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Merck

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

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
084M4606V
090M4606
015K4608

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Human THP-1 monocyte uptake and cellular disposition of 14C-grepafloxacin
Hall I H, et al.
Journal of Infection and Chemotherapy, 10(1), 11-18 (2004)
D W Landry et al.
The Journal of general physiology, 90(6), 779-798 (1987-12-01)
Chloride channels are present in the majority of epithelial cells, where they mediate absorption or secretion of NaCl. Although the absorptive and secretory channels are well characterized in terms of their electrophysiological behavior, there is a lack of pharmacological ligands
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
Federica Barbieri et al.
Frontiers in pharmacology, 9, 899-899 (2018-09-07)
The antidiabetic biguanide metformin exerts antiproliferative effects in different solid tumors. However, during preclinical studies, metformin concentrations required to induce cell growth arrest were invariably within the mM range, thus difficult to translate in a clinical setting. Consequently, the search
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)
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