Normethisterone supplier | CasNO.514-61-4

Name
Normethisterone
EINECS 208-183-0
CAS No. 514-61-4
Density 1.12 g/cm³
Solubility
Melting Point 153-158 °C
Formula C₁₉H₂₈O₂
Boiling Point 434.6 °C at 760 mmHg
Molecular Weight 288.43
Flash Point 185.4 °C
Transport Information
Appearance white solid
Safety
Risk Codes R20/21; R65
Molecular Structure
Hazard Symbols
Synonyms Estr-4-en-3-one,17b-hydroxy-17-methyl- (8CI);17-Methyl-19-nortestosterone;17a-Methyl-17b-hydroxy-4-estrene-3-one;17a-Methyl-19-nortestosterone;17a-Methyl-3-oxo-4-estren-17b-ol;17a-Methylestra-4-en-17-ol-3-one;17b-Hydroxy-17a-methylestr-4-en-3-one;19-Normethisterone;Lutenin;Methylnortestosterone;NSC 10039;Normetandrone;Orgasteron;RU 598;
PSA 37.30000
LogP 3.87920

Synthetic route

: 2863-88-9
3-ethoxy-19-nor-3,5-androstadiene-17-one

: 75-16-1
methylmagnesium bromide

: 514-61-4
normethandrolone

Conditions

Conditions	Yield
With hydrogenchloride

: 75-16-1
methylmagnesium bromide

: 96111-40-9
3,3-ethanediyldioxy-17ξ-hydroxy-estr-5-ene-17ξ-carbonitrile

: 514-61-4
normethandrolone

Conditions

Conditions	Yield
With hydrogenchloride

: 5696-57-1
3,3-ethanediyldioxy-17α-methyl-estr-5-en-17β-ol

: 514-61-4
normethandrolone

Conditions

Conditions	Yield
With acetic acid

3-methoxy-17α-methyl-estra-1,3,5(10)-trien-17β-ol: 3-methoxy-17α-methyl-estra-1,3,5(10)-trien-17β-ol

: 514-61-4
normethandrolone

Conditions

Conditions	Yield
With hydrogenchloride; ammonia; lithium

: 434-22-0
19-nortestosterone

: 514-61-4
normethandrolone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CrO3 3: aqueous HCl View Scheme

: 734-32-7
estra-4-ene-3,17-dione

: 514-61-4
normethandrolone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aqueous HCl View Scheme

: 514-61-4
normethandrolone

A: 1428370-33-5
17α-methyl-6β,17β-dihydroxyestr-4-en-3-one

B: 1428370-34-6
17α-(hydroxymethyl)-11β,17β-dihydroxyestr-4-en-3-one

C: 1428370-35-7
17α-methyl-2α,11β,17β-trihydroxyestr-4-en-3-one

D: 1428370-36-8
17α-methyl-1β,17β-dihydroxyestr-4-en-3-one

E: 7100-20-1
17α-methyl-11β,17β-dihydroxyestr-4-en-3-one

F: 7100-20-1
17α-methyl-11α,17β-dihydroxyestr-4-en-3-one

Conditions

Conditions	Yield
With Macrophomina phaseolina KUCC 730 In water for 192h; Microbiological reaction;	A 0.018% B 0.008% C 0.006% D 0.045% E 0.014% F 0.0045%

...Expand

: 514-61-4
normethandrolone

A: 1428370-37-9
17α-methyl-3,17β-dihydroxyestr-1,3,5(10)-trien-6-one

B: 302-76-1
17-methyl-estra-1,3,5(10)-triene-3,17α-diol

C: 7100-20-1
17α-methyl-11β,17β-dihydroxyestr-4-en-3-one

Conditions

Conditions	Yield
With Gibberella fujikuroi ATCC 10704 In water; acetone for 264h; Microbiological reaction;	A 0.01% B 0.014% C n/a

...Expand

: 514-61-4
normethandrolone

A: 1428370-33-5
17α-methyl-6β,17β-dihydroxyestr-4-en-3-one

B: 18318-25-7
17α-methyl-10β,17β-dihydroxyestr-4-en-3-one

C: 67473-37-4
17α-(hydroxymethyl)-17β-hydroxyestr-4-en-3-one

Conditions

Conditions	Yield
With Aspergillus niger ATCC 10549 In water; acetone for 336h; Microbiological reaction;	A n/a B 0.008% C 0.012%

...Expand

: 514-61-4
normethandrolone

A: 1428370-38-0
17α-methyl-6β,10β,17β-trihydroxyestr-4-en-3-one

B: 7100-20-1
17α-methyl-11α,17β-dihydroxyestr-4-en-3-one

Conditions

Conditions	Yield
With Cunninghamella echinulata ATCC 9244 In water; acetone for 288h; Microbiological reaction;	A 0.006% B n/a

: 514-61-4
normethandrolone

: 95554-01-1
17-methyl-estr-5-ene-3β,17β-diol

: 514-61-4
normethandrolone

: 31658-47-6
17-methyl-5α-estrane-3β,17β-diol

Conditions

Conditions	Yield
With methanol; ammonia; lithium

: 514-61-4
normethandrolone

: 7100-20-1
17α-methyl-11α,17β-dihydroxyestr-4-en-3-one

Conditions

Conditions	Yield
mit Hilfe von Rhizopus nigricans;

: 514-61-4
normethandrolone

: 98-88-4
benzoyl chloride

: 17β-benzoyloxy-17α-methyl-estr-4-en-3-one

: 514-61-4
normethandrolone

: 107-21-1
ethylene glycol

A: 113455-03-1
3,3-ethanediyldioxy-5,6α-epoxy-17α-methyl-5α-estran-17β-ol

B: 113563-89-6
3,3-ethanediyldioxy-5,10-epoxy-17α-methyl-5β-estran-17β-ol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; benzene Behandeln des Reaktionsprodukts in Chloroform mit Monoperoxyphthalsaeure in Aether;

