Norgestomet | Norprogesterone | SC-21009 | CAS#25092-41-5

MedKoo Cat#: 329632 | Name: Norgestomet

Description:

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

Norgestomet, also known as SC-21009 and Norprogesterone, 11β-methyl-17α-acetoxy-19-norprogesterone, is a steroidal progestin of the 19-norprogesterone group used in veterinary medicine to control estrus and ovulation in cattle. It was developed and introduced in the mid-1970s. In addition to the progesterone receptor, norgestomet possesses weak (micromolar) affinity for the glucocorticoid receptor.

Chemical Structure

Norgestomet

CAS#25092-41-5

Theoretical Analysis

MedKoo Cat#: 329632

Name: Norgestomet

CAS#: 25092-41-5

Chemical Formula: C23H32O4

Exact Mass: 372.2301

Molecular Weight: 372.51

Elemental Analysis: C, 74.16; H, 8.66; O, 17.18

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

Norgestomet; SC-21009; SC 21009; SC21009; Norprogesterone, Syncro-Mate B.

IUPAC/Chemical Name

17-Hydroxy-11beta-methyl-19-norpregn-4-ene-3,20-dione acetate

InChi Key

IWSXBCZCPVUWHT-VIFKTUCRSA-N

InChi Code

InChI=1S/C23H32O4/c1-13-12-22(4)20(9-10-23(22,14(2)24)27-15(3)25)19-7-5-16-11-17(26)6-8-18(16)21(13)19/h11,13,18-21H,5-10,12H2,1-4H3/t13-,18-,19-,20-,21+,22-,23-/m0/s1

SMILES Code

CC([C@@]1(OC(C)=O)CC[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4([H])[C@@]3([H])[C@@H](C)C[C@]12C)=O)=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

