). Two feed streams were reacted continuously using an in-line static mixer followed by oxidation in a continuous flow trickle-bed reactor. The laboratory reactor operation was demonstrated at steady state for over 40 h. The process was scaled up using both volumetric (enolization) and numbering-up (oxidation) scale-up strategies. A pilot-plant reactor was developed and successfully implemented in a three-batch campaign (47 kg input per batch).

CONTINUOUS PROCESS FOR PRODUCING HYDROXYAZAPIRONES BY OXIDATION

A method for continuous production of hydroxyazapirones, for example 6-hydroxybuspirone, using a modified reactor. The products of the invention are useful as pharmaceutical agents.

Development of a safe and scalable oxidation process for the preparation of 6-hydroxybuspirone: Application of in-line monitoring for process ruggedness and product quality

The development of a safe and scalable oxidation process for the hydroxylation of the azapirone psychotropic agent buspirone (1) to furnish 6-hydroxybuspirone (2) is described. A mechanistic understanding of how key process factors affected product quality led to the successful application of FTIR as a process analytical technology (PAT) tool. This enabled real time quality assurance and the development of an effective and efficient manufacturing process. The identification of impurities and the development of recrystallization methods to provide active pharmaceutical ingredients (API) with optimal purity will also be addressed.