Name | mifepristone |
Synonyms | RU486 ru486-6 MIFEGYNE RU-38486 MIFEPRISTONE mifepristone ra-4,9-dien-3-one Mifepriston Dianhydride 11BETA-[4-(DIMETHYLAMINO)PHENYL]-17BETA-HYDROXY-17-(1-PROPYNYL)ESTRA-4,9-DIEN-3-ONE (11BETA,17BETA)-11-(4-(DIMETHYLAMINO)PHENYL)-17-HYDROXY-17-(1-PROPYNYL)ESTRA-4,9-DIEN-3-ONE (11R,13S,17S)-11-(4-dimethylaminophenyl)-17-hydroxy-13-methyl-17-prop-1-ynyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one |
CAS | 84371-65-3 |
EINECS | 617-559-7 |
InChI | InChI=1/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24?,25-,26?,28+,29+/m1/s1 |
InChIKey | VKHAHZOOUSRJNA-GCNJZUOMSA-N |
Molecular Formula | C29H35NO2 |
Molar Mass | 429.6 |
Density | 1.0731 (rough estimate) |
Melting Point | 195-198°C |
Boling Point | 544.13°C (rough estimate) |
Specific Rotation(α) | D20 +138.5° (c = 0.5 in chloroform) |
Flash Point | 334°C |
Water Solubility | 474.8ug/L(22.5 ºC) |
Solubility | ethanol: 50 mg/mL. It is soluble in methanol or dichloromethane, dissolved in ethanol or ethyl acetate, and almost insoluble in water. |
Vapor Presure | 1.14E-16mmHg at 25°C |
Appearance | Pale yellow solid |
Color | Yellow |
Merck | 14,6186 |
pKa | 12.94±0.60(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months. |
Sensitive | Sensitive to heat |
Refractive Index | 1.6290 (estimate) |
MDL | MFCD00867226 |
Physical and Chemical Properties | Melting point 150 °c. [Α] D20 138.5 °(C = 0.5, chloroform). Acute toxicity LD50 mice (g/kg):>2.6 intraperitoneal injection. |
Use | Used as an anti-early pregnancy drug |
Hazard Symbols | T - Toxic |
Risk Codes | R60 - May impair fertility R61 - May cause harm to the unborn child |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S22 - Do not breathe dust. 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.) |
WGK Germany | 3 |
RTECS | KG2955000 |
HS Code | 29372900 |
light yellow crystalline powder, odorless, tasteless. Melting point 150 °c. Soluble in methanol or methylene chloride, soluble in ethanol or ethyl acetate, almost insoluble in water.
with 4,9 estradiene 3 ,17-= ketone as raw material, and propyne magnesium bromide Grignard reagent reaction, propynyl was introduced at position 17, this is followed by selective epoxidation of the 5-position olefinic bond, followed by reaction with P-dimethylaminophenyl magnesium bromide in tetrahydrofuran containing a copper bromide-dimethyl sulfide complex, and treatment to give mifepristone. Or 4,9 estradiene -3,17-ketone as raw material, protection of 3 carbonyl, and then first epoxidation, and then in 17 propynyl, P-dimethylaminophenyl was introduced at position 11 and finally hydrolyzed to give mifepristone.
This product is 11B-[4-(N,N-dimethylamino) small phenyl]-17b-hydroxy-l7a-(1-propynyl)-Estrin -4, 9-dien-3-one. Calculated as the dried product, the content of C29H35N02F was less than 98.5%.
The melting point of this product (General 0612) is 192~196°C.
take this product, precision weighing, add methylene chloride to dissolve and quantitatively dilute the solution containing about 5mg per lml, according to the law (General 0621), the specific rotation was 124 ° to 129 °.
developed by the French company Roussel-Uclaf, launched in 1988. New anti-progestin and anti-glucocorticoid activity. Mifepristone has the effect of anti-implantation of fertilized eggs, inducing menstruation and promoting cervical ripening. The mechanism of promoting menstruation and stopping pregnancy is mainly through competition for progesterone receptor in endometrium (decidua), blocking the effect of progesterone. And progesterone receptor affinity is 5 times stronger than progesterone. It is used for anti-early pregnancy, promoting menstruation and stopping pregnancy, intrauterine induction of fetal death, etc.
mice injected intraperitoneally with LD50( g/kg):>2.6.
take this product, add methanol to dissolve and dilute to make a solution containing about 0.5mg per 1 ml as a test solution; Take 2ml for precision measurement and put it in a 100ml measuring flask, methanol was added to dilute to the scale, shake, as a control solution. According to the method of high performance liquid chromatography (General rule 0512), silica gel bonded with eighteen alkyl silane was used as the filler, methanol-water-triethylamine (75:25:0.05) was used as the mobile phase, and the detection wavelength was 304mn. The number of theoretical plates is not less than 2000 according to the mifepristone peak. Take 10 u1 of the test solution and the control solution respectively, inject the human liquid chromatograph, record the chromatogram to 2 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (1.0%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (2.0%).
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
take this product about 0.3g, precision weighing, add glacial acetic acid dissolved in 20ml, add crystal violet indicator solution 1 drop, with perchloric acid titration solution (0.1 mol/L) titration to the solution is blue-green, and the result of the titration is corrected with a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 42.96mg of C29H35N02.
Anti-early pregnancy drugs.
light shielding, sealed storage.
This product contains mifepristone (C29H35N02F) should be labeled the amount of 90.0% to 110.0%.
This product is a yellowish tablet.
take an appropriate amount of the fine powder of this product (about 20mg equivalent to mifepristone) and show the same result according to the identification (1) Test under the item of mifepristone.
Take 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (about 50mg equivalent to mifepristone), put it in a 100ml measuring flask, add 0.lmol/L hydrochloric acid solution appropriate amount, shake to dissolve mifepristone, and 0. Dilute 1 mol/L hydrochloric acid solution to the scale, shake well, filter, take 2ml of continuous filtrate accurately, put it in a 100ml measuring flask, use 0.lmol/L hydrochloric acid solution diluted to the scale, shake, according to UV-visible spectrophotometry (General 0401), at the wavelength of 310nm absorbance, the absorption coefficient of C29H35N02 was calculated to be 463.
with mifepristone.
(l)lOmg (2)25mg (3)0.2g
light shielding, sealed storage.