17alpha-Ethynyl-19-nortestosterone 17-heptanoate Property

Melting point:

69.5°C

Boiling point:

470.54°C (rough estimate)

Density 

1.0736 (rough estimate)

refractive index 

1.4700 (estimate)

storage temp. 

Refrigerator, Under inert atmosphere

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Solid

color 

Crystals from pet ether

Stability:

Chloroform (Slightly), Dmso (Slightly), Methanol (Slightly)

CAS DataBase Reference

3836-23-5(CAS DataBase Reference)

Safety

Toxicity

TDLo vn-wmn: 4 mg/kg:EYE ADVPB4 8,103,72

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H351Suspected of causing cancer

H360May damage fertility or the unborn child

H362May cause harm to breast-fed children

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

17alpha-Ethynyl-19-nortestosterone 17-heptanoate Chemical Properties,Usage,Production

Originator

Norigest,Schering

Uses

Norethisterone enanthate is a useful compound to study chem.-chem. interaction for predicting biological functions. It also has antigonadotropic effects and can be used as a hormonal contraceptive.

Definition

ChEBI: Norethindrone enanthate is a steroid ester.

Manufacturing Process

1 g 17-ethinyl-19-nor-testosteron was refluxed with 5 ml of enanthic acid anhydride on an oil bath at temperature 180°C 17 hours. Then the reaction mixture was distilled with water steam to the full disappearence of smell of enantic acid. After that it was washed with 2 N sodium hydroxide and finally with water to neutral, dried over sodium sulfate and evaporated to dryness. The oily residue was rubbed with some drops of methanol and stood at -8°C 24 hours to give the crystals of 3-endol diester; MP: 82°-84°C, 2 g of it was dissolved in 120 ml of methanol and heated with 1.2 ml concentrated hydrochloric acid. The partly saponified product was distilled with water steam to full disappearence of smell of enantic acid. The residue was mixed with ether, washed with 2 N sulfuric acid, 2 N sodium hydroxide, finally with water to neutral dried over sodium sulfate and evaporated to dryness. The residue was stirred with pentane and cooled for crystallization. Pure enanthate was crystallized after repeated solution in pentane. 17-α-Ethinyl-19nortestosterone enanthate had MP: 68°-71°C.

brand name

Binovum;Brevicon;Brevinor;Conceplan;Doryxas;Gesta plan;Lg 335;Menonorm;Miconor;Neocon;Nor 50;Norimin;Noristerat;Norlutate acetate;Nor-q-d;Norquentiel;Norquest fe;Novulon;Nur-isterate;Orlestrin;Ortho-novum;Ovcon-50;Ovismen;Ovysmen;Tri-norinyl.

Therapeutic Function

Progestin

World Health Organization (WHO)

Norethisterone enantate was introduced in 1978 for use as a longacting injectable contraceptive. Risk-benefit judgements differ significantly from country to country, having regard to differing national circumstances. Norethisterone enantate is, however, widely available and is included as a complementary drug in the WHO Model List of Essential Drugs. (Reference: (WHODI) WHO Drug Information, 2(1), , 1988)

Safety Profile

An experimental teratogen.Questionable carcinogen with experimental tumorigenicdata. Human systemic effects by intravenous route:increased intraocular pressure. Human reproductiveeffects by intramuscular route: menstrual cycle changes ordisorders, ch