Indacrinone
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Basic information
- CAS
56049-88-8- Standard SMILES
CC1(c2ccccc2)Cc2cc(OCC(=O)O)c(Cl)c(Cl)c2C1=O- InChIKey
PRKWVSHZYDOZLP-UHFFFAOYSA-N- Molecular formula
- C18H14Cl2O4
- Average molar mass
- 365.2 g/mol
- Monoisotopic mass
- 364.02691429
Overview
Indacrinone is an orally active, indanone-based loop diuretic that consists of a racemic mixture. The (-) enantiomer is natriuretic, and the (+) enantiomer is uricosuric.
Names & identifiers
- Preferred name
- Indacrinone
- IUPAC
- 2-[(6,7-dichloro-2-methyl-1-oxo-2-phenyl-3H-inden-5-yl)oxy]acetic acid
- English name
- [(6,7-dichloro-2,3-dihydro-2-methyl-1-oxo-2-phenyl-1H-inden-5-yl)oxy]acetic acid
- Molecular formula
- C18H14Cl2O4
- Molecular weight
- 365.21
Names & synonyms
Indacrinone57296-63-6IndacrinonaIndacrinonumMK-196B926Y9U4QNDTXSID608666246,7-Dichloro-2-methyl-1-oxo-2-phenyl-5-indanyloxyacetic acidindacrinonRefChem:923379DTXCID50814891MK-286
Show more names
Einecs 259-965-3[[6,7-Dichloro-2-methyl-2-phenyl-1-oxoindan-5-yl]oxy]acetic acid[(6,7-dichloro-2,3-dihydro-2-methyl-1-oxo-2-phenyl-1H-inden-5-yl)oxy]acetic acidAcetic acid, 2-[(6,7-dichloro-2,3-dihydro-2-methyl-1-oxo-2-phenyl-1H-inden-5-yl)oxy]-
259-965-356049-88-8Indacrinic acid(+/-)-Indacrinone2-[(6,7-dichloro-2-methyl-1-oxo-2-phenyl-3H-inden-5-yl)oxy]acetic acidAcetic acid, ((2,3-dihydro-6,7-dichloro-2-methyl-1-oxo-2-phenyl-1H-inden-5-yl)oxy)-, (+-)-Indacrinonum [Latin]Indacrinona [Spanish]
Database identifiers
- CAS
56049-88-8、57296-63-6- PubChem CID
- 42266
Properties
Computed structural propertiesFilling in
- XLogP
- 4.5
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 505
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 167 · 167-168 °C(Solv: acetic acid (64-19-7))
- Boiling point
- 553.6 · 553.6±50.0 °C(Predicted)
- Density
- 1.422 · 1.422±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- form
- Solid
- pka
- 2.8 · 2.80±0.10(Predicted)
- color
- White to light yellow
- FDA UNII
- 926 Y9U4QN · B926Y9U4QN
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
indacrinone
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that promote the excretion of urine through their effects on kidney function.
Gout suppressants that act directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma.
Applications
UsesIndacrinone (MK196) is an investigational diuretic which has pronounced saluretic activity in the rat and dog as well as both uricosuric and saluretic activity in the chimpanzee.
Related reactions
28 records
Compound notes
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