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Calcipotriene

Calcipotriene Structure
CAS No.
112965-21-6
Chemical Name:
Calcipotriene
Synonyms
Calcipotriol anhydrous;mc903;dovonex;Daivobet;Calcipotriol hydrate;Daivonex;cipotriene;Calciptriol;Calcipotriene;Calcipotriene-d4
CBNumber:
CB4412713
Molecular Formula:
C27H40O3
Molecular Weight:
412.6
MOL File:
112965-21-6.mol
MSDS File:
SDS
Modify Date:
2025/1/27 9:38:02
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Calcipotriene Properties

Melting point 166-168°C
Boiling point 582.0±50.0 °C(Predicted)
Density 1.12±0.1 g/cm3(Predicted)
storage temp. Desiccate at -20°C
solubility DMSO: soluble15mg/mL, clear
form powder
pka 14.29±0.20(Predicted)
color White to off-white
Stability Light and Temperature Sensitive, Light And Temperature Sensitive
InChIKey LWQQLNNNIPYSNX-HCHVWAPNSA-N
SMILES [C@@H]1(O)C/C(=C/C=C2\CCC[C@@]3(C)[C@@]\2([H])CC[C@@H]3[C@H](C)/C=C/[C@H](C2CC2)O)/C(=C)[C@@H](O)C1
CAS DataBase Reference 112965-21-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P270-P301+P310-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
HS Code  2906195000
Toxicity dog,LD50,skin,> 1500ug/kg (1.5mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)MUSCULOSKELETAL: OTHER CHANGESGASTROINTESTINAL: NAUSEA OR VOMITING,Journal of Toxicological Sciences. Vol. 21(Suppl,

Calcipotriene price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C4369 Calcipotriol hydrate ≥98% (HPLC) 112965-21-6 10MG ₹21152.05 2022-06-14 Buy
Sigma-Aldrich(India) C4369 Calcipotriol hydrate ≥98% (HPLC) 112965-21-6 50MG ₹81479.78 2022-06-14 Buy
Product number Packaging Price Buy
C4369 10MG ₹21152.05 Buy
C4369 50MG ₹81479.78 Buy

Calcipotriene Chemical Properties,Uses,Production

Description

Calcipotriene also known as Calcipotriol, is a topical vitaminD3 derivative effective in the treatment of psoriasis vulgaris. The drug acts by binding to vitamin D3 receptors in the skin keratinocytes, producing an elevation in cell differentiation and a reduction in cell proliferation. Although its efficacy is comparable to calcitriol, calcipotriol exhibits at least 100 times less effect on calcium metabolism in rats.

Chemical Properties

White Crystalline Solid

Uses

Calcipotriene is an antipsoriatic that is a vitamin D3 analogue with low calcemic activity. It works by regulating the production and growth of skin cells. In the United States, this drug was first marketed under the trade name Dovonex and is used mainly for the treatment of psoriasis. It is one of the most effective non glucocorticoid topical drugs for the treatment of localized psoriasis.This drug has many off-label applications that are alternative therapies for many dermatologic diseases.

Indications

Calcipotriene (Dovonex), a synthetic vitamin D3 derivative, is indicated for the treatment of moderate plaque psoriasis. Its mechanism of action is unknown, although it competes for calcitriol receptors on keratinocytes and normalizes differentiation. It also has a variety of immunomodulatory effects in the skin. Although the drug can cause local irritation, the most serious toxicities are hypercalciuria and hypercalcemia, which are usually reversible.

Definition

ChEBI: Calcipotriol is a seco-cholestane that is 26,27-cyclo-9,10-secocholesta-5,7,10,22-tetraene carrying additional hydroxy substituents at positions 1, 3 and 24. It is used (as its hydrate) in combination with betamethasone dipropionate, a corticosteroid, for the topical treatment of plaque psoriasis in adult patients. It has a role as a drug allergen and an antipsoriatic. It is a member of cyclopropanes, a secondary alcohol, a triol, a hydroxy seco-steroid and a seco-cholestane.

