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Calcipotriol Monohydrate

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Calcipotriol Monohydrate Basic information

Product Name:
Calcipotriol Monohydrate
Synonyms:
  • CALCIPOTRIOL MONOHYDRATE
  • (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4S)-4-cyclopropyl-4-hydroxy-1-methyl-2-buten-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-Cyclohexanediol hydrate
  • (5Z,7E,22E,24S)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1α,3β,24-triol
  • (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4S)-4-cyclopropyl-4-hydroxy-1-methyl-2-buten-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-Cyclohexanediol monohydrate
  • 1,3-Cyclohexanediol,5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4S)-4-cyclopropyl-4-hydroxy-1-methyl-2-buten-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-,hydrate (1:1), (1R,3S,5Z)-
  • Calcipotriol (Calcipotriene) Monohydrate
  • Calcipotriol monohydrate CRS
  • (1R,3S,Z)-5-(2-((1R,3aS,7aR,E)-1-((2R,5S,E)-5-cyclopropyl-5-hydroxypent-3-en-2-yl)-7a-methyloctahydro-4H-inden-4-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol hydrate
CAS:
147657-22-5
MF:
C27H42O4
MW:
430.63
EINECS:
689-035-6
Product Categories:
  • API
  • API intermediates
Mol File:
147657-22-5.mol
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Calcipotriol Monohydrate 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
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|
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Calcipotriol Monohydrate 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

Vitamin D analogue.

Definition

ChEBI: 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.

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