Norgestrel Chemical Properties

Melting point:

239-241 °C(lit.)

Boiling point:

392.36°C (rough estimate)

Density 

1.0697 (rough estimate)

refractive index 

1.4900 (estimate)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly, Sonicated), Dichloromethane (Slightly), Methanol (Slightly)

form 

Solid

pka

13.09±0.40(Predicted)

color 

Crystals from diethyl ether-hexane

InChIKey

WWYNJERNGUHSAO-XUDSTZEESA-N

CAS DataBase Reference

6533-00-2(CAS DataBase Reference)

EPA Substance Registry System

Norgestrel (6533-00-2)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-40

Safety Statements 

22-36

WGK Germany 

3

RTECS 

JF8259000

HS Code 

2937230000

Hazardous Substances Data

6533-00-2(Hazardous Substances Data)

Toxicity

LD50 oral in rat: 5010mg/kg

MSDS

• Language:English Provider:Norgestrel
• Language:English Provider:SigmaAldrich

Norgestrel Usage And Synthesis

Description

Norgestrel is a synthetic progestin and a racemic mixture of dextronorgestrel and levonorgestrel , of which levonorgestrel is the biologically active component. In vivo, norgestrel administered via intrauterine device (IUD) prevents pregnancy in rats. Formulations containing nogestrel have been used as contraceptives.

Chemical Properties

White Solid

Uses

Progestogen; oral contraceptive. The bioactive enantiomer is levorotatory

Uses

A metabolite of Norgestrel.

Uses

Protected D-(-)-Norgestrel

Uses

A glucuronide metabolite of Levonorgestrel.

Uses

An intermediate to the glucuronide metabolite of Levonorgestrel.

Uses

analgesic, antipyretic

Uses

It is an excellent progestational and ovulation inhibiting steroid. The bioactive enantiomer is levorotatory. Progestogen; oral contraceptive.

Definition

ChEBI: Levonorgestrel is a 17beta-hydroxy steroid, a 3-oxo-Delta(4) steroid and a terminal acetylenic compound. It has a role as a contraceptive drug, a progestin, a synthetic oral contraceptive and a female contraceptive drug. It is functionally related to a norgestrel. It is an enantiomer of a dexonorgestrel.

brand name

Ovrette (Wyeth).

General Description

Norgestrel, (17α)-(±)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one, and levonorgestrel, (17α)-(-)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one,have a C13 ethyl group instead of the C13 methyl but haveprogestational properties similar to those of norethindrone,with decreased androgenic effects. The ethyl group apparentlyprovides unfavorable steric interactions with the ARthat reduce the affinity compared with that with the PRs.Norgestrel is a racemic mixture, while levonorgestrel is thesingle active levorotatory enantiomer. Norgestrel is usedonly in oral contraceptives. Levonorgestrel is used in bothoral combination birth control products and polymeric implantsthat provide contraception for up to 5 years.

Safety Profile

Human reproductive effects byingestion and implant: menstrual cycle changes ordisorders and female fertility index changes. Anexperimental teratogen. Experimental reproductiveeffects. Questionable carcinogen with experimentalneoplastigenic data. An o

Norgestrel(6533-00-2)Related Product Information

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• Ethyl acetate
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• Norgestrel-D5
• norgestrel acetate