Preparation

A convergent approach for the total synthesis of calcipotriol (brand name: Dovonex), a proven Vitamin D analog used for the treatment of psoriasis, and medicinally relevant synthetic analogs is described.
A Synthesis of calcipotriol via a Key Electroreductive Cross-coupling Approach
A Synthesis of calcipotriol via a Key Electroreductive Cross-coupling Approach
Calcipotriol is currently the most successful VitD analog and is prescribed for the treatment of psoriasis, an autoimmune skin disease.

Biological Activity

Vitamin D 3 analog that displays minimal effects on calcium homeostasis. Regulates cell differentiation and proliferation; exhibits antiproliferative activity against human HL-60, HL60/MX2, MCF-7, T47D, SCC-25 and mouse WEHI-3 cancer cell lines.

Pharmacology

Calcipotriene (Dovonex) enhances the effectiveness of ultraviolet B (UVB) but also increases photosensitivity in UVB-treated patients. Ultraviolet light, 6% salicylic acid, 12% lactic acid, hydrocortisone valerate 0.2% ointment, and tazarotene (Tazorac) gel degrade calcipotriene (Dovonex). Halobetasol ointment and 5% tar gel are compatible with Calcipotriene (Dovonex). A British study found calcipotriene (Dovonex) to be safe and effective in a pediatric population over the age of 3, although it is not approved by the FDA.

Side effects

Possible side effects include:
severe burning, stinging, skin rash, or other irritation after applying the medicine;
worsening of your skin condition;
high calcium levels--confusion, tiredness, nausea, vomiting, loss of appetite, constipation, increased thirst or urination, weight loss;
mild skin irritation;
skin rash;
itching.

Calcipotriene Preparation Products And Raw materials

Raw materials

Liquid sulfur dioxide tert-Butyldimethylsilyl chloride 4-METHYLMORPHOLINE-4-OXIDE SOLUTION Selenium dioxide Tetrabutylammonium fluoride
Anthracene Cyclopropylmagnesium bromide Triethylamine Sodium borohydride CERIUM(III) CHLORIDE
PHOSPHINE OXIDE, [2-[3,5-BIS [[(1,1-DIMETHYLETHYL) DIMETHYLSILY]OXY]-2-METHYLENECYCLOHEXYLIDENE]ETHYL]DIPHENYL-,[3S-(1Z,3A,5B0)] (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol (5E)-Calcipotriene
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Preparation Products

24R-Calcipotriol

Calcipotriene Suppliers

Global( 301)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
HRV Global Life Sciences +91-9820219686 +91-9820219686 Telangana, India 379 58 Inquiry
DK Pharmachem Pvt Ltd +91-2242153111 +91-2242153111 Maharashtra, India 37 58 Inquiry
Ralington Pharma +91-7948911722 +91-9687771722 Gujarat, India 1350 58 Inquiry
BDR Pharmaceuticals International Pvt Ltd +91-2240560560 +91-7718884418 Maharashtra, India 206 58 Inquiry
Century Pharmaceuticals Ltd +91-2652361581 +91-2652361581 Gujarat, India 53 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6257 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6739 58 Inquiry
Manus Aktteva Biopharma LLP +91 79 26463394 Gujarat, India 275 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6754 58 Inquiry
HangZhou RunYan Pharma Technology Co.,LTD. +8618882027439 China 302 58 Inquiry
Supplier Advantage
HRV Global Life Sciences 58
DK Pharmachem Pvt Ltd 58
Ralington Pharma 58
BDR Pharmaceuticals International Pvt Ltd 58
Century Pharmaceuticals Ltd 58
CLEARSYNTH LABS LTD. 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
Manus Aktteva Biopharma LLP 58
Pharma Affiliates 58
HangZhou RunYan Pharma Technology Co.,LTD. 58

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Related Qustion

Calcipotriene Spectrum

Calcipotriene(112965-21-6)MS

112965-21-6(Calcipotriene)Related Search:

