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2-Propylvaleric acid methyl ester, also known as Valproic Acid Methyl Ester, is a methyl ester derivative of Valproic Acid, which is a widely used antiepileptic drug. It possesses anticonvulsant properties and is also recognized as a mood stabilizer, making it a valuable compound in the pharmaceutical industry.

22632-59-3

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22632-59-3 Usage

Uses

Used in Pharmaceutical Industry:
2-Propylvaleric acid methyl ester is used as an antiepileptic drug for the treatment of various types of epilepsy. It works by increasing the levels of gamma-aminobutyric acid (GABA) in the brain, which helps to prevent seizures and convulsions.
2-Propylvaleric acid methyl ester is also used as a mood stabilizer for the treatment of bipolar disorder. It helps to regulate mood swings and maintain emotional balance in patients suffering from this condition.
In addition to its primary uses, 2-Propylvaleric acid methyl ester may also have potential applications in other areas of the pharmaceutical industry, such as the development of new drugs for other neurological disorders or as a component in drug delivery systems. However, further research and development would be required to explore these possibilities.

Check Digit Verification of cas no

The CAS Registry Mumber 22632-59-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,6,3 and 2 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 22632-59:
(7*2)+(6*2)+(5*6)+(4*3)+(3*2)+(2*5)+(1*9)=93
93 % 10 = 3
So 22632-59-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H18O2/c1-4-6-8(7-5-2)9(10)11-3/h8H,4-7H2,1-3H3

22632-59-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2-propylpentanoate

1.2 Other means of identification

Product number -
Other names Pentanoic acid,2-propyl-,methyl ester

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:22632-59-3 SDS

22632-59-3Relevant academic research and scientific papers

The Pd-catalysed hydromethoxycarbonylation of aliphatic internal alkenes with minimal double bond isomerisation

Bredenkamp, Tyler,Holzapfel, Cedric

, p. 74 - 78 (2017)

The methoxycarbonylation of internal alkenes by a palladium(II)complex comprising PdCl2, bis(2-methoxyphenyl)phenylphosphine (2) and HCl has been investigated. The results presented herein demonstrate a non-isomerizing Pd-complex for the effective production of internal esters from the corresponding internal aliphatic alkenes. Selectivities of >70% were obtained for the desired internal esters with no signs of catalyst decomposition. The high selectivity for the internal esters is rationalized on the basis of the hemi-lability of the o-methoxy moiety which may assist in ligand dissociation. To the best of our knowledge this is one of the first reported hydromethoxycarbonylation routes to internal esters from their corresponding internal aliphatic alkenes.

Antibacterial and anti-inflammatory activity of valproic acid-pyrazole conjugates as a potential agent against periodontitis

Dong, Lei,Fang, Ling,Dai, Xinxiang,Zhang, Jia,Wang, Jia,Xu, Pei

, p. 131 - 141 (2021/07/10)

Periodontitis is a serious global concern. Therefore, in the present study, we intend to synthesize novel valproic-acid pyrazole conjugates as a novel agent against periodontitis. The molecules were developed in a facile synthetic route and obtained in ex

Preparation method and application of Grignard reagent

-

, (2020/12/29)

The invention relates to a preparation method and application of a Grignard reagent, the Grignard reagent is obtained by treating a halide with a structural formula as a raw material with magnesium inan organic solvent, X is a halogen atom and is selected from Cl, Br and I, R2 is an alkyl or aryl group containing 2-9 carbon atoms. The Grignard reagent is mainly applied to a synthetic process of dimopidol and hydrochloride thereof, and is used for introducing an alkyl side chain. The whole synthetic process of dimopidol and hydrochloride thereof is safe and efficient, each step of reaction operation is simple and safe, and the reaction yield is high so that industrial production can be realized.

A General and mild catalytic α-alkylation of unactivated esters using Alcohols

Guo, Le,Ma, Xiaochen,Fang, Huaquan,Jia, Xiangqing,Huang, Zheng

supporting information, p. 4023 - 4027 (2015/03/30)

Catalytic α-alkylation of esters with primary alcohols is a desirable process because it uses low-toxicity agents and generates water as the by-product. Reported herein is a NCP pincer/Ir catalyst which is highly efficient for α-alkylation of a broad scope of unactivated esters under mild reaction conditions. For the first time, alcohols alkylate unactivated α-substituted acyclic esters, lactones, and even methyl and ethyl acetates. This method can be applied to the synthesis of carboxylic acid derivatives with diverse structures and functional groups, some of which would be impossible to access by conventional enolate alkylations with alkyl halides. In a pinch: An NCP pincer/iridium catalyst is highly efficient for the α-alkylation of unactivated esters using alcohol under mild reaction conditions. The reaction is simple, clean, and scalable (1-10 mmol), and the scope with respect to the ester is wide.

Synthesis and biological activity of Schiff base series of valproyl, N-valproyl glycinyl, and N-valproyl-4-aminobenzoyl hydrazide derivatives

El-Faham, Ayman,Farooq, Muhammad,Khattab, Sherine Nabil,Elkayal, Ahmed Mohamed,Ibrahim, Mahmoud Fawzy,Abutaha, Nael,Wadaan, Mohammad Ahmad,Hamed, Ezzat Awad

, p. 591 - 599 (2014/07/08)

Series of Schiff bases of valproic acid hydrazide, N-valproylglycine hydrazide and N-valproyl-4-aminobenzoyl hydrazide derivatives were synthesized and characterized by IR, NMR (1H- and 13C-NMR) and elemental analysis. The prepared compounds were evaluated in transgenic zebrafish embryos (Tg: flil-1: enhanced green fluorescent protein (EGFP)) for antiangiogenic activity and in HepG2 liver carcinoma cell line for anti cancer activity. The Schiff bases of N-valproylglycine hydrazide derivatives were most potent in term of suppressing angiogenic blood vessels formation and anticancer activity at very low concentration, followed by the Schiff bases of valproic acid hydrazide derivatives which exhibited moderate activity, while the Schiff bases of N-valproyl-4-aminobenzoyl hydrazide derivatives, ethyl 4-(2-propylpentanamido)benzoate (VABE) and N-(4-(hydrazinecarbonyl)phenyl)-2- propylpentanamide (VABH) in contrast exhibited pro-angiogenic activity and weaker anticancer activity which mean that these derivatives targeted a common signaling pathway in term of affecting the blood vessels formation.

