calcipotriene
Trade name: dovonex
Approved
Dec 29, 1993
7Z-Calcipotriol is an isomeric impurity in vitamin D analog calcipotriol. Synthesis of 7Z-Calcipotriol was disclosed by Japanese company Kuraray Co in a patent application JP 06316558. — NCATS
Clinical trial activity
137 trials · 152 clinical orgs · 18 marketing orgs
Earliest trial started Nov 1, 2004 (NCT00216827)
Timeline
1990s
- Dec 29, 1993
Leo Pharma — Earliest FDA Approval
- Dec 29, 1993
Leo Pharma — NDA Organization
- Mar 3, 1997
Leo Pharma — NDA Secondary Org
2000s
- Jan 1, 2004
Leo Pharma — Earliest Phase 3 Sponsor(trial)
- Jan 1, 2005
Leo Pharma — Earliest Phase 2 Sponsor(trial)
- Jan 1, 2007
Earliest Phase 1 Sponsor(trial)
- May 6, 2008
Fougera — Marketing Organization
- Nov 19, 2009
Hi Tech Pharmaceuticals — Marketing Organization
- Nov 19, 2009
Akorn, Inc. — Marketing Organization
- Nov 19, 2009
Hikma — Marketing Organization
- Nov 20, 2009
Tolmar Inc. — Marketing Organization
- Nov 20, 2009
Chartwell Pharmaceuticals — Marketing Organization
2010s
- Mar 24, 2010
Glenmark Pharmaceuticals — Marketing Organization
- Oct 6, 2010
Mayne Pharma — NDA Secondary Org
- Mar 24, 2011
Cosette — Marketing Organization
- Mar 24, 2011
ACP Nimble — Marketing Organization
- Mar 24, 2011
G & W Laboratories Inc. — Marketing Organization
- Dec 12, 2014
Perrigo — Marketing Organization
- Dec 12, 2014
Padagis Us — Marketing Organization
- Dec 26, 2017
Novel Anti-Infective Technologies, LLC — Marketing Organization
2020s
- Jul 20, 2020
MC2 Therapeutics — NDA Secondary Org
- Sep 2, 2020
Taro Pharmaceuticals — Marketing Organization
- Sep 2, 2020
Sun Pharmaceuticals — Marketing Organization
Indications
Approved for
Studied for
- Acne Vulgaris · Phase 2/Phase 3
- Alopecia · Early Phase 1
- Arthritis · Phase 1/Phase 2
- Basal Cell Carcinoma · Phase 2/Phase 3
- Breast Neoplasms · Phase 1
- Carcinoma, Squamous Cell · Phase 2/Phase 3
- Coronary Artery Disease · Phase 4
- Dermatitis, Atopic · Phase 2
- Dermatitis, Photoallergic · Phase 1
- Dermatitis, Phototoxic · Phase 1
- Dermatology · Phase 1
- Drug-Related Side Effects and Adverse Reactions · Phase 1/Phase 2
- Eczema · Phase 2
- Healthy Volunteers · Phase 1
- Inflammation · Phase 4
- Irritants · Phase 1
- Keratosis, Actinic · Phase 4
- Mesenchymal Stem Cells · Phase 1/Phase 2
- Pharmacokinetics · Phase 1/Phase 2
- Pruritus · Phase 2
- Radiodermatitis · Phase 2
- Scleroderma, Systemic · Phase 1
- Skin and Connective Tissue Diseases · Phase 4
- Skin Diseases · Phase 4
- Skin Diseases, Papulosquamous · Phase 4
- Tacrolimus · Early Phase 1
- Vasoconstriction · Phase 1
- Vitiligo · Phase 1
Mechanism of action
- Vitamin D receptorAGONIST
VDR agonist
Combination products
taclonex
with betamethasone
Also known as enstilar
Approval history
- approvedDec 29, 1993
Chemistry & pharmacology
SMILES
C[C@H](\C=C\[C@@H](O)C1CC1)[C@H]2CC[C@@H]3[C@]2(C)CCC\C3=C/C=C4/C[C@@H](O)C[C@H](O)C4=C- Mol. weight
- 412.6047 g/mol
- Lipinski Ro5
- 1 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Topical
- Availability
