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Merck
CN

A0325450

Alfacalcidol

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

1α-Hydroxyvitamin D3, 1α-Hydroxycholecalciferol, Alfacalcidol

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About This Item

Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
Molecular Weight:
400.64
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
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Product Name

Alfacalcidol, European Pharmacopoeia (EP) Reference Standard

form

solid

InChI

1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C

InChI key

OFHCOWSQAMBJIW-AVJTYSNKSA-N

biological source

synthetic

grade

pharmaceutical primary standard

agency

EP

API family

alfacalcidol

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

Gene Information

human ... VDR(7421)

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Application

This European Pharmacopoeia reference standard is intended for use only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Synthetic vitamin D3 analog that is metabolized to 1,25-dihydroxycholecalciferol. Inhibits bone resorption and stimulates bone formation. Supresses parathyroid hormone secretion by bovine parathyroid cells.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the authority of the issuing pharmacopoeia. For further information and support please go to the website of the issuing pharmacopoeia.

Alfacalcidol is an active metabolite of vitamin D, used as a vitamin supplement due to it longer half-life. It is found to be effective in regulating calcium balance/bone metabolism.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Steve Y Rhieu et al.
Journal of cellular biochemistry, 114(10), 2293-2305 (2013-04-23)
3-epi-1α,25-dihydroxyvitamin D3 (3-epi-1α,25(OH)2D3), a natural metabolite of 1α,25-dihydroxyvitamin D3 (1α,25(OH)2D3), exhibits potent vitamin D receptor (VDR)-mediated actions such as inhibition of keratinocyte growth or suppression of parathyroid hormone secretion. These VDR-mediated actions of 3-epi-1α,25(OH)2D3 needed an explanation as 3-epi-1α,25(OH)2D3, unlike
Laurent Genser et al.
American journal of surgery, 207(1), 39-45 (2013-10-15)
The aim of this study was to evaluate the effect of perioperative alfacalcidol on postoperative hypocalcemia after total thyroidectomy. A total of 219 patients scheduled for total thyroidectomy were randomized into groups not receiving (group A) or receiving (group B)
Novel approach for the determination of alfacalcidol in bulk and tablet dosage form using spectrophotometric method
Saeed-Ul-Hassan S, et al.
Latin American Journal of Pharmacy, 32(5), 784-788 (2013)
E Schacht
Zeitschrift fur Rheumatologie, 59 Suppl 1, 10-20 (2000-04-19)
Besides localised osteopenia, patients with rheumatoid arthritis (RA) with or without corticosteroids develop in 30-50% osteoporosis induced by several factors and thus a higher risk of fractures. Bone loss appears very early and correlates directly with disease activity and also
The use of alfacalcidol in the prevention of bone disease in early renal failure.
J A Kanis
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 10 Suppl 4, 23-28 (1995-01-01)

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