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A0862

Sigma-Aldrich

A-740003

≥98% (HPLC)

Synonym(s):

N-(1-{[(cyanoimino)(5-quinolinylamino) methyl] amino}-2,2-dimethylpropyl)-2-(3,4-dimethoxyphenyl)acetamide

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About This Item

Empirical Formula (Hill Notation):
C26H30N6O3
CAS Number:
861393-28-4
Molecular Weight:
474.55
MDL number:
MFCD09970333
UNSPSC Code:
12352200
PubChem Substance ID:
329770637
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 10 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

COc1ccc(CC(=O)NC(N\C(Nc2cccc3ncccc23)=N\C#N)C(C)(C)C)cc1OC

InChI

1S/C26H30N6O3/c1-26(2,3)24(31-23(33)15-17-11-12-21(34-4)22(14-17)35-5)32-25(29-16-27)30-20-10-6-9-19-18(20)8-7-13-28-19/h6-14,24H,15H2,1-5H3,(H,31,33)(H2,29,30,32)

InChI key

PUHSRMSFDASMAE-UHFFFAOYSA-N

General description

A-740003 is a highly affine and selective P2X7 receptor antagonist and is best for the progression of a radiotracer for imaging of neuroinflammation by positron emission tomography.

Biochem/physiol Actions

A-740003 is a selective P2X7 purinoceptor antagonist.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family 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

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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Synthesis and initial preclinical evaluation of the P2X7 receptor antagonist [11C] A-740003 as a novel tracer of neuroinflammation
Janssen B, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 57(8), 509-516 (2014)
Pablo J Sáez et al.
PloS one, 8(8), e71361-e71361 (2013-08-27)
Reduced astrocytic gap junctional communication and enhanced hemichannel activity were recently shown to increase astroglial and neuronal vulnerability to neuroinflammation. Moreover, increasing evidence suggests that neuroinflammation plays a pivotal role in the development of Niemann-Pick type C (NPC) disease, an
Melissa Crabbé et al.
Frontiers in neuroscience, 13, 799-799 (2019-08-17)
The purinergic P2X7 receptor is a key mediator in (neuro)inflammation, a process that is associated with neurodegeneration and excitotoxicity in Parkinson's disease (PD). Recently, P2X7 imaging has become possible with [11C]JNJ-(54173)717. We investigated P2X7 availability, in comparison with availability of

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