Tetrapropylammonium hydroxide Allyl glycidyl ether Allyl chloride Propylthiouracil CHLOROPHOSPHONAZO III
Allyl bromide N,N-Diisopropylethylamine Cocamidopropyl betaine (2E,4R)-4-[(1R,3aS,4E,7aR)-4-[(2E)-2-[(3S,5R)-3,5-Bis[[(tert-butyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethylidene]octahydro-7a-methyl-1H-inden-1-yl]-1-cyclopropyl-2-penten-1-one Carboplatin
(5Z,7E,22E)-9,10-Seco-26,27-cyclo-1α,3β-dihydroxycholesta-5,7,10(19),22-tetren-24-one CALCIPOTRIOL MONOHYDRATE (1S,4R,E)-4-((1R,3aS,7aR,E)-4-((Z)-2-((3S,5R)-3,5-bis((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)-1-cyclopropylpent-2-en-1-ol Calcipotriene Calcipotriene
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5z,7e,22e,24s)--bet 9,10-secochola-5,7,10(19),22-tetraene-1,3,24-triol,24-cyclopropyl-,(1-alpha,3 CALCIPOTRIOL,CALCIPOTRIENE Calciptriol, MC-903, Daivonex, Dovonex, Psorcutan (1S,3S,5Z)-5-[(2E)-2-[(1R,3aR,7aR)-1-[(E,2S)-5-Cyclopropyl-5-hydroxy-pent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol Calcipotriene CALCIPOTRIOL - EP 24-CYCLOPROPYL-(1ALPHA,3BETA,5Z,7E,22E,24S)-9,10-SECOCHOLA-5,7,10(19),22-TETRAENE-1,3,24-TRIOL 9,10-Secochola-5,7,10(19),22-tetraene-1,3,24-triol, 24-cyclopropyl-, (1-alpha,3-beta,5Z,7E,22E,24S) (5Z,7E,22E,24S)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetrene-1α,3β,24-triol 1α,24(OH)2-22-Ene-24-cyclopropyl-D3 Calcipotriol hydrate, Calcipotriene 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-, (1R,3S,5Z)- Calcipotriene-d4 9,10-Secochola-5,7,10(19),22-tetraene-1,3,24-triol, 24-cyclopropyl-, (1α,3β,5Z,7E,22E,24S)- Calciptriol Daivonex calcipotriol anhydre ep5.3 (1α，3β，5Z，7E，22E，24S)-24-Cyclopropyl-9，10-secochola-5，7，10(19)，22-tetraene-1，3，24-triol (1S,3R,5Z)-5-{2-[(1R,3aR,4Z,7aS)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-Methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-Methylidenecyclohexane-1,3-diol (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 Calcipotriol(MC 903) (1R,3S)-5-[2-[(1R,3aR,7aS)-1-[(2S)-5-cyclopropyl-5-hydroxy-pent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol (5Z,7E,22E,24S)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1alpha,3beta,24-triol (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4S)-4-Cyclopropyl-4-hydroxy-1-methylbut-2-en-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]-ethylidene]-4-methylene-1,3-cyclohexanediol Calcipotriene (1086141) calcipotriol monohydrateQ: What is calcipotriol monohydrate Q: What is the CAS Number of calcipotriol monohydrate Q: What is the storage condition of calcipotriol monohydrate Q: What are the applications of calcipotriol monohydrate Calcipotriol D4Q: What is Calcipotriol D4 Q: What is the CAS Number of Calcipotriol D4 Q: What is the storage condition of Calcipotriol D4 Q: What are the applications of Calcipotriol D4 Vitamin D (Calcipotriol) ( Under Development) cipotriene (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol Calcipotriol-d4 (Calcipotriene-d4) (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,1R,4S)-4-cyclopropyl-4-hydroxy-1-methyl-but-2-enyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexane-1,3-diol dovonex mc903 Calcipotriol hydrate Daivobet Calcipotriol anhydrous 2H4]-Calcipotriol PRI 2201dene]-4-methylene-cyclohexane-1,3-diol 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 (1R,3S,Z)-5-((E)-2-((1R,3aS,7aR)-1-((2R,5S,E)-5-cyclopropyl-5-hydroxypent-3-en-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol MC 903|||Calcipotriene 112965-21-6 112905-21-6 2965-21-6 Isotope Labelled Compounds Intermediates & Fine Chemicals Pharmaceuticals API chemical