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Merck

C4369

Sigma-Aldrich

Calcipotriol hydrate

≥98% (HPLC), powder, Vitamin D3 analog

Synonym(e):

(5Z,7E,22E,24S)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1alpha,3beta,24-triol, Calcipotriene

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10 MG
CHF 331.00
50 MG
CHF 868.00

CHF 331.00


Voraussichtliches Versanddatum26. März 2025


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10 MG
CHF 331.00
50 MG
CHF 868.00

About This Item

Empirische Formel (Hill-System):
C27H40O3 · xH2O
CAS-Nummer:
Molekulargewicht:
412.60 (anhydrous basis)
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

CHF 331.00


Voraussichtliches Versanddatum26. März 2025


Bulk-Bestellung anfordern

Produktbezeichnung

Calcipotriol hydrate, ≥98% (HPLC)

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

DMSO: 15 mg/mL, clear

Lagertemp.

room temp

SMILES String

O.C[C@H](\C=C\[C@@H](O)C1CC1)C2CCC3\C(CCC[C@]23C)=C\C=C4\C[C@@H](O)C[C@H](O)C4=C

InChI

1S/C27H40O3.H2O/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2;/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3;1H2/b13-6+,19-7+,21-10-;/t17-,22-,23-,24+,25-,26+,27-;/m1./s1

InChIKey

XBKHACNRWFKJNC-MANNPBRJSA-N

Biochem./physiol. Wirkung

Calcipotriol, a synthetic derivative of calcitriol or Vitamin D, is used in the treatment of psoriasis and marketed under the trade name Dovonex. It has comparable affinity with calcitriol (Vit. D) for the Vitamin D receptor (VDR), while being less than 1% as active as the calcitriol in regulating calcium metabolism. VDR belongs to the steroid/thyroid receptor superfamily, and is found on the cells of many different tissues including the thyroid, bone, kindney, and T cells of the immune system. Binding of calcipotriol to the VDR modulates the T cells gene transcription of cell differentiation and proliferation-related genes.

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Repr. 2 - Skin Sens. 1B - STOT RE 1

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

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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E Sato-Deguchi et al.
The British journal of dermatology, 167(1), 77-84 (2012-03-06)
Psoriasis is a chronic inflammatory skin disease of unknown aetiology, and an active form of vitamin D(3) (1α,25-dihydroxyvitamin D(3)) and its analogues (VD3As) are widely used topical reagents for psoriasis treatment. Besides their well-known calcium homeostasis functions, VD3As have been
Andrés Tirado-Sánchez et al.
Cutis, 90(3), 140-144 (2012-10-26)
Calcipotriene ointment is widely used in the topical treatment of psoriasis, with tacrolimus ointment as an effective alternative in controlling stable plaque psoriasis. The efficacy of the combination of both products on stable plaque psoriasis has not been assessed in
Zuzana Hegyi et al.
The Journal of investigative dermatology, 132(5), 1416-1424 (2012-03-10)
The antimicrobial peptides (AMP) psoriasin (S100A7) and koebnerisin (S100A15) are differently induced in psoriatic skin. They act synergistically as chemoattractants and "alarmins" to amplify inflammation in psoriasis. Th17 cytokines are key players in psoriasis pathogenesis and vitamin D analogs feature
Zaidoon Al-Jaderi et al.
Toxins, 5(11), 1932-1947 (2013-10-31)
We describe here the effects of three drugs that are either approved or have the potential for treating multiple sclerosis (MS) patients through the in vitro activities of human natural killer (NK) cells and dendritic cells (DCs). Our results indicate
Nina Østergaard Knudsen et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 81(3), 532-539 (2012-04-28)
The D-vitamin analogue calcipotriol is commonly used for topical treatment of psoriasis, but skin penetration is required for calcipotriol to reach its pharmacological target: the keratinocytes in the lower epidermis. Liposomes can enhance the delivery of drugs into the skin

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