Structure via PubChem · Public domain (PubChem)
muzolimine
Sign in to saveMuzolimine is a high-ceiling loop diuretic. It is a pyrazole diuretic which was used for treatment of hypertension but was withdrawn worldwide because of severe neurological side effects.
In the Vinony graph
Within Vinony's link graph, muzolimine is referenced by 78 other articles, and connects out to collecting duct system, medication and ethanol.
Vinony files it under Chemical pages without DrugBank identifier, Chloroarenes and Diuretics.
Its subject is documented across 6 Wikipedia language editions.
Chemical data
- Formula
- C11H11Cl2N3O
- Molecular weight
- 272.13 g/mol
- IUPAC name
- 5-amino-2-[1-(3,4-dichlorophenyl)ethyl]-4H-pyrazol-3-one
- SMILES
- CC(C1=CC(=C(C=C1)Cl)Cl)N2C(=O)CC(=N2)N
- InChIKey
- RLWRMIYXDPXIEX-UHFFFAOYSA-N
- XLogP
- 2
- Polar surface area
- 58.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
111 papers- Muzolimine: renal site of action and interaction with probenecid in humans.Clinical pharmacology and therapeutics · 1991
- Muzolimine modification of renal vasoconstriction.Zeitschrift fur Kardiologie · 1985
- Muzolimine in chronic renal failure: a study in 16 patients.Zeitschrift fur Kardiologie · 1985
- Comparison of muzolimine and furosemide in heart failure.Zeitschrift fur Kardiologie · 1985
- [Diuretics].Pathologie-biologie · 1986
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 271.028
Show 5 more facts
- defined daily dose
- 20
- Commons category
- Muzolimine
- chemical formula
- C₁₁H₁₁Cl₂N₃O
- canonical SMILES
- CC(C1=CC(=C(C=C1)Cl)Cl)N2C(=O)CC(=N2)N
- subject has role
- diuretic
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Muzolimine is a high-ceiling loop diuretic. It is a pyrazole diuretic which was used for treatment of hypertension but was withdrawn worldwide because of severe neurological side effects.
==Synthesis== thumb|center|700px|Muzolimine synthesis: Rxn of (1-(3,4-dichlorophenyl)ethyl)hydrazine (1) with ethyl 3-amino-3-ethoxyacrylate (2) leads to a ring-forming two-site reaction and formation of the pyrazoline diuretic agent, muzolimine (3).
Excerpted from Wikipedia’s “muzolimine” article, available under the CC BY-SA 4.0 licence.