Nomegestrol acetate | CAS#58652-20-3

MedKoo Cat#: 462700 | Name: Nomegestrol acetate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Nomegestrol acetate is a progestin medication which is used in birth control pills, menopausal hormone therapy, and for the treatment of gynecological disorders. It is available both alone and in combination with an estrogen. Nomegestrol acetate is taken by mouth.

Chemical Structure

Nomegestrol acetate

CAS#58652-20-3

Theoretical Analysis

MedKoo Cat#: 462700

Name: Nomegestrol acetate

CAS#: 58652-20-3

Chemical Formula: C23H30O4

Exact Mass: 370.2144

Molecular Weight: 370.49

Elemental Analysis: C, 74.56; H, 8.16; O, 17.27

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

NOMAC; ORG 10486-0;

IUPAC/Chemical Name

(8S,9S,10R,13S,14S,17R)-17-acetyl-6,13-dimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate

InChi Key

IIVBFTNIGYRNQY-YQLZSBIMSA-N

InChi Code

InChI=1S/C23H30O4/c1-13-11-20-18(17-6-5-16(26)12-19(13)17)7-9-22(4)21(20)8-10-23(22,14(2)24)27-15(3)25/h11-12,17-18,20-21H,5-10H2,1-4H3/t17-,18-,20-,21+,22+,23+/m1/s1

