Trifarotene - ≥98% , CAS No.895542-09-3

CAS: 895542-09-3 Cat. No.: T646489 Formula: C₂₉H₃₃NO₄ Molecular Weight: 459.6 EC Number: 842-317-4 PubChem CID: 11518241

GRADE & PURITY ≥98%

Synonyms

DTXCID80160272 | Trifarotene | BDBM50457548 | (1,1':3',1''-TERPHENYL)-4-CARBOXYLIC ACID, 3''-(1,1-DIMETHYLETHYL)-4'-(2-HYDROXYETHOXY)-4''-(1-PYRROLIDINYL)- | EX-A2704 | Q27236856 | D10AD06 | GS-3516 | PB48016 | Trifarotene [USAN:INN] | 4-[3-(3-tert-butyl-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Trifarotene (CD5789) is a potent and selective RARγ agonist. Trifarotene (CD5789) shows ∼65-fold and ∼16-fold selectivitiy for the RARγ ( EC 50 =7.7 nM) over RARα ( EC 50 =500 nM) and RARβ ( EC 50 =125 nM), respectively.

In Vitro

Trifarotene (CD5789) (3.3 μL 0.33 cm 2 ; 24 hours) involves in keratinization, desquamation, cornification and cell adhesion in reconstructed human epidermis (RHE). The mean EC 50 on the combined target genes is 0.0048% for Trifarotene. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Trifarotene (0.001%-0.01% in a cream at 25 mg/mouse) shows dose-dependent comedolytic activity, being fully efficacious at 0.01% (98% reduction). MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Rhino miceDosage: 0.001%, 0.0025%, 0.005% and 0.01% in a cream at 25 mg/mouse (5 cm 2 surface on the back skin on a 5 mg/cm 2 basis) Administration: Topical application; once a day; 11 days Result: Increased the epidermis thickness by 275% (66 μm) and the transepidermal water\nloss (TEWL) by 285% (26 g/h/m 2 ).

Form:Solid

Specifications

Synonyms

DTXCID80160272 | Trifarotene | BDBM50457548 | (1,1':3',1''-TERPHENYL)-4-CARBOXYLIC ACID, 3''-(1,1-DIMETHYLETHYL)-4'-(2-HYDROXYETHOXY)-4''-(1-PYRROLIDINYL)- | EX-A2704 | Q27236856 | D10AD06 | GS-3516 | PB48016 | Trifarotene [USAN:INN] | 4-[3-(3-tert-butyl-

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Trifarotene (CD5789) is a potent and selective RARγ agonist. Trifarotene (CD5789) shows ∼65-fold and ∼16-fold selectivitiy for the RARγ ( EC 50 =7.7 nM) over RARα ( EC 50 =500 nM) and RARβ ( EC 50 =125 nM), respectively.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Product Properties

ALogP

6.3

Names and Identifiers

Canonical Smiles

CC(C)(C)C1=C(C=CC(=C1)C2=C(C=CC(=C2)C3=CC=C(C=C3)C(=O)O)OCCO)N4CCCC4

IUPAC Name

4-[3-(3-tert-butyl-4-pyrrolidin-1-ylphenyl)-4-(2-hydroxyethoxy)phenyl]benzoic acid

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)

Isomeric SMILES

CC(C)(C)C1=C(C=CC(=C1)C2=C(C=CC(=C2)C3=CC=C(C=C3)C(=O)O)OCCO)N4CCCC4

Alternate CAS

895542-09-3

PubChem CID

11518241

MeSH Entry Terms

Aklief;CD5789;trifarotene

Molecular Weight

459.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Terphenyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Terphenyls
• Intermediate Tree Nodes: Not available
• Direct Parent: M-terphenyls
• Alternative Parents: Biphenyls and derivatives Phenylpyrrolidines Benzoic acids Phenylpropanes Aniline and substituted anilines Benzoyl derivatives Dialkylarylamines Phenol ethers Phenoxy compounds Alkyl aryl ethers Pyrroles Amino acids Carboxylic acids Azacyclic compounds Primary alcohols Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Meta-terphenyl - Biphenyl - 1-phenylpyrrolidine - Benzoic acid or derivatives - Benzoic acid - Phenylpropane - Aniline or substituted anilines - Dialkylarylamine - Benzoyl - Phenoxy compound - Tertiary aliphatic/aromatic amine - Phenol ether - Alkyl aryl ether - Pyrrolidine - Pyrrole - Amino acid - Amino acid or derivatives - Tertiary amine - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Ether - Carboxylic acid - Organic oxygen compound - Organonitrogen compound - Organic nitrogen compound - Organooxygen compound - Organic oxide - Alcohol - Amine - Hydrocarbon derivative - Primary alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as m-terphenyls. These are terphenyls with a structure containing the 1,3-diphenylbenzene skeleton.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

RARG Tclin Retinoic acid receptor gamma (3 Activities)

Discover Target: RARG

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RARB Tclin Retinoic acid receptor beta (2 Activities)

Discover Target: RARB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RARA Tclin Retinoic acid receptor alpha (0 Activities)

Discover Target: RARA

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RARA Tclin Retinoic acid receptor alpha (1324 Activities)

Discover Target: RARA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RARG Tclin Retinoic acid receptor gamma (1154 Activities)

Discover Target: RARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RARB Tclin Retinoic acid receptor beta (1232 Activities)

Discover Target: RARB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 250 mg/mL (543.97 mM; Need ultrasonic)
• Molecular Weight: 459.600 g/mol
• XLogP3: 6.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 459.241 Da
• Monoisotopic Mass: 459.241 Da
• Topological Polar Surface Area: 70.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 647.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 895542-09-3, the molecular formula is C29H33NO4, and the molecular weight is 459.6 g/mol. InChIKey MFBCDACCJCDGBA-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.