For research use only. Not for therapeutic Use.
Valnoctamide (MI-181) is a chiral constitutional isomer of valproic acid. It is a mild tranquilizer endowed with anticonvulsant properties, suggesting it may be an alternative treatment for epilepsy and bipolar disorder. Valnoctamide does not show any teratogenic effect, even when used in relatively high dosages.
| Catalog Number | R007165 |
| CAS Number | 4171-13-5 |
| Synonyms | 2-Ethyl-3-methylpentan-amide; 2-Ethyl-3-methylvaleramide; Valmethamide; McN-X-181; Axiquel; Nirvanil; |
| Molecular Formula | C8H17NO |
| Purity | ≥95% |
| Target | Neuronal Signaling |
| Storage | -20°C |
| IUPAC Name | 2-ethyl-3-methylpentanamide |
| InChI | InChI=1S/C8H17NO/c1-4-6(3)7(5-2)8(9)10/h6-7H,4-5H2,1-3H3,(H2,9,10) |
| InChIKey | QRCJOCOSPZMDJY-UHFFFAOYSA-N |
| SMILES | CCC(C)C(CC)C(=O)N |
| Reference | </br>1:Valnoctamide, which reduces rat brain arachidonic acid turnover, is a potential non-teratogenic valproate substitute to treat bipolar disorder. Modi HR, Ma K, Chang L, Chen M, Rapoport SI.Psychiatry Res. 2017 Apr 26;254:279-283. doi: 10.1016/j.psychres.2017.04.048. [Epub ahead of print] PMID: 28500975 </br>2:Comparative teratogenicity analysis of valnoctamide, risperidone, and olanzapine in mice. Wlodarczyk BJ, Ogle K, Lin LY, Bialer M, Finnell RH.Bipolar Disord. 2015 Sep;17(6):615-25. doi: 10.1111/bdi.12325. Epub 2015 Aug 20. PMID: 26292082 Free PMC Article</br>3:The potential of sec-butylpropylacetamide (SPD) and valnoctamide and their individual stereoisomers in status epilepticus. Shekh-Ahmad T, Mawasi H, McDonough JH, Yagen B, Bialer M.Epilepsy Behav. 2015 Aug;49:298-302. doi: 10.1016/j.yebeh.2015.04.012. Epub 2015 May 13. Review. PMID: 25979572 </br>4:Pharmacodynamic and pharmacokinetic analysis of CNS-active constitutional isomers of valnoctamide and sec-butylpropylacetamide–Amide derivatives of valproic acid. Mawasi H, Shekh-Ahmad T, Finnell RH, Wlodarczyk BJ, Bialer M.Epilepsy Behav. 2015 May;46:72-8. doi: 10.1016/j.yebeh.2015.02.040. Epub 2015 Apr 8. PMID: 25863940 </br>5:Valnoctamide, a non-teratogenic amide derivative of valproic acid, inhibits arachidonic acid activation in vitro by recombinant acyl-CoA synthetase-4. Modi HR, Basselin M, Rapoport SI.Bipolar Disord. 2014 Dec;16(8):875-80. doi: 10.1111/bdi.12220. Epub 2014 Jul 8. PMID: 25041123 Free PMC Article</br>6:Valnoctamide enhances phasic inhibition: a potential target mechanism for the treatment of benzodiazepine-refractory status epilepticus. Spampanato J, Dudek FE.Epilepsia. 2014 Sep;55(9):e94-8. doi: 10.1111/epi.12702. Epub 2014 Jul 3. PMID: 24995528 Free PMC Article</br>7:Stereoselective anticonvulsant and pharmacokinetic analysis of valnoctamide, a CNS-active derivative of valproic acid with low teratogenic potential. Shekh-Ahmad T, Hen N, Yagen B, McDonough JH, Finnell RH, Wlodarczyk BJ, Bialer M.Epilepsia. 2014 Feb;55(2):353-61. doi: 10.1111/epi.12480. Epub 2013 Dec 6. PMID: 24313671 Free PMC Article</br>8:Valnoctamide and sec-butyl-propylacetamide (SPD) for acute seizures and status epilepticus. Shekh-Ahmad T, Hen N, McDonough JH, Yagen B, Bialer M.Epilepsia. 2013 Sep;54 Suppl 6:99-102. doi: 10.1111/epi.12290. PMID: 24001086 Free Article</br>9:Valnoctamide as a valproate substitute with low teratogenic potential in mania: a double-blind, controlled, add-on clinical trial. Bersudsky Y, Applebaum J, Gaiduk Y, Sharony L, Mishory A, Podberezsky A, Agam G, Belmaker RH.Bipolar Disord. 2010 Jun;12(4):376-82. doi: 10.1111/j.1399-5618.2010.00828.x. PMID: 20636634 </br>10:Evaluation of the antiallodynic, teratogenic and pharmacokinetic profile of stereoisomers of valnoctamide, an amide derivative of a chiral isomer of valproic acid. Kaufmann D, Yagen B, Minert A, Wlodarczyk B, Finnell RH, Schurig V, Devor M, Bialer M.Neuropharmacology. 2010 Jun;58(8):1228-36. doi: 10.1016/j.neuropharm.2010.03.004. Epub 2010 Mar 15. PMID: 20230843 |
