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Merck

PHR1188

Supelco

Isotretinoin

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

13-cis-Retinoic acid, Isotretinoin

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About This Item

Fórmula empírica (notación de Hill):
C20H28O2
Número de CAS:
Peso molecular:
300.44
Número CE:
Número MDL:
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
NACRES:
NA.24

grado

certified reference material
pharmaceutical secondary standard

Nivel de calidad

Agency

traceable to Ph. Eur. I0800000
traceable to USP 1353500

familia API

isotretinoin

CofA

current certificate can be downloaded

técnicas

HPLC: suitable
gas chromatography (GC): suitable

mp

172-175 °C (lit.)

aplicaciones

pharmaceutical (small molecule)

formato

neat

temp. de almacenamiento

-10 to -25°C

cadena 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-

Clave InChI

SHGAZHPCJJPHSC-XFYACQKRSA-N

Información sobre el gen

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Descripción general

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.

Aplicación

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.

Acciones bioquímicas o 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 análisis

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

Otras 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 al pie de página

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.

Productos 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.

Producto relacionado

Referencia del producto
Descripción
Precios

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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Visite la Librería de documentos

Determination of isotretinoin in pharmaceutical formulations by reversed-phase HPLC
Guimaraes AC, et al.
Journal of Biomedical Science and Engineering, 3, 454-458 (2010)
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
Jane L Armstrong et al.
Biochemical pharmacology, 69(9), 1299-1306 (2005-04-14)
Retinoic acid isomers have been used with some success as chemotherapeutic agents, most recently with 13-cis retinoic acid showing impressive clinical efficacy in the paediatric malignancy neuroblastoma. The aim of this commentary is to review the evidence that 13-cis retinoic
Elie B Lowenstein et al.
Clinics in dermatology, 29(6), 652-661 (2011-10-22)
Isotretinoin has revolutionized the field of dermatology, offering a cure for severe acne vulgaris and a therapeutic option for a variety of other chronic diseases and cancers. This drug has done more for many diseases in medicine than many drug
Dimitris Rigopoulos et al.
Clinics in dermatology, 28(1), 24-30 (2010-01-20)
Acne is one of the most prevalent diseases in dermatology: Millions of people worldwide experience this distressing condition. To determine the appropriate therapeutic strategy, there is a strong need for a standardized classification system of acne. The exact molecular mechanism

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