112827-99-3

Basic information

• Product Name: 24R-Calcipotriol
• Synonyms: 24R-Calcipotriol;IMpurity D of Calcipotriol;PRI 2202;(24R)-Calcipotriene;(1alpha,3beta,5Z,7E,22E,24R)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1,3,24-triol;Calcipotriol EP Impurity D: 24-epi-calcipotriol;Calcipotriol EP Impurity D;Impurity D of Calcipotriol (PRI 2202)
• CAS NO: 112827-99-3
• Molecular Formula: C₂₇H₄₀O₃
• Molecular Weight: 412.6047
• Product Categories: Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 112827-99-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 582.0±50.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• PKA: 14.29±0.20(Predicted)
• CAS DataBase Reference: 24R-Calcipotriol(CAS DataBase Reference)
• NIST Chemistry Reference: 24R-Calcipotriol(112827-99-3)
• EPA Substance Registry System: 24R-Calcipotriol(112827-99-3)

Safety Data

• Hazardous Substances Data: 112827-99-3(Hazardous Substances Data)

Usage

Description

24R-Calcipotriol, also known as (24R)-Calcipotriene, is a synthetic analog of vitamin D3 with a unique 24-R epimer configuration. It exhibits potent effects on cellular differentiation and proliferation, making it a promising candidate for various therapeutic applications.

Uses

Used in Pharmaceutical Industry:
24R-Calcipotriol is used as an antitumor agent for its potential to inhibit tumor growth and progression. Studies have shown that the combined treatment with this vitamin D analog is more effective than treatment with cytostatics alone, suggesting its potential as a complementary therapeutic agent in cancer treatment.
Additionally, 24R-Calcipotriol can be used as a differentiating agent in the treatment of psoriasis, a skin disorder characterized by excessive skin cell proliferation. Its ability to regulate cellular differentiation makes it a valuable asset in managing this condition.

Upstream product

• 112849-17-9 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3’-cyclopropyl-3’-oxypropyl-1’(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene 
• 112849-26-0 (1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10⁽¹⁹⁾-triene 
• 87417-26-3 (3S,6S)-(tert-butyldimethylsilyloxy)-9,10-seco-ergosta-5,7(E),10⁽¹⁹⁾,22(E)-tetraene SO₂-adduct 
• 87417-26-3 (3S,6R)-(tert-butyldimethylsilyloxy)-9,10-seco-ergosta-5,7(E),10⁽¹⁹⁾,22(E)-tetraene SO₂ adduct 
• 87422-13-7 3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene 
• 87407-47-4 3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10⁽¹⁹⁾-triene 
• 247900-07-8 (7Z)-Vitamin D₂ 
• 112849-15-7 (2-cyclopropyl-2-oxoethyl) (triphenyl)phosphonium bromide 
• 112849-18-0 20(R),3(R)-(tert-butyldimethylsilyloxy)-20-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(Z),7(E),10⁽¹⁹⁾-triene 
• 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 
• 112828-12-3 3(R)-(tert-butyldimethylsilyloxy)-20(S)-formyl-9,10-secopregna-5(Z),7(E),10⁽¹⁹⁾-triene 
• 7691-76-1 1-cyclopropyl-2-(triphenyl-λ⁵-phosphanylidene)ethan-1-one 
• 69267-75-0 2-bromo-1-cyclopropylethan-1-one 
• 765-43-5 Cyclopropyl methyl ketone 

Relevant articles and documents

EPIMERIZATION OF ANALOGS OF VITAMIN D

Provided is a method of general applicability of epimerizing a vitamin-D analog having an asymmetric allylic carbon atom at the C-24 position, which comprises the steps of: a) esterifying the hydroxyl group on the asymmetric allylic carbon atom at the 24 position with an esterifying agent, b) contacting a solution of the ester in a solvent with an epimerization-active solid, whereby the ester is epimerized, and c) hydrolysing the epimerized ester to obtain a mixture of C-24 epimers having a hydroxyl substituent on the asymmetric allylic carbon at position 24. The method is of particular utility in making calcipotriene.