ChemicalBook > CAS DataBase List > NORETHYNODREL

NORETHYNODREL

Product Name: NORETHYNODREL
CAS No.: 68-23-5
Chemical Name: NORETHYNODREL
Synonyms: Enavid;Enovid;Enidrel;SC-4642;Lynestrol;NSC-15432;Infecundin;NORETHYNDREL;Noretynodrel;NORETHYNODREL
CBNumber: CB9339123
Molecular Formula: C20H26O2
Formula Weight: 298.42
MOL File: 68-23-5.mol

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NORETHYNODREL Property

Melting point:: 169-170°
alpha: D +108° (1% chloroform)
Boiling point:: 379.83°C (rough estimate)
Density: 1.0766 (rough estimate)
refractive index: 1.4800 (estimate)
storage temp.: Refrigerator
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 13.10±0.40(Predicted)
color: White to Off-White
EPA Substance Registry System: Norethynodrel (68-23-5)

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Safety

Hazard Codes: T
Risk Statements: 45-61
Safety Statements: 53-22-36/37/39-45
WGK Germany: 3
RTECS: RC8980000
Hazardous Substances Data: 68-23-5(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H350May cause cancer

H360May damage fertility or the unborn child

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: R188441
Product name: 17-ALPHA-ETHYNYL-17-BETA-HYDROXYESTR-5(10)-EN-3-ONE
Purity: AldrichCPR
Packaging: 1MG
Price: $30.7
Updated: 2025/07/31

TRC

Product number: N676020
Product name: Norethynodrel
Packaging: 1mg
Price: $100
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: SHG0020345
Product name: NORETHYNODREL
Purity: 95.00%
Packaging: 1MG
Price: $252
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 71745
Product name: Norethynodrel
Packaging: 2.5mg
Price: $650
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: SHG0020345
Product name: NORETHYNODREL
Purity: 95.00%
Packaging: 2.5MG
Price: $715
Updated: 2021/12/16

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NORETHYNODREL Chemical Properties,Usage,Production

Chemical Properties

White to Off-White Solid

Originator

Enovid, Searle ,US,1957

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.

Uses

Norethynodrel is a progestin used in Enovid, an oral contraceptive, also used in the treatment of endometriosis and hypermenorrhea.

Definition

ChEBI: Norethynodrel is an oxo steroid.

Manufacturing Process

Convenient starting materials are the ethers of 3-hydroxy-13-methyl1,4,6,7,8,9,11,12,13,14,16,17-dodecahydro-15H-cyclopenta-α-phenanthren 2474 17-one described in US Patent 2,655,518, according to US Patent 2,691,028 where the following preparation is also described. The methyl ether is also designated as 3-methoxy-17-oxo-2,5-estradiene
A stirred solution of 10.6 parts of 3-methoxy-13-methyl-1,4,6,7,8,9,11,12,13, 14,16,17dodecahydro-15H-cyclopenta-α-phenanthren-17-one in 700 parts of anhydrous ether and 45 parts of dry toluene is cooled to 0°C and saturated with dry acetylene. While a slow stream of acetylene is passed through the reaction mixture, a solution of 20 parts of potassium t-amylate in 135 parts of anhydrous t-pentanol is added in the course of 15 minutes with stirring. Passage of acetylene and stirring are continued for an additional 4? hours. After standing at 0°C for 16 hours, the mixture is washed with aqueous ammonium chloride solution until the aqueous phase is neutral, then with water and saturated sodium chloride solution. The organic layer is dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to a residue of about 250 parts. 500 parts of petroleum ether are added and after standing at 0°C for an hour, the mixture is filtered. The collected precipitate is recrystallized from ether. The resulting 3-methoxy-13-methyl-17-ethynyl1,4,6,7,8,9,11,12,13,14,16,17-dodecahydro-15H-cyclopenta-α-phenanthren17-ol melts at about 181° to 182°C.
To a refluxing solution of 10 parts of 3-methoxy-17-ethynyl-17-hydroxy-13methyl-1,4,6,7,8,9,11,12,13,14,16,17-dodecahydro-15H-cyclopenta-αphenanthrene in 500 parts of methanol, 20 parts of glacial acetic acid are added. Refluxing is continued for 7 minutes, water is added to the point of turbidity and the reaction mixture is permitted to come to room temperature. The precipitate is collected on a filter and recrystallized from aqueous methanol. The 13-methyl-17-ethynyl-17-hydroxy-1,2,3,4,6,7,8,9,11,12,13,14, 16,17-tetradecahydro-15H-cyclopenta-α-phenanthren-3-one thus obtained melts at about 169° to 170°C.

