Usage
Labelled Pantothenic Acid
Chemical Properties
Colorless or pale yellow viscous oily liquid. Hygroscopic and unstable. Acids, alkalis, and heat accelerate its decomposition. It is sparingly soluble in benzene and chloroform, slightly soluble in ether and amyl alcohol, and freely soluble in water, ethyl acetate, dioxane, and glacial acetic acid.
Physical properties
Pantothenic acid is composed of β-alanine joined to 2,4-dihydroxy-3,3-
dimethylbutyric acid via an amide linkage. The molecule has an asymmetric center,
and only the R-enantiomer, usually called D-(+)pantothenic acid, is biologically
active and occurs naturally. Appearance: pantothenic acid is a yellow, viscous oil.
Its calcium and other salts, however, are colorless crystalline substances; calcium
pantothenate is the main product of commerce. Solubility: neither form is soluble in
organic solvents, but each is soluble in water and ethanol. Stability: aqueous solu tions of pantothenic acid are unstable when heated under acidic or alkaline
conditions
Originator
Panto-250 , Bio-Tech Pharmacal
Definition
ChEBI: (R)-pantothenic acid is a pantothenic acid having R-configuration. It has a role as an antidote to curare poisoning, a human blood serum metabolite and a geroprotector. It is a vitamin B5 and a pantothenic acid. It is a conjugate acid of a (R)-pantothenate.
Manufacturing Process
Isobutylaldehyde reacted with formaldehyde in the presence potassium chromate as a result 2,2-dimethyl-3-hydroxy-propanal was obtained.
The 2,2-dimethyl-3-hydroxy-propanal was treated by sodium cyanide so 2,4dihydroxy-3,3-dimethyl-butironitrile was prepared.
The 2,4-dihydroxy-3,3-dimethyl-butironitrile was treated hydrochloric acid and D,L-3-hydroxy-4,4-dimethyl-dihydro-furan-2-one (D,L-pantolacton) was obtained. The racemic mixture of D- and L-pantolactons was a division of Dand L- isomers by the adding of α-phenylethylamine. So D-pantolacton was isolated.
Acrylic acid contacted with NH3and β-alanine was obtained.
D-Pantalacton reacted with β-alanine as a result 3-(2,4-dihydroxy-3,3dimethyl-butyrylamino)-propanoic acid was produced
Brand name
Calpan (BASF); Pantholin
(Lilly).
Therapeutic Function
Vitamin
Safety Profile
Moderately toxic by subcutaneous and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx.
