Chemistry:Tacalcitol

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Short description: Chemical compound
Tacalcitol
Tacalcitol.svg
Clinical data
Other names(1α,24R)-1,24-Dihydroxyvitamin D3
AHFS/Drugs.comInternational Drug Names
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administration
Topical
ATC code
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CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC27H44O3
Molar mass416.646 g·mol−1
3D model (JSmol)
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Tacalcitol (1,24-dihydroxyvitamin D3) is a synthetic vitamin D3 analog.[1] Tacalcitol is marketed under several names, including Curatoderm and Bonalfa.

It is on the World Health Organization's List of Essential Medicines.[2]

Mechanism

Tacalcitol reduces excessive cell turnover in the epidermis by interacting with vitamin D receptors on keratinocytes.[3][4]

Uses

It is usually prescribed by a general practitioner or dermatologist for the treatment of psoriasis, chronic chapped lips and other severe dry skin conditions because of its ability to reduce excessive skin cell turnover.[1] It is available as an ointment or lotion.

It has also been used for vitiligo[5][6] and Hailey-Hailey disease.[7]

References

  1. 1.0 1.1 "Tacalcitol". Drugs 54 (2): 265–71; discussion 272. August 1997. doi:10.2165/00003495-199754020-00005. PMID 9257082. 
  2. World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. 2021. WHO/MHP/HPS/EML/2021.02. 
  3. "Effect of 1,24R-dihydroxyvitamin D3 on the growth of human keratinocytes". The Journal of Dermatology 17 (2): 97–103. February 1990. doi:10.1111/j.1346-8138.1990.tb03714.x. PMID 2158504. 
  4. "Tacalcitol, an active vitamin D3, induces nerve growth factor production in human epidermal keratinocytes". Skin Pharmacol. Appl. Skin Physiol. 14 (4): 226–33. 2001. doi:10.1159/000056351. PMID 11464105. http://content.karger.com/produktedb/produkte.asp?typ=fulltext&file=sph14226. 
  5. "Tacalcitol and narrow-band phototherapy in patients with vitiligo". Clin. Exp. Dermatol. 31 (2): 200–5. March 2006. doi:10.1111/j.1365-2230.2005.02037.x. PMID 16487090. 
  6. "Cellular and molecular mechanisms involved in the action of vitamin D analogs targeting vitiligo depigmentation". Current Drug Targets 9 (4): 345–59. April 2008. doi:10.2174/138945008783954970. PMID 18393827. 
  7. "1alpha,24-dihydroxyvitamin D3 (tacalcitol) is effective against Hailey-Hailey disease both in vivo and in vitro". Br. J. Dermatol. 139 (5): 897–901. November 1998. doi:10.1046/j.1365-2133.1998.02522.x. PMID 9892963.