Name | isotretinoin |
Synonyms | Roaccutan ISOTRETINON isotretinoin 13-cis-retinoic acid Isotretinoin Capsules 13-cis-vitamin a acid (13cis)-15-oxidoretinal A different diMension acid Anti Acne Powerful Isotretinoin Powder Isotretinoin Pharmaceutical Raw Materials (2Z,4E,6E,8E)-3,7-diMethyl-9-(2,6,6-triMethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-cis-4-trans-6-trans-8-trans-nonatetraenoic acid |
CAS | 4759-48-2 |
EINECS | 225-296-0 |
InChI | InChI=1/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)/p-1/b9-6+,12-11+,15-8+,16-14- |
InChIKey | SHGAZHPCJJPHSC-YCNIQYBTSA-N |
Molecular Formula | C20H28O2 |
Molar Mass | 300.44 |
Density | 1.0597 (rough estimate) |
Melting Point | 172-175 °C (lit.) |
Boling Point | 381.66°C (rough estimate) |
Flash Point | 350.6°C |
Water Solubility | insoluble |
Solubility | Soluble in chloroform (50 mg/ml), DMSO (60 mg/ml at 25 °C), water (<1 mg/ml at 25°C |
Vapor Presure | 7.55E-10mmHg at 25°C |
Appearance | Fine Crystalline Powder |
Color | Yellow-orange to orange |
Maximum wavelength(λmax) | ['354nm(EtOH)(lit.)'] |
Merck | 14,5228 |
pKa | 4.76±0.33(Predicted) |
Storage Condition | -20°C |
Stability | Stable, but probably air and light sensitive. Combustible. Incompatible with strong oxidizing agents. |
Refractive Index | 1.4800 (estimate) |
Physical and Chemical Properties | Melting Point 174-177°C water-soluble insoluble |
Use | For the treatment of severe acne and other diseases |
Hazard Symbols | T - Toxic |
Risk Codes | R61 - May cause harm to the unborn child R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S53 - Avoid exposure - obtain special instructions 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 the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
RTECS | VH6440000 |
TSCA | Yes |
HS Code | 29362100 |
Toxicity | LD50 (20 day) in mice, rats (mg/kg): 904, 901 i.p.; 3389, >4000 orally (Kamm) |
yellow or orange-yellow crystalline powder. The melting point was 174-175 °c. Soluble in chloroform or ether, ethanol-soluble or isopropanol, almost insoluble in water.
after reacting p-ionone with ethyl magnesium chloride, it reacts with triphenylphosphine to form a triphenylphosphine salt, and then it reacts with a Cyclopentenone derivative to form isotretinoin and its 8Z isomer. After separation, it is isomerized to isotretinoin by the action of palladium nitrate.
This product is 3, 7-dimethyl-9-(2,6, 6-trimethyl-1-cyclohexenyl) 2 cis -4 trans -6 trans -8 trans-nonantetraenoic acid. The content of C20H2402 shall be 98.0% ~ 102.0% calculated as dry product.
Roche Pharmaceutical Co., Ltd. was first launched in the United States in September 1982. It is a vitamin A antagonist, which has the function of strong and fast inhibiting the proliferation and differentiation process of skin gland cells, and is highly effective for severe nodular cystic acne. It has the functions of reducing sebaceous gland tissue, inhibiting sebaceous gland activity, reducing sebaceous gland secretion, reducing epithelial cell keratinization and reducing the number of Propionibacterium acnes, etc., and is used for severe acne, cystic acne and convergent acne that are ineffective in other drug treatments, for rosacea, ichthyosis, keratosis of hair follicle and pityriasis rubra pilaris and other skin diseases also have a certain effect.
mouse, rat LDso (day 20)(mg/kg): 904,901 intraperitoneal injection; 3389,>4000 orally.
operation in the dark. Take this product, precision weigh, add methanol to dissolve and quantitatively dilute to prepare a solution containing lmg per lml as a test solution; Take lml for precision measurement and put it in a 100ml measuring flask, dilute with methanol to the scale, shake, as a control solution; Another vitamin A acid control article, precision weighing, plus methanol dissolved and quantitative dilution to make 10ug per 1 mL solution, as a control solution. According to the high performance liquid chromatography (General rule 0512) test, using eighteen alkyl silane bonded silica gel as filler, methanol-water-glacial acetic acid (770:225:5) as mobile phase, the detection wavelength was 355nm. The isotretinoin reference substance was dissolved and diluted with methanol to make a solution containing about 40ug per lml, and irradiated with a light source of 3000lx illumination for 30 minutes. 20u1 was injected into the liquid chromatograph, and the chromatogram was recorded, the theoretical plate number is not less than 3000 based on the isotretinoin peak, and the separation degree of the photodegradant peak (relative retention time is about 0.93) and the isotretinoin peak should be greater than 1.5. The sample solution, the control solution and the reference solution were respectively injected with 20 u1, and the chromatogram was recorded to 2 times of the retention time of the main component peak. If there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of the tretinoin peak, the peak area shall be calculated according to the external standard method, and shall not exceed 1.0%; the sum of the peak areas of other impurities shall not be greater than the main peak area of the control solution (1.0%).
take this product, dry at 105°C for 3 hours, loss of weight shall not exceed 0.5% (General rule 0831).
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
The residue left under the item of taking the ignition residue shall not contain more than 20 parts per million of heavy metal when examined by law (General rule 0821, Law II).
take this product about 0.2g, precision weighing, add acetone 70ml dissolved, according to the potentiometric titration method (General 0701), with tetrabutylammonium hydroxide titration solution (0.1 mol /L) titration, and the results of the titration were corrected with a blank test. Each 1 ml of tetrabutylammonium hydroxide titrant (0.1 mol/L) corresponds to 30.04 mg of C20H2802.
keratolytic drug.
light shielding, filled with inert gas. Sealed storage at 0-5°C.
This product contains isotretinoin (C20H2302) should be labeled the amount of 90.0% ~ 110.0%.
This product is a dark brown soft capsule with an orange-yellow oily suspension.
take the contents of this product, add acid Isopropanol Solution (take 0.lmol/L hydrochloric acid solution (1 ml), diluted to 0401 ml with isopropanol, then dissolved and diluted to make a solution containing about 4ug per lml, according to UV-Vis spectrophotometry (general rule) the maximum absorption was measured at a wavelength of 354nm.
operation in the dark. Take the contents of 20 granules of this product, mix them evenly, weigh an appropriate amount (about 10 mg of isotretinoin) accurately, put it in a 50ml measuring flask, add 5ml of dimethanone, shake to dissolve the isotretinoin, add isooctane to dilute to the scale, shake well, take 2ml accurately, put it in another 100ml measuring flask, dilute it to the scale with isooctane, shake well, according to UV-visible spectrophotometry (General rule 0401), the absorbance was measured at the wavelength of 361nm, isooctane was added to dissolve and quantitatively dilute to make a solution containing 4ug per 1 ml, which was determined and calculated by the same method.
isotretinoin.
lOmg
sealed and stored in a cool and dry place.
This product contains isotretinoin (C20H23O2) should be labeled the amount of 90.0% to 110.0%.
This product is a water-soluble light yellow translucent thick liquid.
isotretinoin.
10g:5mg
protect from light, seal, and store in a cool place.