CAS No.2137-18-0,Gestonorone Suppliers

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Basic Information

Molecular Structure:
CAS No.:	2137-18-0
Name:	Gestonorone
Article Data:	13

Formula:	C₂₀H₂₈O₃
Molecular Weight:	316.441
Synonyms:	17-Hydroxy-19-norpregn-4-ene-3,20-dione;17a-Hydroxy-19-norprogesterone;TX 045;
EINECS:	218-378-2
Density:	1.17 g/cm³
Melting Point:	222-224 °C
Boiling Point:	484.9 °C at 760 mmHg
Flash Point:	261.2 °C
Appearance:	White or almost white crystalline powder
PSA:	54.37000
LogP:	3.44830

Synthetic route

: C20H27ClO3

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
With iron; acetic acid at 60℃; for 3h; Reagent/catalyst; Temperature;	97.97%

: 14339-99-2
20,20-ethanediyldioxy-3-methoxy-19-nor-pregna-2,5(10)-dien-17-ol

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
With hydrogenchloride

: 1624-58-4
17α-hydroxy-3-methoxy-19-norpregna-1,3,5(10)-trien-20-one

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: benzene; toluene-4-sulfonic acid / Entfernen des entstehenden Wassers 2: diethyl ether; lithium; liquid ammonia / anschliessend Behandeln mit Aethanol 3: methanol.HCl View Scheme
Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 2 h / 20 °C 2: sodium; ammonia / ethanol; water; tetrahydrofuran; tert-butyl alcohol / -60 °C / Inert atmosphere 3: hydrogenchloride / water; tetrahydrofuran / 0.33 h / 60 °C View Scheme

: 101766-63-6
3-hydroxy-19-norpregna-1,3,5(10),16-tetraen-20-one

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: methanol; aqueous hydrogen peroxide; aq. NaOH solution 2: ethanol; aqueous KOH-solution 3: HBr; acetic acid / Hydrierung an Palladium/CaCO3 in Aethanol 4: benzene; toluene-4-sulfonic acid / Entfernen des entstehenden Wassers 5: diethyl ether; lithium; liquid ammonia / anschliessend Behandeln mit Aethanol 6: methanol.HCl View Scheme

: 67519-64-6
16α,17α-epoxy-17-acetyl-Δ1,3,5(10)-estratriene

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: ethanol; aqueous KOH-solution 2: HBr; acetic acid / Hydrierung an Palladium/CaCO3 in Aethanol 3: benzene; toluene-4-sulfonic acid / Entfernen des entstehenden Wassers 4: diethyl ether; lithium; liquid ammonia / anschliessend Behandeln mit Aethanol 5: methanol.HCl View Scheme

: 111979-17-0
16α,17-epoxy-3-methoxy-19-nor-pregna-1,3,5(10)-trien-20-one

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: HBr; acetic acid / Hydrierung an Palladium/CaCO3 in Aethanol 2: benzene; toluene-4-sulfonic acid / Entfernen des entstehenden Wassers 3: diethyl ether; lithium; liquid ammonia / anschliessend Behandeln mit Aethanol 4: methanol.HCl View Scheme

: 14328-46-2
20,20-(ethylenedioxy)-3-methoxy-17α-hydroxy-19-norpregna-1,3,5(10)-triene

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; lithium; liquid ammonia / anschliessend Behandeln mit Aethanol 2: methanol.HCl View Scheme
Multi-step reaction with 2 steps 1: sodium; ammonia / ethanol; water; tetrahydrofuran; tert-butyl alcohol / -60 °C / Inert atmosphere 2: hydrogenchloride / water; tetrahydrofuran / 0.33 h / 60 °C View Scheme

: 53-16-7
Estrone

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: sodium hydroxide / acetone; water / 2 h / Reflux 2.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C 3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C 4.1: sodium methylate / methanol / Reflux 4.2: 2 h / Reflux 5.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 2 h / 20 °C 6.1: sodium; ammonia / ethanol; water; tetrahydrofuran; tert-butyl alcohol / -60 °C / Inert atmosphere 7.1: hydrogenchloride / water; tetrahydrofuran / 0.33 h / 60 °C View Scheme

Yield

Multi-step reaction with 7 steps
1.1: sodium hydroxide / acetone; water / 2 h / Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C
3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
4.1: sodium methylate / methanol / Reflux
4.2: 2 h / Reflux
5.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 2 h / 20 °C
6.1: sodium; ammonia / ethanol; water; tetrahydrofuran; tert-butyl alcohol / -60 °C / Inert atmosphere
7.1: hydrogenchloride / water; tetrahydrofuran / 0.33 h / 60 °C
View Scheme

: 1624-62-0
estrone 3-methyl ether

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C 2.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3.1: sodium methylate / methanol / Reflux 3.2: 2 h / Reflux 4.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 2 h / 20 °C 5.1: sodium; ammonia / ethanol; water; tetrahydrofuran; tert-butyl alcohol / -60 °C / Inert atmosphere 6.1: hydrogenchloride / water; tetrahydrofuran / 0.33 h / 60 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C
2.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
3.1: sodium methylate / methanol / Reflux
3.2: 2 h / Reflux
4.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 2 h / 20 °C
5.1: sodium; ammonia / ethanol; water; tetrahydrofuran; tert-butyl alcohol / -60 °C / Inert atmosphere
6.1: hydrogenchloride / water; tetrahydrofuran / 0.33 h / 60 °C
View Scheme

: C22H32O4

: 2137-18-0
17-alpha-Hydroxy-19-norprogesterone

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at 60℃; for 0.333333h;	18.6 g

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Specification

The Gestonorone , its cas register number is 2137-18-0. The IUPAC name about this chemicals is (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one . Following are the physical and chemical properties about it: (1)Index of Refraction: 1.564 ; (2)Molar Refractivity: 87.86 cm³ ; (3)Molar Volume: 270.1 cm³ ; (4)Surface Tension: 47.4 dyne/cm ; (5)Enthalpy of Vaporization: 86.45 kJ/mol ; (6)Vapour Pressure: 1.95E-11 mmHg at 25°C .This chemicals belongs to the Steroids.

The Gestonorone is a white or almost white crystalline powder.It is progesterone medicines, a major role in the hypothalamus and pituitary by inhibiting pituitary gonadotropin secretion, so that follicle-stimulating hormone and luteinizing hormone levels lower or disappear, inhibiting ovulation; on the endometrium are also strong inhibition, affecting Yunluan implantation. Used for emergency contraception, the strong by suppressing follicular development, inhibit or delay ovulation, influence endometrial development, interfering with implantation of different sectors to achieve the purpose of avoiding pregnancy.

This chemicals can be described computed from structure:
(1)Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34)C)O
(2)Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@H]34)C)O
(3)InChI: InChI=1S/C20H28O3/c1-12(21)20(23)10-8-18-17-5-3-13-11-14(22)4-6-15(13)16(17)7-9-19(18,20)2/h11,15-18,23H,3-10H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1
(4)InChIKey: GTFUITFQDGVJSK-XGXHKTLJSA-N