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AMPA receptor modulator-9

CAT: 0804-HY-178153Size: 1 EachDry Ice: NoHazardous: No
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Description
AMPA receptor modulator-9 is an orally active, selective positive allosteric modulator (PAM) of AMPARs with blood-brain barrier penetration. AMPA receptor modulator-9 selectively potentiates AMPAR activity in human and rat models, with an EC2x value of 0.96 μM in rat embryonic cortex primary neurons. AMPA receptor modulator-9 upregulates BDNF protein expression in rat primary cortical neuronal cultures. AMPA receptor modulator-9 enhances AMPA-mediated excitatory postsynaptic responses in rat and mice. AMPA receptor modulator-9 can be used for the study of cognitive disorders[1].
CAS Number
1204572-46-2
UNSPSC
12352005
Target
IGluR
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Field of Research
Neurological Disease
Smiles
O=S1(NCN(C2=CC(Cl)=C(C=C21)Cl)C3CC3)=O
Molecular Formula
C10H10Cl2N2O2S
Molecular Weight
293.17
References & Citations
[1]Lesenfants C, et al. Structural Exploration around 4-Cyclopropyl-Substituted 1,2,4-Benzothiadiazine 1,1-Dioxides: Impact of the Dihalo-Substitution of the Benzene Ring on α-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid (AMPA) Receptor Potentiation. J Med Chem. 2025 Sep 11;68 (17) :18641-18659.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
AMPA Receptor

Chemical Information

6,7-dichloro-4-cyclopropyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide
CAS Number1204572-46-2
PubChem CID44610556
IUPAC Name6,7-dichloro-4-cyclopropyl-2,3-dihydro-1lambda6,2,4-benzothiadiazine 1,1-dioxide
Molecular FormulaC10H10Cl2N2O2S
Molecular Weight293.17
XLogP2.7
Topological Polar Surface Area57.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count17
Formal Charge0
Complexity407
SMILES
C1CC1N2CNS(=O)(=O)C3=CC(=C(C=C32)Cl)Cl
InChI
InChI=1S/C10H10Cl2N2O2S/c11-7-3-9-10(4-8(7)12)17(15,16)13-5-14(9)6-1-2-6/h3-4,6,13H,1-2,5H2
InChIKey
RQWQTTDKAIAANG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 6,7-dichloro-4-cyclopropyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide
CAS: 1204572-46-2
CID: 44610556
Formula: C10H10Cl2N2O2S
MW: 293.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight293.17
XLogP32.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass291.9840041
Monoisotopic Mass291.9840041
Topological Polar Surface Area57.8 Ų
Heavy Atom Count17
Formal Charge0
Complexity407
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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