58028-00-5

Basic information

• Product Name: 1α-hydroxycholecalciferol
• CAS NO: 58028-00-5
• Molecular Weight: 400.645
• Mol File: 58028-00-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1α-hydroxycholecalciferol(CAS DataBase Reference)
• NIST Chemistry Reference: 1α-hydroxycholecalciferol(58028-00-5)
• EPA Substance Registry System: 1α-hydroxycholecalciferol(58028-00-5)

Safety Data

• Hazardous Substances Data: 58028-00-5(Hazardous Substances Data)

Usage

Type

Synthetic analogue of vitamin D.

Purpose

Regulate calcium levels in the body and treat conditions such as osteoporosis, hypocalcemia, and renal osteodystrophy.

Mechanism of action

Promotes absorption of calcium and phosphate in the intestines and regulates parathyroid hormone levels.

Benefits

Prevents bone loss, promotes bone strength, and treats some types of bone disorders and kidney problems.

Forms available

Oral capsule and liquid.

Prescription

Commonly prescribed by healthcare professionals for patients with difficulty absorbing or producing enough vitamin D in their bodies.

Upstream product

• 86307-24-6 (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-2-methylene-cyclohexanol 
• 87649-55-6 tert-Butyl-{(S)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane 
• 67-97-0 (5E)-cholecalciferol 
• 67-97-0 cholecalciferol 
• 71726-02-8 (S)-3-[(R)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol 
• 86307-24-6 (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol 
• 58699-24-4 1α,3α-Diacetoxycholest-5-en 
• 58699-25-5 1α,3α-Dihydroxycholesta-5,7-dien 
• 67657-73-2 (1S,6R)-3-deoxy-1-hydroxy-6-methoxy-3,5-cyclo-5,6-dihydrovitamin D₃ 

Downstream Products

• 41294-56-8 1α-hydroxyvitamin D3 
• 112670-85-6 (1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-indene 

Relevant articles and documents

Improved preparation method of alfacalcidol

The invention discloses an improved preparation method of alfacalcidol. The preparation method is characterized by comprising the following steps: starting from 1 alpha-OH-3,5-cyclized vitamin D3, directly carrying out ring-opening hydrolysis without an acetate intermediate to obtain alfacalcidol and a trans-isomer thereof, carrying out a Diels-Alder reaction, selectively reacting with the trans-isomer, and carrying out column chromatography separation or methyl formate recrystallization to obtain a pure alfacalcidol product. The method is simple and convenient to operate, mild in reaction condition and high in total yield, and is suitable for large-scale synthesis of products.

A modified synthesis of the antiosteoporosis drug alfacalcidol via a key photochemical transformation of 1α-5,6-Trans-Vitamin D3

Alfacalcidol (1α-hydroxyvitamin D3) is an important clinical drug for the treatment of osteoporosis. Its practical synthesis has been intensively pursued across academia. The difficulties of separating 5,6-cis and 5,6-trans isomers in the current process was avoided by photochemical transformation of the 5,6-trans isomer into the 5,6-cis isomer. Employing vitamin D3 as a starting material, alfacalcidol was obtained by a five-step reaction sequence of esterification, cyclization, oxidation, solvolysis ring-opening, and subsequent photochemical reaction. The overall yield has been greatly improved from 17% to 31%. Georg Thieme Verlag Stuttgart New York.

Studies on vitamin D (Calciferol) and its analogs. IX. 1α hydroxy 3 epivitamin D3: its synthesis and conformational analysis

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