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Flugestone
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Name

Flugestone

 EINECS 206-412-9
CAS No. 337-03-1 Density 1.262 g/cm3
PSA 74.60000 LogP 2.90130
Solubility N/A Melting Point 275-277 °C
Formula C21H29FO4 Boiling Point 522.422 °C at 760 mmHg
Molecular Weight 364.457 Flash Point 269.751 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 337-03-1 (Flugestone) Hazard Symbols N/A
Synonyms

Pregn-4-ene-3,20-dione,9-fluoro-11β,17-dihydroxy- (7CI,8CI);Progesterone, 9-fluoro-11β,17-dihydroxy- (6CI);9-Fluoro-11β,17-dihydroxypregn-4-ene-3,20-dione;9-Fluoro-11β,17-dihydroxyprogesterone;Fluorogestone;NSC 79327;Pregn-4-ene-3,20-dione, 9-fluoro-11,17-dihydroxy-, (11β)-;

 

Flugestone Synthetic route

382-65-0

21-O-methylsulfonyl-9a-fluorocortisone

337-03-1

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
With sodium dithionite; sodium iodide In ethanol; water at 80 - 85℃; Temperature;77.8%
2287-53-8

9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione

337-03-1

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
With hydrogen fluoride
102445-69-2

9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

337-03-1

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; potassium acetate
2: HF
View Scheme
127-31-1

Fludrocortisone

337-03-1

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; p-toluenesulfonyl chloride / dichloromethane; toluene / 40 - 45 °C
2: sodium iodide; sodium dithionite / ethanol; water / 80 - 85 °C
View Scheme
337-03-1

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

75-36-5

acetyl chloride

2529-45-5

fluorogestone acetate

Conditions
ConditionsYield
With triethylamine In chloroform at 10 - 65℃; Temperature;97.6%
337-03-1

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

426-22-2

9-fluoro-17-hydroxy-pregn-4-ene-3,11,20-trione

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid

Flugestone Specification

1. Introduction of Flugestone

The Flugestone, with the CAS registry number 337-03-1, is also known as 9-Fluoro-11β,17-dihydroxypregn-4-ene-3,20-dione. Its EINECS number is 206-412-9. What's more, its systematic name is (11β)-9-Fluoro-11,17-dihydroxypregn-4-ene-3,20-dione. It is used as progestogens medicine.

2. Properties of Flugestone

Physical properties of Flugestone are: (1)ACD/LogP: 2.4; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.40; (4)ACD/LogD (pH 7.4): 2.40; (5)ACD/BCF (pH 5.5): 39.27; (6)ACD/BCF (pH 7.4): 39.27; (7)ACD/KOC (pH 5.5): 481.53; (8)ACD/KOC (pH 7.4): 481.52; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 74.6 Å2; (13)Index of Refraction: 1.566; (14)Molar Refractivity: 94.184 cm3; (15)Molar Volume: 288.809 cm3; (16)Polarizability: 37.337×10-24cm3; (17)Surface Tension: 50.45 dyne/cm; (18)Density: 1.262 g/cm3; (19)Flash Point: 269.751 °C; (20)Enthalpy of Vaporization: 91.577 kJ/mol; (21)Boiling Point: 522.422 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

3. Structure Descriptors of Flugestone

You could convert the following datas into the molecular structure:
(1)SMILES: O=C(C)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]1(/C(=C\C(=O)CC1)CC[C@H]4[C@@H]2CC3)C)C
(2)Std. InChI: InChI=1S/C21H29FO4/c1-12(23)20(26)9-7-15-16-5-4-13-10-14(24)6-8-18(13,2)21(16,22)17(25)11-19(15,20)3/h10,15-17,25-26H,4-9,11H2,1-3H3/t15-,16-,17-,18-,19-,20-,21-/m0/s1
(3)Std. InChIKey: OFSXGKOMEGSTSE-BPSSIEEOSA-N  

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