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Gestrinone

Gestrinone Structure
CAS No.
16320-04-0
Chemical Name:
Gestrinone
Synonyms
ru2323;r-2323;A-46745;Dimetrose;NeMestran;TridoMose;gestrigone;GESTRINONE;Dimetriose;gestinone.
CBNumber:
CB3121391
Molecular Formula:
C21H24O2
Molecular Weight:
308.41
MOL File:
16320-04-0.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:04

Gestrinone Properties

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
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H360-H362
Precautionary statements  P201-P260-P263-P264-P270-P308+P313
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.

Gestrinone Chemical Properties,Uses,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

Uses

Steroidal antiestrogen, antiprogestogen, analog of Norgestrienone. Antigonadotropin. Controlled substance.

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

Global( 99)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Liaoning Pharmaceutical Innovation Co., Ltd +8616588669988 China 151 58 Inquiry
Nantong Guangyuan Chemicl Co,Ltd +undefined17712220823 China 616 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21677 55 Inquiry
Xiamen AmoyChem Co., Ltd +86-592-6051114 +8618959220845 China 6387 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
Nanjing Shizhou Biotechnology Co., Ltd +86-15850508050 +86-15850508050 China 323 58 Inquiry
Career Henan Chemica Co +86-0371-86658258 +8613203830695 China 30253 58 Inquiry
Hunan Jibang Biological Technology Co., LTD +8613776644403 China 1806 58 Inquiry
(8s,13s,14s,17r)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one 13-ETHYL-17ALPHA-HYDROXY-18,19-DINORPREGNA-4,9,11-TRIEN-20-YN-3-ONE D-GESTRINONE GESTRINONE 9,11-trien-20-yn-3-one,13-ethyl-17-hydroxy-19-dinorpregna-(17-alpha)-1 ethylnorgestrienone gestrigone r-2323 ru2323 13-beta-ethyl-17-alpha-ethinyl-17-hydroxy-gona-4,9,11-triene-3-one 13-ethyl-17-alpha-ethinyl-17-hydroxygon-4,9,11-trien-3-one 13-Ethyl-17α-ethynyl-17-hydroxy-4,9,11-gonatrien-3-one A-46745 Dimetriose Dimetrose Nemestran:Tridomose (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-20-yn-3-one 13-Ethyl-17α-ethynyl-17β-hydroxygona-4,9,11-trien-3-one NeMestran TridoMose Gestrinone (8S,13S,14S,17R)-13-Ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one 13-ethyl-17-hydroxy-18,19-dinor-17-alpha-pregna-4,9,11-trien-20-yn-3-one 19-dinor-17-alpha-pregna-4,9,11-trien-20-yn-3-one,13-ethyl-17-hydroxy-1 13-Ethyl-17-alpha-ethynyl-17-hydroxygon-4,9,11-trien-3-one Gestrinone 99%min Dimetriose CAS16320-04-0 Gestrinone 99%min Dimetriose Gestrinone USP/EP/BP 18,19-Dinorpregna-4,9,11-trien-20-yn-3-one, 13-ethyl-17-hydroxy-, (17α)- Gestrinone (1.0mg/ml in Acetonitrile) 4, 9, 11-ESTRATRIEN-17α-ETHYLNY-18-HOMO-17β-OL-3-ONE gestinone. 16320-04-0 C21H24O2 Hormone Active Pharmaceutical Ingredients Intermediates & Fine Chemicals Pharmaceuticals Steroids