Aglepristone

Aglepristone
Clinical data
Trade names	Alizin
Other names	RU-46534; RU-534; 11β-[4-(Dimethylamino)phenyl]-17β-hydroxy-17α-[(Z)-propenyl]estra-4,9-dien-3-one
Drug class	Antiprogestogen; Antiglucocorticoid
ATC code	G03XB90 (WHO) ;
Identifiers
	IUPAC name (8S,11R,13S,14S,17R)-11-[4-(dimethylamino)phenyl]-17-hydroxy-13-methyl-17-[(Z)-prop-1-enyl]-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one;
CAS Number	124478-60-0;
PubChem CID	14153279;
ChemSpider	16736563;
UNII	0UT4JLE1CM;
KEGG	D07096;
ChEMBL	ChEMBL2103998;
CompTox Dashboard (EPA)	DTXSID001016632 ;
ECHA InfoCard	100.211.372
Chemical and physical data
Formula	C29H37NO2
Molar mass	431.620 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C/C=C\[C@@]1(CC[C@@H]2[C@@]1(C[C@@H](C3=C4CCC(=O)C=C4CC[C@@H]23)C5=CC=C(C=C5)N(C)C)C)O;
	InChI InChI=1S/C29H37NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h5-7,9-10,15,17,24-26,32H,8,11-14,16,18H2,1-4H3/b15-5-/t24-,25 ,26-,28-,29-/m0/s1; Key:RTCKAOKDXNYXEH-FWSJOHTJSA-N;

Aglepristone (INNTooltip International Nonproprietary Name) (brand name Alizin; former developmental code names RU-46534, RU-534) is a synthetic, steroidal antiprogestogen related to mifepristone which is marketed by Virbac in several European countries for use in veterinary medicine.^[1]^[2]^[3] It is specifically used as an abortifacient in pregnant animals.^[1]^[3]^[4] Aglepristone, similarly to mifepristone, also possesses some antiglucocorticoid activity.^[5]^[6]

References

^ ^a ^b Kaufman LK, Baldwin CJ (1 December 2013). "Pregnancy Loss in the Bitch and Queen". In Bonagura JD, Twedt DC (eds.). Kirk's Current Veterinary Therapy XV. Elsevier Health Sciences. pp. 3009–. ISBN 978-0-323-22762-9.
^ Squires EJ (2010). "Endocrine manipulation of reproduction.". Applied Animal Endocrinology. CABI. pp. 207–. ISBN 978-1-84593-755-3.
^ ^a ^b Papich MC (3 November 2010). "Aglepristone". Saunders Handbook of Veterinary Drugs: Small and Large Animal. Elsevier Health Sciences. pp. 120–. ISBN 978-1-4377-0192-0.
^ Fieni F, Martal J, Marnet PG, Siliart B, Bernard F, Riou M, Bruyas JF, Tainturier D (2001). Concannon PW (ed.). "Hormonal variation in bitches after early or mid-pregnancy termination with aglepristone (RU534)". Journal of Reproduction and Fertility. Supplement. Advances in reproduction in dogs, cats and exotic carnivores: proceedings of the fourth International Symposium on Canine and Feline Reproduction, Oslo, Norway, 29 June-1 July 2000. 57: 243–8. ISBN 978-0-906545-37-9. PMID 11787157.
^ Batista M, Reyes R, Santana M, Alamo D, Vilar J, González F, et al. (October 2011). "Induction of parturition with aglepristone in the Majorera goat". Reproduction in Domestic Animals = Zuchthygiene. 46 (5): 882–888. doi:10.1111/j.1439-0531.2011.01759.x. PMID 21320179.
^ Baan M, Taverne MA, de Gier J, Kooistra HS, Kindahl H, Dieleman SJ, Okkens AC (March 2008). "Hormonal changes in spontaneous and aglépristone-induced parturition in dogs". Theriogenology. 69 (4): 399–407. doi:10.1016/j.theriogenology.2007.10.008. PMID 18054071.

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[BonaguraTwedt2013-1] Kaufman LK, Baldwin CJ (1 December 2013). "Pregnancy Loss in the Bitch and Queen". In Bonagura JD, Twedt DC (eds.). Kirk's Current Veterinary Therapy XV. Elsevier Health Sciences. pp. 3009–. ISBN 978-0-323-22762-9.

[Squires2010-2] Squires EJ (2010). "Endocrine manipulation of reproduction.". Applied Animal Endocrinology. CABI. pp. 207–. ISBN 978-1-84593-755-3.

[Papich2010-3] Papich MC (3 November 2010). "Aglepristone". Saunders Handbook of Veterinary Drugs: Small and Large Animal. Elsevier Health Sciences. pp. 120–. ISBN 978-1-4377-0192-0.

[Concannon2001-4] Fieni F, Martal J, Marnet PG, Siliart B, Bernard F, Riou M, Bruyas JF, Tainturier D (2001). Concannon PW (ed.). "Hormonal variation in bitches after early or mid-pregnancy termination with aglepristone (RU534)". Journal of Reproduction and Fertility. Supplement. Advances in reproduction in dogs, cats and exotic carnivores: proceedings of the fourth International Symposium on Canine and Feline Reproduction, Oslo, Norway, 29 June-1 July 2000. 57: 243–8. ISBN 978-0-906545-37-9. PMID 11787157.

[pmid21320179-5] Batista M, Reyes R, Santana M, Alamo D, Vilar J, González F, et al. (October 2011). "Induction of parturition with aglepristone in the Majorera goat". Reproduction in Domestic Animals = Zuchthygiene. 46 (5): 882–888. doi:10.1111/j.1439-0531.2011.01759.x. PMID 21320179.

[pmid18054071-6] Baan M, Taverne MA, de Gier J, Kooistra HS, Kindahl H, Dieleman SJ, Okkens AC (March 2008). "Hormonal changes in spontaneous and aglépristone-induced parturition in dogs". Theriogenology. 69 (4): 399–407. doi:10.1016/j.theriogenology.2007.10.008. PMID 18054071.

[1]

[2]

[3]

[4]

[5]

[6]

v t e Other sex hormones and modulators of the genital system (G03X)
Antigonadotropins (G03XA)	Danazol Gestrinone Anti-Pmsg
Antiprogestogens (G03XB)	Mifepristone Ulipristal Aglepristone
Selective estrogen receptor modulators (G03XC)	Raloxifene Bazedoxifene Lasofoxifene Ormeloxifene Ospemifene
Others (G03XX)	Prasterone

See also

References