D129

R-(+)-DIOA

≥98% (HPLC), solid

• Synonym(s): R(+)-Butylindazone, R-(+)-[(2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]acetic acid
• Empirical Formula (Hill Notation): C₂₀H₂₄Cl₂O₄
• CAS Number: 81166-47-4
• Molecular Weight: 399.31
• MDL number: MFCD00069261
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277830
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: solid
• optical activity: [α]27/D +18.1°, c = 0.7 in methanol(lit.)
• color: white
• solubility: H₂O: insoluble <0.11 mg/mL; DMSO: >20 mg/mL; 0.1 M HCl: insoluble; 0.1 M NaOH: soluble; ethanol: soluble
• SMILES string: CCCC[C@]1(Cc2cc(OCC(O)=O)c(Cl)c(Cl)c2C1=O)C3CCCC3
• 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
• InChI key: YAWWQIFONIPBKT-FQEVSTJZSA-N

Description

Application

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

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves