Isotretinoin 4759-48-2 Large in promotion CAS NO.4759-48-2

Product Name: Isotretinoin
Synonyms: 13-cis-ra;13-cis-retinoicaci;13-ra;accutane;Isoretinoin;isotrex;neovitaminaacid;ro-4-3780
CAS: 4759-48-2
MF: C20H28O2
MW: 300.44
EINECS: 225-296-0
Product Categories: Antibiotics;Organic acids;APIs;Intermediates & Fine Chemicals;Pharmaceuticals;Retinoids;API;BUSPAR;Other APIs;intermediates
Mol File: 4759-48-2.mol
Isotretinoin Structure
Isotretinoin Chemical Properties
Melting point  172-175 °C(lit.)
storage temp.  −20°C
Water Solubility  insoluble
Stability: Stable, but probably air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 4759-48-2(CAS DataBase Reference)
EPA Substance Registry System Retinoic acid, 13-cis-(4759-48-2)
Safety Information
Hazard Codes  T
Risk Statements  61-36/37/38-20/21/22
Safety Statements  53-26-36/37/39-45-37/39
WGK Germany  3
RTECS  VH6440000
TSCA  Yes
Hazardous Substances Data 4759-48-2(Hazardous Substances Data)

Chemical Properties It is orange-red flake crystals obtained from isopropanol, melting point 174~175°C. UV maximal absorption: 354nm (ε39800). Acute toxicity LD50 (20 days) mice, rat (mg/kg): 904,901 intraperitoneal injections; 3389> 4000 oral administration.
Uses Vitamin A class drugs. It can rapidly and strongly inhibit the cell proliferation and differentiation process of skin glands cells. It has a high effect on severe nodular cystic acne. This product has a high gastrointestinal absorption, but invalid for topical administration. It is used for treating severe acnes which cannot be treated by other drugs. It also has some effects on treating cystic acne, the party of acne, rosacea, ichthyosis, follicular keratosis and pityriasis red hair and other skin diseases.
Production methods β-ionone and ethyl chloride are first reacted together after which the product is further reacted with triphenylphosphine to obtain Triphenyl salt. The Triphenyl salt is further reacted with cyclopentenone derivative to produce isotretinoin and its 8Z isomer.
Separate out the 8Z isomer and convert it to isotretinoin through isomerization with the help of nitric acid.
Chemical Properties Yellow-Orange Crystalline Powder
Uses 5HT1a receptor agonist, anxiolytic
Uses Used as a treatment for severe acne. Presently being studied in conjuction with the treatment of photoaged skin.
Definition ChEBI: A retinoic acid that is all-trans-retinoic acid in which the double bond which is alpha,beta- to the carboxy group is isomerised to Z configuration. A synthetic retinoid, it is used for th treatment of severe cases of acne and other skin diseases.
General Description Yellow-orange to orange crystalline powder; orange-brown chunky solid.
Air & Water Reactions Insoluble in water.
Reactivity Profile An organic acid and unsaturated aliphatic hydrocarbon. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Fire Hazard Flash point data for Isotretinoin are not available; however, Isotretinoin is probably combustible.