>2 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 372.51 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: Jerome A, Srivastava SK, Sharma RK. Study on follicular characteristics, hormonal and biochemical profile in norgestomet+PMSG treated acyclic buffaloes. Iran J Vet Res. 2016 Fall;17(4):247-252. PubMed PMID: 28224008; PubMed Central PMCID: PMC5309456. 2: Kumar L, Phogat JB, Pandey AK, Phulia SK, Kumar S, Dalal J. Estrus induction and fertility response following different treatment protocols in Murrah buffaloes under field conditions. Vet World. 2016 Dec;9(12):1466-1470. doi: 10.14202/vetworld.2016.1466-1470. Epub 2016 Dec 22. PubMed PMID: 28096623; PubMed Central PMCID: PMC5234065. 3: Oliveira LH, Sanches CP, Seddon AS, Veras MB, Lima FA, Monteiro PL Jr, Wiltbank MC, Sartori R. Short communication: Follicle superstimulation before ovum pick-up for in vitro embryo production in Holstein cows. J Dairy Sci. 2016 Nov;99(11):9307-9312. doi: 10.3168/jds.2016-11306. Epub 2016 Aug 24. PubMed PMID: 27568054. 4: Parmar SC, Khasatiya CT, Chaudhary JK, Patel RV, Dhamsaniya HB. Serum metabolic and minerals profile in norgestomet primed postpartum anestrous surti buffaloes. Vet World. 2015 May;8(5):625-30. doi: 10.14202/vetworld.2015.625-630. Epub 2015 May 21. PubMed PMID: 27047146; PubMed Central PMCID: PMC4774724. 5: Dhami AJ, Nakrani BB, Hadiya KK, Patel JA, Shah RG. Comparative efficacy of different estrus synchronization protocols on estrus induction response, fertility and plasma progesterone and biochemical profile in crossbred anestrus cows. Vet World. 2015 Nov;8(11):1310-6. doi: 10.14202/vetworld.2015.1310-1316. Epub 2015 Nov 21. PubMed PMID: 27047035; PubMed Central PMCID: PMC4774743. 6: Blaschi W, Lunardelli PA, Marinho LS, Max MC, Santos GM, Silva-Santos KC, Melo-Sterza FA, Baldassarre H, Rigo TR, Seneda MM. Effects of progestagen exposure duration on estrus synchronization and conception rates of crossbreed ewes undergoing fixed time artificial insemination. J Vet Sci. 2014;15(3):433-7. Epub 2014 Jun 20. PubMed PMID: 24962414; PubMed Central PMCID: PMC4178146. 7: Sá Filho MF, Marques MO, Gimenes LU, Torres-Júnior JR, Batista EO, Carvalho JP, Baruselli PS. Prostaglandin treatment at the onset of norgestomet and estradiol-based synchronization protocols did not alter the ovarian follicular dynamics or pregnancy per timed artificial insemination in cyclic Bos indicus heifers. Anim Reprod Sci. 2014 Jan 10;144(1-2):1-5. doi: 10.1016/j.anireprosci.2013.11.008. Epub 2013 Dec 1. PubMed PMID: 24332755. 8: Sá Filho MF, Marques MO, Girotto R, Santos FA, Sala RV, Barbuio JP, Baruselli PS. Resynchronization with unknown pregnancy status using progestin-based timed artificial insemination protocol in beef cattle. Theriogenology. 2014 Jan 15;81(2):284-90. doi: 10.1016/j.theriogenology.2013.09.027. Epub 2013 Sep 28. PubMed PMID: 24139935. 9: Sá Filho MF, Penteado L, Siqueira GR, Soares JG, Mendanha MF, Macedo GG, Baruselli PS. Timed artificial insemination should be performed early when used norgestomet ear implants are applied for synchronizing ovulation in beef heifers. Theriogenology. 2013 Oct 1;80(6):642-7. doi: 10.1016/j.theriogenology.2013.06.008. Epub 2013 Jul 23. PubMed PMID: 23886599. 10: Viana JH, Dorea MD, Siqueira LG, Arashiro EK, Camargo LS, Fernandes CA, Palhão MP. Occurrence and characteristics of residual follicles formed after transvaginal ultrasound-guided follicle aspiration in cattle. Theriogenology. 2013 Jan 15;79(2):267-73. doi: 10.1016/j.theriogenology.2012.08.015. Epub 2012 Nov 20. PubMed PMID: 23174772. 11: Azizi-Moghadam A. Metabolism of energy substrates of in vitro and in vivo derived embryos from ewes synchronized and super ovulated with norgestomet and porcine follicle stimulating hormone. J Anim Sci Biotechnol. 2012 Nov 17;3(1):37. doi: 10.1186/2049-1891-3-37. PubMed PMID: 23157819; PubMed Central PMCID: PMC3546910. 12: Martins CM, Rodrigues CA, Vieira LM, Mapletoft RJ, Bó GA, Sá Filho MF, Baruselli PS. The effect of timing of the induction of ovulation on embryo production in superstimulated lactating Holstein cows undergoing fixed-time artificial insemination. Theriogenology. 2012 Sep 15;78(5):974-80. doi: 10.1016/j.theriogenology.2012.05.007. Epub 2012 Jul 21. PubMed PMID: 22819286. 13: Pandey AK, Dhaliwal GS, Ghuman SS, Singh J, Kumar A, Agarwal SK. Impact of norgestomet supplementation during early luteal phase on subsequent luteal profiles and conception rate in buffalo: a preliminary study. Trop Anim Health Prod. 2013 Jan;45(1):293-8. doi: 10.1007/s11250-012-0217-y. Epub 2012 Jul 18. PubMed PMID: 22802094. 14: Sá Filho MF, Baldrighi JM, Sales JN, Crepaldi GA, Carvalho JB, Bó GA, Baruselli PS. Induction of ovarian follicular wave emergence and ovulation in progestin-based timed artificial insemination protocols for Bos indicus cattle. Anim Reprod Sci. 2011 Dec;129(3-4):132-9. doi: 10.1016/j.anireprosci.2011.12.005. Epub 2011 Dec 17. PubMed PMID: 22226935. 15: Talebkhan Garoussi M, Farzaneh N, Gallehdar E, Mohri M. Reproductive performance in out-of-breeding season of fatty ewes using implant norgestomet with or without PMSG. Trop Anim Health Prod. 2012 Jun;44(5):965-8. doi: 10.1007/s11250-011-9993-z. Epub 2011 Nov 9. PubMed PMID: 22065305. 16: Holtz W, Wang X, El-Gayar M, Knight PG. The effect of exogenous gonadotropins on ovarian function in goats actively immunized against inhibin. Theriogenology. 2012 Jan 15;77(2):253-9. doi: 10.1016/j.theriogenology.2011.07.037. Epub 2011 Sep 14. PubMed PMID: 21924477. 17: Sá Filho MF, Crespilho AM, Santos JE, Perry GA, Baruselli PS. Ovarian follicle diameter at timed insemination and estrous response influence likelihood of ovulation and pregnancy after estrous synchronization with progesterone or progestin-based protocols in suckled Bos indicus cows. Anim Reprod Sci. 2010 Jul;120(1-4):23-30. doi: 10.1016/j.anireprosci.2010.03.007. Epub 2010 Mar 24. PubMed PMID: 20395079. 18: Sá Filho MF, Ayres H, Ferreira RM, Marques MO, Reis EL, Silva RC, Rodrigues CA, Madureira EH, Bó GA, Baruselli PS. Equine chorionic gonadotropin and gonadotropin-releasing hormone enhance fertility in a norgestomet-based, timed artificial insemination protocol in suckled Nelore (Bos indicus) cows. Theriogenology. 2010 Mar 15;73(5):651-8. doi: 10.1016/j.theriogenology.2009.11.004. Epub 2010 Jan 18. PubMed PMID: 20080296. 19: Sá Filho MF, Torres-Júnior JR, Penteado L, Gimenes LU, Ferreira RM, Ayres H, Castro E Paula LA, Sales JN, Baruselli PS. Equine chorionic gonadotropin improves the efficacy of a progestin-based fixed-time artificial insemination protocol in Nelore (Bos indicus) heifers. Anim Reprod Sci. 2010 Apr;118(2-4):182-7. doi: 10.1016/j.anireprosci.2009.10.004. Epub 2009 Oct 29. PubMed PMID: 19939592. 20: Wilsher S, Lefranc AC, Allen WR. Post natal oestrogen administration stimulates precocious endometrial gland development in the horse. Equine Vet J. 2009 Sep;41(7):678-84. PubMed PMID: 19927587.