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T1850000

Acide rétinoïque

European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

ATRA, Acide de vitamine A, Trétinoïne, acide tout-trans rétinoïque

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About This Item

Formule empirique (notation de Hill):
C20H28O2
Numéro CAS:
Poids moléculaire :
300.44
Numéro Beilstein :
2057223
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Source biologique

synthetic

Qualité

pharmaceutical primary standard

Agence

EP

Famille d'API

tretinoin

Forme

solid

Fabricant/nom de marque

EDQM

Technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

Pf

180-181 °C (lit.)

Application(s)

pharmaceutical (small molecule)

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

SHGAZHPCJJPHSC-YCNIQYBTSA-N

Informations sur le gène

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Description générale

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.

Actions biochimiques/physiologiques

L′acide tout-−trans−rétinoïque (ATRA) est un ligand du récepteur de l′acide rétinoïque (RAR) et du récepteur X de rétinoïdes (RXR). Une fois liés, le RAR et le RXR agissent comme facteurs de transcription qui contrôlent la croissance et la différenciation des cellules normales et malignes. Les cytochromes P450 (CYP) catalysent la 4-hydroxylation de l′ATRA. L′acide rétinoïque conditionne la différenciation des cellules souches embryonnaires en neurones.

Conditionnement

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

Autres remarques

Sales restrictions may apply.

Pictogrammes

Exclamation markHealth hazardEnvironment

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2

Code de la classe de stockage

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

Tretinoin: The Active Retinoid Medication Used for Treatment of Acne Fast and Effectively (2019)
Bogdan Jakiela et al.
American journal of respiratory cell and molecular biology, 51(2), 229-241 (2014-03-05)
Human rhinoviruses (RVs) are a major cause of exacerbations in asthma and other chronic airway diseases. A characteristic feature of asthmatic epithelium is goblet cell metaplasia and mucus hypersecretion. Bronchial epithelium is also an important source of lipid mediators, including
A rapid HPLC method for simultaneous determination of tretinoin and isotretinoin in dermatological formulations
Tashtoush BM, et al.
Journal of Pharmaceutical and Biomedical Analysis, 43(3) (2007)
Michael D Griswold et al.
Biology of reproduction, 86(2), 35-35 (2011-11-15)
The requirement for vitamin A in reproduction and development was first determined from studies of nutritional deficiencies. Subsequent research has shown that embryonic development and both male and female reproduction are modulated by retinoic acid (RA), the active form of
Joel Villalobos et al.
Investigative ophthalmology & visual science, 54(5), 3751-3762 (2013-04-25)
The safety of chronic implantation of a retinal prosthesis in the suprachoroidal space has not been established. This study aimed to determine the safety of a wide-field suprachoroidal electrode array following chronic implantation using histopathologic techniques and electroretinography. A platinum

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