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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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10 mg

Available to ship TODAYfromMILWAUKEE

$352.00
$299.20
50 mg

Available to ship TODAYfromMILWAUKEE

$1,150.00

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
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

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Product Name

R-(+)-DIOA, ≥98% (HPLC), solid

Quality Level

100

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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I117SML2692D122
R-(+)-DIOA &#8805;98% (HPLC), solid

Sigma-Aldrich

D129

R-(+)-DIOA

R(+)-IAA-94 &#8805;98% (HPLC), solid

Sigma-Aldrich

I117

R(+)-IAA-94

DCPIB &#8805;98% (HPLC)

Sigma-Aldrich

SML2692

DCPIB

Domperidone powder, &#8805;98% (HPLC)

Sigma-Aldrich

D122

Domperidone

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

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: 2 mg/mL, clear

solubility

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

color

white

color

white

color

white to beige

color

white

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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Certificates of Analysis (COA)

Lot/Batch Number
0000560507
0000556549
0000556549
0000560507
0000523218

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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
Yuan-Ting Sun et al.
Glia, 58(13), 1544-1552 (2010-06-16)
Nerve conduction requires the fine tuning of ionic currents through delicate interactions between axons and Schwann cells. The K(+)-Cl(-) cotransporter (KCC) family includes four isoforms (KCC1-4) that play an important role in the maintenance of cellular osmotic homeostasis via the
Barbara Harl et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 31(2-3), 319-337 (2013-03-15)
Phagocytosis depends on the formation of engulfment pseudopodia surrounding the target. We tested in microglia, monocyte-derived cells in the brain, whether a swelling-activated Cl(-)-current (I(Cl,swell)), required for global cell volume (CV) regulation, also contributes to local expansion and retraction of
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Global Trade Item Number

SKUGTIN
D129-50MG04061832574288
D129-10MG04061832574271
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