Norgestimate
- CAS No.
- 35189-28-7
- Chemical Name:
- Norgestimate
- Synonyms
- D-138;orf10131;Norgestimat;NORGESTIMATE;Norgestimate CRS;NorgestimateUsp27;dexnorgestrelacetime;Norgestimate (200 mg);Norgestimate USP/EP/BP;Norgestimate (1471914)
- CBNumber:
- CB2110884
- Molecular Formula:
- C23H31NO3
- Molecular Weight:
- 369.5
- MDL Number:
- MFCD00867874
- MOL File:
- 35189-28-7.mol
- MSDS File:
- SDS
| 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) |   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 | |||||||||
| NFPA 704 |
|
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 |
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3012 | 60 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-592-6051114 +8618959220845 | sales@amoychem.com | China | 6387 | 58 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| SIMAGCHEM CORP | +86-13806087780 | sale@simagchem.com | China | 17367 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23556 | 58 |
View Lastest Price from Norgestimate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-17 | Norgestimate
35189-28-7
|
US $1.10 / g | 1g | 99.0% min | 100 tons min | Shaanxi Dideu Medichem Co. Ltd | |
 |
2021-06-02 | Norgestimate USP/EP/BP
35189-28-7
|
US $1.10 / g | 1g | 99.9% | 100Tons min | Dideu Industries Group Limited | |
 |
2020-02-04 | Norgestimate
35189-28-7
|
US $1.00 / KG | 1KG | 98-99.9% | 100kg | Career Henan Chemical Co |
-
- Norgestimate
35189-28-7
- US $1.10 / g
- 99.0% min
- Shaanxi Dideu Medichem Co. Ltd
-
- Norgestimate USP/EP/BP
35189-28-7
- US $1.10 / g
- 99.9%
- Dideu Industries Group Limited
-
- Norgestimate
35189-28-7
- US $1.00 / KG
- 98-99.9%
- Career Henan Chemical Co