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GYKI 52466 - ≥99%, high purity , CAS No.102771-26-6, Antagonist of GluA1;Antagonist of GluA2;Antagonist of GluA3;Antagonist of GluA4

  • Moligand™
  • ≥99%
Item Number
G275579
Grouped product items
SKUSizeAvailabilityPrice Qty
G275579-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$118.90
G275579-50mg
50mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$494.90

Selective non-competitive AMPA antagonist

Basic Description

SynonymsGyki-52466|102771-26-6|GYKI 52466|4-(8-methyl-9h-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline|4-(8-Methyl-9H-1,3-dioxolo(4,5-h)(2,3)benzodiazepin-5-yl)benzenamine|CHEMBL275006|CHEBI:79560|GYKI-2466|GYKI52466|471V8NZ5X3|Benzenamine, 4-(8-methyl-9H-1,
Specifications & PurityMoligand™, ≥99%
Biochemical and Physiological MechanismsSelective non-competitive AMPA receptor antagonist (IC 50 values are 10-20, approx. 450 and >50 μM for AMPA- , kainate- and NMDA-induced responses, respectively).
Storage TempRoom temperature,Desiccated
Shipped InNormal
GradeMoligand™
Action TypeANTAGONIST
Mechanism of actionAntagonist of GluA1;Antagonist of GluA2;Antagonist of GluA3;Antagonist of GluA4
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Store at Room Temperature. Store under desiccating conditions. The product can be stored for up to 12 months.

Associated Targets

CYP1A2 Tchem Cytochrome P450 1A2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2D6 Tclin Cytochrome P450 2D6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2C19 Tchem Cytochrome P450 2C19 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2C9 Tchem Cytochrome P450 2C9 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HIF1A Tchem Hypoxia-inducible factor 1-alpha 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KMT2A Tchem Histone-lysine N-methyltransferase 2A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TXNRD1 Tclin Thioredoxin reductase 1, cytoplasmic 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CHRM1 Tclin Muscarinic acetylcholine receptor M1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ALDH1A1 Tchem Retinal dehydrogenase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MAPT Tclin Microtubule-associated protein tau 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ARSA Tbio Arylsulfatase A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA4 Tclin Glutamate receptor 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA2 Tclin Glutamate receptor 2 2 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA3 Tclin Glutamate receptor 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA1 Tclin Glutamate receptor 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIN1 Tclin Glutamate receptor ionotropic, NMDA 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 4-(8-methyl-9H-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline
INCHI InChI=1S/C17H15N3O2/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11/h2-5,7-8H,6,9,18H2,1H3
InChi Key LFBZZHVSGAHQPP-UHFFFAOYSA-N
Canonical SMILES CC1=NN=C(C2=CC3=C(C=C2C1)OCO3)C4=CC=C(C=C4)N
Isomeric SMILES CC1=NN=C(C2=CC3=C(C=C2C1)OCO3)C4=CC=C(C=C4)N
PubChem CID 3538
Molecular Weight 329.79

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SolubilitySoluble in 1eq. HCl to 10mM and in DMSO to 25 mM (with heating)

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

Related Documents

References

1. Sasaki T et al..  (2012)  Application of an optogenetic byway for perturbing neuronal activity via glial photostimulation..  Proc Natl Acad Sci U S A,  109  (50): (20720-5).  [PMID:23185019]
2. Srivastava R et al..  (2012)  Cocaine-taking and cocaine-seeking behaviors in rats remain stable after systemic administration of GYKI 52466: a non-competitive AMPA receptor antagonist..  Neurosci Lett,  508  (2): (106-9).  [PMID:22206835]
3. Hartung H et al..  (2011)  Nitric oxide donors enhance the frequency dependence of dopamine release in nucleus accumbens..  Neuropsychopharmacology,  36  (9): (1811-22).  [PMID:21508928]
4. Threlfell S et al..  (2012)  Striatal dopamine release is triggered by synchronized activity in cholinergic interneurons..  Neuron,  75  (58-64).  [PMID:22794260]
5. Platt NJ et al..  (2012)  Striatal dopamine transmission is subtly modified in human A53Ta-synuclein overexpressing mice..  PLoS One,  (5): (e36397).  [PMID:22570709]
6. Threlfell S et al..  (2010)  Striatal muscarinic receptors promote activity dependence of dopamine transmission via distinct receptor subtypes on cholinergic interneurons in ventral versus dorsal striatum..  J Neurosci,  30  (9): (3398-408).  [PMID:20203199]

Solution Calculators