PHR1187

Supelco

Tretinoin

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):
Retinoic acid, Vitamin A acid, ATRA, Tretinoin, all-trans-Retinoic acid
Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
Molecular Weight:
300.44
Beilstein/REAXYS Number:
2057223
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

certified reference material
pharmaceutical secondary standard

form

neat

CofA

current certificate can be downloaded

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

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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.

Pictograms

Exclamation mark

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

Certificate of Analysis

Certificate of Origin

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)
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)
Solid lipid nanoparticles (SLN) of tretinoin: potential in topical delivery
Shah KA, et al.
International Journal of Pharmaceutics, 345(1-2), 163-171 (2007)
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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