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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
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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)
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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)
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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.

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N-Bromosuccinimide Price

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

Shanghai Boyle Chemical Co., Ltd.
Tel
021-50182298 021-50180596
Fax
+86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2208
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55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
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62
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
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Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
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64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
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50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
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1791901229@qq.com
Country
China
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8844
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Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
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Wuhan ariel chemical Co., LTD.
Tel
18986259541 18986259541
Fax
027-87840182
Email
sales@3stc.com
Country
China
ProdList
4000
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58
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
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65
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View Lastest Price from Norgestimate manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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
Meihua Biological Technology Co.,Ltd
Product
norgestimate 35189-28-7
Price
US $10.00/KG
Min. Order
10G
Purity
99%
Supply Ability
1000kg
Release date
2018-05-09

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