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Fertirelin

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Chemical compound Pharmaceutical compound
Fertirelin
Clinical data
Trade namesOvalyse
Other namesTAP-031; U-69689; 9-(N-Ethyl-L-prolinamide)-10-deglycinamide; 9-(N)-Et-ProNH2-10-des-GlyNH2-LHRH; Pyr-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-NHEt
Drug classGnRH analogue; GnRH agonist; Antigonadotropin
ATCvet code
Identifiers
IUPAC name
  • (2S)-N--1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.164.570 Edit this at Wikidata
Chemical and physical data
FormulaC55H76N16O12
Molar mass1153.313 g·mol
3D model (JSmol)
SMILES
  • CCNC(=O)1CCCN1C(=O)(CCCN=C(N)N)NC(=O)(CC(C)C)NC(=O)CNC(=O)(Cc1ccc(O)cc1)NC(=O)(CO)NC(=O)(Cc1cc2ccccc12)NC(=O)(Cc1cnc1)NC(=O)1CCC(=O)N1
InChI
  • InChI=1S/C55H76N16O12/c1-4-59-53(82)44-12-8-20-71(44)54(83)38(11-7-19-60-55(56)57)66-49(78)39(21-30(2)3)65-46(75)27-62-47(76)40(22-31-13-15-34(73)16-14-31)67-52(81)43(28-72)70-50(79)41(23-32-25-61-36-10-6-5-9-35(32)36)68-51(80)42(24-33-26-58-29-63-33)69-48(77)37-17-18-45(74)64-37/h5-6,9-10,13-16,25-26,29-30,37-44,61,72-73H,4,7-8,11-12,17-24,27-28H2,1-3H3,(H,58,63)(H,59,82)(H,62,76)(H,64,74)(H,65,75)(H,66,78)(H,67,81)(H,68,80)(H,69,77)(H,70,79)(H4,56,57,60)/t37-,38-,39-,40-,41-,42-,43-,44-/m0/s1
  • Key:DGCPIBPDYFLAAX-YTAGXALCSA-N

Fertirelin, or fertirelin acetate, sold under the brand name Ovalyse, is a gonadotropin-releasing hormone agonist (GnRH agonist) which has been marketed in the United Kingdom and Austria. It may no longer be available. Fertirelin has been used in veterinary medicine. It may have been used in the treatment of sex hormone-dependent conditions and infertility in women. The drug was first introduced in 1981 in Japan to treat various kinds of ovarian failure in cattle. Fertirelin is a synthetic peptide and GnRH analogue. It is used as the acetate salt.

See also

References

  1. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 549–. ISBN 978-1-4757-2085-3.
  2. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 441–. ISBN 978-3-88763-075-1.
  3. ^ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 120–. ISBN 978-94-011-4439-1.
  4. "List of Gonadotropin releasing hormones". Drugs.com.
  5. Okada J, Seo T, Kasahara F, Takeda K, Kondo S (February 1991). "New degradation product of des-Gly10-NH2-LH-RH-ethylamide (fertirelin) in aqueous solution". Journal of Pharmaceutical Sciences. 80 (2): 167–170. doi:10.1002/jps.2600800217. PMID 2051323.
GnRHTooltip Gonadotropin-releasing hormone and gonadotropins
GnRH modulators
(incl. analogues)
Agonists
Antagonists
Gonadotropins
Preparations
Others
(indirect)
Progonadotropins
Antigonadotropins
See also
GnRH and gonadotropin receptor modulators
Androgens and antiandrogens
Estrogens and antiestrogens
Progestogens and antiprogestogens
GnRHTooltip Gonadotropin-releasing hormone receptor and gonadotropin receptor modulators
GnRHTooltip Gonadotropin-releasing hormone receptor
Gonadotropin
LH/hCGTooltip Luteinizing hormone/choriogonadotropin receptor
FSHTooltip Follicle-stimulating hormone receptor
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