ChemicalBook > CAS DataBase List > Gestrinone
Gestrinone
Gestrinone
- CAS No.16320-04-0
- Chemical Name:Gestrinone
- CBNumber:CB3121391
- Molecular Formula:C21H24O2
- Formula Weight:308.41
- MOL File:16320-04-0.mol
Gestrinone Property
- Melting point 150-152°C
- alpha D20 +84.6° (c = 0.41 in methanol)
- Boiling point 388.8°C (rough estimate)
- Density 1.1040 (rough estimate)
- refractive index 1.4900 (estimate)
- storage temp. -20°C Freezer
- solubility DMF:20.0(Max Conc. mg/mL);64.85(Max Conc. mM)
DMSO:35.0(Max Conc. mg/mL);113.48(Max Conc. mM)
Ethanol:20.0(Max Conc. mg/mL);64.85(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:5):0.25(Max Conc. mg/mL);81.06(Max Conc. mM)
Water:1.0(Max Conc. mg/mL);3.24(Max Conc. mM) - form A crystalline solid
- pka 12.76±0.40(Predicted)
- color Off-white to light yellow
- optical activity [α]/D +81 to +88°, c =0.4 in ethanol
- Merck 14,4415
- Stability Hygroscopic
- InChI InChI=1S/C21H24O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,9,11,13,18-19,23H,3,5-8,10,12H2,1H3/t18-,19+,20+,21+/m1/s1
- InChIKey BJJXHLWLUDYTGC-ANULTFPQSA-N
- SMILES C1C2C(CC[C@]3([H])C=2C=C[C@@]2(CC)[C@@]3([H])CC[C@]2(C#C)O)=CC(=O)C1
- CAS DataBase Reference 16320-04-0(CAS DataBase Reference)
- FDA UNII 1421533RCM
- ATC code G03XA02
- UNSPSC Code 12352200
- NACRES NA.77
Safety
- RTECS :JF7964000
- Toxicity :mouse,LDLo,intraperitoneal,1gm/kg (1000mg/kg),BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLDBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)GASTROINTESTINAL: OTHER CHANGES,Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 701, 1988.
-
Symbol(GHS)
- Signal wordDanger
- Hazard statements H360-H362
- Precautionary statements P201-P260-P263-P264-P270-P308+P313
Gestrinone Chemical Properties,Usage,Production
- Description Gestrinone is a synthetic steroid with antiprogesterone and antiestrogenic activities. It is reported to be useful in the treatment of endometriosis and uterine leiom yomas.
- Chemical Properties Light Yellow Solid
- Originator Roussel UCLAF (France)
- Uses Steroidal antiestrogen, antiprogestogen, analog of Norgestrienone. Antigonadotropin. Controlled substance.
- Definition ChEBI: Gestrinone is an oxo steroid.
- brand name DIMETROSE
- Side effects Gestrinone, like danazol, inhibits the synthesis of estrogens and progestogens and has been used mainly to prepare patients with an endometrial disorder for hysterectomy. Its most common adverse effects are nausea, headache, mood changes, rash, hot flushes, weight gain, and discomfort in the joints and muscles. In some cases, there is evidence of masculinization.
- Mode of action The primary action of gestrinone is on the hypothalamic-pituitary axis, where it inhibits gonadotrophin release with a weak inhibitory effect on its synthesis. It also possesses anti-estrogen activity. The mode of action of gestrinone used for EC is probably inhibition of implantation by acting on the endometrium rather than inhibiting ovulation[1].
- References [1] Xuefeng Gao, Guian Chen, Erruo Wu . “Mechanism of emergency contraception with gestrinone: a preliminary investigation.” Contraception 76 3 (2007): Pages 221-227.
Gestrinone Preparation Products And Raw materials
Raw materials
Preparation Products
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16320-04-0, GestrinoneRelated Search:
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- Active Pharmaceutical Ingredients
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- 高端化学
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- 激素及其有关药物
- 性激素与促性激素
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- CAS16320-04-0 Gestrinone 99%min Dimetriose
- Gestrinone 99%min Dimetriose
- 13-Ethyl-17-alpha-ethynyl-17-hydroxygon-4,9,11-trien-3-one
- 19-dinor-17-alpha-pregna-4,9,11-trien-20-yn-3-one,13-ethyl-17-hydroxy-1
- 13-ethyl-17-hydroxy-18,19-dinor-17-alpha-pregna-4,9,11-trien-20-yn-3-one
- Gestrinone (8S,13S,14S,17R)-13-Ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
- TridoMose
- NeMestran
- 13-Ethyl-17α-ethynyl-17β-hydroxygona-4,9,11-trien-3-one
- (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-20-yn-3-one
- Nemestran:Tridomose
- Dimetrose
- Dimetriose
- A-46745
- 13-Ethyl-17α-ethynyl-17-hydroxy-4,9,11-gonatrien-3-one
- 13-ethyl-17-alpha-ethinyl-17-hydroxygon-4,9,11-trien-3-one
- 13-beta-ethyl-17-alpha-ethinyl-17-hydroxy-gona-4,9,11-triene-3-one
- ru2323
- r-2323
- gestrigone
- ethylnorgestrienone
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- GESTRINONE
- D-GESTRINONE
- 13-ETHYL-17ALPHA-HYDROXY-18,19-DINORPREGNA-4,9,11-TRIEN-20-YN-3-ONE
- (8s,13s,14s,17r)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one