9-Anthracenecarboxylic acid - CAS 723-62-6
Category: Inhibitor
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Molecular Formula:
C15H10O2
Molecular Weight:
222.24
COA:
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Targets:
Chloride Channel
Description:
9-Anthracenecarboxylic acid is a Cl- transport inhibitor with a moderate to strong inhibitory effect on PKA activated cardiac IcI.
Brife Description:
chloride channel blocker
Purity:
≥99% by HPLC
Appearance:
Yellow Solid
Synonyms:
Anthracene-9-carboxylic acid; 9-AC
MSDS:
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Melting Point:
219-222°C
InChIKey:
XGWFJBFNAQHLEF-UHFFFAOYSA-N
InChI:
InChI=1S/C15H10O2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H,(H,16,17)
Canonical SMILES:
C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C(=O)O
1.Acidic ATP activates lymphocyte outwardly rectifying chloride channels via a novel pathway.
Ma HP;Zhou ZH;Liang YY;Saxena S;Warnock DG Pflugers Arch. 2004 Oct;449(1):96-105.
Using whole-cell patch-clamp techniques we found that ATP activated an outwardly rectifying current in Daudi human B lymphoma cells under acidic conditions. The substitution of Cl- for gluconate(-) shifted the reversal potential, while Cl- channel blockers, 4,4'-diisothiocyanostibene-2,2'-disulfonic acid (DIDS) and 9-anthracene carboxylic acid (9-AC), blocked the current, indicating that ATP induces this current by activating the outwardly rectifying chloride channel (ORCC). The effect of ATP on ORCC was mimicked by ADP, but not by other P2 receptor agonists such as ATPgammaS (a poorly hydrolyzable analog of ATP), 2',3'-O-benzoyl-4-benzoyl-ATP (BzATP), and UTP. The ATP-induced ORCC current was completely blocked by 100 microM suramin (a P2 receptor antagonist), and was partially blocked by 100 microM pyridoxal-phosphate-6-azophenyl-2',4'-disulfonic acid tetrasodium (PPADS), which is another P2 receptor antagonist. Neither inactivation of G proteins nor elimination of extracellular Ca2+ affected the ATP-induced current, indicating that G protein-coupled P2Y receptors and Ca(2+)-permeable P2X receptors are not involved. Based on the pharmacological profile and the fact that acidic conditions are required for ATP to activate the ORCC, we suggest that acidic ATP activates the lymphocyte ORCC via a novel pathway, which is not associated with any previously described purinergic receptors.
2.Nematicidal activity of anion transport blockers against Meloidogyne incognita, Caenorhabditis elegans and Heterorhabditis bacteriophora.
Boina DR;Lewis EE;Bloomquist JR Pest Manag Sci. 2008 Jun;64(6):646-53. doi: 10.1002/ps.1591.
BACKGROUND: ;Because methyl bromide has been phased out as a soil sterilant, new nematicides are urgently needed. Four different chemical classes of organic acids acting as anion transport (AT) blockers were tested against a free-living nematode, Caenorhabditis elegans Maupas, a plant-parasitic nematode, Meloidogyne incognita (Kofoid and White) Chitwood, and an entomopathogenic nematode, Heterorhabditis bacteriophora Poinar, in toxicity bioassays. The materials tested were DIDS (4,4'-diisothiocyanatostilbene-2,2'-disulfonic acid), 9-AC (anthracene-9-carboxylic acid), NPPB [5-nitro-2-(3-phenylpropylamino)benzoic acid] and IAA-94 (indanyloxyacetic acid).;RESULTS: ;All the compounds showed slowly developing nematicidal activity against second-stage juveniles of M. incognita and adults of C. elegans, but not against H. bacteriophora infective-stage juveniles. The LC(50) values of these compounds were < 50 mg L(-1) after 48 and 72 h incubation, while at 168 h incubation the LC(50) values were < 10 mg L(-1) for both sensitive species. Across both species and time, the LC(50) values generally differed no more than twofold among the four compounds tested in this study. In contrast, none of the compounds (200 mg L(-1)) caused more than control mortality to H.
3.Properties of spontaneous inward currents recorded in smooth muscle cells isolated from the rabbit portal vein.
Wang Q;Hogg RC;Large WA J Physiol. 1992;451:525-37.
1. Characteristics of spontaneous transient inward currents (STICs) which produced membrane depolarization were analysed with the perforated patch technique in single smooth muscle cells isolated from the rabbit portal vein. 2. In K(+)-free solutions the amplitude of STICs was linearly related to membrane potential and the reversal potential (Er) was -3.0 +/- 0.9 mV. Replacement of external NaCl with NaI shifted Er to -40.0 +/- 1.0 mV. Substitution of external NaCl by NaSCN also moved Er to negative values but replacement of sodium with Tris and choline did not change Er. It is concluded that STICs are generated by an increase in chloride conductance. 3. STICs were abolished or reduced by the chloride channel antagonists anthracene-9-carboxylic acid (1 mM) and 4-acetamido-4'-isothiocyanato-2,2'- stilbene-disulphonic acid (2 mM). 4. STICs were blocked by noradrenaline and caffeine which deplete intracellular calcium stores. This effect was reversible and this result indicates that the primary trigger for STICs is calcium released from intracellular stores and therefore STICs are calcium-activated chloride currents (ICl(Ca)). 5. Removal of calcium from the bathing solution abolished STICs in six out of seven cells but STICs persisted in Ca(2+)-free solution in one cell.
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CAS 723-62-6 9-Anthracenecarboxylic acid

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