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Merck

I117

Sigma-Aldrich

R(+)-IAA-94

≥98% (HPLC), solid

Synonym(e):

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

Empirische Formel (Hill-System):
C17H18Cl2O4
CAS-Nummer:
Molekulargewicht:
357.23
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

solid

Optische Aktivität

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

Farbe

white

Löslichkeit

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

Lagertemp.

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

InChIKey

RNOJGTHBMJBOSP-QGZVFWFLSA-N

Anwendung

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.

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
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
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)

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