For research use only. Not for therapeutic Use.
(S)-Pregabalin(Cat No.:R009227)is the enantiomer of pregabalin, a medication commonly used to treat neuropathic pain, anxiety disorders, and epilepsy. It functions by binding to the α2δ subunit of voltage-gated calcium channels in the central nervous system, which reduces the release of excitatory neurotransmitters and calms overactive neural activity. The (S)-enantiomer is the more active form of pregabalin, responsible for its therapeutic effects. Although pregabalin (both forms) is used in clinical settings, (S)-pregabalin is mainly studied for its potential to enhance the efficacy and reduce side effects of the racemic drug.
Catalog Number | R009227 |
CAS Number | 148553-50-8 |
Synonyms | (3S)-3-(Aminomethyl)-5-methylhexanoic Acid; (S)-(+)-3-(Aminomethyl)-5-methylhexanoic Acid; (S)-3-(Ammoniomethyl)-5-methylhexanoate; CI 1008; Lyrica; PD 144723; Pregabalin; |
Molecular Formula | C₈H₁₇NO₂ |
Purity | ≥95% |
Storage | -20°C |
IUPAC Name | (3S)-3-(aminomethyl)-5-methylhexanoic acid |
InChI | InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1 |
InChIKey | AYXYPKUFHZROOJ-ZETCQYMHSA-N |
SMILES | CC(C)C[C@@H](CC(=O)O)CN |
Reference | </br>1:A Novel Pregabalin Functionalized Salicylaldehyde Derivative Afforded Prospective Pain, Inflammation, and Pyrexia Alleviating Propensities. Ahmad N, Subhan F, Islam NU, Shahid M, Rahman FU, Fawad K.Arch Pharm (Weinheim). 2017 May 12. doi: 10.1002/ardp.201600365. [Epub ahead of print] PMID: 28498506 </br>2:Risk to heroin users of polydrug use of pregabalin or gabapentin. Lyndon A, Audrey S, Wells C, Burnell ES, Ingle S, Hill R, Hickman M, Henderson G.Addiction. 2017 May 10. doi: 10.1111/add.13843. [Epub ahead of print] PMID: 28493329 </br>3:Pregabalin use early in pregnancy and the risk of major congenital malformations. Patorno E, Bateman BT, Huybrechts KF, MacDonald SC, Cohen JM, Desai RJ, Panchaud A, Mogun H, Pennell PB, Hernandez-Diaz S.Neurology. 2017 Apr 26. pii: 10.1212/WNL.0000000000003959. doi: 10.1212/WNL.0000000000003959. [Epub ahead of print] PMID: 28446648 </br>4:Conversion of Pregabalin to 4-Isobutylpyrrolidone-2. Drachnik AM, Kumari H, Mayhan CM, Fowler DA, Wycoff WG, Barnes CL, Adams JE, Deakyne CA, Atwood JL.J Pharm Sci. 2017 Apr 15. pii: S0022-3549(17)30238-1. doi: 10.1016/j.xphs.2017.03.044. [Epub ahead of print] PMID: 28419825 </br>5:Dose ranging effects of pregabalin on pain in patients undergoing laparoscopic hysterectomy: A randomized, double blinded, placebo controlled, clinical trial. Asgari Z, Rouholamin S, Nataj M, Sepidarkish M, Hosseini R, Razavi M.J Clin Anesth. 2017 May;38:13-17. doi: 10.1016/j.jclinane.2017.01.015. Epub 2017 Jan 13. PMID: 28372652 </br>6:Trial of Pregabalin for Acute and Chronic Sciatica. Mathieson S, Maher CG, McLachlan AJ, Latimer J, Koes BW, Hancock MJ, Harris I, Day RO, Billot L, Pik J, Jan S, Lin CC.N Engl J Med. 2017 Mar 23;376(12):1111-1120. doi: 10.1056/NEJMoa1614292. PMID: 28328324 </br>7:Hypercapnia Caused by a Therapeutic Dosage of Pregabalin in a Tetraplegic Patient With Cervical Spinal Cord Injury. Do KH, Choi EJ, Chang MC, Yang HE.Am J Phys Med Rehabil. 2017 Mar 20. doi: 10.1097/PHM.0000000000000735. [Epub ahead of print] PMID: 28323759 </br>8:In vivo imaging reveals that pregabalin inhibits cortical spreading depression and propagation to subcortical brain structures. Cain SM, Bohnet B, LeDue J, Yung AC, Garcia E, Tyson JR, Alles SR, Han H, van den Maagdenberg AM, Kozlowski P, MacVicar BA, Snutch TP.Proc Natl Acad Sci U S A. 2017 Feb 28;114(9):2401-2406. doi: 10.1073/pnas.1614447114. Epub 2017 Feb 21. PMID: 28223480 Free PMC Article</br>9:[Persistent Chemotherapy-Induced Hiccups Successfully Treated with Pregabalin]. Nakanishi K, Sugiyama K, Abe Y, Endo T, Ohsaki Y.Gan To Kagaku Ryoho. 2017 Jan;44(1):63-65. Review. Japanese. PMID: 28174382 </br>10:Possible effectiveness of low-dose pregabalin in a patient suffering from Lewy body disease and chronic pruritus. Ukai K.Psychogeriatrics. 2017 Jan 28. doi: 10.1111/psyg.12236. [Epub ahead of print] PMID: 28130807 |