Chemical Properties
White Solid
Definition
ChEBI: A hydroxy seco-steroid that is 9,10-secoergosta-5,7,22-triene substituted by a hydroxy group at position 3. A synthetic analogue of vitamin D that acts a bone density conservation agent.
Originator
Hytakerol,Winthrop,US,1950
Manufacturing Process
The process of isolating chemically uniform crystalline dihydrotachysterol
comprises subjecting the solution of the crude hydrogenation product of
tachysterol in benzine to chromatographic adsorption by means of active
aluminum oxide while collecting the components having a minor tendency of
being adsorbed, subjecting the said components to a repeated
chromatographic adsorption and converting the components having a minor
tendency of being adsorbed into its ester by treatment with acetic anhydride
in pyridine solution, isolating the ester formed from the reaction mixture,
subjecting its solution in benzine to chromatographic adsorption while
collecting the components having a minor tendency of being adsorbed,
recrystallizing these components, saponifying the crystalline ester and
recrystallizing the dihydrotachysterol obtained.
Brand name
Hytakerol (Sterling Winthrop).
Therapeutic Function
Blood calcium regulator
Veterinary Drugs and Treatments
DHT is used in small animals to treat hypocalcemia secondary to
hypoparathyroidism
or severe renal disease.
Purification Methods
Crystallise the sterol from 90% MeOH, UV: max at 242, 251 and 261nm (E1% 760, 1010 and 650) in EtOH. The acetate has m108-110o and [] +32.8o (CHCl3), UV: max at 242, 251 and 261nm (E 780, 910 and 600) in EtOH. The propionate has m 97-98o and [] +37o (CHCl3), UV: max 242, 251 and 261nm (E 750, 860 and 570) in EtOH. [Werder Hoppe Seyler's Z Physiol Chem 260 119 1939, Windaus et al. Justus Liebigs Ann Chem 499 1978 1932, Beilstein 6 III 2833, 6 IV 3994, 4161.]