...Expand

: 514-61-4
normethandrolone

: 107-21-1
ethylene glycol

: 5696-57-1
3,3-ethanediyldioxy-17α-methyl-estr-5-en-17β-ol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; benzene

: 514-61-4
normethandrolone

: 109-94-4
formic acid ethyl ester

: 17β-hydroxy-17α-methyl-3-oxo-estr-4-ene-2-carbaldehyde

Conditions

Conditions	Yield
With sodium hydride; benzene

: 514-61-4
normethandrolone

: 74-88-4
methyl iodide

: 56053-68-0
17β-hydroxy-4,4,17α-trimethyl-estr-5-en-3-one

Conditions

Conditions	Yield
With potassium tert-butylate; tert-butyl alcohol

: 74-96-4
ethyl bromide

: 514-61-4
normethandrolone

: 56006-61-2
5β-Ethyl-17β-hydroxy-17-methylestran-3-on

Conditions

Conditions	Yield
(i) Mg, THF, (ii) /BRN= 2622263/, Cu(OAc)2; Multistep reaction;

: 593-60-2
Vinyl bromide

: 514-61-4
normethandrolone

: 56006-60-1
17β-Hydroxy-17-methyl-5β-vinylestran-3-on

Conditions

Conditions	Yield
(i) Mg, THF, (ii) /BRN= 2622263/, Cu(OAc)2; Multistep reaction;

: 514-61-4
normethandrolone

: 153-23-1
17,17-Dimethyl-gona-4,13-dien-3-on

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid

: 917-64-6
methyl magnesium iodide

: 514-61-4
normethandrolone

: 56085-15-5
17β-hydroxy-5,17-dimethyl-19-nor-5β,9α,10β-androstan-3-one

Conditions

Conditions	Yield
With tetrahydrofuran; diethyl ether; copper(l) chloride

: 917-64-6
methyl magnesium iodide

: 514-61-4
normethandrolone

: 3,17α-Dimethyl-oestradien-(3,5)-ol-(17β)

Conditions

Conditions	Yield
With tetrahydrofuran; diethyl ether; copper(l) chloride

: 514-61-4
normethandrolone

: (8R,9S,10R,13S,14S,17S)-13,17-Dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions

Conditions	Yield
(i) LiAlH4, THF, (ii) aq. HCl, acetone; Multistep reaction;

: 514-61-4
normethandrolone

: 591-51-5
phenyllithium

: (8R,9S,10R,13S,14S,17S)-13,17-Dimethyl-3-phenyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions

Conditions	Yield
(i) Et2O, THF, (ii) aq. HCl, acetone; Multistep reaction;

: 514-61-4
normethandrolone

: 97016-87-0
4,4,17-trimethyl-5α-estrane-3β,17β-diol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium tert-butylate; tert-butyl alcohol 3: NaBH4; aqueous dioxane View Scheme

: 514-61-4
normethandrolone

: 95801-37-9
17β-hydroxy-17α-methyl-estr-5-en-3-one

Conditions

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

: 514-61-4
normethandrolone

: 88870-36-4
4,4,17-trimethyl-estr-5-ene-3β,17β-diol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium tert-butylate; tert-butyl alcohol 2: NaBH4; aqueous dioxane View Scheme

: 514-61-4
normethandrolone

: 64006-29-7
17β-hydroxy-4,4,17α-trimethyl-5α-estran-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium tert-butylate; tert-butyl alcohol View Scheme

Normethisterone Chemical Properties

Product Name: Metalutin (CAS NO.514-61-4)

Molecular Formula: C₁₉H₂₈O₂
Molecular Weight: 288.42g/mol
Mol File: 514-61-4.mol
Einecs: 208-183-0
Melting Point: 153-158°C
Boiling point: 434.6 °C at 760 mmHg
Flash Point: 185.4 °C
Density: 1.12 g/cm³
Surface Tension: 44.4 dyne/cm
Enthalpy of Vaporization: 79.75 kJ/mol
Vapour Pressure: 2.22E-09 mmHg at 25°C
XLogP3-AA: 2.8
H-Bond Donor: 1
H-Bond Acceptor: 2

Normethisterone Toxicity Data With Reference

1.		orl-wmn TDLo:18 mg/kg (12-24W preg):TER		BRGOAY Bulletin de la Societa Royale Belge de Gynecologie et dObstetrique. 28 (1958),137.
2.		orl-rbt TDLo:200 µg/kg (female 1D pre):REP		85GRAA The Control of Fertility Pincus, G.,New York, NY.: Academic Press,1965,57.

Normethisterone Safety Profile

Human teratogenic effects by ingestion: extra embryonic structures and developmental abnormalities of the urogenital system. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also TESTOSTERONE.

Normethisterone Specification

Metalutin ,its CAS NO. is 514-61-4,the synonyms is Normethandrolone ; Normethandrone ; Normethisterone ; Norethandrone ; 17-Alpha-methyl-17-beta-hydroxy-4-estren-3-one ; 17-Beta-hydroxy-17-alpha-methyl-estr-4-en-3-on ; 17-Beta-hydroxy-17-methylestr-4-en-3-one ; 17-Methyl-19-nortestosterone .

Product Name

Normethisterone

Synthetic route

Normethisterone Chemical Properties

Normethisterone Toxicity Data With Reference

Normethisterone Safety Profile

Normethisterone Specification

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