Norgestomet

Norgestomet
Clinical data
Trade names	Syncro-Mate B, Crestar
Other names	Norgestamet; SC-21009; 11β-Methyl-17α-acetoxy-19-norprogesterone; 17α-Hydroxy-11β-methyl-19-norpregn-4-ene-3,20-dione acetate
Drug class	Progestogen; Progestin; Progestogen ester
Identifiers
	IUPAC name [(8R,9S,10R,11S,13S,14S,17R)-17-acetyl-11,13-dimethyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate;
CAS Number	25092-41-5;
PubChem CID	9820838;
ChemSpider	7996587;
UNII	3L33UD42X4;
ECHA InfoCard	100.042.359
Chemical and physical data
Formula	C23H32O4
Molar mass	372.505 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1CC2(C(CCC2(C(=O)C)OC(=O)C)C3C1C4CCC(=O)C=C4CC3)C;
	InChI 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; Key:IWSXBCZCPVUWHT-VIFKTUCRSA-N;

Norgestomet, or norgestamet, sold under the brand name Syncro-Mate B and Crestar, is a progestin medication which is used in veterinary medicine to control estrus and ovulation in cattle.[1][2]

Uses

Veterinary

Norgestomet is used in veterinary medicine.

Pharmacology

Pharmacodynamics

Norgestomet is a progestogen. In addition to the progesterone receptor, it possesses weak (micromolar) affinity for the glucocorticoid receptor.[3]

Chemistry

Norgestomet, also known as 11β-methyl-17α-acetoxy-19-norprogesterone or as 17α-hydroxy-11β-methyl-19-norpregn-4-ene-3,20-dione acetate, is a synthetic norpregnane steroid and a derivative of progesterone.[1][4]

History

Norgestomet was developed and introduced for veterinary use in the mid-1970s.[5]

Society and culture

Generic names

Norgestomet is the generic name of the drug and its INN, USAN, and BAN.[1][4] It also known as norgestamet and is known by its developmental code name SC-21009.[1][4][6]

Brand names

Norgestomet is marketed under the brand names Syncro-Mate B and Crestar.[1][4]

References

J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 887–. ISBN 978-1-4757-2085-3.
Charles G. Gebelein; Richard L. Dunn (1 July 1990). Progress in Biomedical Polymers. Springer Science & Business Media. pp. 356–. ISBN 978-0-306-43523-2.
Moffatt RJ, Zollers WG, Welshons WV, Kieborz KR, Garverick HA, Smith MF (1993). "Basis of norgestomet action as a progestogen in cattle". Domest. Anim. Endocrinol. 10 (1): 21–30. doi:10.1016/0739-7240(93)90005-v. PMID 8467644.
https://www.drugs.com/international/norgestomet.html
I. Gordon (22 October 2013). Controlled Breeding in Farm Animals. Elsevier. pp. 40–. ISBN 978-1-4832-8569-6.
http://krex.k-state.edu/dspace/handle/2097/27088

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 887–. ISBN 978-1-4757-2085-3.

[GebeleinDunn1990-2] Charles G. Gebelein; Richard L. Dunn (1 July 1990). Progress in Biomedical Polymers. Springer Science & Business Media. pp. 356–. ISBN 978-0-306-43523-2.

[pmid8467644-3] Moffatt RJ, Zollers WG, Welshons WV, Kieborz KR, Garverick HA, Smith MF (1993). "Basis of norgestomet action as a progestogen in cattle". Domest. Anim. Endocrinol. 10 (1): 21–30. doi:10.1016/0739-7240(93)90005-v. PMID 8467644.

[Drugs.com-4] ttps://www.drugs.com/international/norgestomet.html

[Gordon2013-5] I. Gordon (22 October 2013). Controlled Breeding in Farm Animals. Elsevier. pp. 40–. ISBN 978-1-4832-8569-6.

[6] ttp://krex.k-state.edu/dspace/handle/2097/27088