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Details

Stereochemistry ACHIRAL
Molecular Formula C29H33NO4
Molecular Weight 459.5766
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIFAROTENE

SMILES

CC(C)(C)C1=CC(=CC=C1N2CCCC2)C3=CC(=CC=C3OCCO)C4=CC=C(C=C4)C(O)=O

InChI

InChIKey=MFBCDACCJCDGBA-UHFFFAOYSA-N
InChI=1S/C29H33NO4/c1-29(2,3)25-19-23(10-12-26(25)30-14-4-5-15-30)24-18-22(11-13-27(24)34-17-16-31)20-6-8-21(9-7-20)28(32)33/h6-13,18-19,31H,4-5,14-17H2,1-3H3,(H,32,33)

HIDE SMILES / InChI

Molecular Formula C29H33NO4
Molecular Weight 459.5766
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Trifarotene is a novel first-in-class fourth-generation topical retinoid. It is a potent and selective RAR gamma-agonist. In multiple mouse models, trifarotene exhibited superior comedolytic, anti-inflammatory and depigmenting activity compared with other topical retinoids. In this 52-week study, trifarotene was safe, well-tolerated and effective in moderate facial and truncal acne. Trifarotene is in phase II clinical trial for the treatment of ichthyosis.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Topical trifarotene: a new retinoid.
2018 Aug
Retinoids in Acne Management: Review of Current Understanding, Future Considerations, and Focus on Topical Treatments
2018 Dec 1
Retinoids in Acne Management: Review of Current Understanding, Future Considerations, and Focus on Topical Treatments
2018 Dec 1
Structure-based design of Trifarotene (CD5789), a potent and selective RARγ agonist for the treatment of acne.
2018 Jun 1
Long-term safety and efficacy of trifarotene 50 μg/g cream, a first-in-class RAR-γ selective topical retinoid, in patients with moderate facial and truncal acne.
2020 Jan
Patents
Substance Class Chemical
Created
by admin
on Tue Oct 22 01:53:02 UTC 2019
Edited
by admin
on Tue Oct 22 01:53:02 UTC 2019
Record UNII
0J8RN2W0HK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIFAROTENE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
CD-5789
Code English
(1,1':3',1''-TERPHENYL)-4-CARBOXYLIC ACID, 3''-(1,1-DIMETHYLETHYL)-4'-(2-HYDROXYETHOXY)-4''-(1-PYRROLIDINYL)-
Systematic Name English
CD5789
Code English
TRIFAROTENE [INN]
Common Name English
TRIFAROTENE [USAN]
Common Name English
TRIFAROTENE [WHO-DD]
Common Name English
3''-TERT-BUTYL-4'-(2-HYDROXYETHOXY)-4''-(PYRROLIDIN-1-YL)(1,1':3',1'')TERPHENYL-4-CARBOXYLIC ACID
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 431014
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
WHO-ATC D10AD06
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
Code System Code Type Description
CAS
895542-09-3
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
PRIMARY
INN
9582
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
PRIMARY
ChEMBL
CHEMBL3707313
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
PRIMARY
EPA CompTox
895542-09-3
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
PRIMARY
EVMPD
SUB184480
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
PRIMARY
PUBCHEM
11518241
Created by admin on Tue Oct 22 01:53:02 UTC 2019 , Edited by admin on Tue Oct 22 01:53:02 UTC 2019
PRIMARY
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