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Norgestimate

CAS No.
35189-28-7
Chemical Name:
Norgestimate
Synonyms
D-138;orf10131;Norgestimat;Norpregnate;NORGESTIMATE;Norgestimate CRS;NorgestimateUsp27;dexnorgestrelacetime;Norgestimate (200 mg);Norgestimate USP/EP/BP
CBNumber:
CB2110884
Molecular Formula:
C23H31NO3
Molecular Weight:
369.5
MDL Number:
MFCD00867874
MOL File:
35189-28-7.mol
MSDS File:
SDS
Last updated:2024-12-18 14:07:02

Norgestimate Properties

Melting point 216°C
alpha D25 +110°
Boiling point 497.9±45.0 °C(Predicted)
Density 1.22±0.1 g/cm3(Predicted)
storage temp. Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility DMSO: soluble5mg/mL (clear solution)
form powder
pka 12.21±0.60(Predicted)
color white to beige
optical activity [α]/D 43±3°, c = 1 in chloroform
BRN 6440219
Stability Hygroscopic
CAS DataBase Reference 35189-28-7
FDA UNII C291HFX4DY
EPA Substance Registry System 18,19-Dinorpregn-4-en-20-yn-3-one, 17-(acetyloxy)-13-ethyl-, 3-oxime, (17.alpha.)- (35189-28-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H315-H319-H361fd
Precautionary statements  P201-P301+P312+P330-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  Xn
Risk Statements  63-22-36/38-62
Safety Statements  26-36/37
WGK Germany  3
RTECS  JF7976000
HS Code  2937230000
Hazardous Substances Data 35189-28-7(Hazardous Substances Data)
NFPA 704
0
2 0

Norgestimate price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1471914 Norgestimate United States Pharmacopeia (USP) Reference Standard 35189-28-7 200mg $436 2024-03-01 Buy
Sigma-Aldrich 94497 Norgestimate analytical standard 35189-28-7 50mg $111 2022-05-15 Buy
Cayman Chemical 16547 Norgestimate ≥95% 35189-28-7 1mg $32 2024-03-01 Buy
Cayman Chemical 16547 Norgestimate ≥95% 35189-28-7 5mg $86 2024-03-01 Buy
Sigma-Aldrich Y0000725 Norgestimate for system suitability European Pharmacopoeia (EP) Reference Standard 35189-28-7 y0000725 $223 2024-03-01 Buy
Product number Packaging Price Buy
1471914 200mg $436 Buy
94497 50mg $111 Buy
16547 1mg $32 Buy
16547 5mg $86 Buy
Y0000725 y0000725 $223 Buy

Norgestimate Chemical Properties,Uses,Production

Description

Norgestimate is an orally-effective progestogen, recently launched in combination with ethinyl estradiol as an oral contraceptive.

Chemical Properties

White Crystalline Solid

Originator

Ortho (USA)

Uses

Progestogen. In combination with estrogen as oral contraceptive.

Uses

antifungal

Definition

ChEBI: Norgestimate is a steroid ester, a ketoxime and a terminal acetylenic compound. It has a role as a contraceptive drug, a progestin and a synthetic oral contraceptive.

Manufacturing Process

A solution of 4.5 g of D-17β-acetoxy-13β-ethyl-17α-ethynyl-gon-4-en-3-one in 15 ml of pyridine and 2.0 g of hydroxylamine hydrochloride hydroxylamine hydrochloride is heated on a steam bath for 45 min. It is then cooled and poured into a large amount of ice-water, after which the solid which is thus produced is filtered off and air dried. Recrystallization from methylene chloride-ethanol gives D-17β-acetoxy-13α-ethyl-17α-ethynyl-gon-4-en-one oxime, m.p. 214-218°C; [α]D25 = +41°.

brand name

CILEST

Therapeutic Function

Progestin

General Description

Norgestimate, (17α)-17-acetyloxy-13-ethyl-18,19-dinor-pregn-4-en-20yn-3-one oxime, is a 19-nortestosterone, 3-oxime prodrug that is orally active andused with an estrogen in oral contraceptive products. It hasminimal androgenic action. Norgestimate is metabolized to17-deacetylnorgestimate (norelgestromin) and norgestrel,which provide the progestational action.

in vitro

norgestimate was found that, unlike other 19-nortestosterone derivatives, showed high selectivity for the progesterone receptor and low androgenic activity. moreover, norgestimate and its main active metabolite norelgestromin could not bind to or occupy sex hormone-binding globulin [1].

in vivo

the androgenic and the progestational activity of norgestimate were compared in two animal studies. it was found the difference in the pharmacological response in norgestimate treated rats was equivalent to the difference in the exposure of the animals to either directly administered or metabolically derived levonorgestrel [2].