Short-chain HDAC inhibitors differentially affect vertebrate development and neuronal chromatin

Fass, Daniel M.,Shah, Rishita,Ghosh, Balaram,Hennig, Krista,Norton, Stephanie,Zhao, Wen-Ning,Reis, Surya A.,Klein, Peter S.,Mazitschek, Ralph,Maglathlin, Rebecca L.,Lewis, Timothy A.,Haggarty, Stephen J.

scheme or table, p. 39 - 42 (2011/04/17)

Carboxylic acids with known central nervous system and histone deacetylase (HDAC) inhibitory activities were converted to hydroxamic acids and tested using a suite of in vitro biochemical assays with recombinant HDAC isoforms, cell based assays in human cervical carcinoma HeLa cells and primary cultures from mouse forebrain, and a whole animal (Xenopus laevis) developmental assay. Relative to the parent carboxylic acids, two of these analogues exhibited enhanced potency, and one analogue showed altered HDAC isoform selectivity and in vivo activity in the Xenopus assay. We discuss potential uses of these novel hydroxamic acids in studies aimed at determining the utility of HDAC inhibitors as memory enhancers and mood stabilizers.

Examining the correlations between GSK-3 inhibitory properties and anti-convulsant efficacy of valproate and valproate-related compounds

Werstuck, Geoff H.,Kim, Anna J.,Brenstrum, Timothy,Ohnmacht, Stephan A.,Panna, Ella,Capretta, Alfredo

, p. 5465 - 5467 (2007/10/03)

A family of compounds based upon the chemical structure of valproate were synthesized and assayed for their ability to inhibit glycogen synthase kinase (GSK)-3 α and β activity in vitro. A family of compounds based upon the chemical structure of valproate were synthesized and assayed for their ability to inhibit glycogen synthase kinase (GSK)-3 α and β activity in vitro. This data is correlated to the known anti-convulsant properties of these compounds in order to determine the potential role of GSK-3 inhibition in the therapeutic efficacy of these drugs.

Mechanism of esterification of 1,3-dimethylamino alcohols by N-acetylimidazole in acetonitrile and the influence of alkyl and geminal dialkyl substitution upon the rate

Madder, Annemieke,Sebastian, Sonny,Van Haver, Dirk,De Clercq, Pierre J.,Maskill, Howard

, p. 2787 - 2793 (2007/10/03)

3-(Dimethylamino)propan-1-ol and seven derivatives with alkyl substituents at the 2-position have been prepared by conventional methods, and second-order rate constants for their esterification by N-acetylimidazole in acetonitrile have been measured under pseudo-first-order conditions both by 1H NMR spectroscopy at a single temperature (23°C) and by a UV spectroscopic method over the temperature range 25-65°C. Evidence is presented that the intermolecular esterifications proceed via an initial rate-determining intramolecular general base catalysed formation of a cyclic tetrahedral intermediate. Effective molarities compared with the third-order reactions of simpler alcohols with acetylimidazole catalysed by triethylamine are estimated to be 13-14 mol dm-3, but alkyl substitution at the 2-position of the amino alcohol has only a modest effect upon reaction rates. All reactions have substantial negative entropies of activation and only modest enthalpies of activation as expected for concerted bimolecular reactions with highly ordered transition structures. Three structurally related carbocyclic amino alcohols constitute a short isokinetic series with the isokinetic temperature very close to the experimental range. Along this series, decreasing enthalpies of activation are almost exactly balanced in their contributions to the overall free energy of activation near room temperature by increasingly negative entropies of activation.

Oxidation of Allenes and Alkynes with Hydrogen Peroxide Catalyzed by Cetylpyridinium Peroxotungstophosphate (PCWP)

Sakaguchi, Satoshi,Watase, Seiji,Katayama, Yuji,Sakata, Yasuyuki,Nishiyama, Yutaka,Ishii, Yasutaka

, p. 5681 - 5686 (2007/10/02)

The oxidation of allenes and alkynes with hydrogen peroxide catalyzed by peroxotungstophosphate (PCWP) was examined.A variety of allenes were first converted into the corresponding α-ethoxy ketones upon treatment with 35percent H2O2 under the influence of PCWP in a mixed solvent consisting of ethanol and dichloromethane.When the reaction was carried out using tert-butyl alcohol as a solvent, approximately a 1:1 regioisomeric mixture of α-hydroxy ketones was obtained along with a small amount of α-tert-butoxy ketone.Oxidation of internal alkynes such as 4-octyne by the PCWP-H2O2 system under phase-transfer conditions using chloroform produced α,β-epoxy ketones in good yields.The same reaction in a mixed solvent of ethanol and chloroform gave α,β-unsaturated ketones rather than α,β-epoxy ketones.Plausible reaction paths are proposed for the oxidation of allenes and alkynes by the PCWP-H2O2 system.

Process for the preparation of carboxylic acid methyl esters

-

, (2008/06/13)

A process for the preparation of methyl carboxylates by the reaction of mono or dicarboxylic acids having more than 5 carbon atoms and methanol in the presence of acidic catalysts at temperatures from 100° to 150° C. and below the boiling point of the carboxylates being produced.

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