PHR1188

Isotretinoin

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(e): 13-cis-Retinolsäure, Isotretinoin
• Empirische Formel (Hill-System): C₂₀H₂₈O₂
• CAS-Nummer: 4759-48-2
• Molekulargewicht: 300.44
• EG-Nummer: 225-296-0
• MDL-Nummer: MFCD00079542
• UNSPSC-Code: 41116107
• PubChem Substanz-ID: 329823198
• NACRES: NA.24

Eigenschaften

• Qualität: certified reference material; pharmaceutical secondary standard
• Qualitätsniveau: 300
• Agentur: traceable to Ph. Eur. I0800000; traceable to USP 1353500
• API-Familie: isotretinoin
• Analysenzertifikat (CofA): current certificate can be downloaded
• Methode(n): HPLC: suitable; gas chromatography (GC): suitable
• mp (Schmelzpunkt): 172-175 °C (lit.)
• Anwendung(en): pharmaceutical (small molecule)
• Format: neat
• Lagertemp.: -10 to -25°C
• SMILES String: [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-
• InChIKey: SHGAZHPCJJPHSC-XFYACQKRSA-N
• Angaben zum Gen: human ... RARA(5914) , RARB(5915) , RARG(5916)

Beschreibung

Allgemeine Beschreibung

Isotretinoin is a vitamin A derivative, obtained from the isomerization of retinoic acid in the body. It is therapeutically used to treat severe recalcitrant nodular acne. It is also reported to exhibit anti-inflammatory and anti-tumor activities.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Anwendung

Isotretinoin may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using reversed-phase high-performance liquid chromatography.

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem./physiol. Wirkung

13-cisRetinsäure (RA) hat entzündungshemmende und anti-Tumor-Wirkung. Die Wirkung von RA wird durch RAR-β und RAR-α-Rezeptoren vermittelt. RA vermindert iNOS Expression und Aktivität in Zytokin-stimulierten murinen Mesangiumzellen. Es induziert veränderte Membranpermeabilität der Mitochondrien, beobachtet als Schwellungen und durch Abnahme des Membranpotentials und stimuliert die Freisetzung von Cytochrom C, was Mechanismen über den Apoptoseweg impliziert. Diese Wirkungen werden durch EGTA und Cyclosporin A umgekehrt. RA erhöht auch MMP-1-Protein-Expression, teilweise über erhöhte Transkription.

Hinweis zur Analyse

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Sonstige Hinweise

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Fußnote

To see an example of a Certificate of Analysis for this material enter LRAC0144 in the slot below. This is an example certificate only and may not be the lot that you receive.

Empfohlene Produkte

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H315,H319,H335,H360FD
• P-Sätze: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Gefahreneinstufungen: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable