Usage
Labelled Pantothenic 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.
