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PHR1187 Supelco

Tretinoin

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym: ATRA, Retinoic acid, Tretinoin, Vitamin A acid, all-trans-Retinoic acid

  • CAS Number 302-79-4

  • Empirical Formula (Hill Notation) C20H28O2

  • Molecular Weight 300.44

  •  Beilstein/REAXYS Number 2057223

  •  EC Number 206-129-0

  •  MDL number MFCD00001551

  •  PubChem Substance ID 329823197

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Food and Cosmetic Component Standards, Pharmaceutical Secondary Standards, Pharmacopeia & Metrological Institutes Standards,
Quality Level   300
grade   certified reference material
  pharmaceutical secondary standard
form   neat
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
mp   180-181 °C (lit.)
Featured Industry   Cleaning Products
Cosmetics
Food and Beverages
Personal Care
Pharmaceutical (small molecule)
format   neat
pharmacopeia traceability   traceable to PhEur T1850000
  traceable to USP 1674004
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)

Description

General description

Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to pharmacopeia primary 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

all−trans−Retinoic acid (ATRA) is a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR). The bound RAR and RXR act as transcription factors that regulate the growth and differentiation of both normal and malignant cells. Cytochromes P450 (CYPs) catalyze the 4-hydroxylation of ATRA. Retinoic acid primes embryonic stem cells to become neurons.

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number
Protocols & Articles

Articles

UHPLC Analysis of Tretinoin and Related Compounds on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Tretinoin and Related Compounds on Ascentis® Express C18
Keywords: Chromatography, Pharmaceutical

Peer-Reviewed Papers
15

References

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