- Gestonorone
- Gestonorone acetate
- Gestonorone caproate
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Cas Database |
| Name |
Gestonorone |
EINECS | 218-378-2 |
| CAS No. | 2137-18-0 | Density | 1.17 g/cm3 |
| PSA | 54.37000 | LogP | 3.44830 |
| Solubility | N/A | Melting Point |
222-224 °C |
| Formula | C20H28O3 | Boiling Point | 484.9 °C at 760 mmHg |
| Molecular Weight | 316.441 | Flash Point | 261.2 °C |
| Transport Information | N/A | Appearance | White or almost white crystalline powder |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
17-Hydroxy-19-norpregn-4-ene-3,20-dione;17a-Hydroxy-19-norprogesterone;TX 045; |
Article Data | 13 |
Gestonorone Synthetic route
- 2137-18-0
17-alpha-Hydroxy-19-norprogesterone
| 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 | 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 | 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 | 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 | 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 | 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 | 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 |
| 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 |
| 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 |
- 2137-18-0
17-alpha-Hydroxy-19-norprogesterone
| Conditions | Yield |
|---|---|
| With hydrogenchloride In tetrahydrofuran; water at 60℃; for 0.333333h; | 18.6 g |
Gestonorone 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.
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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
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