I0800000

Isotretinoin

European Pharmacopoeia (EP) Reference Standard

• Sinonimo/i: 13-cis-Retinoic acid, Isotretinoin
• Formula empirica (notazione di Hill): C₂₀H₂₈O₂
• Numero CAS: 4759-48-2
• Peso molecolare: 300.44
• Numero MDL: MFCD00079542
• Codice UNSPSC: 41116107
• ID PubChem: 329815327
• NACRES: NA.24

Proprietà

• Origine biologica: synthetic
• Grado: pharmaceutical primary standard
• agenzia: EP
• Famiglia di API: isotretinoin
• Stato: solid
• Produttore/marchio commerciale: EDQM
• tecniche: gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• Punto di fusione: 172-175 °C (lit.)
• applicazioni: pharmaceutical (small molecule)
• Formato: neat
• Stringa SMILE: [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-; SHGAZHPCJJPHSC-XFYACQKRSA-N
• Informazioni sul gene: human ... RARA(5914) , RARB(5915) , RARG(5916)

Descrizione

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Confezionamento

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

Altre note

Sales restrictions may apply.

Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H315,H319,H335,H360FD
• Consigli di prudenza: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Classi di pericolo: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable