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Key Documents

SML1910

Sigma-Aldrich

IC87201

≥98% (HPLC)

Synonym(s):

2-[(1H-Benzotriazol-6-ylamino)methyl]-4,6-dichloro-phenol, 2-[(1H-Benzotriazol-6-ylamino)methyl]-4,6-dichlorophenol, IC 87201, IC-87201, Phenol, 2-[(1H-benzotriazol-6-ylamino)methyl]-4,6-dichloro-

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About This Item

Empirical Formula (Hill Notation):
C13H10Cl2N4O
CAS Number:
866927-10-8
Molecular Weight:
309.15
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 5 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C13H10Cl2N4O/c14-8-3-7(13(20)10(15)4-8)6-16-9-1-2-11-12(5-9)18-19-17-11/h1-5,16,20H,6H2,(H,17,18,19)

InChI key

QEHVTUCLCBXQIC-UHFFFAOYSA-N

Biochem/physiol Actions

IC87201 is a potent inhibitor of the nNOS/PSD-95 protein-protein interaction that blocks NMDA-induced 3′ ,5′ -cyclic guanosine monophosphate (cGMP) production in hippocampal cultures. IC87201 exhibits analgesic properties in mice pain models. Contrary to NMDA receptor antagonists nNOS/PSD-95 protein-protein interaction inhibitors spared source memory, spatial memory, and motor function in rats.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S K Florio et al.
British journal of pharmacology, 158(2), 494-506 (2009-09-08)
Post-synaptic density protein 95 (PSD95) contains three PSD95/Dosophilia disc large/ZO-1 homology domains and links neuronal nitric oxide synthase (nNOS) with the N-methyl-D-aspartic acid (NMDA) receptor. This report assesses the effects of disruption of the protein-protein interaction between nNOS and PSD95
Alexandra E Smith et al.
Behavioural brain research, 305, 23-29 (2016-02-26)
Limitations of preclinical models of human memory contribute to the pervasive view that rodent models do not adequately predict therapeutic efficacy in producing cognitive impairments or improvements in humans. We used a source-memory model (i.e., a representation of the origin
Anders Bach et al.
Scientific reports, 5, 12157-12157 (2015-07-17)
ZL006 and IC87201 have been presented as efficient inhibitors of the nNOS/PSD-95 protein-protein interaction and shown great promise in cellular experiments and animal models of ischemic stroke and pain. Here, we investigate the proposed mechanism of action of ZL006 and

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