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Norgestimate (Synonyms: Dexnorgestrel acetime)

Catalog No.GC12290

synthetic progesterone analog

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Norgestimate Chemical Structure

Cas No.: 35189-28-7

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

Norgestimate is a synthetic progesterone analog.

Progesterone, an endogenous steroid and progestogen sex hormone, is involved in the pregnancy, menstrual cycle, and embryogenesis. Progesterone is reported to belong to steroid hormones, and is the major progestogen in the body. Progesterone is also a crucial metabolic intermediate in the production of other endogenous steroids and plays an key role in brain function as a neurosteroid.

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].

Clinical trial: Norgestimate (brand names Ortho-Cyclen, Ortho Tri-Cyclen, Previfem, Sprintec, Prefest, others) is a steroidal progestin of the 19-nortestosterone group that is clinically used in combination with ethinylestradiol and in combination with estradiol in menopausal hormone replacement therapy [3].

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

Chemical Properties

Cas No. 35189-28-7 SDF
Synonyms Dexnorgestrel acetime
Chemical Name (17α)-17-(acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-oxime
Canonical SMILES CC[C@@]12[C@](CC[C@@]2(OC(C)=O)C#C)([H])[C@]3([H])CCC4=C/C(CC[C@]4([H])[C@@]3([H])CC1)=N/O
Formula C23H31NO3 M.Wt 369.5
Solubility ≤2mg/ml in ethanol;14mg/ml in DMSO;16mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 2.7064 mL 13.5318 mL 27.0636 mL
5 mM 0.5413 mL 2.7064 mL 5.4127 mL
10 mM 0.2706 mL 1.3532 mL 2.7064 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 7 reference(s) in Google Scholar.)

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