9-cis-Retinoic Acid , ≥98%(HPLC) , 5300-03-8

Synonym(s):
9-cis-Tretinoin;Alitretinoin

CAS NO.：5300-03-8

Empirical Formula: C20H28O2

Molecular Weight: 300.44

MDL number: MFCD00270072

EINECS: 1533716-785-6

PRODUCT Properties

• Melting point: 189-191°C
• Boiling point: 462.8±14.0 °C(Predicted)
• Density: 1.011±0.06 g/cm3(Predicted)
• RTECS: VH6450000
• storage temp.: -20°C
• solubility: Acetonitrile (Very Slightly), Chloroform (Slightly), DMSO (Slightly), Ethanol (
• pka: 4.73±0.33(Predicted)
• form: Light yellow to orange crystalline powder.
• color: Pale Yellow to Yellow
• biological source: natural
• Water Solubility: Soluble in chloroform (50 mg/ml), DMSO (~25 mg/ml), ethanol (25 mg/ml), and acetone (25 mg/ml). Insoluble in water.
• Sensitive: Moisture & Light Sensitive
• Stability: Store Dry in Freezer at -20°C for up to 1 year; in Solution at -20°C for up to 3 Months.
• InChI: 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+
• InChIKey: SHGAZHPCJJPHSC-ZVCIMWCZSA-N
• SMILES: C(O)(=O)/C=C(/C=C/C=C(\C=C\C1C(C)(C)CCCC=1C)/C)\C
• CAS DataBase Reference: 5300-03-8(CAS DataBase Reference)

Description and Uses

Alitretinoin was introduced in the US for the topical treatment of cutaneous lesions in patients with Kaposi's sarcoma (KS), the most frequent malignancy observed in AIDS patients. It is a derivative of 9-cis-retinoic acid (9- cis-RA) identified as an endogenous hormone in mammalian tissues. Alitretinoin binds to all isoforms of the intracellular retinoid X (RXR) and retinoid A (RAR) receptors thus inducing cell differentiation, increasing cell apoptosis and inhibiting cellular proliferation in experimental models of human cancer. In an international phase III trial in patients with KS, 42% of 82 patients treated with 0.1% gel formulation experienced complete or partial responses cf 7% for controls. Alitretinoin is the first topical therapy for KS and is expected to be a new option to its traditional management.

9-cis-Retinoic acid is a vitamin A analog that inhibits cell proliferation and induces cell differentiation. 9-cis-Retinoic acid is an inhibitor of Cox-2 and an activator of RAR α, RAR β, RAR γ and RXR.

Safety

• Symbol(GHS): GHS07,GHS08
• Signal word: Danger
• Hazard statements: H315-H319-H335-H360
• Precautionary statements: P201-P302+P352-P305+P351+P338-P308+P313
• Hazard Codes: T
• Risk Statements: 61-36/37/38
• Safety Statements: 53-26-36/37/39-45
• WGK Germany: 3
• HS Code: 29162090
• Hazardous Substances Data: 5300-03-8(Hazardous Substances Data)