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Merck

PHR1187

Ácido retinoico

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

ATRA, Tretinoína, Ácido de vitamina A, Ácido retinoico todo-trans

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About This Item

Fórmula empírica (notación de Hill):
C20H28O2
Número CAS:
302-79-4
Peso molecular:
300.44
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823197
EC Number:
206-129-0
Beilstein/REAXYS Number:
2057223
MDL number:
MFCD00001551

Nombre del producto

Ácido retinoico, Pharmaceutical Secondary Standard; Certified Reference Material

InChI key

SHGAZHPCJJPHSC-YCNIQYBTSA-N

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+

SMILES string

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1

grade

certified reference material
pharmaceutical secondary standard

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

Quality Level

300

Gene Information

human ... RARA(5914), RARB(5915), RARG(5916)

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Categorías relacionadas

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.
Ligando de los receptores del ácido retinoico (RAR) y de los receptores X retinoide (RXR); prepara a las células madre embrionarias para convertirse en neuronas.

Analysis Note

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

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.

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.

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.
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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2

Clase de almacenamiento

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

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Tretinoin assay in cosmetics and pharmaceuticals by carbon phase extraction
Ragno G, et al.
Journal of the Society of Cosmetic Chemists, 47(5), 325-325 (1996)
Solid lipid nanoparticles (SLN) of tretinoin: potential in topical delivery
Shah KA, et al.
International Journal of Pharmaceutics, 345(1-2), 163-171 (2007)
Simultaneous determination of minoxidil and tretinoin in pharmaceutical and cosmetic formulations by reversed-phase HPLC
Gagliardi L, et al.
Analytical Letters, 24(10), 1825-1835 (1991)
A rapid HPLC method for simultaneous determination of tretinoin and isotretinoin in dermatological formulations
Tashtoush BM, et al.
Journal of Pharmaceutical and Biomedical Analysis, 43(3) (2007)
Bogdan Jakiela et al.
American journal of respiratory cell and molecular biology, 51(2), 229-241 (2014-03-05)
Human rhinoviruses (RVs) are a major cause of exacerbations in asthma and other chronic airway diseases. A characteristic feature of asthmatic epithelium is goblet cell metaplasia and mucus hypersecretion. Bronchial epithelium is also an important source of lipid mediators, including
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