Cetrorelix

Cetrorelix

Systematic (IUPAC) name
Acetyl-D-3-(2´-naphtyl)-alanine- D-4-chlorophenylalanine-D-3-(3´-pyridyl)- alanine-L-serine-L-tyrosine-D-citruline-L- leucine-L-arginine-L-proline-D- alanine-amide
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy cat.	X(US)
Legal status	℞-only (US)
Routes	Subcutaneous injection
Pharmacokinetic data
Bioavailability	85%
Protein binding	86%
Half-life	62.8 hours / 3mg single dose; 5 hours / 0.25 mg single dose; 20.6 hours / 0.25mg multiple doses
Excretion	feces (5% to 10% as unchanged drug and metabolites); urine (2% to 4% as unchanged drug)
Identifiers
CAS number	120287-85-6 Y
ATC code	H01CC02
PubChem	CID 16130924
DrugBank	APRD00686
ChemSpider	10482082 Y
UNII	OON1HFZ4BA Y
KEGG	D07665 Y
ChEBI	CHEBI:59224 Y
ChEMBL	CHEMBL1200490 N
Chemical data
Formula	?
Mol. mass	1431.06 g/mol
InChI InChI=1S/C70H92ClN17O14/c1-39(2)31-52(61(94)82-51(15-9-28-77-69(73)74)68(101)88-30-10-16-58(88)67(100)79-40(3)59(72)92)83-60(93)50(14-8-29-78-70(75)102)81-63(96)54(34-43-20-25-49(91)26-21-43)86-66(99)57(38-89)87-65(98)56(36-45-11-7-27-76-37-45)85-64(97)55(33-42-18-23-48(71)24-19-42)84-62(95)53(80-41(4)90)35-44-17-22-46-12-5-6-13-47(46)32-44/h5-7,11-13,17-27,32,37,39-40,50-58,89,91H,8-10,14-16,28-31,33-36,38H2,1-4H3,(H2,72,92)(H,79,100)(H,80,90)(H,81,96)(H,82,94)(H,83,93)(H,84,95)(H,85,97)(H,86,99)(H,87,98)(H4,73,74,77)(H3,75,78,102)/t40-,50-,51+,52+,53-,54+,55-,56-,57+,58+/m1/s1 Y Key:SBNPWPIBESPSIF-MHWMIDJBSA-N Y
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Cetrorelix acetate is an injectable gonadotropin-releasing hormone antagonist (GnRH antagonist). A synthetic decapeptide, it is used to treat hormone-sensitive cancers of the prostate and breast (in pre-/perimenopausal women) and some benign gynaecological disorders (endometriosis, uterine fibroids and endometrial thinning). In addition, cetrorelix is used in assisted reproduction to inhibit premature luteinizing hormone surges. 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 either multiple 0.25 mg daily subcutaneous injections or as a single-dose 3 mg subcutaneous injection. The duration of the 3 mg single dose is four days; if hCG is not administered within four days, a daily 0.25 mg dose is started and continued until hCG is administered.

Use in IVF

Cetrorelix is marketed by Merck Serono as Cetrotide for use in in-vitro fertilization in all countries except Japan, where it is marketed by Shionogi and Nippon Kayaku.^[1] Aeterna Zentaris receives royalties on these sales and retains rights to develop cetrorelix for other indications. In IVF use it is injected daily after follicle stimulation has been initiated and evidence of follicle maturation is approaching; given daily it prevents an endogenous LH surge that would trigger an untimely ovulation prior to the hCG administration by the treating physician. As an alternative to the GNRH antagonist, also a GNRH agonist could be given, but agonist have to be started earlier to overcome the agonistic effect. Cetrorelix can be mixed with follitropin alpha without compromising their reported safety and efficacy.^[2]

Contraindications

The use of Cetrorelix is contraindicated in severe renal impairment. It is not intended for women aged 65 years or older. Use in women with severe allergic conditions is not recommended. Use with caution in women with active allergies or history of allergies.

References

1. ^ Aeternia Zentaris product page
2. ^ Lin, Y.; Wen, Y.; Chang, Y.; Seow, K.; Hsieh, B.; Hwang, J.; Tzeng, C. (2010). "Safety and efficacy of mixing cetrorelix with follitropin alfa: a randomized study". Fertility and sterility 94 (1): 179–183. doi:10.1016/j.fertnstert.2009.02.062. PMID 19339001.  edit

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This drug article relating to the genito-urinary system is a stub. You can help Wikipedia by expanding it.v · Categories: GnRH antagonists Fertility medicine Systemic hormonal preparation stubs Genito-urinary system drug stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем сделать НИР Cumberland College (Princeton, Kentucky) CD Binéfar Look at other dictionaries: cetrorelix — decapéptido sintético con propiedades antagonistas de la hormona de liberación de gonadotropina. Se utiliza en el tratamiento de la infertilidad Diccionario ilustrado de Términos Médicos.. Alvaro Galiano. 2010 …   Diccionario médico cetrorelix acetate — cet·ro·rel·ix ac·e·tate (set″ro relґiks) a synthetic decapeptide that competes with natural gonadotropin releasing hormone, thus controlling the release of luteinizing hormone and follicle stimulating hormone; used to inhibit premature… …   Medical dictionary Nafarelin — Systematic (IUPAC) name (2R) N [(2R) 5 carbamimidamido 1 [(2S) 2 [(carbamoylmethyl)carbamoyl]pyrrolidin 1 yl] 1 oxopentan 2 yl] 2 [(2R) 2 [(2R) 2 [(2R) 3 hydroxy 2 [(2S) 2 [(2S) 3 (1H imidazol 4 yl) 2 {[(2R) 5 oxo …   Wikipedia Gonadotropin-releasing hormone antagonist — A gonadotropin releasing hormone antagonist (GnRH antagonist) is a synthetic peptide that competes with the neurohormone GnRH for its receptor, thus decreasing or blocking GnRH action. As a result endogenous pituitary output of FSH and LH is shut …   Wikipedia Oxytocin — Systematic (IUPAC) name 1 ({(4R,7S,10S …   Wikipedia Desmopressin — Systematic (IUPAC) name (2S) N [(2R) 1 [(2 amino 2 oxoethyl)amino] 5 (diaminomethylideneamino) 1 oxopentan 2 yl] 1 [(4R,7S,10S,13S,16S) 7 (2 amino 2 oxoethyl) 10 (3 amino 3 oxopropyl) 16 [(4 hydroxyphenyl) …   Wikipedia ATC code H01 — A section of the Anatomical Therapeutic Chemical Classification System.H Systemic hormonal preparations, excluding sex hormones and insulinsH01A Anterior pituitary lobe hormones and analoguesH01AA Adrenocorticotropic hormone:H01AA01 Corticotropin …   Wikipedia Conivaptan — Systematic (IUPAC) name N (4 (4,5 dihydro 2 methylimidazo[4,5 d][1]benzazepin 6(1H) yl)carbonyl)phenyl) (1,1 biphenyl) 2 carboxamide Clinical data …   Wikipedia Octreotide — Systematic (IUPAC) name (4R,7S,10S,13R,16S …   Wikipedia Felypressin — IUPAC name 1 [19 Amino 13,16 dibenzyl 10 (2 carbamoyl ethyl) 7 carbamoylmethyl 6,9,12,15,18 pentaoxo 1,2 dithia 5,8,11,14,17 pentaaz …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”