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Merck

SMB00579

Sigma-Aldrich

Tacalcitol

≥99% (HPLC)

Synonym(e):

(1α,3β,5Z,7E,24R)-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol, 1α,24R-dihydroxycholecalciferol, 1α,24R-dihydroxyvitamin D3

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About This Item

Empirische Formel (Hill-System):
C27H44O3
CAS-Nummer:
Molekulargewicht:
416.64
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.79

Biologische Quelle

synthetic (organic)

Qualitätsniveau

Assay

≥99% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

white to off-white

Lagertemp.

−20°C

SMILES String

C[C@]1(CCC/2)[C@](CC[C@]1([H])[C@H](C)CC[C@@H](O)C(C)C)([H])C2=C\C=C3C[C@@H](O)C[C@H](O)C\3=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

InChIKey

BJYLYJCXYAMOFT-RSFVBTMBSA-N

Allgemeine Beschreibung

Tacalcitol is a synthetic vitamin D3 analog. It is a vitamin D3 derivative, also known as 1α,24-dihydroxyvitamin D3.

Biochem./physiol. Wirkung

Tacalcitol is widely used in the treatment of dermatosis due to its ability to inhibit keratinocyte proliferation and induce cell differentiation. It also has anti-inflammatory activity and has been shown to reduce cutaneous inflammation via suppression of leukocyte infiltration in skin. Tacalcitol is topically used for the treatment of psoriasis and has also been found to be effective in the treatment of acquired perforating collagenosis (APC), a rare perforating dermatosis. Studies suggest that this compound has potential for the treatment of the hereditary disorder Hailey-Hailey Disease.

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 1 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Hailey-hailey disease treated with topical tacalcitol.
Jeon SY et al
Annals of Dermatology, 25(3), 389-390 (2013)
Tacalcitol in the treatment of acquired perforating collagenosis.
Escribano-Stable JC
Case Reports in Dermatology, 6(1), 69-73 (2014)
M Fukuoka et al.
British journal of pharmacology, 124(7), 1433-1438 (1998-09-02)
1. The production of chemokines, RANTES and IL-8 in cultured human dermal fibroblasts and the effects of tacalcitol (1alpha,24(R)-dihydroxyvitamin D3) were studied using an enzyme-linked immunosorbent assay. 2. In the unstimulated condition, RANTES and IL-8 were at a trace level

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