- Prescription Only
Oral
No
Parenteral
No
Topical
Yes
Sources
- WikipediaCalcipotriol ↗
- NCATS143NQ3779B ↗
- ChEMBLCHEMBL1497 ↗
- ChEMBLCHEMBL1234231 ↗
- ChEMBLCHEMBL1200666 ↗
Also known as
- 1,24(oh)2-22-ene-24-cyclopropyl d3
- (5e)-calcipotriene
- 9,10-secochola-5,7,10(19),22-tetraene-1,3,24-triol, 24-cyclopropyl-, (1alpha,3beta,5z,7e,22e)-
- betamethasone 17-valerate - clioquinol
- betamethasone 17-valerate, clioquinol drug combination
- betamethasone 17-valerate - neomycin
- betamethasone 17-valerate, neomycin drug combination
- betamethasone dipropionate and salicylic acid drug combination
- betamethasone dipropionate, calcipotriol drug combination
- betamethasone dipropionate - salicylic acid
- betamethasone dipropionate, salicylic acid drug combination
- betnovate-c
- betnovate-c
- betnovate-c
- betnovate-n
- betnovate-n
- bristol-myers squibb brand of calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene
- calcipotriene hydrate
- calcipotriene hydrate
- calcipotriene hydrate
- calcipotriol
- calcipotriol
- calcipotriol
- calcipotriol
- calcipotriol
- calcipotriol
- calcipotriol
- calcipotriol hydrate
- calcipotriol hydrate
- calcipotriol hydrate
- calciptriol
- csl brand of calcipotriene
- daivobet
- daivobet
- daivobet
- daivonex
- daivonex
- daivonex
- daivonex
- diprosalic
- diprosalic
- diprosalic
- dovobet
- dovobet
- dovobet
- dovobet
- dovonex
- dovonex
- dovonex
- dovonex
- dovonex
- dovonex
- enstilar
- enstilar
- enstilar
- farmacusi brand of calcipotriene
- heximar win care
- leo brand of calcipotriene
- mc 903
- mc-903
- mc-903
- mc-903
- pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11beta,16beta)-, mixt. with 2-hydroxybenzoic acid
- pri-2205
- psorcutan
- schering brand of calcipotriene
- senosiain brand of calcipotriene
- sorilux
- sorilux
- sorilux
- u0267
- xamiol
- xamiol
- xamiol gel
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06880042 | Early Phase 1 (Phase 1) | Mar 11, 2025 | Post-Graduate Medical Institute, Lahore |
| NCT06737406 | N/A | Feb 1, 2025 | Mazandaran University of Medical Sciences |
| NCT06685588 | N/A | Jan 31, 2025 | National University of Ireland |
| NCT06499415 | Phase 4 | Sep 4, 2024 | Maastricht University |
| NCT05954104 | N/A | Jul 1, 2023 | — |
| NCT05919082 | Phase 3 | Jun 21, 2023 | Leo Pharma |
| NCT05416320 | Early Phase 1 (Phase 1) | Jan 31, 2023 | Wake Forest University |
| NCT06329258 | Phase 4 | Dec 6, 2022 | Windsor Dermatology |
| NCT05381597 | Phase 2/Phase 3 (Phase 3) | Oct 15, 2022 | Boston University |
| NCT05185258 | Phase 4 | Feb 16, 2022 | Aarhus University |
| NCT06327620 | N/A | Jan 15, 2022 | Mansoura University |
| NCT04839731 | Early Phase 1 (Phase 1) | Apr 14, 2021 | Virginia Polytechnic Institute and State University |
| NCT04571151 | Phase 4 | Jan 31, 2021 | University of Tehran |
| NCT04227288 | Phase 4 | Dec 1, 2020 | University of Alabama, Birmingham |
| NCT04580537 | Phase 2 | Oct 2, 2020 | Leo Pharma, University of Copenhagen |
| NCT04555707 | Phase 4 | Jun 24, 2020 | Derm Research, PLLC, University of Tehran |
