PHR1188
Isotretinoin
Pharmaceutical Secondary Standard; Certified Reference Material
Sinônimo(s):
13-cis-Retinoic acid, Isotretinoin
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About This Item
Fórmula empírica (Notação de Hill):
C20H28O2
Número CAS:
Peso molecular:
300.44
Número CE:
Número MDL:
Código UNSPSC:
41116107
ID de substância PubChem:
NACRES:
NA.24
Produtos recomendados
grau
certified reference material
pharmaceutical secondary standard
Nível de qualidade
Agency
traceable to Ph. Eur. I0800000
traceable to USP 1353500
família API
isotretinoin
Certificado de análise (CofA)
current certificate can be downloaded
técnica(s)
HPLC: suitable
gas chromatography (GC): suitable
pf
172-175 °C (lit.)
aplicação(ões)
pharmaceutical (small molecule)
formato
neat
temperatura de armazenamento
-10 to -25°C
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)
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Descrição geral
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.
Aplicação
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.
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.
Nota de análise
These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.
Outras notas
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.
Nota de rodapé
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.
Produtos recomendados
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.
produto relacionado
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
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
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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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