Muzolimine

• CAT Number: I008217
• CAS Number: 55294-15-0
• Molecular Formula: C11H11Cl2N3O
• Molecular Weight: 272.129
• Purity: ≥95%
• Synonyms: Muzolimina; Muzoliminum; Edrul; Muzolimine;3-amino-1-(1-(3,4-dichlorophenyl)ethyl)-1H-pyrazol-5(4H)-one
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4 °C for short term, or -20 °C for long term
• IUPAC Name: 5-amino-2-[1-(3,4-dichlorophenyl)ethyl]-4H-pyrazol-3-one
• InChI: InChI=1S/C11H11Cl2N3O/c1-6(16-11(17)5-10(14)15-16)7-2-3-8(12)9(13)4-7/h2-4,6H,5H2,1H3,(H2,14,15)
• InChIKey: RLWRMIYXDPXIEX-UHFFFAOYSA-N
• SMILES: CC(C1=CC(=C(C=C1)Cl)Cl)N2C(=O)CC(=N2)N

Muzolimine is pyrazole diuretic with long duration and high capacity of action. It was proposed for kidney failure and hypertension but was withdrawn worldwide because of severe neurological effects.

Reference

1:Muzolimine: renal site of action and interaction with probenecid in humans. Noormohamed FH, Lant AF.Clin Pharmacol Ther. 1991 Nov;50(5 Pt 1):564-72. PMID: 1934869 2:The effects of muzolimine and urine from muzolimine-treated rats on Na+K+Cl- cotransport in Madin-Darby canine kidney cells. Grima M, Michel B, Barthelmebs M, Stephan D, Imbs JL.Eur J Pharmacol. 1991 Sep 17;202(2):137-42. PMID: 1802742 3:Muzolimine-induced severe neuromyeloencephalopathy: report of seven cases. Pohlmann-Eden B, Berlit P, Maibach EA, Gretz N.Acta Neurol Scand. 1991 Jan;83(1):41-4. PMID: 1849334 4:Comparison between the cardiac effects induced by muzolimine and furosemide in guinea-pig atria. Dorigo P, Gaion RM, Bergamin M, Giacometti A, Valentini E, Maragno I.Cardiovasc Drugs Ther. 1990 Dec;4(6):1477-85. PMID: 1706935 5:[Mechanism of action of the diuretic effect of muzolimine]. Grima M, Michel B, Barthelmebs M, Imbs JL.Arch Mal Coeur Vaiss. 1990 Jul;83(8):1205-8. French. PMID: 2124457 6:[Neuromyeloencephalopathy caused by high-dose muzolimine medication in patients with renal failure]. Pohlmann-Eden B, Berlit P, Holle A, Kaschel H, Gretz N.Fortschr Neurol Psychiatr. 1990 Mar;58(3):87-97. German. PMID: 2159946 7:Determination of muzolimine in plasma and urine by high-performance liquid chromatography. Osman MA, Dunning LK, Bhavnagri VP, Cheng LK.J Chromatogr. 1989 Nov 24;496(2):478-84. No abstract available. PMID: 2613850 8:[Neurotoxic action of muzolimine at high doses in uremic patients. Observation of a group of 29 subjects]. Gilli M, Papurello D, Chiadò Cutin I, Bradac GB, Delsedime M, Dettoni E, Giangrandi C, Fidelio T, Rocci E, Riccio A.Minerva Urol Nefrol. 1989 Jul-Sep;41(3):215-8. Italian. PMID: 2617378 9:Spectrophotometric determination of muzolimine. Sastry CS, Suryanarayana MV, Tipirneni AS, Prasad TN.Talanta. 1988 Nov;35(11):914-6. PMID: 18964644 10:[Nephrotoxicity caused by high-dose muzolimine. A multicenter study]. Gaiter AM, Nebiolo PE, Torazza MC, Gabella P, Bottacchi E, Alloatti S.Minerva Urol Nefrol. 1988 Oct-Dec;40(4):309-12. Italian. No abstract available. PMID: 3075097