Altrenogest

Altrenogest
Clinical data
Trade names	Regumate, Matrix
Other names	Allyltrenbolone; Allyltrienolone; RU-2267; RH-2267; A-35957; A-41300; 17α-Allylestra-4,9,11-trien-17β-ol-3-one; 17α-Allyl-19-nor-δ9,11-testosterone
Routes of; administration	By mouth
Drug class	Progestogen; Progestin
ATCvet code	QG03DX90 (WHO) ;
Legal status
Legal status	CA: ℞-only;
Identifiers
	IUPAC name (8S,13S,14S,17R)-17-Hydroxy-13-methyl-17-prop-2-enyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;
CAS Number	850-52-2;
PubChem CID	10041070;
ChemSpider	8216634;
UNII	2U0X0JA2NB;
KEGG	D02840;
ChEMBL	ChEMBL1315492;
CompTox Dashboard (EPA)	DTXSID3048863 ;
ECHA InfoCard	100.011.549
Chemical and physical data
Formula	C21H26O2
Molar mass	310.437 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC=C)O;
	InChI InChI=1S/C21H26O2/c1-3-10-21(23)12-9-19-18-6-4-14-13-15(22)5-7-16(14)17(18)8-11-20(19,21)2/h3,8,11,13,18-19,23H,1,4-7,9-10,12H2,2H3/t18-,19+,20+,21+/m1/s1; Key:VWAUPFMBXBWEQY-ANULTFPQSA-N;

Altrenogest, sold under the brand names Swinemate and Altren manufactured by Aurora Pharmaceutical and Regumate manufactured by Merck, is a progestin of the 19-nortestosterone group which is widely used in veterinary medicine to suppress or synchronize estrus in horses and pigs.^[3]^[4]^[5]^[6]^[7] It is available for veterinary use in both Europe (as Regumate) and the United States (as Matrix).^[8]

^ Asa CS (24 August 2005). "Types of contraception: The Choices". In Asa CS, Porton IJ (eds.). Wildlife Contraception: Issues, Methods, and Applications. JHU Press. pp. 35–. ISBN 978-0-8018-8304-0.
^ "Health product highlights 2021: Annexes of products approved in 2021". Health Canada. 3 August 2022. Retrieved 25 March 2024.
^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 35–. ISBN 978-1-4757-2085-3.
^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 33–. ISBN 978-3-88763-075-1.
^ "Altrenogest". Drugs.com. Archived from the original on 2017-12-01. Retrieved 2017-11-25.
^ Reddy DS, Gadsby JE (13 May 2013). "Hormones Affecting Reproduction". In Riviere JE, Papich MG (eds.). Veterinary Pharmacology and Therapeutics. John Wiley & Sons. pp. 727–. ISBN 978-1-118-68590-7.
^ Zeelen FJ (1990). Medicinal chemistry of steroids. Elsevier Science Limited. pp. 108–109. ISBN 978-0-444-88727-6. Other examples are allylestrenol (42), a pro-drug converted to the 3-keto analogue (43), which is used in the treatment of threatened abortion [78,79] and altrenogest (44), used in sows and mares to suppress ovulation and estrus behaviour [80]. [...] Progestins with a 17a-allyl side chain: (42) allylestrenol, (43), (44) altrenogest.
^ Rodriguez-Martinez H (1 April 2010). Control of Pig Reproduction VIII. Nottingham University Press. pp. 189–. ISBN 978-1-907284-53-3.

[AsaPorton2005-1] Asa CS (24 August 2005). "Types of contraception: The Choices". In Asa CS, Porton IJ (eds.). Wildlife Contraception: Issues, Methods, and Applications. JHU Press. pp. 35–. ISBN 978-0-8018-8304-0.

[2] "Health product highlights 2021: Annexes of products approved in 2021". Health Canada. 3 August 2022. Retrieved 25 March 2024.

[Elks2014-3] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 35–. ISBN 978-1-4757-2085-3.

[IndexNominum2000-4] Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 33–. ISBN 978-3-88763-075-1.

[Drugs.com-5] "Altrenogest". Drugs.com. Archived from the original on 2017-12-01. Retrieved 2017-11-25.

[RivierePapich2013-6] Reddy DS, Gadsby JE (13 May 2013). "Hormones Affecting Reproduction". In Riviere JE, Papich MG (eds.). Veterinary Pharmacology and Therapeutics. John Wiley & Sons. pp. 727–. ISBN 978-1-118-68590-7.

[Zeelen1990-7] Zeelen FJ (1990). Medicinal chemistry of steroids. Elsevier Science Limited. pp. 108–109. ISBN 978-0-444-88727-6. Other examples are allylestrenol (42), a pro-drug converted to the 3-keto analogue (43), which is used in the treatment of threatened abortion [78,79] and altrenogest (44), used in sows and mares to suppress ovulation and estrus behaviour [80]. [...] Progestins with a 17a-allyl side chain: (42) allylestrenol, (43), (44) altrenogest.

[Rodriguez-Martinez2010-8] Rodriguez-Martinez H (1 April 2010). Control of Pig Reproduction VIII. Nottingham University Press. pp. 189–. ISBN 978-1-907284-53-3.

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