ChemicalBook--->CAS DataBase List--->81166-47-4

81166-47-4

81166-47-4 Structure

81166-47-4 Structure
IdentificationBack Directory
[Name]

R-(+)-DIOA
[CAS]

81166-47-4
[Synonyms]

R(+)-Butylindazone, R-(+)-[(2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]acetic acid
[Molecular Formula]

C20H24Cl2O4
[MDL Number]

MFCD00069261
[MOL File]

81166-47-4.mol
[Molecular Weight]

399.31
Chemical PropertiesBack Directory
[Melting point ]

173-174 °C
[Boiling point ]

562.2±50.0 °C(Predicted)
[density ]

1.307±0.06 g/cm3(Predicted)
[solubility ]

H2O: insoluble <0.11mg/mL
[form ]

solid
[pka]

2.80±0.10(Predicted)
[color ]

white
[Optical Rotation]

[α]27/D +18.1°, c = 0.7 in methanol(lit.)
[Water Solubility ]

H2O: insoluble <0.11mg/mL
DMSO: >20mg/mL
0.1 M HCl: insoluble
0.1 M NaOH: soluble
ethanol: soluble
[InChI]

1S/C20H24Cl2O4/c1-2-3-8-20(13-6-4-5-7-13)10-12-9-14(26-11-15(23)24)17(21)18(22)16(12)19(20)25/h9,13H,2-8,10-11H2,1H3,(H,23,24)/t20-/m0/s1
[InChIKey]

YAWWQIFONIPBKT-FQEVSTJZSA-N
[SMILES]

CCCC[C@]1(Cc2cc(OCC(O)=O)c(Cl)c(Cl)c2C1=O)C3CCCC3
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

R-(+)-DIOA has been used as a potassium/chloride K+-Cl- transport inhibitor to study its effects on:
  • short circuit current (Isc) in rat semicircular canal duct (SCCD) epithelium
  • uptake of grepafloxacin by THP-1 monocytes
  • the uptake of moxifloxacin by THP-1 monocytes

[Uses]

R-(+)-DIOA is an inhibitor of the K+/Cl--cotransport that does not affect the bumetanide-Na+/K+/Cl--cotransport system.
[Biochem/physiol Actions]

[(dihydroindenyl)oxy]acetic acid (DIOA) acts as a potent inhibitor of potassium/chloride (K+–Cl?)?co-transporter. It does not exert its effects on bumetanimide-sensitive [Na+,K+,Cl-]-cotransport system.
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