Adjudin

Adjudin is a derivative of ionidamine that inhibits human spermatozoa capacitance, potentially by blocking chloride channels. It inhibits spermatozoa hyperactivated motility and the acrosome reaction and prevents sperm-egg fusion in zona-free hamster eggs. It also disrupts Sertoli-germ cell junctions by increasing tight junction and basal ectoplasmic specialization protein levels, which tightens the cell permeability barrier dose-dependently in vitro. Adjudin (25 and 50 mg/kg) increases testin expression in adult rat testes within one day and depletes spermatids and spermatocytes within 14 days. Under various dosing parameters, adjudin reversibly induces infertility of male rats within 3-7 weeks, which lasts 4-14 weeks, without affecting serum levels of luteinizing hormone (LH), follicle stimulating hormone (FSH), or testosterone. Adjudin also decreases proliferation of SGC-7901, MDA-MB-231, Smmc-7721, and MIA Paca-2 cells (IC50s = 58, 13.8, 72.3, and 52.7 µM, respectively) and induces apoptosis via the caspase-3-dependent pathway.Formal Name: 1-[(2,4-dichlorophenyl)methyl]-1H-indazole-3-carboxylic acid, hydrazide. CAS Number: 252025-52-8. Synonyms: AF-2364. Molecular Formula: C15H12Cl2N4O. Formula Weight: 335.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2) (1:20): 0.05 mg/ml, DMSO: 20 mg/ml. lambdamax: 300 nm. SMILES: O=C(NN)C1=NN(CC2=C(Cl)C=C(Cl)C=C2)C3=CC=CC=C31. InChi Code: InChI=1S/C15H12Cl2N4O/c16-10-6-5-9(12(17)7-10)8-21-13-4-2-1-3-11(13)14(20-21)15(22)19-18/h1-7H,8,18H2,(H,19,22). InChi Key: VENCPJAAXKBIJD-UHFFFAOYSA-N.