| Identification | Back Directory | [Name]
4-((3,5-Dichloro-2-hydroxybenzyl)amino)-2-hydroxybenzoic acid | [CAS]
1181226-02-7 | [Synonyms]
ZL006
ZL 006;ZL006
4-((3,5-Dichloro-2-hydroxybenzyl)amino)-2-hydroxybenzoic acid
Benzoic acid, 4-[[(3,5-dichloro-2-hydroxyphenyl)methyl]amino]-2-hydroxy- | [Molecular Formula]
C14H11Cl2NO4 | [MDL Number]
MFCD20527326 | [MOL File]
1181226-02-7.mol | [Molecular Weight]
328.15 |
| Chemical Properties | Back Directory | [Boiling point ]
530.4±50.0 °C(Predicted) | [density ]
1.617±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: ≥5mg/mL (warmed to 60° C) | [form ]
powder | [pka]
3.40±0.10(Predicted) | [color ]
white to tan | [InChI]
1S/C14H11Cl2NO4/c15-8-3-7(13(19)11(16)4-8)6-17-9-1-2-10(14(20)21)12(18)5-9/h1-5,17-19H,6H2,(H,20,21) | [InChIKey]
RTEYSQSXRFVKTJ-UHFFFAOYSA-N | [SMILES]
OC1=C(Cl)C=C(Cl)C=C1CNC(C=C2)=CC(O)=C2C(O)=O |
| Hazard Information | Back Directory | [Uses]
ZL006 is a potent inhibitor of nNOS/PSD-95 interaction, and inhibits NMDA receptor-mediated NO synthesis. | [Biochem/physiol Actions]
ZL006 inhibits the ischemia-induced interaction of nNOS with postsynaptic density protein-95 (PSD-95), preventing glutamate-induced excitotoxicity and cerebral ischemic damage. It does not inhibit nNOS itself. ZL006 is brain penetrant, and has been tested in both rat and mouse models of stroke. | [in vivo]
Compared with P-LPs/ZL006 and free ZL006, T7-P-LPs/ZL006 exhibits a significant increase of drug accumulation in the brain tissue due to its better brain targeting delivery. Compared with free ZL006, P-LPs/ZL006 and T7-P-LPs/ZL006 exhibit a significant decrease of drug accumulation in the liver and kidney[1]. | [IC 50]
NMDA Receptor | [References]
[1] Wang Z, et al. Enhanced anti-ischemic stroke of ZL006 by T7-conjugated PEGylated liposomes drug delivery system. Sci Rep. 2015 Jul 29;5:12651. DOI:10.1038/srep12651
[2] Bach A, et al. Biochemical investigations of the mechanism of action of small molecules ZL006 and IC87201 as potential inhibitors of the nNOS-PDZ/PSD-95-PDZ interactions. Sci Rep. 2015 Jul 16;5:12157. DOI:10.1038/srep12157 |
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