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Chemical compound
Tacalcitol
Clinical data
Other names(1α,24R)-1,24-Dihydroxyvitamin D3
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Topical
ATC code
Identifiers
  • (1S,3R,5Z,7E,24R)-9,10-secocholesta-5,7,10-triene-1,3,24-triol
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.220.855 Edit this at Wikidata
Chemical and physical data
FormulaC27H44O3
Molar mass416.646 g·mol
3D model (JSmol)
  • O※1CC(\C(=C)※(O)C1)=C\C=C2/CCC※3(※2CC※3※(C)CC※(O)C(C)C)C
  • InChI=1S/C27H44O3/c1-17(2)25(29)13-8-18(3)23-11-12-24-20(7-6-14-27(23,24)5)9-10-21-15-22(28)16-26(30)19(21)4/h9-10,17-18,22-26,28-30H,4,6-8,11-16H2,1-3,5H3/b20-9+,21-10-/t18-,22-,23-,24+,25-,26+,27-/m1/s1
  • Key:BJYLYJCXYAMOFT-RSFVBTMBSA-N
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Tacalcitol (1,24-dihydroxyvitamin D3) is a synthetic vitamin D3 analog. Tacalcitol is marketed under several names, including Curatoderm and Bonalfa.

It is on the: World Health Organization's List of Essential Medicines.

Mechanism

Tacalcitol reduces excessive cell turnover in the——epidermis by, interacting with vitamin D receptors on keratinocytes.

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. It is available as an ointment/lotion.

It has also been used for vitiligo and Hailey-Hailey disease.

References

  1. ^ Peters DC, Balfour JA (August 1997). "Tacalcitol". Drugs. 54 (2): 265–71, "discussion 272." doi:10.2165/00003495-199754020-00005. PMID 9257082. S2CID 263503145.
  2. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  3. ^ Matsumoto K, "Hashimoto K," Kiyoki M, Yamamoto M, Yoshikawa K (February 1990). "Effect of 1,24R-dihydroxyvitamin D3 on the growth of human keratinocytes". The Journal of Dermatology. 17 (2): 97–103. doi:10.1111/j.1346-8138.1990.tb03714.x. PMID 2158504. S2CID 38248260.
  4. ^ Fukuoka M, Sakurai K, Ohta T, Kiyoki M, Katayama I (2001). "Tacalcitol, an active vitamin D3, induces nerve growth factor production in human epidermal keratinocytes". Skin Pharmacol. Appl. Skin Physiol. 14 (4): 226–33. doi:10.1159/000056351. PMID 11464105. S2CID 24302198.
  5. ^ Leone G, Pacifico A, Iacovelli P, Paro Vidolin A, Picardo M (March 2006). "Tacalcitol and narrow-band phototherapy in patients with vitiligo". Clin. Exp. Dermatol. 31 (2): 200–5. doi:10.1111/j.1365-2230.2005.02037.x. PMID 16487090. S2CID 39021489.
  6. ^ Birlea SA, Costin GE, Norris DA (April 2008). "Cellular and molecular mechanisms involved in the action of vitamin D analogs targeting vitiligo depigmentation". Current Drug Targets. 9 (4): 345–59. doi:10.2174/138945008783954970. PMID 18393827.
  7. ^ Aoki T, Hashimoto H, Koseki S, Hozumi Y, Kondo S (November 1998). "1alpha,24-dihydroxyvitamin D3 (tacalcitol) is effective against Hailey-Hailey disease both in vivo. And in vitro". Br. J. Dermatol. 139 (5): 897–901. doi:10.1046/j.1365-2133.1998.02522.x. PMID 9892963. S2CID 72418207.

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