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Merck
CN

I117

Sigma-Aldrich

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

Quality Level

100

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

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
084M4606V
090M4606
015K4608

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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
Influence of T-type Ca2+ (mibefradil) and Cl- (indanyloxyacetic acid 94) channel antagonists on ?1-adrenoceptor mediated contractions in rat aorta.
Duggan AJ and Tabrizchi R
Canadian Journal of Physiology and Pharmacology, 78(9), 714-720 (2000)
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)
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
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