Isotretinoin
SIAL/PHR1188 - Pharmaceutical Secondary Standard; Certified Reference Material
Synonym: 13-cis-Retinoic acid; Isotretinoin
CAS Number: 4759-48-2
Empirical Formula (Hill Notation): C20H28O2
Molecular Weight: 300.44
EC Number: 225-296-0
MDL Number: MFCD00079542
Linear Formula: C20H28O2
Product Type: Chemical
| agency | traceable to Ph. Eur. I0800000 |
| traceable to USP 1353500 | |
| application(s) | pharmaceutical (small molecule) |
| CofA | current certificate can be downloaded |
| format | neat |
| grade | certified reference material |
| pharmaceutical secondary standard | |
| InChI | 1S/C20H28O2/c1-15(8-6-9-1 |
| InChI key | SHGAZHPCJJPHSC-XFYACQKRSA |
| mp | 172-175 °C (lit.) |
| Quality Level | 300  |
| SMILES string | [H]C(C(O)=O)=C(C)C=CC= |
| storage temp. | -10 to -25°C |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable |
| Analysis Note: | These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available. |
| Application: | 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. |
| 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. |
| Biochem/physiol Actions: | 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. |
| Footnote: | 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. |
| General description: | 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. |
| 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. |
| Symbol |   GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H315 - H319 - H335 - H360 |
| Precautionary statements | P201 - P202 - P261 - P302 + P352 - P305 + P351 + P338 - P308 + P313 |
| Hazard Codes | T |
| Risk Statements | 61-36/37/38 |
| Safety Statements | 53-26-36/37/39-45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| mp | 172-175 °C (lit.) |
| Storage Temp. | -10 to -25°C |
| UNSPSC | 41116107 |