427-49-6 Usage
Description
Alpha-Cyclopentylmandelic acid is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds. It is a white to beige powder in appearance and is known for its role in the production of muscarinic M3 receptor antagonists, which are used in the treatment of respiratory conditions.
Uses
Used in Pharmaceutical Industry:
Alpha-Cyclopentylmandelic acid is used as an intermediate for the synthesis of Glycopyrronium Bromide, Oxyphencyclimine HCl, and Oxypyrronium Bromide. These compounds are essential in the development of medications that target specific receptors in the body, aiding in the treatment of various medical conditions.
Used in Respiratory Treatment:
Alpha-Cyclopentylmandelic acid is used as a key component in the synthesis of 2-Cyclopentyl-2-hydroxy-2-phenylacetic Acid, which is an impurity of Glycopyrrolate (G657000). Glycopyrrolate is a novel pharmaceutical compound based on PDE IV inhibitors and is used in the treatment of respiratory complaints. This application highlights the importance of alpha-Cyclopentylmandelic acid in the development of medications for respiratory health.
Used in Synthesis of Muscarinic M3 Receptor Antagonists:
Alpha-Cyclopentylmandelic acid is also utilized in the synthesis of muscarinic M3 receptor antagonists. These antagonists play a crucial role in the treatment of respiratory conditions by blocking the action of acetylcholine, a neurotransmitter that stimulates muscle contraction in the airways. By inhibiting the M3 receptor, these antagonists help to relax the smooth muscles in the respiratory system, providing relief from respiratory distress.
Check Digit Verification of cas no
The CAS Registry Mumber 427-49-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,2 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 427-49:
(5*4)+(4*2)+(3*7)+(2*4)+(1*9)=66
66 % 10 = 6
So 427-49-6 is a valid CAS Registry Number.
InChI:InChI=1/C13H16O3/c14-12(15)13(16,11-8-4-5-9-11)10-6-2-1-3-7-10/h1-3,6-7,11,16H,4-5,8-9H2,(H,14,15)/p-1/t13-/m0/s1
427-49-6Relevant articles and documents
-
Dobrina,Joffe
, (1977)
-
Carry over of impurities: A detailed exemplification for glycopyrrolate (NVA237)
Allmendinger, Thomas,Bixel, Dominique,Clarke, Adrian,Di Geronimo, Laura,Fredy, Jean-Wilfried,Manz, Marco,Gavioli, Elena,Wicky, Regine,Schneider, Martin,Stauffert, Fabien J.,Tibi, Markus,Valentekovic, Darko
supporting information, p. 1754 - 1769 (2013/01/15)
The original synthesis of glycopyrrolate (NVA237) was revised and shortened into an essentially one-pot process. Without isolating the intermediates, their purification became obsolete, thereby increasing the possibility of the carry over of impurities. For that reason, the actual, potential, and theoretical impurities of the starting materials cyclopentyl mandelic acid and 1-methyl-pyrrolidin-3-ol as well as byproducts which may occur during the synthesis were thoroughly investigated; furthermore, their transformation to possible impurities in the drug substance along the new synthetic route was performed to exclude them as actual impurities in the drug substance with certainty. The question is raised how detailed such investigation-which are fairly manageable for a simple product like glycopyrrolate-need to be.
Synthesis and optimization of novel and selective muscarinic M3 receptor antagonists
Kumar, Naresh,Kaur, Kirandeep,Aeron, Shelly,Dharmarajan, Sankaranarayanan,Silamkoti, Arun D.V.,Mehta, Anita,Gupta, Suman,Chugh, Anita,Gupta, Jang B.,Salman, Mohammad,Palle, Venkata P.,Cliffe, Ian A.
, p. 5256 - 5260 (2008/02/11)
A series of constrained piperidine analogues were synthesized as novel muscarinic M3 receptor antagonists. Evaluation of these compounds in binding assays revealed that they not only have high affinity for the M3 receptor but also have high selectivity over the M2 receptor.