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Name	Lynestrenol	EINECS	200-151-4
CAS No.	52-76-6	Density	1.08 g/cm³
PSA	20.23000	LogP	4.31350
Solubility	N/A	Melting Point	158 °C
Formula	C₂₀H₂₈O	Boiling Point	399.6 °C at 760 mmHg
Molecular Weight	284.442	Flash Point	176.9 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	19-Nor-17a-pregn-4-en-20-yn-17-ol(6CI,8CI);17a-Ethynyl-17b-hydroxyestr-4-ene;3-Desoxy-17a-ethinyl-19-nortestosterone;Exlutena;Exluton;Fysionorm;NSC 73879;Orgametrol;Physiostat;D4-17a-Ethinylestren-17b-ol;	Article Data	4

Lynestrenol Synthetic route

: 3646-28-4
4-Estren-17-one

potassium acetylenide: potassium acetylenide

: 52-76-6
lynestrenol

Conditions

Conditions	Yield
With isopropyl alcohol

: 3646-30-8
(+)-17β-hydroxyester-4-ene

: 52-76-6
lynestrenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetone; CrO3; aqueous H2SO4 2: isopropyl alcohol View Scheme

: 68-22-4
norethisterone

: 7440-44-0
pyrographite

: 52-76-6
lynestrenol

Conditions

Conditions	Yield
In acetone

: 52-76-6
lynestrenol

: 106-95-6
allyl bromide

: 17-O-allyllynestrenol

Conditions

Conditions	Yield
Stage #1: lynestrenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.5h; Inert atmosphere; Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 16h; Inert atmosphere;	93%

: 52-76-6
lynestrenol

: 1119-51-3
bromopentene

: 17-O-(4-penten-1-yl)lynestrenol

Conditions

Conditions	Yield
Stage #1: lynestrenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.5h; Inert atmosphere; Stage #2: bromopentene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 16h; Inert atmosphere;	49%

: 52-76-6
lynestrenol

: (8R,9S,10R,13S,14S)-13-Methyl-17-vinylidene-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; aluminium trichloride In tetrahydrofuran

: 52-76-6
lynestrenol

A: (5R,8R,9S,10R,13S,14S,17R)-17-Ethynyl-13-methyl-1,4,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-5,17-diol

B: (4S,8R,9S,10R,13S,14S,17R)-17-Ethynyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-4,17-diol

Conditions

Conditions	Yield
With hematoporphyrin In methanol at 15℃; Rate constant; Irradiation; pH 7.7;

: 52-76-6
lynestrenol

: 61625-77-2
1-((8R,9S,10R,13S,14S,17S)-17-Hydroxy-13-methyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) oxide

: 52-76-6
lynestrenol

: C20H27(2)H7O

Conditions

Conditions	Yield
With deuterium; palladium on activated charcoal In ethanol

: 52-76-6
lynestrenol

: (1S,4aS,4bR,10aR,10bS,12aS)-1-Hydroxy-1,12a-dimethyl-3,4,4a,4b,5,6,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-chrysen-2-one

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) oxide

Lynestrenol Chemical Properties

Chemical Name: Lynestrenol
IUPAC NAME: (8R,9S,10R,13S,14S,17R)-17-Ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
CAS No.: 52-76-6
Molecular Formula: C₂₀H₂₈O
Molecular Weight: 284.44 g/mol
Melting Point: 158°C
Density: 1.08 g/cm³
Flash Point: 176.9 °C
Boiling Point: 399.6 °C at 760 mmHg
Following is the structure of 19-Nor-17-α-pregn-4-en-20-yn-17-ol (52-76-6):

Product Categories about 19-Nor-17-α-pregn-4-en-20-yn-17-ol (52-76-6) are Steroids ; Hormone ; Intracellular receptor
The chemical synonymous of 19-Nor-17-α-pregn-4-en-20-yn-17-ol (52-76-6) are 4-Estren-17-alpha-ethynyl-17-beta-ol ; 4-Estren-17a-ethinyl-17beta-ol ; 19-Nor-17-alpha-pregn-4-en-20-yn-17-l ; Ethinylestrenol ; Lynoestrenol ; Lynestrenol ; (17-Alpha)-19-norpregn-4-en-20-yn-17-ol ; 17-Alpha-ethinyl-17-beta-hydroxyestr-4-ene

Lynestrenol Consensus Reports

IARC Cancer Review: Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 407.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) .

Lynestrenol Safety Profile

An experimental teratogen. Experimental reproductive effects. Human reproductive effects by ingestion and implant routes: menstrual cycle changes or disorders, female fertility index, other fertility changes and effects on females. Questionable carcinogen. Used in oral contraceptives and in the treatment of dysfunctional uterine bleeding. When heated to decomposition it emits acrid smoke and irritating fumes.

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