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D129

R-(+)-DIOA

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

R-(+)-DIOA
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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

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About This Item

Empirical Formula (Hill Notation):
C20H24Cl2O4
CAS Number:
Molecular Weight:
399.31
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Pricing and availability is not currently available.
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Product Name

R-(+)-DIOA, ≥98% (HPLC), solid

Quality Level

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

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[1]
  • uptake of grepafloxacin by THP-1 monocytes[2]
  • the uptake of moxifloxacin by THP-1 monocytes[3]

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.[4]

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1 of 1

This Item
I117D122D5794
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

form

solid

form

solid

form

powder

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

solubility

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

solubility

H2O: 0.2 mg/mL, 0.1 M NaOH: 2.8 mg/mL, DMSO: >20 mg/mL, ethanol: 20 mg/mL, dilute aqueous acid: insoluble

solubility

DMSO: >10 mg/mL, 0.1 M HCl: soluble, 0.1 M NaOH: slightly soluble, H2O: insoluble

solubility

0.1 M HCl: slightly soluble, 0.1 M NaOH: slightly soluble, DMSO: soluble, H2O: insoluble, ethanol: soluble, ethyl acetate: soluble

color

white

color

white

color

white

color

pale yellow

optical activity

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

optical activity

[α]22/D +36.4°, c = 0.86 in methanol(lit.)

optical activity

-

optical activity

-


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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
L D Ochoa-de la Paz et al.
Pflugers Archiv : European journal of physiology, 449(6), 526-536 (2005-01-05)
An increase in extracellular KCl ([KCl]o) occurs under various pathological conditions in the retina, leading to retinal swelling and possible neuronal damage. The mechanisms of this KCl o-induced retinal swelling were investigated in the present study, with emphasis on the
Satyanarayana R Pondugula et al.
BMC physiology, 13, 6-6 (2013-03-30)
The vestibular system controls the ion composition of its luminal fluid through several epithelial cell transport mechanisms under hormonal regulation. The semicircular canal duct (SCCD) epithelium has been shown to secrete Cl- under β2-adrenergic stimulation. In the current study, we



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