Dipropylacetate

Valproic acid is the common name for 2-propylpentanoic acid (Epival usually used as its sodium salt), also referred to as n-dipropylacetic acid, is a simple branched-chain carboxylic acid with unique anticonvulsant properties. Valproic acid was first synthesized in 1882 by Burton [75], but there was no known clinical use until its anticonvulsant activity was fortuitously discovered by Pierre Eymard in 1962 in the laboratory of G. Carraz, which was published by Meunier et al. in 1963 [76]. 

Sodium valproate is sodium 2-propylpentanoate. It is also known as sodium dipropylacetic acid, sodium 2-propylvalerate, sodium dipro-pylacetate, sodium di-n-propylacetate, and by many slight variations of the particular nomenclature. 

This preparation of 2-benzyl-2-carbomethoxycyclopentanone is based on a procedure described by Baker and Leeds for the ethyl ester, and the methyl ester has not been previously prepared. The ethyl ester, also, has been prepared by the alkylation of 2-carbethoxycyclopentanone with benzyl chloride in the presence of potassium hydroxide in acetaldehyde dipropylacetal. The preparation and isolation of the potassium salt of 2-carbethoxycyclopentanone can be readily achieved in a very simple way... 

Valproic acid (dipropylacetic acid) is a single branched chain carboxylic acid that is structurally unlike any of the other drugs used in the treatment of bipolar disorder or epilepsy. The amide derivative, valproamide, is available in Europe as a more potent form of valproate. Valproate was first developed in Erance as an antiepileptic agent in 1963. As an antiepileptic agent, it was shown to be active against a variety of epilepsies without causing marked sedation. 

Valproic acid, valproate sodium, and (DVP) are carboxylic acid-derivative anticonvulsants. Divalproex sodium is a stable coordination compound consisting of valproic acid and valproate sodium in a 1 1 molar ratio (AHFS, 2000). It is a pro-drug of valproate, dissociating into valproate in the GI tract (AHFS, 2000), and a simple branched-chain carboxylic acid (w-dipropylacetic acid) with antiepileptic activity against a variety of types of seizures (Beydoun et al., 1997). Divalproex sodium has been approved for treating adults with simple and complex absence seizures (Mattson et al., 1992), and for mania. It has shown efficacy across a broad spectrum of BD subtypes (i.e., pure mania, mixed mania, and rapid cycling) (Pope et al., 1991 Bowden et al., 1994). 

Valproic acid is a carboxylic acid designated as 2-propyl-pentanoic acid. It is also known as dipropylacetic acid. Capsules and syrup are antiepileptics for oral administration. Each soft elastic capsule contains 250 mg valproic acid. 

Dipropyl acetic acid or valproic acid may be prepared the next way. Propylbromide is mixed with cyanacetic acid in the presence of sodium ethylate, made from absolute ethanol and sodium. By that prepared a,a-dipropylcyanacetic acid ethyl ester is saponified with equimolecular amounts of NaOH to give dipropylacetonitril. The desired dipropylacetic acid is produced by saponification of dipropylacetonitryl with aquatic NaOH. It is colorless liquid. BP 219°-220°C. 

SYNS MAGNESIUM DIPROPYLACETATE MV PENTANOIC ACID, 2-PROPYL-, MAGNESIUM SALT... 

Boillot A, Bourgeois F, Barale F, Lenys R, Daoudal P, Delacour JL. Atteinte medulaire mortelle au cours d une intoxication aigue volontaire para dipropylacetate de sodium. [Fatal bone marrow involvement voluntary acute poisoning with sodium dipropylacetate.] Nouv Presse Med 1981 10(24) 2038. 

Zuidema et al.6 used Propyl-8 ( = dimethylformamide-dipropylacetal) for propylation of theophylline. Fluoranthene was used as an internal standard for the determination of theophylline in biological fluids. Extraction was obtained with chloroform-isopropanol (95 5) after acidifying the sample (1 ml) with hydrochloric acid. After evaporation of the solvent the residue was dissolved in 0.5 ml of a methanolic solution of the internal standard. The methanol was evaporated and the residue dissolved in 30 ul Propyl-8 and gas chromatographed on a packed column of 3 % OV-17 on Gas Chrom Q at a column temperature of 220°C... 

Dipropylacetic acid (40) protected rats against picrotoxin and pentetrazole.88 The chelating agent D-penicillamine (41) markedly reduced seizures in P. Papio baboons, a primate with high serum Zn levels.89... 

Kraus, J. L. Isosterism and molecular modification in drug design new n-dipropylacetate analogs as inhibitors of sucdnic semi aldehyde dehydrogenase. Pharmacol. Res. Commun. 1983, 75, 119-129. 

Aliphatic carboxylates Butylthiolaurate Camphorate Citrate Dipropylacetate Ethylcamphorate Potassio(sodio)tartarate Succinate Therapeutic agent capable of acting against spirilla. Treatment for tonsillitis, infectious angina, syphilis and yaws. Preoperative treatment of appendicitis... 

Fowler GW. Effects of dipropylacetate on serum levels of anticonvulsants in children. Proc West Pharmacol Soc (1978) 21, 37-40. 

Vblzke E, Doose H, Dipropylacetate (Depakine , Ergenyl ) in the treatment of epilep. Epilepsia (1973) 14,185-93,... 

Windorfer A, Sauer W, Gadeke R. Elevation of diphenylhydantoin and primidone serum concentration by additicn of dipropylacetate, a new anticonvulsant drug. Acta Paechatr Scand (1975)64,771-2. 

Mortensen, P.B., Gregersen, N., Kolvraa, S. Christensen, E. (19W) Biochem. Med 24, 1531-1561. The occurrence of C6-C10-dicarboxylic acids in urine from patients and rats treated with dipropylacetate. Ikeda, Y, Dabrowsly, C. Tanaka, K. (1983) J. Biol. Chem. 258, 1066-1076. Separation and properties of five distinct acyl-CoA dehydrogenases from rat liver mitochondria. Identification of a new 2-methyl branched chain acyl-CoA dehydrogenase. 

Sou, Chem. Abstracts, 1936, 30, 4463. Dipropylacetic Acid (HeptaneA.earboxylic acid, l-propylvaleric acid)... 

Rapid Determination of the Antiepileptic Drug Dipropylacetic Acid in Serum... 

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