etretinate
Trade name: tegison
Approved
Sep 30, 1986
Etretinate (trade name Tegison) is a medication developed by Hoffmann–La Roche that was approved by the FDA in 1986 to treat severe psoriasis. It is a second-generation retinoid. It was subsequently removed from the Canadian market in 1996 and the United States market in 1998 due to the high risk of birth defects. Etretinate remains on the market in Japan as Tigason. The mechanism of action of etretinate is still incompletely understood although, like retinoic acid, it is thought to interfere with the terminal differentiation of keratinocytes. Etretinate activates retinoid receptors, causing an induction of cell differentiation, inhibition of cell proliferation, and inhibition of tissue infiltration by inflammatory cells. — NCATS
Clinical trial activity
0 trials · 0 clinical orgs · 1 marketing orgs
Timeline
Indications
Approved for
Mechanism of action
- Retinoid receptorAGONIST
Retinoid receptor agonist
Precise mechanism uncertain. RARG/RXRA are predominant forms in skin
- Retinoic acid receptor RXR-beta (RXRB) ↗
- Retinoic acid receptor gamma (RARG) ↗
- Retinoic acid receptor RXR-gamma (RXRG) ↗
- Retinoic acid receptor beta (RARB) ↗
- Retinoic acid receptor alpha (RARA) ↗
- Retinoic acid receptor RXR-alpha (RXRA) ↗
- Retinoic acid receptor alpha
- Retinoic acid receptor gamma
- Retinoid X receptor gamma
- Retinoic acid receptor beta
- Retinoid X receptor alpha
- Retinoid X receptor beta
- Retinoic acid receptor
- Retinoid X receptor
- Retinoid X receptor gamma/retinoic acid receptor alpha
- Retinoic acid receptor alpha/Retinoid X receptor alpha
- Retinoic acid receptor RXR-alpha/Retinoic acid receptor beta
- Retinoic acid receptor RXR-alpha/gamma
Approval history
- approvedPriority reviewSep 30, 1986
Chemistry & pharmacology
SMILES
CCOC(=O)\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C=C(OC)C(C)=C1C- Mol. weight
- 354.4825 g/mol
- Lipinski Ro5
- 1 violation(s)
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaEtretinate ↗
- NCATS65M2UDR9AG ↗
- ChEMBLCHEMBL464 ↗
Also known as
- ethyl etrinoate
- etretinate
- etretinate
- etretinate
- etretinate
- etretinate
- etretinate
- etretinate
- etretinate
- etretinate
- etretinate
- ro-109359
- ro-109359
- tegison
- tegison
- tegison
- tegison
- tigason
- tigason
- tigasone
Organizations
Marketing (1)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Roche | For profit | NDA | Sep 30, 1986 |