19-Norpregn-5(10)-en-20-yn-3-one, 17-hydroxy-, (17alpha)-

Base Information

• Chemical Name: 19-Norpregn-5(10)-en-20-yn-3-one, 17-hydroxy-, (17alpha)-
• CAS No.: 68-23-5
• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.425
• Mol file: 68-23-5.mol

Synonyms:Norethinynodrel;Norethynodral;19-Norpregn-5(10)-en-20-yn-3-one, 17-hydroxy-, (17.alpha.)-;17-.alpha.-Ethynyl-17-hydroxyestr-5(10)-en-3-one;17.alpha.-Ethinyl-.DELTA.5(10)-19-nortestosterone;17-.alpha.-Ethinyl-.DELTA.5(10)-19-nortestosterone;17.alpha.-Hydroxy-19-norpregn-5(10)-en-20-yn-3-one;5(10)-Estren-3-one, 17alpha-ethynyl-17beta-hydroxy-;17-.alpha.-Ethynyl-17-.beta.-hydroxy-5(10)-estren-3-one;17-.beta.-Hydroxy-17-.alpha.-ethinyl-5(10)-estren-3-one;(17-.alpha.)-17-Hydroxy-19-norpregn-5(10)-en-20-yn-3-one;17-.alpha.-Ethynyl-17-.beta.-hydroxy-.DELTA.5(10)-estren-3-one;17.alpha.-Ethinyl-17.beta.-hydroxy-.DELTA.5(10)-estren-3-one;17.alpha.-Ethynyl-17.beta.-hydroxy-.DELTA.5(10)-estren-3-one;17.alpha.-Ethynyl-17.beta.-hydroxy-3-oxo-.DELTA.5(10)-estrene;17-Ethynyl-17-hydroxyestr-.DELTA.5(10)-en-3-one, (17.alpha.,17.beta.)-;ICTXHFFSOAJUMG-ZWQJFZRQSA-N

Chemical Property of 19-Norpregn-5(10)-en-20-yn-3-one, 17-hydroxy-, (17alpha)-

Chemical Property:

• Vapor Pressure: 1.19E-09mmHg at 25°C
• Melting Point: 169-170°
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 441.6°C at 760 mmHg
• PKA: 13.10±0.40(Predicted)
• Flash Point: 188.2°C
• PSA: 37.30000
• Density: 1.15g/cm³
• LogP: 3.63660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 298.193280068
• Heavy Atom Count: 22
• Complexity: 606

Purity/Quality:

99%, ^*data from raw suppliers

Norethynodrel ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 45-61
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2(C#C)O)CCC4=C3CCC(=O)C4
• Isomeric SMILES: CC12CCC3C(C1CC[C@@]2(C#C)O)CCC4=C3CCC(=O)C4
• Uses: Norethynodrel (Norethindrone EP Impurity D) (>90%) is a progestin used in Enovid, an oral contraceptive, also used in the treatment of endometriosis and hypermenorrhea. Norethynodrel is a progestin used in Enovid, an oral contraceptive, also used in the treatment of endometriosis and hypermenorrhea.
• Therapeutic Function: Progestin

Technology Process of 19-Norpregn-5(10)-en-20-yn-3-one, 17-hydroxy-, (17alpha)-

There total 9 articles about 19-Norpregn-5(10)-en-20-yn-3-one, 17-hydroxy-, (17alpha)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-methoxy-19-nor-17βH-pregna-2,5(10)-dien-20-yn-17-ol (19357-36-9) → Noretynodrel (5541-86-6,6073-48-9,13577-86-1,25918-97-2,57287-11-3,68-23-5)

Guidance literature:

With methanol; acetic acid;

Reference yield:

→ Noretynodrel (5541-86-6,6073-48-9,13577-86-1,25918-97-2,57287-11-3,68-23-5)

Guidance literature:

17β-Hydroxy-3-methoxy-13β-methyl-gonatrien-(1,3,5(10)), Li, A. in fl. NH3/THF ->Rk.prod. m. 1)Al-isopropyloxyd in sd. Toluol/Cyclohexan (3h); 2)Dimethylacetamid, Li-acetylid-ethylendiamin-Komplex (2h/N2); 3)wss.-methanol. Oxalsaeure (20grad);

Reference yield:

→ noretynodrel (68-23-5,5541-86-6,6073-48-9,13577-86-1,25918-97-2,57287-11-3)

Guidance literature:

3β,17β-Dihydroxy-17α-ethynyl-10β-carboxy-19-norandrost-5-en, Toluol, (iso-PrO)3Al;

upstream raw materials:

3-methoxy-19-nor-17βH-pregna-2,5(10)-dien-20-yn-17-ol

Downstream raw materials:

5,10-epoxy-17-hydroxy-19-nor-5β,17βH-pregn-20-yn-3-one

19-nor-17α-pregn-4-en-20-yn-3-one-10β,17β-diol

17α-Ethinyl-5(10)-estren-3β,17β-diol

norethisterone

Refernces

• 1、 -. "Novel N-nitroso compounds, compositions containing such compounds, processes for their preparation and methods of treatment therewith, and novel intermediates". . . Retrieved 2008/06/13.