| NCT04372277 | Phase 4 | Apr 28, 2020 | Eli Lilly, Windsor Dermatology |
| NCT04275024 | N/A | Apr 14, 2020 | Guangdong Provincial Hospital of Traditional Chinese Medicine |
| NCT04221906 | Phase 1 | Jan 31, 2020 | Boston Pharmaceuticals |
| NCT04071106 | Phase 2/Phase 3 (Phase 3) | Sep 1, 2019 | Zagazig University |
Organizations
Research & Development (152)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Leo Pharma | For profit | 46 | 41 | 5 | 2004 |
| MC2 Therapeutics | For profit | 7 | 7 | 3 | 2017 |
| GlaxoSmithKline | For profit | 6 | 0 | 3 | 2008 |
| Derm Research, PLLC | For profit | 5 | 5 | 1 | 2008 |
| Windsor Dermatology | Academic/Hospital | 5 | 4 | 2 | 2010 |
| Bioskin GmbH | For profit | 4 | 0 | 2 | 2007 |
| Dong-A University | Academic/Hospital | 3 | 3 | 1 | 2012 |
| Icahn School of Medicine at Mount Sinai | Academic/Hospital | 3 | 1 | 3 | 2010 |
| Mayne Pharma | For profit | 3 | 2 | 1 | 2012 |
| Stiefel Laboratories | For profit | 3 | 3 | 1 | 2008 |
| Abbott | For profit | 2 | 1 | 2 | 2007 |
| Bayer | For profit | 2 | 2 | 1 | 2013 |
| Galderma | For profit | 2 | 1 | 2 | 2006 |
| Glenmark Pharmaceuticals | For profit | 2 | 2 | 1 | 2017 |
| Guangdong Provincial Hospital of Traditional Chinese Medicine | Academic/Hospital | 2 | 2 | 2 | 2018 |
| Harvard University | Academic/Hospital | 2 | 1 | 2 | 2007 |
| Haus Bioceuticals | For profit | 2 | 2 | 1 | 2012 |
| Henry Ford Health System | Academic/Hospital | 2 | 0 | 1 | 2010 |
| Northwestern University | Academic/Hospital | 2 | 1 | 2 | 2009 |
| Novartis | For profit | 2 | 2 | 2 | 2009 |
Marketing (25)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| ACP Nimble | For profit | MKTG | Mar 24, 2011 |
| Akorn, Inc. | For profit | MKTG | Nov 19, 2009 |
| Chartwell Pharmaceuticals | For profit | MKTG | Nov 20, 2009 |
| Cosette | For profit | MKTG | Mar 24, 2011 |
| Fougera | For profit | MKTG | May 6, 2008 |
| G & W Laboratories Inc. | For profit | MKTG | Mar 24, 2011 |
| Glenmark Pharmaceuticals | For profit | SYN | Jun 9, 2015 |
| Glenmark Pharmaceuticals | For profit | MKTG | Mar 24, 2010 |
| Glenmark Pharmaceuticals | For profit | SYN | Mar 21, 2023 |
| Glenmark Pharmaceuticals | For profit | SYN | Jun 9, 2015 |
| Hi Tech Pharmaceuticals | For profit | MKTG | Nov 19, 2009 |
| Hikma | For profit | MKTG | Nov 19, 2009 |
| Leo Pharma | For profit | NDA2 | Mar 3, 1997 |
| Leo Pharma | For profit | NDA | Dec 29, 1993 |
| Leo Pharma | For profit | SYN | Dec 29, 1993 |
| MC2 Therapeutics | For profit | NDA2 | Jul 20, 2020 |
| Mayne Pharma | For profit | NDA2 | Oct 6, 2010 |
| Novel Anti-Infective Technologies, LLC | For profit | MKTG | Dec 26, 2017 |
| Padagis Us | For profit | MKTG | Dec 12, 2014 |
| Perrigo | For profit | MKTG | Dec 12, 2014 |
| Perrigo | For profit | SYN | Dec 12, 2014 |
| Sun Pharmaceuticals | For profit | MKTG | Sep 2, 2020 |
| Taro Pharmaceuticals | For profit | MKTG | Sep 2, 2020 |
| Taro Pharmaceuticals | For profit | SYN | Sep 2, 2020 |
| Tolmar Inc. | For profit | MKTG | Nov 20, 2009 |