Degarelix (acetate)

Degarelix is a synthetic gonadotropin-releasing hormone receptor (GNRHR) antagonist (IC50 = 3 nM in HEK293 cells expressing the human receptor). It inhibits the growth of WPMY-1, WPE1-NA22, BPH-1, and LNCaP prostate cell lines following a 72-hour incubation at a concentration of 10 µM via caspase activation and induction of apoptosis. In vivo, degarelix (2 mg/kg) decreases plasma testosterone levels in rats to castrate levels for the first 49 days post administration. It decreases tumor volume of Dunning R3327H prostate tumor flank implants in rats when administered at a dose of 1 mg/kg per month. Formulations containing degarelix have been used in the treatment of advanced prostate cancer.Formal Name: N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-4-[[[(4S)-hexahydro-2,6-dioxo-4-pyrimidinyl]carbonyl]amino]-L-phenylalanyl-4-[(aminocarbonyl)amino]-D-phenylalanyl-L-leucyl-N6-(1-methylethyl)-L-lysyl-L-prolyl-D-alaninamide, monoacetate. CAS Number: 934016-19-0. Synonyms: FE 200486. Molecular Formula: C82H103ClN18O16 . C2H4O2. Formula Weight: 1692.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 0.25 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 226, 246 nm. SMILES: O=C(N[C@H](CC1=CC=C(Cl)C=C1)C(N[C@H](CC2=CN=CC=C2)C(N[C@@H](CO)C(N[C@@H](CC3=CC=C(NC([C@@H]4CC(NC(N4)=O)=O)=O)C=C3)C(N[C@H](CC5=CC=C(NC(N)=O)C=C5)C(N[C@@H](CC(C)C)C(N[C@@H](CCCCNC(C)C)C(N6[C@H](C(N[C@@H](C(N)=O)C)=O)CCC6)=O)=O)=O)=O)=O)=O)=O)[C@H](NC(C)=O)CC7=CC8=CC=CC=C8C=C7.OC(C)=O. InChi Code: InChI=1S/C82H103ClN18O16.C2H4O2/c1-45(2)35-60(72(107)92-59(16-9-10-33-87-46(3)4)80(115)101-34-12-17-68(101)79(114)88-47(5)70(84)105)93-74(109)63(38-51-23-30-58(31-24-51)91-81(85)116)95-76(111)64(39-50-21-28-57(29-22-50)90-71(106)66-42-69(104)100-82(117)99-66)97-78(113)67(44-102)98-77(112)65(41-53-13-11-32-86-43-53)96-75(110)62(37-49-19-26-56(83)27-20-49)94-73(108)61(89-48(6)103)40-52-18-25-54-14-7-8-15-55(54)36-52,1-2(3)4/h7-8,11,13-15,18-32,36,43,45-47,59-68,87,102H,9-10,12,16-17,33-35,37-42,44. InChi Key: AUTFSFUMNFDPLH-KYMMNHPFSA-N.