I0800000

Isotretinoin

European Pharmacopoeia (EP) Reference Standard

• Sinónimos: 13-cis-Retinoic acid, Isotretinoin
• Fórmula empírica (notación de Hill): C₂₀H₂₈O₂
• Número de CAS: 4759-48-2
• Peso molecular: 300.44
• Número MDL: MFCD00079542
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 329815327
• NACRES: NA.24

Propiedades

• origen biológico: synthetic
• grado: pharmaceutical primary standard
• Agency: EP
• familia API: isotretinoin
• formulario: solid
• fabricante / nombre comercial: EDQM
• técnicas: gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• mp: 172-175 °C (lit.)
• aplicaciones: pharmaceutical (small molecule)
• formato: neat
• cadena SMILES: [H]\C(C(O)=O)=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
• 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-
• Clave InChI: SHGAZHPCJJPHSC-XFYACQKRSA-N
• Información sobre el gen: human ... RARA(5914) , RARB(5915) , RARG(5916)

Descripción

Descripción general

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.
Isotretinoin, a vital isomer of vitamin A, is implicated in the treatment of severe recalcitrant nodular acne disorder. It is the only drug known to operate against the major pathogenic factors of acne. It serves to diminish the sebaceous gland activity, thereby resulting in the correction of keratinization defect.

Aplicación

Isotretinoin may be used as an EP reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.

Acciones bioquímicas o fisiológicas

13-cis-Retinoic acid (RA) has anti-inflammatory and anti-tumor action. The action of RA is mediated through RAR-β and RAR-α receptors. RA attenuates iNOS expression and activity in cytokine-stimulated murine mesangial cells. It induces mitochondrial membrane permeability transition, observed as swelling and as a decrease in membrane potential, and stimulates the release of cytochrome c implicating mechanisms through the apoptosis pathway. These activities are reversed by EGTA and cyclosporin A. RA also increases MMP-1 protein expression partially via increased transcription.

Envase

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

Otras notas

Sales restrictions may apply.

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H315,H319,H335,H360FD
• Consejos de prudencia: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Clasificaciones de peligro: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable