Thonzonium (bromide)

Thonzonium is a quaternary ammonium-containing cationic surfactant with diverse biological activities. It is an inhibitor of F. tularensis acid phosphatase B (AcpB, Ki = 0.59 µM) and the vacuolar ATPase (V-ATPase) proton pump in C. albicans (EC50 = 69 µM in purified vacuolar membrane vesicles). Thonzonium (25-400 nM) inhibits osteoclastogenesis induced by RANKL in bone marrow-derived macrophages (BMDMs) and inhibits bone resorption by mature osteoclasts in a V-ATPase-independent manner when used at concentrations of 100 and 200 nM. It prevents bone loss induced by LPS in a calvarial osteolytic mouse model when administered at a dose of 5 mg/kg per day. Thonzonium induces mortality in the helminths C. oncophora, O. ostertagi, H. contortus, and T. circumcincta with EC50 values of 4.5, 10.8, 5.1, and 6.7 µM, respectively, but is cytotoxic to HEK293 and RAW 264.7 cells with CC50 values of 9.2 and 5.7 µM, respectively. Formulations containing thonzonium as a surfactant have been used in the treatment of external auditory canal infections, as well as mastoidectomy and fenestration cavity infections.Formal Name: N-[2-[[(4-methoxyphenyl)methyl]-2-pyrimidinylamino]ethyl]-N,N-dimethyl-1-hexadecanaminium, monobromide. CAS Number: 553-08-2. Synonyms: NC 1264. Molecular Formula: C32H55N4O . Br. Formula Weight: 591.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml. lambdamax: 242 nm. SMILES: C[N+](C)(CCN(C1=NC=CC=N1)CC2=CC=C(OC)C=C2)CCCCCCCCCCCCCCCC.[Br-]. InChi Code: InChI=1S/C32H55N4O.BrH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-27-36(2,3)28-26-35(32-33-24-19-25-34-32)29-30-20-22-31(37-4)23-21-30,/h19-25H,5-18,26-29H2,1-4H3,1H/q+1,/p-1. InChi Key: WBWDWFZTSDZAIG-UHFFFAOYSA-M.