Metabolism

Norgestimate is considered to be a pro-proges tin (prodrug), because it rapidly undergoes a two-s tep m etabolic transformation to form two active products, norelgestromine (levonorgestrel 3-oxime) and levonorgestrel. Deacetylation occurs in the intestine and liver, whereas convers ion of the 3-oxime to the corresponding ketone occurs primarily in the liver. Unlike the other progestins mentioned, norgestimate and its metabolites are not bound to SHBG.

References

[1] thomas l. lemke; david a. williams (2008). foye's principles of medicinal chemistry. lippincott williams & wilkins. pp. 1316–. isbn 978-0-7817-6879-5.
[2] kuhnz w, beier s. comparative progestational and androgenic activity of norgestimate and levonorgestrel in the rat. contraception. 1994 mar;49(3):275-89.
[3] https://en. wikipedia.org/wiki/norgestimate

Norgestimate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 155)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Xiamen AmoyChem Co., Ltd
+86-86-5926051114 +8618959220845 sales@amoychem.com China 6383 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17365 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23541 58

View Lastest Price from Norgestimate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Norgestimate pictures 2024-04-17 Norgestimate
35189-28-7
US $1.10 / g 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd
Norgestimate pictures 2020-02-04 Norgestimate
35189-28-7
US $1.00 / KG 1KG 98-99.9% 100kg Career Henan Chemical Co
norgestimate pictures 2018-10-22 norgestimate
35189-28-7
US $10.00 / KG 10G 99% 1000kg Meihua Biological Technology Co.,Ltd
  • Norgestimate pictures
  • Norgestimate
    35189-28-7
  • US $1.10 / g
  • 99.0% min
  • Shaanxi Dideu Medichem Co. Ltd
  • Norgestimate pictures
  • Norgestimate
    35189-28-7
  • US $1.00 / KG
  • 98-99.9%
  • Career Henan Chemical Co
  • norgestimate pictures
  • norgestimate
    35189-28-7
  • US $10.00 / KG
  • 99%
  • Meihua Biological Technology Co.,Ltd
13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl acetate (17R)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one oxime Norgestimate (200 mg) (17α)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-OxiMe (17a)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-Oxime D-138 (17-alpha)-17-(acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one3-oxime 18,19-dinorpregn-4-en-20-yn-3-one,17-(acetyloxy)-13-ethyl-,3-oxime,(17-alpha 19-dinorpregn-4-en-20-yn-3-one,17-(acetyloxy)-13-ethyl-,3-oxime,(17-alpha)-1 d-13-beta-ethyl-17-alpha-ethynyl-17-beta-acetoxygon-4-en-3-oneoxime dexnorgestrelacetime orf10131 NORGESTIMATE Norgestimat NORGESTIMATE, USP STANDARD NorgestimateUsp27 acetic acid [(3E,8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] ester Norgestimate for system suitability CRS Norgestimate CRS Norgestimate (Mixture of Z and E Isomers) 18,19-Dinorpregn-4-en-20-yn-3-one, 17-(acetyloxy)-13-ethyl-, 3-oxime, (17α)- (8R,9S,10R,12R,14S,17S)-12-ethyl-17-ethynyl-3-(hydroxyimino)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate Norgestimate USP/EP/BP NorgestimateQ: What is Norgestimate Q: What is the CAS Number of Norgestimate Q: What is the storage condition of Norgestimate Q: What are the applications of Norgestimate 35189-28-7 Norgestimate Norgestimate (1471914) 4-ESTREN-17α- ETHYNYL-18-HOMO-17β- OL-3-ONE(-)-ACETATE-OXIME (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-(hydroxyimino)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate Norpregnate 35189-28-7 25189-28-7 C23H31NO3 Metabolite Reference Standard Isotopically Labeled Pharmaceutical Reference Standard VAGISTAT Hormone Intermediates & Fine Chemicals Pharmaceuticals Steroids