SMILES Code

CC(O[C@]1(C(C)=O)CC[C@H]2[C@@H]3C=C(C4=CC(CC[C@@H]4[C@H]3CC[C@]12C)=O)C)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 370.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Lello S. Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy. Drugs. 2010 Mar 26;70(5):541-59. doi: 10.2165/11532130-000000000-00000. PMID: 20329803. 2: Lello S. Nomegestrolo acetato: farmacologia clinica [Nomegestrol acetate: clinical pharmacology]. Minerva Ginecol. 2009 Oct;61(5):459-63. Italian. PMID: 19749678. 3: Cao C, Zhou JY, Xie SW, Guo XJ, Li GT, Gong YJ, Yang WJ, Li Z, Zhong RH, Shao HH, Zhu Y. Metformin Enhances Nomegestrol Acetate Suppressing Growth of Endometrial Cancer Cells and May Correlate to Downregulating mTOR Activity In Vitro and In Vivo. Int J Mol Sci. 2019 Jul 5;20(13):3308. doi: 10.3390/ijms20133308. PMID: 31284427; PMCID: PMC6650946. 4: Champagne PO, Passeri T, Froelich S. Combined hormonal influence of cyproterone acetate and nomegestrol acetate on meningioma: a case report. Acta Neurochir (Wien). 2019 Mar;161(3):589-592. doi: 10.1007/s00701-018-03782-4. Epub 2019 Jan 22. PMID: 30666456. 5: Yang LP, Plosker GL. Nomegestrol acetate/estradiol: in oral contraception. Drugs. 2012 Oct 1;72(14):1917-28. doi: 10.2165/11208180-000000000-00000. PMID: 22950535. 6: Del Pup L, Berretta M, Di Francia R, Cavaliere C, Di Napoli M, Facchini G, Fiorica F, Mileto M, Schindler AE. Nomegestrol acetate/estradiol hormonal oral contraceptive and breast cancer risk. Anticancer Drugs. 2014 Aug;25(7):745-50. doi: 10.1097/CAD.0000000000000050. PMID: 24346139. 7: Mueck AO, Sitruk-Ware R. Nomegestrol acetate, a novel progestogen for oral contraception. Steroids. 2011 May;76(6):531-9. doi: 10.1016/j.steroids.2011.02.002. Epub 2011 Feb 16. PMID: 21335021. 8: Akintomide H, Panicker S. Nomegestrol acetate/17-beta estradiol: a review of efficacy, safety, and patient acceptability. Open Access J Contracept. 2015 May 26;6:77-86. doi: 10.2147/OAJC.S61942. PMID: 29386925; PMCID: PMC5683186. 9: Passeri T, Champagne PO, Bernat AL, Hanakita S, Salle H, Mandonnet E, Froelich S. Spontaneous regression of meningiomas after interruption of nomegestrol acetate: a series of three patients. Acta Neurochir (Wien). 2019 Apr;161(4):761-765. doi: 10.1007/s00701-019-03848-x. Epub 2019 Feb 19. PMID: 30783806. 10: Cagnacci A, Bastianelli C, Neri M, Cianci A, Benedetto C, Calanni L, Vignali M, De Leo V, Cicinelli E, Borrelli G, Volpe A; ; The BOLERO Study Writing Group. Treatment continuation and satisfaction in women using combined oral contraception with nomegestrol acetate and oestradiol: a multicentre, prospective cohort study (BOLERO). Eur J Contracept Reprod Health Care. 2018 Dec;23(6):393-399. doi: 10.1080/13625187.2018.1541080. Epub 2018 Nov 22. PMID: 30465698. 11: Ruan X, Seeger H, Mueck AO. The pharmacology of nomegestrol acetate. Maturitas. 2012 Apr;71(4):345-53. doi: 10.1016/j.maturitas.2012.01.007. Epub 2012 Feb 24. PMID: 22364709. 12: Scavello I, Maseroli E, Di Stasi V, Cipriani S, Verde N, Magini A, Maggi M, Vignozzi L. Nomegestrol acetate/17beta-estradiol does not negatively alter the vascular resistance of clitoral arteries: a prospective, exploratory study. Int J Impot Res. 2020 Mar;32(2):239-247. doi: 10.1038/s41443-019-0162-7. Epub 2019 Jul 1. PMID: 31263248. 13: Mansour D, Westhoff C, Kher U, Korver T. Pooled analysis of two randomized, open-label studies comparing the effects of nomegestrol acetate/17β-estradiol and drospirenone/ethinyl estradiol on bleeding patterns in healthy women. Contraception. 2017 Apr;95(4):390-397. doi: 10.1016/j.contraception.2016.12.001. Epub 2016 Dec 20. PMID: 28011288. 14: Duijkers I, Klipping C, Heger-Mahn D, Fayad GN, Frenkl TL, Cruz SM, Korver T. Phase II dose-finding study on ovulation inhibition and cycle control associated with the use of contraceptive vaginal rings containing 17β-estradiol and the progestagens etonogestrel or nomegestrol acetate compared to NuvaRing. Eur J Contracept Reprod Health Care. 2018 Aug;23(4):245-254. doi: 10.1080/13625187.2018.1506101. Epub 2018 Sep 11. PMID: 30203681. 15: Jamin C. Nomégestrol acétate en contraception et risque thromboembolique veineux [Nomegestrol acetate in contraception and venous thrombotic risk]. Gynecol Obstet Fertil. 2012 Jul-Aug;40(7-8):394-5. French. doi: 10.1016/j.gyobfe.2012.03.007. Epub 2012 Jun 29. PMID: 22749671. 16: Jamin C, Batallan A, Madelenat P. Propriétés antigonadotropes d'un progestatif norprégnane : l'exemple du nomégestrol acétate [Antigonadotropic effects of a 19-nor-progesterone derivative: the example of nomegestrol acetate]. Gynecol Obstet Fertil. 2003 Jan;31(1):70-81. French. doi: 10.1016/s1297-9589(02)00009-7. PMID: 12659788. 17: Burke A. Nomegestrol acetate-17b-estradiol for oral contraception. Patient Prefer Adherence. 2013 Jun 27;7:607-19. doi: 10.2147/PPA.S39371. PMID: 23836965; PMCID: PMC3702550. 18: André G. Actions d'un progestatif dérivé de la 19-norprogestérone sur la glande mammaire: le nomégestrol acétate [Actions of a 19-norprogesterone derivative on mammary gland: nomegestrol acetate]. J Gynecol Obstet Biol Reprod (Paris). 2005 Feb;34(1 Pt 1):69-84. French. doi: 10.1016/s0368-2315(05)82673-0. PMID: 15767920. 19: De Leo V, Musacchio MC, Cappelli V, Piomboni P, Morgante G. Hormonal contraceptives: pharmacology tailored to women's health. Hum Reprod Update. 2016 Sep;22(5):634-46. doi: 10.1093/humupd/dmw016. Epub 2016 Jun 15. PMID: 27307386. 20: Xie BC, Song SY, Xie XY, Sun YT, Zhang XY, Xu DH, Huang YS. Isolation, synthesis, and cytotoxicity evaluation of two impurities in nomegestrol acetate. Arch Pharm (Weinheim). 2019 Mar;352(3):e1800295. doi: 10.1002/ardp.201800295. Epub 2019 Jan 2. PMID: 30600539.