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;
CompTox Dashboard (EPA)	DTXSID901016491 ;
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 INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name, and BANTooltip British Approved Name.^[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

^ ^a ^b ^c ^d ^e Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 887–. ISBN 978-1-4757-2085-3.
^ Favero RJ, Henderson EA, Kesler DJ (1 July 1990). "The Ability of Norgesomet Impregnated Poly(dimethylsiloxane) to Maintain Pregnancy Subsequent to Ovarietomy". In Gebelein CG, Dunn RL (eds.). 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 (January 1993). "Basis of norgestomet action as a progestogen in cattle". Domestic Animal Endocrinology. 10 (1): 21–30. doi:10.1016/0739-7240(93)90005-v. PMID 8467644.
^ ^a ^b ^c ^d "Norgestomet". Drugs.com. Archived from the original on 28 February 2018.
^ Gordon U (22 October 2013). "Artificial Control O Oestrus and Ovulation". Controlled Breeding in Farm Animals. Elsevier. pp. 40–. ISBN 978-1-4832-8569-6.
^ Houghton PL (1979). "Effect of time of insemination and calf removal after estrus synchronization in beef cattle".

[Elks2014-1] Elks J (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] Favero RJ, Henderson EA, Kesler DJ (1 July 1990). "The Ability of Norgesomet Impregnated Poly(dimethylsiloxane) to Maintain Pregnancy Subsequent to Ovarietomy". In Gebelein CG, Dunn RL (eds.). 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 (January 1993). "Basis of norgestomet action as a progestogen in cattle". Domestic Animal Endocrinology. 10 (1): 21–30. doi:10.1016/0739-7240(93)90005-v. PMID 8467644.

[Drugs.com-4] "Norgestomet". Drugs.com. Archived from the original on 28 February 2018.

[Gordon2013-5] Gordon U (22 October 2013). "Artificial Control O Oestrus and Ovulation". Controlled Breeding in Farm Animals. Elsevier. pp. 40–. ISBN 978-1-4832-8569-6.

[6] Houghton PL (1979). "Effect of time of insemination and calf removal after estrus synchronization in beef cattle".

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