Misplaced Pages

Metallibure

Clinical data
Trade names	Aimax, Suisynchron, Turisynchron
Other names	Methallibure; Methallibur; ICI-33828; AY-61122; NSC-69536
Drug class	Antigonadotropin
Identifiers
IUPAC name 1-but-3-en-2-yl-3-(methylcarbamothioylamino)thiourea
CAS Number	926-93-2
PubChem CID	3003791
ChemSpider	2274191
UNII	MBU5XJ97C4
CompTox Dashboard (EPA)	DTXSID70862475
ECHA InfoCard	100.011.952
Chemical and physical data
Formula	C7H14N4S2
Molar mass	218.34 g·mol
3D model (JSmol)	Interactive image
SMILES CC(C=C)NC(=S)NNC(=S)NC
InChI InChI=1S/C7H14N4S2/c1-4-5(2)9-7(13)11-10-6(12)8-3/h4-5H,1H2,2-3H3,(H2,8,10,12)(H2,9,11,13) Key:CGFFKDRVHZIQHL-UHFFFAOYSA-N

Metallibure (INNTooltip International Nonproprietary Name) (brand names Aimax, Suisynchron, Turisynchron; former developmental code names ICI-33828, AY-61122, NSC-69536), also known as methallibure (USANTooltip United States Adopted Name, BANTooltip British Approved Name) or methallibur (German), is a medication which was introduced in 1973 and has been used in veterinary medicine to synchronize estrus. It was withdrawn in the United States and Europe due to teratogenicity and has been replaced with altrenogest (Regumate, Matrix), a progestin.

The precise mechanism of action of metallibure is unknown. It has been described as a "nonsteroidal antigonadotropin" and it appears to act directly on the pituitary gland and/or hypothalamus to suppress gonadotropin secretion. However, metallibure has also been reported to be an antiprogestogen and to act specifically via inhibition of the biosynthesis or secretion of progesterone.

Metallibure has similar endocrinological effects in women. It is associated with several unpleasant side effects including appetite loss, nausea, occasional vomiting, lethargy, and drowsiness. Animal toxicity studies revealed that the medication induced the development of cataracts, and this resulted in the termination of its clinical development.

See also

• Bifluranol
• Paroxypropione
• Quadrosilan

References

1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 781–. ISBN 978-1-4757-2085-3.
2. ^ I. Gordon (22 October 2013). Controlled Breeding in Farm Animals. Elsevier. pp. 313–. ISBN 978-1-4832-8569-6.
3. Brüssow KP, Schneider F, Kanitz W, Rátky J, Kauffold J, Wähner M (2009). "Studies on fixed-time ovulation induction in the pig". Soc Reprod Fertil Suppl. 66: 187–95. PMID 19848281.
4. A. Labhart (6 December 2012). Clinical Endocrinology: Theory and Practice. Springer Science & Business Media. pp. 523–. ISBN 978-3-642-96158-8.
5. ^ JUCKER (21 December 2013). Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des recherches pharmaceutiques. Birkhäuser. pp. 102–. ISBN 978-3-0348-7065-8.

This drug article relating to the genito-urinary system is a stub. You can help Misplaced Pages by expanding it.

• v
• t
• e

• Abandoned drugs
• Antigonadotropins
• Drugs with unknown mechanisms of action
• Steroidogenesis inhibitors
• Withdrawn drugs
• Genito-urinary system drug stubs