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Norgestomet

From Wikipedia, the free encyclopedia
Chemical compound
Not to be confused withnorgestimate.
Pharmaceutical compound
Norgestomet
Clinical data
Trade namesSyncro-Mate B, Crestar
Other namesNorgestamet; SC-21009; 11β-Methyl-17α-acetoxy-19-norprogesterone; 17α-Hydroxy-11β-methyl-19-norpregn-4-ene-3,20-dione acetate
Drug classProgestogen;Progestin;Progestogen ester
Identifiers
  • [(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
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.042.359Edit this at Wikidata
Chemical and physical data
FormulaC23H32O4
Molar mass372.505 g·mol−1
3D model (JSmol)
  • CC1CC2(C(CCC2(C(=O)C)OC(=O)C)C3C1C4CCC(=O)C=C4CC3)C
  • 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, ornorgestamet, sold under the brand nameSyncro-Mate B andCrestar, is aprogestin medication which is used inveterinary medicine to controlestrus andovulation incattle.[1][2]

Uses

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Veterinary

[edit]

Norgestomet is used inveterinary medicine.

Pharmacology

[edit]

Pharmacodynamics

[edit]

Norgestomet is aprogestogen. In addition to theprogesterone receptor, it possesses weak (micromolar)affinity for theglucocorticoid receptor.[3]

Chemistry

[edit]
See also:List of progestogens,Progestogen ester, andList of progestogen esters

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 asyntheticnorpregnanesteroid and aderivative ofprogesterone.[1][4]

History

[edit]

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

Society and culture

[edit]

Generic names

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Norgestomet is thegeneric name of the drug and itsINNTooltip International Nonproprietary Name,USANTooltip United States Adopted Name, andBANTooltip British Approved Name.[1][4] It also known asnorgestamet and is known by its developmental code name SC-21009.[1][4][6]

Brand names

[edit]

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

References

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  1. ^abcdeElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 887–.ISBN 978-1-4757-2085-3.
  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.
  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.
  4. ^abcd"Norgestomet".Drugs.com. Archived fromthe original on 28 February 2018.
  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".
Progestogens
(andprogestins)
PRTooltip Progesterone receptoragonists
Antiprogestogens
SPRMsTooltip Selective progesterone receptor modulators
PRTooltip Progesterone receptorantagonists
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
GRTooltip Glucocorticoid receptor
Agonists
Mixed
(SEGRMsTooltip Selective glucocorticoid receptor agonists)
Antagonists
Others
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