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Abarelix

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Abarelix
Clinical data
Trade namesPlenaxis
AHFS/Drugs.comMonograph
Routes of
administration
Intramuscular injection
Drug classGnRH analogue;GnRH antagonist;Antigonadotropin
ATC code
Pharmacokinetic data
Protein binding96–99%
Identifiers
  • N-acetyl-3-(2-naphthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridyl)-D-alanyl-L-seryl-N-methyl-L-tyrosyl-D-asparagyl-L-leucyl-N6-isopropyl-L-lysyl-L-prolyl-D-alaninamide[1]
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC72H95ClN14O14
Molar mass1416.09 g·mol−1
3D model (JSmol)
  • CC(C)C[C@H](NC(=O)[C@@H](CC(N)=O)NC(=O)[C@H](Cc1ccc(O)cc1)N(C)C(=O)[C@H](CO)NC(=O)[C@@H](Cc2cccnc2)NC(=O)[C@@H](Cc3ccc(Cl)cc3)NC(=O)[C@@H](NCc5ccc4ccccc4c5)NC(C)=O)C(=O)N[C@@H](CCCCNC(C)C)C(=O)N6CCC[C@H]6C(=O)N[C@H](C)C(N)=O
  • InChI=1S/C72H95ClN14O14/c1-41(2)32-54(64(93)80-53(17-10-11-30-77-42(3)4)72(101)87-31-13-18-60(87)69(98)78-43(5)63(75)92)81-68(97)58(38-62(74)91)84-70(99)61(37-46-22-27-52(90)28-23-46)86(7)71(100)59(40-88)85-67(96)57(36-48-14-12-29-76-39-48)83-66(95)56(34-45-20-25-51(73)26-21-45)82-65(94)55(79-44(6)89)35-47-19-24-49-15-8-9-16-50(49)33-47/h8-9,12,14-16,19-29,33,39,41-43,53-61,77,88,90H,10-11,13,17-18,30-32,34-38,40H2,1-7H3,(H2,74,91)(H2,75,92)(H,78,98)(H,79,89)(H,80,93)(H,81,97)(H,82,94)(H,83,95)(H,84,99)(H,85,96)/t43-,53+,54+,55-,56-,57-,58-,59+,60+,61+/m1/s1 checkY
  • Key:AIWRTTMUVOZGPW-HSPKUQOVSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Abarelix, sold under the brand namePlenaxis, is an injectablegonadotropin-releasing hormone antagonist (GnRH antagonist) which is marketed inGermany and theNetherlands. It is primarily used inoncology to reduce the amount oftestosterone made in patients with advanced symptomaticprostate cancer for which no other treatment options are available.[2][3]

It was originally marketed by Praecis Pharmaceuticals asPlenaxis,[2] and is now marketed by Speciality European Pharma in Germany[4] after receiving a marketing authorization in 2005. The drug was introduced in theUnited States in 2003, but was discontinued in this country in May 2005 due to poor sales and a higher-than-expected incidence of severeallergic reactions.[5] It remains marketed inGermany and theNetherlands however.[6]

See also

[edit]

References

[edit]
  1. ^"Abarelix".PubChem. 2017-07-29.
  2. ^ab"Abarelix".Drugs.com. Archived fromthe original on 2018-02-10. Retrieved2018-01-23.
  3. ^Boccon-Gibod L, van der Meulen E, Persson BE (June 2011)."An update on the use of gonadotropin-releasing hormone antagonists in prostate cancer".Therapeutic Advances in Urology.3 (3):127–40.doi:10.1177/1756287211414457.PMC 3159401.PMID 21904569.
  4. ^Pharmazeutische Zeitung online:Abarelix(in German)
  5. ^Minev B (13 January 2011).Cancer Management in Man: Chemotherapy, Biological Therapy, Hyperthermia and Supporting Measures. Springer Science & Business Media. pp. 182–.ISBN 978-90-481-9704-0.
  6. ^"Abarelix".Drugs.com. Archived fromthe original on 2019-08-29. Retrieved2018-08-27.
GnRHTooltip Gonadotropin-releasing hormone andgonadotropins
GnRH modulators
(incl.analogues)
Agonists
Antagonists
Gonadotropins
Preparations
Others
(indirect)
Progonadotropins
Antigonadotropins
GnRHTooltip Gonadotropin-releasing hormone receptor andgonadotropin receptormodulators
GnRHTooltip Gonadotropin-releasing hormone receptor
Gonadotropin
LH/hCGTooltip Luteinizing hormone/choriogonadotropin receptor
FSHTooltip Follicle-stimulating hormone receptor


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