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AZD-2066 (hydrochloride)

CAT: 0804-HY-110255BSize: 1 EachDry Ice: NoHazardous: No
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Description
AZD-2066 hydrochloride is a selective, orally active and blood-brain barrier-permeating mGluR5 antagonist. AZD 2066 hydrochloride activates the BDNF/trkB signaling pathway. AZD 2066 hydrochloride can be used in the research of neuropathic pain, major depressive disorder and gastroesophageal reflux disease[1][2][3][5].
CAS Number
934338-70-2
UNSPSC
12352005
Target
Calcium Channel; mGluR; Trk Receptor
Related Pathways
GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling; Protein Tyrosine Kinase/RTK
Field of Research
Neurological Disease
Smiles
CN1C(C2=CC=NC=C2)=NN=C1O[C@@H](C3=NOC(C4=CC(Cl)=CC=C4)=C3)C.Cl
Molecular Formula
C19H17Cl2N5O2
Molecular Weight
418.28
References & Citations
[1]Kågedal M, et al. A positron emission tomography study in healthy volunteers to estimate mGluR5 receptor occupancy of AZD2066-estimating occupancy in the absence of a reference region. Neuroimage. 2013 Nov 15;82:160-9. |[2]Swedberg MD, et al. AZD9272 and AZD2066: selective and highly central nervous system penetrant mGluR5 antagonists characterized by their discriminative effects. J Pharmacol Exp Ther. 2014 Aug;350 (2) :212-22.|[3]Antoniu SA. Discontinued drugs for pulmonary, allergy, gastrointestinal, arthritis (2012) . Expert Opin Investig Drugs. 2013 Nov;22 (11) :1453-64. |[4]Jong YI, et al. Location and Cell-Type-Specific Bias of Metabotropic Glutamate Receptor, mGlu5, Negative Allosteric Modulators. ACS Chem Neurosci. 2019 Nov 20;10 (11) :4558-4570. |[5]Jiang X, et al. mGluR5 Facilitates Long-Term Synaptic Depression in a Stress-Induced Depressive Mouse Model. Can J Psychiatry. 2020 May;65 (5) :347-355.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 2
Isoform
MGluR5

Chemical Information

AZD-2066 hydrochloride
CAS Number934338-70-2
PubChem CID69004954
IUPAC Name5-(3-chlorophenyl)-3-[(1R)-1-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)oxy]ethyl]-1,2-oxazole;hydrochloride
Molecular FormulaC19H17Cl2N5O2
Molecular Weight418.3
Topological Polar Surface Area78.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity481
SMILES
C[C@H](C1=NOC(=C1)C2=CC(=CC=C2)Cl)OC3=NN=C(N3C)C4=CC=NC=C4.Cl
InChI
InChI=1S/C19H16ClN5O2.ClH/c1-12(16-11-17(27-24-16)14-4-3-5-15(20)10-14)26-19-23-22-18(25(19)2)13-6-8-21-9-7-13;/h3-12H,1-2H3;1H/t12-;/m1./s1
InChIKey
OBRIPRFLEZZGOF-UTONKHPSSA-N
Chemical Structure
2D Structure
2D structure of AZD-2066 hydrochloride
CAS: 934338-70-2
CID: 69004954
Formula: C19H17Cl2N5O2
MW: 418.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight418.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass417.0759302
Monoisotopic Mass417.0759302
Topological Polar Surface Area78.9 Ų
Heavy Atom Count28
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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