Histrelin (acetate)

Histrelin is a synthetic gonadotropin-releasing hormone (GNRH) agonist that binds to the GNRH receptor (GNRHR, Ki = 0.2 nM in CHO cells expressing the human receptor). It stimulates release of oxytocin (Cay-11799) and vasopressin ex vivo from the isolated rat hypothalamo-neurohypophysial system at a concentration of 100 nM. In vivo, the initial dose of histrelin (100 µg) stimulates acute increases in luteinizing hormone (LH), follicle-stimulating hormone (FSH), and testosterone serum levels (50-, 2.5-, and 15-fold, respectively), while chronic treatment leads to 95% decreases in LH and FSH responses in rhesus monkeys. Formulations containing histrelin have been used in the treatment of advanced prostate cancer and central precocious puberty.Formal Name: 6-[1-(phenylmethyl)-D-histidine]-9-(N-ethyl-L-prolinamide)-1-9-luteinizing hormone-releasing factor (swine), acetate. CAS Number: 220810-26-4. Synonyms: [Des-Gly10,D-His(Bzl)6]-LHRHethyl amide, [Des-Gly10,D-His(Bzl)6,Pro-NHEt9]-LHRH, [(ImBzl)-d-His6,Pro9-NET]-LHRH. Molecular Formula: C66H86N18O12 . XC2H4O2. Formula Weight: 1323.5. 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: 281 nm. SMILES: O=C([C@@H]1CCC(N1)=O)N[C@@H](CC2=CNC=N2)C(N[C@@H](CC3=CNC4=C3C=CC=C4)C(N[C@@H](CO)C(N[C@@H](CC5=CC=C(O)C=C5)C(N[C@H](CC6=CN(CC7=CC=CC=C7)C=N6)C(N[C@@H](CC(C)C)C(N[C@@H](CCCNC(N)=N)C(N8CCC[C@H]8C(NCC)=O)=O)=O)=O)=O)=O)=O)=O.OC(C)=O. InChi Code: InChI=1S/C66H86N18O12.C2H4O2/c1-4-70-64(95)55-17-11-25-84(55)65(96)48(16-10-24-71-66(67)68)76-58(89)49(26-38(2)3)77-62(93)53(30-43-34-83(37-74-43)33-40-12-6-5-7-13-40)81-59(90)50(27-39-18-20-44(86)21-19-39)78-63(94)54(35-85)82-60(91)51(28-41-31-72-46-15-9-8-14-45(41)46)79-61(92)52(29-42-32-69-36-73-42)80-57(88)47-22-23-56(87)75-47,1-2(3)4/h5-9,12-15,18-21,31-32,34,36-38,47-55,72,85-86H,4,10-11,16-17,22-30,33,35H2,1-3H3,(H,69,73)(H,70,95)(H,75,87)(H,76,89)(H,77,93)(H,78,94)(H,79,92)(H,80,88)(H,81. InChi Key: OWAUGAMNPZHEOJ-YKZVIGSYSA-N.