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 It is a pyrazole diuretic which was used for treatment of hypertension but was withdrawn worldwide because of severe neurological side effects.
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Withdrawn- Max clinical phase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 It is a pyrazole diuretic which was used for treatment of hypertension but was withdrawn worldwide because of severe neurological side effects.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.