ChemicalBook > CAS DataBase List > Norgestrel

Norgestrel

Product Name: Norgestrel
CAS No.: 6533-00-2
Chemical Name: Norgestrel
Synonyms: sh850;wy3707;sh70850;monovar;Neogest;Ovrette;fh122-a;NORPLANT;OVRETTE(R);NORGESTREL
CBNumber: CB2752440
Molecular Formula: C21H28O2
Formula Weight: 312.45
MOL File: 6533-00-2.mol

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Norgestrel Property

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
InChI: InChI=1/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/s3
InChIKey: WWYNJERNGUHSAO-XUDSTZEESA-N
SMILES: [C@]12(CC)CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@@]2(O)C#C |&1:0,5,7,17,19,23,r|
CAS DataBase Reference: 6533-00-2(CAS DataBase Reference)
EPA Substance Registry System: Norgestrel (6533-00-2)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2487
Product name: Norgestrel
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 200MG
Price: $273
Updated: 2025/07/31

Sigma-Aldrich

Product number: N1250000
Product name: Norgestrel
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 30 mg
Price: $225
Updated: 2025/07/31

Sigma-Aldrich

Product number: BP714
Product name: Norgestrel
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 100 mg
Price: $316
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1472000
Product name: Norgestrel
Packaging: 125mg
Price: $336
Updated: 2025/07/31

Sigma-Aldrich

Product number: N1250000
Product name: Norgestrel
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: n1250000
Price: $220
Updated: 2024/03/01

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Norgestrel Chemical Properties,Usage,Production

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

References

[1] R C JONES R A E A C Singer. The biological activities of norgestrel and its enantiomers.[J]. International Journal of Fertility, 1979, 24 1: 39-43.
[2] M.S. R C J. The Effects of an Intrauterine Device Containing Norgestrel in the Rat[J]. Fertility and sterility, 1974, 25 9: Pages 767-771. DOI: 10.1016/s0015-0282(16)40631-x

Norgestrel Preparation Products And Raw materials

Raw materials

Preparation Products

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Norgestrel Suppliers

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View Lastest Price from Norgestrel manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Norgestrel 6533-00-2
Price: US $0.00-0.00/KG
Min. Order: 50g
Purity: 98%-102%;USP
Supply Ability: 10KG
Release date: 2021-06-18

Shaanxi Dideu Medichem Co. Ltd

Product: Norgestrel 6533-00-2
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-05-26

Hangzhou ICH Biofarm Co., Ltd

Product: Norgestrel 6533-00-2
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 100kg
Release date: 2023-06-29

6533-00-2, NorgestrelRelated Search:

Ethanol Ethyl acetate Ethylparaben Ethyl acrylate Ethyl vanillin Norethindrone Ethyl 4-hydroxy-3-methoxycinnamate Ethisterone Dehydroepiandrosterone Venlafaxine hydrochloride Oxaprozin Etonogestrel (-)-NORGESTREL 98%,(-)-NORGESTREL 98 Norgestrel (L-),D(minus)-norgestrel,L-NORGESTREL,LEVONORGESTREL (D-(-)-NORGESTREL) 13-ethyl-17alpha-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one butyrate Progesterone Norgestrel-D5 norgestrel acetate

dl-13b-ethyl-17a-ethynyl-17b-hydroxygon-4-en-3-one

4-GONEN-13BETA-ETHYL-17ALPHA-ETHYNYL-17BETA-OL-3-ONE

4-PREGNEN-13BETA-ETHYL-18,19-DINOR 17BETA-OL-3-ONE-20-YNE

4-ESTREN-17-ALPHA-ETHYNYL-18-HOMO-17-BETA-OL-3-ONE(+/-)

D(-)-NORGESTREL

D-NORGESTREL

(+-)-13-ethyl-17-hydroxy-18,19-dinor-17-alpha-pregn-4-en-20-yn-3-one

13-ethyl-17-hydroxy-19-dinorpregn-4-en-20-yn-3-on(17-alpha)-(+-)-1

monovar

sh70850

sh850

wy3707

(17a)-(-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one

Neogest

Ovrette

(+-)-13-Ethyl-17a-ethynyl-17-hydroxygon-4-en-3-one

(+-)-17a-Ethynyl-13b-ethylgon-4-en-17b-ol-3-one

(+-)-17a-Ethynyl-13-ethyl-17-hydroxygon-4-en-3-one

13-Ethyl-17a-ethynyl-17b-hydroxy-4-gonen-3-one

13-beta-ethyl-17-beta-hydroxy-18,19-dinor-17-alpha-pregn-4-en-20-yn-3-one

Norgestrel (DL-)

LEVONORGESTRAL

Norgestrel Solution, 100ppm

Norgestrel IP

alpha-norgestrel

dl-13-beta-ethyl-17-alpha-ethynyl-17-beta-hydroxygon-4-en-3-one

dl-13-beta-ethyl-17-alpha-ethynyl-19-nortestosterone

dl-norgestrel

fh122-a

ldnorgestrel

Methylnorethindrone

18,19-Dinor-17a-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (+-)- (8CI)

18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17a)-(+-)- (9CI)

a-Norgestrel

dl-11b-Ethyl-17a-ethynyl-17b-hydroxygon-4-en-3-one

18-Methyl Norgestrel

17-ALPHA-ETHYNYL-18-HOMO-19-NORTESTOSTERONE

OVRETTE(R)

NORPLANT

NORGESTREL

NORGESTREL(LEVO)

18,19-Dinor-17-alpha-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (+-)

rac-(13R*)-13-Ethyl-17α-hydroxy-18,19-dinorpregna-4-ene-20-yne-3-one

Norgestrel (125 mg)

18,19-DINOR-13-BETA-ETHYL-17-BETA-HYDROXY-4-PREGNEN-20-YN-3-ONE

18,19-DINOR-4-PREGNEN-20-YN-3-ONE

13BETA-ETHYL-17ALPHA-ETHYNYL-17BETA-HYDROXYGON-4-EN-3-ONE

(+/-)-13-ETHYL-17ALPHA-HYDROXY-18,19-DINORPREGN-4-EN-20-YN-3-ONE

(±) Di-Norgestrel

(17α)-(+/-)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one

Levonorgestrel-D6

Levonorgestrel-d6((-)-Norgestrel-2,2,4,6,6,10-d6)

Novogestrel

Norgestrel CRS

Norgestrel RS

Norgestrel USP/EP/BP

Norgestrel Steroids Powders

(+/-)-NORGESTREL-D6