Skip to Content
Merck
CN

D129

R-(+)-DIOA

≥98% (HPLC), potassium/chloride (K+–Cl−) co-transporter inhibitor, 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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C20H24Cl2O4
CAS Number:
81166-47-4
Molecular Weight:
399.31
UNSPSC Code:
12352200
PubChem Substance ID:
24277830
NACRES:
NA.77
MDL number:
MFCD00069261

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

R-(+)-DIOA, ≥98% (HPLC), solid

SMILES string

CCCC[C@]1(Cc2cc(OCC(O)=O)c(Cl)c(Cl)c2C1=O)C3CCCC3

InChI key

YAWWQIFONIPBKT-FQEVSTJZSA-N

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

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

Quality Level

100

Related Categories

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000523218
0000523218
0000515272
0000515272
0000504658

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R P Garay et al.
Naunyn-Schmiedeberg's archives of pharmacology, 334(2), 202-209 (1986-10-01)
3-Amino-5-sulfamoylbenzoic acids and several series of (aryloxy)alkanoic acids were evaluated for their inhibitory effects on two human erythrocyte ion transport systems--the Na+,K+ cotransport system and the DIDS-sensitive anion carrier. Several classic loop diuretics, including the (aryloxy)alkanoic acid-ethacrynic acid and several
Hikaru Nagao et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 30(3), 538-551 (2012-07-21)
Potassium chloride cotransporters (KCCs) mediate electroneutrally-coupled transport of K(+) and Cl(-), and play crucial roles in various cell functions including regulation of cell volume and homeostasis of cellular Cl(-)content. Four isoforms of KCCs (KCC1, 2, 3, and 4) have been
Christa W Habela et al.
Journal of neurophysiology, 101(2), 750-757 (2008-11-28)
During brain development, progenitor cells migrate over long distances through narrow and tortuous extracellular spaces posing significant demands on the cell's ability to alter cell volume. This phenotype is recapitulated in primary brain tumors. We demonstrate here that volume changes
Di Zhang et al.
Journal of biomolecular screening, 15(2), 177-184 (2010-01-21)
KCC2, potassium chloride cotransporter 2, is expressed exclusively in the CNS (on inhibitory neurons) and plays a major role in maintaining appropriately low intracellular chloride levels that ensure inhibitory actions of GABA(A) and glycine receptors. As such, it plays a
The relationship between volume-sensitive taurine efflux and the anion-exchanger in lactating mammary tissue.
D B Shennan et al.
Biochemical Society transactions, 23(2), 392S-392S (1995-05-01)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service