I0800000

Isotretinoin

European Pharmacopoeia (EP) Reference Standard

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

Propriedades

• fonte biológica: synthetic
• grau: pharmaceutical primary standard
• Agency: EP
• família API: isotretinoin
• Formulário: solid
• fabricante/nome comercial: EDQM
• técnica(s): gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• pf: 172-175 °C (lit.)
• aplicação(ões): pharmaceutical (small molecule)
• Formato: neat
• cadeia de caracteres 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-
• chave InChI: SHGAZHPCJJPHSC-XFYACQKRSA-N
• Informações sobre genes: human ... RARA(5914) , RARB(5915) , RARG(5916)

Descrição

Descrição geral

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.

Aplicação

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

Ações bioquímicas/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.

Embalagem

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

Outras notas

Sales restrictions may apply.

Informações de segurança

• Pictogramas: GHS08,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H315,H319,H335,H360FD
• Declarações de precaução: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Classificações de perigo: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable