D129
R-(+)-DIOA
≥98% (HPLC), potassium/chloride (K+–Cl−) co-transporter inhibitor, solid
别名:
R(+)-Butylindazone, R-(+)-[(2-n-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]acetic acid
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关于此项目
经验公式（希尔记法）:
C20H24Cl2O4
化学文摘社编号:
分子量:
399.31
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
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
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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)
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