PHR1188
Isotretinoin
Pharmaceutical Secondary Standard; Certified Reference Material
Synonym(e):
13-cis-Retinolsäure, Isotretinoin
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About This Item
Empirische Formel (Hill-System):
C20H28O2
CAS-Nummer:
Molekulargewicht:
300.44
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24
Empfohlene Produkte
Qualität
certified reference material
pharmaceutical secondary standard
Qualitätsniveau
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)
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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.
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.
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Produkt-Nr.
Beschreibung
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Signalwort
Danger
H-Sätze
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
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Determination of isotretinoin in pharmaceutical formulations by reversed-phase HPLC
Guimaraes AC, et al.
Journal of Biomedical Science and Engineering, 3, 454-458 (2010)
Derrick J Stobaugh et al.
Journal of the American Academy of Dermatology, 69(3), 393-398 (2013-05-21)
Some studies have purported to link isotretinoin prescribed for acne with the development of inflammatory bowel disease (IBD). We sought to identify existence of disproportionate attorney-initiated reporting of isotretinoin-associated IBD in the Food and Drug Administration Adverse Event Reporting System
M Tsukada et al.
The Journal of investigative dermatology, 115(2), 321-327 (2000-08-22)
Despite its potent biologic effect on human sebocytes, 13-cis retinoic acid exhibits low binding affinity for cellular retinoic acid binding proteins and nuclear retinoid receptors. Hence, 13-cis retinoic acid may represent a pro-drug possibly acting through all-trans isomerization. In this
Mahyar Etminan et al.
JAMA dermatology, 149(2), 216-220 (2013-02-22)
To examine the association between isotretinoin and the risk for inflammatory bowel disease (IBD) among women of reproductive age. Nested case-control study and meta-analysis. A US health claims database. We formed a cohort of women aged 18 to 46 years
Emily Yiping Gan et al.
The Journal of dermatological treatment, 24(5), 387-391 (2012-03-07)
Oral isotretinoin is effective for acne vulgaris but concerns remain regarding its adverse effects. This study aims to evaluate the safety and efficacy of isotretinoin for acne vulgaris in Asian patients. We conducted a 4-year retrospective study on all patients
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