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Calcipotriol Monohydrate

Product NameCalcipotriol Monohydrate
CAS147657-22-5
MFC27H42O4
MW430.63
EINECS689-035-6
MOL File147657-22-5.mol

Chemical Properties

storage temp.	4°C, protect from light, stored under nitrogen,unstable in solution, ready to use.
solubility	Practically insoluble in water, freely soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
form	Powder
color	White to off-white
Stability	Hygroscopic, Light sensitive
Major Application	pharmaceutical (small molecule)
InChIKey	XBKHACNRWFKJNC-IZXATKCONA-N
SMILES	C[C@]12CCC/C(=C\C=C3\C[C@@H](O)C[C@H](O)C\3=C)/[C@]1([H])CC[C@]2([H])[C@H](C)/C=C/[C@H](C1CC1)O.O \|&1:1,10,13,17,21,23,27,r\|

Safety Information

WGK Germany	WGK 3
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 2 Oral

Usage And Synthesis

Description

Calcipotriol (hydrate) is a low-calcemic vitamin D receptor (VDR) agonist. Calcipotriol (hydrate) is about 200 times less potent in its effects on calcium metabolism than vitamin D (1,25[OH]D₃). Binding of calcipotriol (hydrate) to the VDR increases AP-1, a transcription factor important for keratinocyte differentiation, and reduces expression of JunB protein, a transcriptional activator in the inflammatory response. Calcipotriol (hydrate) also induces expression of thymic stromal lymphopoietin, which triggers T-cell differentiation in keratinocytes.

Chemical Properties

White or almost white, crystalline powder.

Uses

Calcipotriol monohydrate is a synthetic vitamin D3 analog with high affinity for the vitamin D receptor. It is used alone or in combination with betamethasone dipropionate for the treatment of psoriasis.

Definition

ChEBI: Calcipotriol hydrate is a hydrate that is the monohydrate form of calcipotriol. It is used in combination with betamethasone dipropionate, a corticosteroid, for the topical treatment of plaque psoriasis in adult patients. It has a role as an antipsoriatic. It contains a calcipotriol.

in vivo

One out of the 32 animals in each of the groups has died, except for the Diclofenac plus DFMO plus Calcipotriol group, where all animals survived. Survival is equally distributed between the groups. The weight gain is significantly smaller in the groups treated with Diclofenac plus Calcipotriol (p=0.018) and Diclofenac plus DFMO plus Calcipotriol (p=0.002) compare with placebo (linear regression model)^[3].

References

[1] KRAGBALLE K. Vitamin D analogues in the treatment of psoriasis[J]. Journal of cellular biochemistry, 1992, 49 1: 46-52. DOI: 10.1002/jcb.240490109
[2] C. JOHANSEN. Activator protein 1 DNA binding activity is decreased in lesional psoriatic skin compared with nonlesional psoriatic skin[J]. British Journal of Dermatology, 2004, 151 3: 600-607. DOI: 10.1111/j.1365-2133.2004.06088.x
[3] MEI LI. Topical vitamin D3 and low-calcemic analogs induce thymic stromal lymphopoietin in mouse keratinocytes and trigger an atopic dermatitis.[J]. ACS Catalysis , 2006: 11736-11741. DOI: 10.1073/pnas.0604575103

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