Ganirelix

Ganirelix

Systematic (IUPAC) name
(2S)-1-[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-acetamido-3-naphthalen-2-ylpropanoyl]amino]-3-(4-chlorophenyl)propanoyl]amino]-3-pyridin-3-ylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-6-[bis(ethylamino)methylideneamino]hexanoyl]amino]-4-methylpentanoyl]amino]-6-[bis(ethylamino)methylideneamino]hexanoyl]-N-[(2R)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
Clinical data
AHFS/Drugs.com	monograph
Pregnancy cat.	X(US)
Legal status	℞-only (US)
Routes	Subcutaneous injection
Pharmacokinetic data
Bioavailability	91.1%
Protein binding	81.9%
Half-life	12.8 hours
Excretion	Faecal / Renal (approx. 75%/22%)
Identifiers
CAS number	123246-29-7 N 129311-55-3
ATC code	H01CC01
PubChem	CID 16186319
ChemSpider	16736620 Y
UNII	IX503L9WN0 Y
ChEMBL	CHEMBL1251 N
Chemical data
Formula	C80H113ClN18O13
Mol. mass	1570.4 g/mol
InChI InChI=1S/C80H113ClN18O13/c1-9-84-79(85-10-2)88-39-17-15-27-60(70(104)94-62(42-49(5)6)71(105)93-61(28-16-18-40-89-80(86-11-3)87-12-4)78(112)99-41-21-29-68(99)77(111)90-50(7)69(82)103)92-72(106)63(44-53-32-36-58(102)37-33-53)97-76(110)67(48-100)98-74(108)65(45-54-22-20-38-83-47-54)96-73(107)64(43-52-30-34-57(81)35-31-52)95-75(109)66(91-51(8)101)46-56-25-19-24-55-23-13-14-26-59(55)56/h13-14,19-20,22-26,30-38,47,49-50,60-68,100,102H,9-12,15-18,21,27-29,39-46,48H2,1-8H3,(H2,82,103)(H,90,111)(H,91,101)(H,92,106)(H,93,105)(H,94,104)(H,95,109)(H,96,107)(H,97,110)(H,98,108)(H2,84,85,88)(H2,86,87,89)/t50-,60-,61+,62+,63+,64-,65-,66-,67+,68+/m1/s1 Y Key:BJQRBVMMHKUPPY-YYXZGPOZSA-N Y
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Ganirelix acetate (or diacetate) is an injectable gonadotropin-releasing hormone antagonist (GnRH antagonist). It is primarily used in assisted reproduction to control ovulation. The drug works by blocking the action of GnRH upon the pituitary, thus rapidly suppressing the production and action of LH and FSH. It is administered as a daily subcutaneous injection.

Ganirelix is marketed by Organon International as Antagon.