Norgestimate
- Product Name
- 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
- Formula Weight
- 369.5
- MOL File
- 35189-28-7.mol
Norgestimate Property
- 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
- 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
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P201Obtain special instructions before use.
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.
N-Bromosuccinimide Price
- Product number
- 1471914
- Product name
- Norgestimate
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $436
- Updated
- 2024/03/01
- Product number
- 94497
- Product name
- Norgestimate
- Purity
- analytical standard
- Packaging
- 50mg
- Price
- $111
- Updated
- 2022/05/15
- Product number
- 16547
- Product name
- Norgestimate
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 16547
- Product name
- Norgestimate
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $86
- Updated
- 2024/03/01
- Product number
- Y0000725
- Product name
- Norgestimate for system suitability
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- y0000725
- Price
- $223
- Updated
- 2024/03/01
Norgestimate Chemical Properties,Usage,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
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View Lastest Price from Norgestimate manufacturers
- Product
- Norgestimate 35189-28-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-26
- Product
- Norgestimate 35189-28-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98-99.9%
- Supply Ability
- 100kg
- Release date
- 2020-02-03
- Product
- norgestimate 35189-28-7
- Price
- US $10.00/KG
- Min. Order
- 10G
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2018-05-09