58050-56-9

Usage

General Description

24-hydroxyvitamin D2 is a metabolite of vitamin D2 that is formed in the liver through the action of the enzyme, CYP24A1. It is an important marker of vitamin D2 metabolism and activity in the body. 24-hydroxyvitamin D2 is involved in the regulation of calcium and phosphate metabolism, as well as immune function and bone health. It plays a crucial role in maintaining proper levels of vitamin D2 in the body and is often used as a biomarker to assess vitamin D2 status in individuals. Additionally, it is a potential therapeutic target for the treatment of vitamin D2-related disorders and diseases.

InChI:InChI=1/C28H44O2/c1-19(2)28(6,30)17-15-21(4)25-13-14-26-22(8-7-16-27(25,26)5)10-11-23-18-24(29)12-9-20(23)3/h10-11,15,17,19,21,24-26,29-30H,3,7-9,12-14,16,18H2,1-2,4-6H3/b17-15+,22-10+,23-11-/t21-,24+,25-,26+,27-,28?/m1/s1

Upstream product

• 78640-99-0 (S)-(+)-2-hydroxy-2,3-dimethylbutanoic acid 
• 72-18-4 L-valine 
• 50-14-6 Calciferol 
• 170081-43-3 SO2-adduct of 3(S)-<(tert-butyldimethylsilyl)oxy>-9,10-secoergosta-5,7(E),10(19),22(E)-tetraene 
• 87680-65-7 (S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol 
• 866453-60-3 3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene 
• 344798-31-8 3(S)-<(tert-butyldimethylsilyl)oxy>-20(S)-(hydroxymethyl)-9,10-secopregna-5(Z),7(E),10(19)-triene SO2 adduct 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 344798-32-9 3(S)-<(tert-butyldimethylsilyl)oxy>-20(S)-(iodomethyl)-9,10-secopregna-5(Z),7(E),10(19)-triene SO2 adduct 
• 170081-45-5 3(S)-<(tert-butyldimethylsilyl)oxy>-20(S)-(iodomethyl)-9,10-secopregna-5(E),7(E),10(19)-triene 
• 89053-56-5 (2S-cis)-2-(1,1-dimethylethyl)-5-(1-methylethyl)-1,3-dioxolan-4-one 

Relevant academic research and scientific papers

Methods for preparation and use of 1alpha,24(S)-dihydroxyvitamin D2

A method of inhibiting the hyperproliferation of malignant or neoplastic cells, comprising treating the cells with an antiproliferative amount of 1α,24(S)-dihydroxyvitamin D2. The method also includes the co-administration of cyotoxic agents with the 1α,24(S)-dihydroxyvitamin D2.

Methods for preparation and use of 1α,24(S)-dihydroxyvitamin D2

A method of inhibiting the hyperproliferation of malignant or neoplastic cells, comprising treating the cells with an antiproliferative amount of 1α,24(S)-dihydroxyvitamin D2. The method also includes the co-administration of cyotoxic angents with the 1α,24(S)-dihydroxyvitamin D2.

A stereospecific synthesis of 24(S)-hydroxyvitamin D2, a prodrug for 1α,24(S)-dihydroxyvitamin D2

This contribution describes the first stereospecific synthesis of 24(S)-hydroxyvitamin D2 (1), a metabolite of vitamin D2. This metabolite acts as a prodrug for 1α,24(S)-dihydroxyvitamin D2 (2), which is under development for treatment of various diseases characterized by cellular hyperproliferation. The key step of the synthesis involves the Wittig-Horner olefination of (S)-2,3-dimethyl-2-triethysilyloxybutyraldehyde (17) and a vitamin D2 phosphine oxide derivative (22). The synthesis of the requisite aldehyde started with the commercially available L-(+)-valine and was completed in seven steps. The vitamin D2 phosphine oxide derivative was synthesized in seven steps starting from vitamin D2.

Methods for preparation and use of 1alpha,24(S)-dihydroxyvitamin D2

A method of inhibiting the hyperproliferation of malignant or neoplastic cells, comprising treating the cells with an antiproliferative amount of 1α,24(S)-dihydroxyvitamin D2. The method also includes the co-administration of cyotoxic angents with the 1α,24(S)-dihydroxyvitamin D2.

Method for making 24(S)-hydroxyvitamin D2

The invention provides a method for making 24(S)-hydroxyvitamin D2which is a stereospecific synthesis.

24-hydroxyvitamin D, analogs and uses thereof

The invention provides 24-hydroxyvitamin D compounds and methods for their use in the treatment and prophylaxis of hyperparathyroidism and hyperproliferative diseases, and in the modulation of the immune and inflammatory responses as well as the treatment

Methods for preparation and use of 1α,24(S)-dihydroxy vitamin D2

1α,24(S)-Dihydroxy vitamin D2which is useful as an active compound of pharmaceutical compositions for the treatment of disorders of calcium metabolism and for various skin disorders. The invention also includes preparation of synthetic 1α,24(S)-dihydroxy vitamin D2starting from ergosterol which is converted in six steps to 24-hydroxyergosterol. 24-Hydroxyergosterol is irradiated and thermally converted to 24-hydroxy vitamin D2which is converted in six steps to 1α,24(S)-dihydroxy vitamin D2. The syntheses also produced novel intermediates.

Methods for preparation and use of 1α,24(S)-dihydroxy vitamin D2

1α,24(S)-Dihydroxy vitamin D2 which is useful as an active compound of pharmaceutical compositions for the treatment of disorders of calcium metabolism and for various skin disorders. The invention also includes preparation of synthetic 1α,24(S)-dihydroxy vitamin D2 starting from ergosterol which is converted in six steps to 24-hydroxyergosterol. 24-Hydroxyergosterol is irradiated and thermally converted to 24-hydroxy vitamin D2 which is converted in six steps to 1α,24(S)-dihydroxy vitamin D2. The syntheses also produced novel intermediates.