| Identification | More | [Name]
9-CIS-RETINOIC ACID | [CAS]
5300-03-8 | [Synonyms]
Toctino
LGD 1057
Panretin
Panretyn
NSC 659772
ALIRETINOIN
Alitretinoin
9-cis-tretinoi
9-CIS-TRETINOIN
9-cis-retinoicaci
RARECHEM AL BE 0738
9-CIS-RETINOIC ACID
9-cis-Rctinoic Acid
RETINOIC ACID, 9-CIS-
Tretinoin EP Impurity D
TIANFU CHEM---9-CIS-RETINOIC ACID
9-cis retinoic acid (Alitretinoin)
9-cis-Retinoic acid,9-cis-Tretinoin
Tretinoin Impurity 4（Tretinoin EP Impurity D）
Isotretinoin Impurity 4（Isotretinoin EP Impurity D）
(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex
3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-t
(2E,4E,6Z,8E)-3,7-DIMETHYL-9-(2,6,6-TRIMETHYLCYCLOHEX-1-ENYL)NONA-2,4,6,8-TETRAENOIC ACID
(2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-Trimethylcyclohex-1-Enyl)Nona-2,4,6,8-Tetraenoic Acid, 9-Cis-Tretinoi
AlitretinoinQ: What is
Alitretinoin Q: What is the CAS Number of
Alitretinoin Q: What is the storage condition of
Alitretinoin Q: What are the applications of
Alitretinoin | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C20H28O2 | [MDL Number]
MFCD00270072 | [Molecular Weight]
300.44 | [MOL File]
5300-03-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [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 ( | [form ]
Light yellow to orange crystalline powder. | [pka]
4.73±0.33(Predicted) | [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 | [Usage]
An endogenous retinoic acid isomer, which is capable of binding to both retinoic acid receptors (RAR) and retinoid X receptors (RXR). A biologically active ligand for members of the RAR and RXR subfamilies, implying that it may play a critical rol | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R61:May cause harm to the unborn child.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
3
| [HS Code ]
29162090 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Eye Irrit. 2
Repr. 1B
Skin Irrit. 2
STOT SE 3 | [Hazardous Substances Data]
5300-03-8(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Description]
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. | [Chemical Properties]
Pale Yellow Solid | [Originator]
Ligand (US) | [Uses]
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. | [Uses]
An endogenous retinoic acid isomer, which is capable of binding to both retinoic acid receptors (RAR) and retinoid X receptors (RXR). A biologically active ligand for members of the RAR and RXR subfamilies, implying that it may play a critical role in regulating retinoid-responsive pathways. | [Definition]
ChEBI: A retinoic acid in which the exocyclic double bonds have 7E,9Z,11E,13E geometry. | [Indications]
Alitretinoin (Panretin) is a naturally occurring endogenous
retinoid that binds to and activates all known
retinoid receptors (both RARs and RXRs). It is approved
for the topical treatment of cutaneous lesions of
Kaposi’s sarcoma. Most patients have local irritation
while using alitretinoin gel; however, the irritation
rarely necessitates discontinuation of therapy. | [Brand name]
Panretin (Ligand). | [Biochem/physiol Actions]
Ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR) that act as transcription factors to regulate the growth and differentiation of normal and malignant cells. | [Synthesis]
Preparation of isotretinoin EP impurity D (compound of formula I): under the protection of nitrogen, add 2L of ethanol and 100g of all-trans retinoic acid to the reaction flask with stirring, and then increase the temperature to 50-55 ℃, add PdCl289mg. | [storage]
Store at -20°C |
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J & K SCIENTIFIC LTD.
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https://www.jkchemical.com |
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China Langchem Inc.
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0086-21-58956006 |
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Aemon Chemical
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0086-755-86198205 |
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www.aemonchem.com |
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Spectrum Chemical Manufacturing Corp.
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