PHR1187

Ácido retinoico

Pharmaceutical Secondary Standard; Certified Reference Material

• Sinónimos: ATRA, Tretinoína, Ácido de vitamina A, Ácido retinoico todo-trans
• Fórmula empírica (notación de Hill): C₂₀H₂₈O₂
• Número de CAS: 302-79-4
• Peso molecular: 300.44
• Beilstein/REAXYS Number: 2057223
• EC Number: 206-129-0
• MDL number: MFCD00001551
• UNSPSC Code: 41116107
• PubChem Substance ID: 329823197
• NACRES: NA.24

Propiedades

• grade: certified reference material; pharmaceutical secondary standard
• Quality Level: 300
• agency: traceable to Ph. Eur. T1850000; traceable to USP 1674004
• API family: tretinoin
• form: solid
• CofA: current certificate can be downloaded
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 180-181 °C (lit.)
• application(s): food and beverages
• format: neat
• storage temp.: -10 to -25°C
• SMILES string: CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1
• 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+
• InChI key: SHGAZHPCJJPHSC-YCNIQYBTSA-N
• Gene Information: human ... RARA(5914) , RARB(5915) , RARG(5916)

Descripción

General description

Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to in-house working standards. Tretinoin is a medication used for the treatment of severe cystic acne. The drug acts by regulating epithelial cell growth and differentiation, sebum production, collagen synthesis and keratinization of the skin.

Application

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.

Tretinoin may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by chromatography techniques.

Biochem/physiol Actions

El ácido retinoico todo−trans− (ATRA) es un ligando a la vez para los receptores del ácido retinoico (RAR) y para los receptores X retinoide (RXR). Los RAR y RXR unidos actúan como factores de transcripción que regulan el crecimiento y la diferenciación tanto de las células sanas como de las neoplásicas. Los citocromos P450 (CYP) catalizan la 4-hidroxilación del ATRA. El ácido retinoico prepara a las células madre embrionarias para convertirse en neuronas.

Analysis Note

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

Other Notes

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.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAB7354 in the slot below. This is an example certificate only and may not be the lot that you receive.

Información de seguridad

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H315,H360FD,H410
• pcodes: P202 - P264 - P273 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable