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Merck
CN

I117

R(+)-IAA-94

≥98% (HPLC), chloride ion channel inhibitor, solid

Synonym(s):

Indanyloxyacetic acid 94, R(+)-Methylindazone, R(+)-[(6,7-Dichloro-2-cyclopentyl-2,3-dihydro-2-methyl-1-oxo-1H-inden-5-yl)-oxy]acetic acid

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About This Item

Empirical Formula (Hill Notation):
C17H18Cl2O4
CAS Number:
54197-31-8
Molecular Weight:
357.23
UNSPSC Code:
12352200
PubChem Substance ID:
24277844
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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Product Name

R(+)-IAA-94, ≥98% (HPLC), solid

SMILES string

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

InChI

1S/C17H18Cl2O4/c1-17(10-4-2-3-5-10)7-9-6-11(23-8-12(20)21)14(18)15(19)13(9)16(17)22/h6,10H,2-5,7-8H2,1H3,(H,20,21)/t17-/m1/s1

InChI key

RNOJGTHBMJBOSP-QGZVFWFLSA-N

assay

≥98% (HPLC)

form

solid

optical activity

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

color

white

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

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

R(+)-IAA-94 has been used as a chloride ion channel inhibitor to study its effects on grepafloxacin uptake by human mononuclear (THP-1) cells . It has also been used as a chloride ion channel inhibitor to study its effects on moxifloxacin uptake by human mononuclear (THP-1) cells.

Features and Benefits

This compound is featured on the Chloride Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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
0000494146
0000494146
084M4606V
090M4606
015K4608

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Disposition and intracellular levels of moxifloxacin in human THP-1 monocytes in unstimulated and stimulated conditions
Hall I H, et al.
International Journal of Antimicrobial Agents, 22(6), 579-587 (2003)
Michelle Batthish et al.
Cardiovascular research, 55(3), 660-671 (2002-08-06)
We have recently proposed that chloride (Cl(-)) channels contribute to ischemic preconditioning (IPC) in the myocardium. To further evaluate this hypothesis, we investigated the role of Cl(-) channels in pharmacological preconditioning. Isolated rabbit cardiomyocytes and isolated buffer-perfused rabbit hearts were
Indanyloxyacetic acid-sensitive chloride channels from outer membranes of skeletal muscle.
Weber-Schurholz S, et al.
The Journal of Biological Chemistry, 268(9), 547-551 (1993)
D M Briggs Boedtkjer et al.
Pflugers Archiv : European journal of physiology, 457(2), 389-404 (2008-06-10)
The possibility that Ca(2+)-activated Cl(-) conductances (CaCCs) contribute to oscillations in vascular tone (vasomotion) is tested in isolated mesenteric small arteries from rats where cGMP independent (I (Cl(Ca))) and cGMP-dependent (I (Cl(Ca,cGMP))) chloride conductances are important. The effect of anion
Roberto J Diaz et al.
Cardiovascular research, 87(3), 545-551 (2010-03-17)
We have previously shown that reduction of ischaemic cell swelling via enhanced cell volume regulation is a key mechanism of ischaemic preconditioning (IPC) in cardiomyocytes. We have also shown that pharmacological blockade of Cl(-) channels abolishes cardioprotection achieved by IPC
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