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133481-09-1

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133481-09-1 Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 133481-09-1 differently. You can refer to the following data:
1. A Gabapentin analogue for treatment of neurological disorders
2. Gabapentin Related Compound B (Gabapentin EP Impurity B; Gabapentin USP Related Compound B) is a Gabapentin analogue for treatment of neurological disorders.

Check Digit Verification of cas no

The CAS Registry Mumber 133481-09-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,4,8 and 1 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 133481-09:
(8*1)+(7*3)+(6*3)+(5*4)+(4*8)+(3*1)+(2*0)+(1*9)=111
111 % 10 = 1
So 133481-09-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H13NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-6H2,(H,11,12)

133481-09-1 Well-known Company Product Price

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  • (Code)Product description
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  • Sigma-Aldrich

  • (Y0001348)  Gabapentin impurity B  European Pharmacopoeia (EP) Reference Standard

  • 133481-09-1

  • Y0001348

  • 1,880.19CNY

  • Detail
  • USP

  • (1287347)  Gabapentin Related Compound B  United States Pharmacopeia (USP) Reference Standard

  • 133481-09-1

  • 1287347-30MG

  • 14,578.20CNY

  • Detail

133481-09-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(1-cyanocyclohexyl)acetic acid

1.2 Other means of identification

Product number -
Other names Gabapentin impurity B

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:133481-09-1 SDS

133481-09-1Relevant articles and documents

Nitrilase-catalyzed selective hydrolysis of dinitriles and green access to the cyanocarboxylic acids of pharmaceutical importance

Zhu, Dunming,Mukherjee, Chandrani,Biehl, Edward R.,Hua, Ling

, p. 1667 - 1670 (2007)

To further explore its synthetic applications, the nitrilase bll6402 from Bradyrhizobium japonicum strain USDA110 has been examined toward the hydrolysis of various dinitriles. It has been found that nitrilase bll6402 effectively hydrolyzed α,ω-dinitriles to ω-cyanocarboxylic acids, and the selectivity was independent of the substrate chain length. This feature is distinct from all the known nitrilases of various sources. Nitrilase bll6402 was thus applied to the synthesis of 1-cyanocycloalkaneacetic acids, the useful precursors for the synthesis of gabapentin and its analogues.

Chemoenzymatic synthesis of gabapentin by combining nitrilase-mediated hydrolysis with hydrogenation over Raney-nickel

Xue, Ya-Ping,Wang, Ying-Peng,Xu, Zhe,Liu, Zhi-Qiang,Shu, Xin-Rui,Jia, Dong-Xu,Zheng, Yu-Guo,Shen, Yin-Chu

, p. 121 - 125 (2015)

An efficient chemoenzymatic process is devised for synthesizing high-purity gabapentin. 1-Cyanocyclohexaneacetic acid was first produced in 0.94 M from 1.0 M 1-cyanocycloalkaneacetonitrile by a greatly improved nitrilase from Acidovorax facilis ZJB09122, resulting in a commercially attractive bioprocess with an outstanding space-time yield of 461 g/L/day. The resulting aqueous 1-cyanocycloalkaneacetic acid was then directly converted to 2-azaspiro [4.5] decan-3-one without further purification in subsequent hydrogenation by Raney-nickel, followed by simple chemical steps to afford gabapentin in high purity and 77.3% overall yield from 1-cyanocyclohexylacetonitrile. The simplicity of the process makes this new pathway suitable for large-scale preparation.

PROCESS FOR PREPARING GABAPENTIN

-

Page/Page column 17, (2008/06/13)

A process for preparing gabapentin of formula 1, which comprises Formula (I) converting 1-allyl-cyclohexanecarboxaldehyde into 1-allyl-cyclohexanecarbonitrile; ozonizing 1-allyl-cyclohexanecarbonitrile to obtain 1-cyano-cyclohexaneacetaldehyde; acetalizing 1-cyano-cyclohexaneacetaldehyde with a suitable acetalizing agent to give the corresponding acetal and converting the latter into gabapentin.

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