Therapeutic Function

Progestin

Safety Profile

Suspected carcinogen with experimental tumorigenic data. Human and experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

NORETHYNODREL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from NORETHYNODREL manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: NORETHYNODREL 68-23-5
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-05-26

Meihua Biological Technology Co.,Ltd

Product: Norethynodrel 68-23-5
Price: US $10.00/KG
Min. Order: 10G
Purity: 99%
Supply Ability: 1000kg
Release date: 2018-05-08

68-23-5, NORETHYNODRELRelated Search:

3-CYCLOHEXYL-1-PROPYNE CYCLOPENTYLACETYLENE 3,4-DIMETHYL-1-PENTYN-3-OL 3,5-DIMETHYL-1-HEXYN-3-OL 3-ETHYL-1-HEPTYN-3-OL Tibolone 1-ETHYNYLCYCLOPENTANOL 1-HEXADECYNE 3-METHYL-1-DODECYN-3-OL 4-ETHYL-1-OCTYN-3-OL 3,6-DIMETHYL-1-HEPTYN-3-OL 3,4,4-TRIMETHYL-1-PENTYN-3-OL NORETHYNODREL 3-METHYL-1-NONYN-3-OL 1-OCTADECYNE 1-PENTADECYNE Norethindrone NOR-1

NORETHYNDREL

NORETHYNODREL

(17-alpha)-17-Hydroxy-19-norpregn-5(10)-en-20-yn-3-one

(17alpha)-19-norpregn-5(10)-en-20-yn-3-on

13-methyl-17-ethynyl-17-hydroxy-1,2,3,4,6,7,8,9,11,12,13,14,16,17-tetradecahyd

17-alpha-ethinyl-17-beta-hydroxy-delta(sup5(10))-estren-3-one

17alpha-Ethinyl-17beta-hydroxy-delta5(10)-estren-3-one

17-alpha-ethinyl-5,10-estrenolone

17alpha-Ethinyl-5,10-estrenolone

17alpha-Ethinyl-delta(sup)-5,10-19-nortestosterone

17-alpha-Ethinyl-delta(super)-5,10-19-nortestosterone

17-alpha-ethinyl-estra(5,10)eneolone

17alpha-Ethinyl-estra(5,10)eneolone

17-alpha-ethinyls-5,10-estrenolone

Norethindrone Impurity 4（Norethindrone EP Impurity D）

17-alpha-ethynyl-17-beta-hydroxy-3-oxo-delta(sup5(10))-estrene

17alpha-Ethynyl-17beta-hydroxy-3-oxo-delta5(10)-estrene

17-alpha-Ethynyl-17-beta-hydroxy-delta(sup. 5(10))-estren-3-one

17-alpha-ethynyl-17-beta-hydroxy-delta(sup.5(10))-estren-3-one

17alpha-Ethynyl-17beta-hydroxy-delta5(10)-estren-3-one

17-alpha-ethynyl-17-beta-hydroxyester-5(10)-en-3-one

17-alpha-ethynyl-17-beta-hydroxyestr-5(10)-en-3-one

17alpha-Ethynyl-17beta-hydroxyestr-5(10)-en-3-one

17-alpha-ethynyl-17-hydroxy-5(10)-estren-3-one

17alpha-Ethynyl-17-hydroxy-5(10)-estren-3-one

17-alpha-Ethynyl-17-hydroxyestr-5(10)-en-3-one

17-alpha-ethynyl-19-nor-5(10)-androsten-17-beta-ol-3-one

17alpha-Ethynyl-19-nor-5(10)-androsten-17beta-ol-3-one

17-alpha-ethynyl-19-nor-s(10)-androsten-17-beta-ol-3-one

17-alpha-ethynyl-5(10)-estren-17-ol-3-one

17alpha-Ethynyl-5(10)-estren-17-ol-3-one

17-alpha-ethynylestr-5(10)-en-17-beta-ol-3-one

17alpha-Ethynylestr-5(10)-en-17beta-ol-3-one

17-alpha-ethynyl-estr-5(10)-en-3-on-17-beta-ol

17alpha-Ethynyl-estr-5(10)-en-3-on-17beta-ol

17alpha-Hydroxy-19-norpregn-5(10)-en-20-yn-3-one

17-beta-Hydroxy-17-alpha-ethinyl-5(10)-estren-3-one

17-Ethinyl-5(10)-estraeneolone

17-Ethynyl-17-hydroxyestr-5(10)-en-3-one

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

17-Hydroxy(17alpha)-19-norpregn-5(10)-en-20-yn-3-one

17-hydroxy-19-nor-17-alpha-pregn-5(10)-en-20-yn-3-on

17-hydroxy-19-nor-17alpha-pregn-5(10)-en-20-yn-3-on

17-hydroxy-19-nor-17-alpha-pregn-5(10)-en-20-yn-3-one

17-Hydroxy-19-nor-17alpha-pregn-5(10)-en-20-yn-3-one

19-nor-17alpha-Pregn-5(10)-en-20-yn-3-one, 17-hydroxy-

19-Nor-ethinyl-5,10-testosterone

19-Norethynodrel

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

component of Conovid e

component of Enovid

Enavid

Enidrel

Enovid

Estr-5(10)-en-3-one, 17alpha-ethynyl-17-hydroxy-

Infecundin

Lynestrol

Norethinodrel