T1850000

Tretinoin

European Pharmacopoeia (EP) Reference Standard

• Synonym(s): Retinoic acid, ATRA, Tretinoin, Vitamin A acid, all-trans-Retinoic acid
• Empirical Formula (Hill Notation): C₂₀H₂₈O₂
• CAS Number: 302-79-4
• Molecular Weight: 300.44
• Beilstein: 2057223
• MDL number: MFCD00001551
• UNSPSC Code: 41116107
• PubChem Substance ID: 329826691
• NACRES: NA.24

Properties

• biological source: synthetic
• grade: pharmaceutical primary standard
• Agency: EP
• API family: tretinoin
• form: solid
• manufacturer/tradename: EDQM
• technique(s): gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• mp: 180-181 °C (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: 2-8°C
• SMILES string: CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1
• InChI: 1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+
• InChI key: SHGAZHPCJJPHSC-YCNIQYBTSA-N
• Gene Information: human ... RARA(5914) , RARB(5915) , RARG(5916)

Description

General description

This product is provided as delivered and specified by the issuing pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the authority of the issuing pharmacopoeia. For further information and support please go to the website of the issuing pharmacopoeia.

Tretinoin is a medication used to treat a variety of skin conditions such as photodamaged skin, acne, etc. It is used as an anti-aging product and also as an oral treatment for leukemia.

Application

This European Pharmacopoeia reference standard is intended for use only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

all−trans−Retinoic acid (ATRA) is a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR). The bound RAR and RXR act as transcription factors that regulate the growth and differentiation of both normal and malignant cells. Cytochromes P450 (CYPs) catalyze the 4-hydroxylation of ATRA. Retinoic acid primes embryonic stem cells to become neurons.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Safety Information

• Pictograms: GHS07,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H302 - H315 - H360FD - H410
• Precautionary Statements: P202 - P264 - P273 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable