191744-13-5,MFCD13248581
Catalog No.:AA002FDD

191744-13-5 | 6A,7,8,9-Tetrahydro-2h-[1,4]dioxino[2',3':4,5]benzo[1,2-e]pyrrolo[2,1-b][1,3]oxazin-11(3h)-one

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5mg
95%
in stock  
$116.00   $81.00
- +
10mg
95%
in stock  
$180.00   $126.00
- +
100mg
95%
in stock  
$231.00   $162.00
- +
250mg
95%
in stock  
$306.00   $214.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA002FDD
Chemical Name:
6A,7,8,9-Tetrahydro-2h-[1,4]dioxino[2',3':4,5]benzo[1,2-e]pyrrolo[2,1-b][1,3]oxazin-11(3h)-one
CAS Number:
191744-13-5
Molecular Formula:
C13H13NO4
Molecular Weight:
247.2466
MDL Number:
MFCD13248581
SMILES:
O=C1N2CCCC2Oc2c1cc1OCCOc1c2
Properties
Computed Properties
 
Complexity:
361  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.5  

Downstream Synthesis Route
CASUnavailable 
  1268833-83-5    191744-13-5 

[1]Mulzer,Michael;Coates,GeoffreyW.[OrganicLetters,2011,vol.13,#6,p.1426-1428]

[1]Mulzer,Michael;Coates,GeoffreyW.[OrganicLetters,2011,vol.13,#6,p.1426-1428]

[1]Mulzer,Michael;Coates,GeoffreyW.[OrganicLetters,2011,vol.13,#6,p.1426-1428]

[1]Modak,Atanu;Dutta,Uttam;Kancherla,Rajesh;Maity,Soham;Bhadra,Mohitosh;Mobin,ShaikhM.;Maiti,Debabrata[OrganicLetters,2014,vol.16,#10,p.2602-2605]

[1]Modak,Atanu;Dutta,Uttam;Kancherla,Rajesh;Maity,Soham;Bhadra,Mohitosh;Mobin,ShaikhM.;Maiti,Debabrata[OrganicLetters,2014,vol.16,#10,p.2602-2605]

Literature

Title: Structural and functional analysis of two new positive allosteric modulators of GluA2 desensitization and deactivation.

Journal: Molecular pharmacology 20110801

Title: Substituted benzoxazinones as potent positive allosteric AMPA receptor modulators: part II.

Journal: Bioorganic & medicinal chemistry letters 20110701

Title: Benzoxazinones as potent positive allosteric AMPA receptor modulators: part I.

Journal: Bioorganic & medicinal chemistry letters 20110701

Title: Modeling of the nervous system: from molecular dynamics and synaptic modulation to neuron spiking activity.

Journal: Conference proceedings : ... Annual International Conference of the IEEE Engineering in Medicine and Biology Society. IEEE Engineering in Medicine and Biology Society. Annual Conference 20110101

Title: Positive allosteric modulators of the α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor.

Journal: Journal of medicinal chemistry 20101028

Title: Piracetam defines a new binding site for allosteric modulators of alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptors.

Journal: Journal of medicinal chemistry 20100311

Title: Positive AMPA receptor modulation rapidly stimulates BDNF release and increases dendritic mRNA translation.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090708

Title: BDNF mediates the neuroprotective effects of positive AMPA receptor modulators against MPP+-induced toxicity in cultured hippocampal and mesencephalic slices.

Journal: Neuropharmacology 20090401

Title: Ampakines cause sustained increases in brain-derived neurotrophic factor signaling at excitatory synapses without changes in AMPA receptor subunit expression.

Journal: Neuroscience 20090303

Title: Identification of a putative binding site for 5-alkyl-benzothiadiazides in the AMPA receptor dimer interface.

Journal: Journal of molecular graphics & modelling 20070701

Title: Targeting AMPA receptor gating processes with allosteric modulators and mutations.

Journal: Biophysical journal 20070401

Title: Glutamate-based therapeutic approaches: ampakines.

Journal: Current opinion in pharmacology 20060201

Title: Mechanism of positive allosteric modulators acting on AMPA receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050928

Title: Prolonged positive modulation of alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors induces calpain-mediated PSD-95/Dlg/ZO-1 protein degradation and AMPA receptor down-regulation in cultured hippocampal slices.

Journal: The Journal of pharmacology and experimental therapeutics 20050701

Title: Effects of positive AMPA receptor modulators on calpain-mediated spectrin degradation in cultured hippocampal slices.

Journal: Neurochemistry international 20050101

Title: Chronic elevation of brain-derived neurotrophic factor by ampakines.

Journal: The Journal of pharmacology and experimental therapeutics 20031001

Title: Ampakines reduce methamphetamine-driven rotation and activate neocortex in a regionally selective fashion.

Journal: Neuroscience 20030101

Title: The Neurobiology and Neuropharmacology of Alzheimer's Disease. The ASPET - Ray Fuller Symposium. New Orleans, LA, USA, April 19-20, 2002.

Journal: CNS drug reviews 20020101

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SDS
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Tags:191744-13-5 Molecular Formula|191744-13-5 MDL|191744-13-5 SMILES|191744-13-5 6A,7,8,9-Tetrahydro-2h-[1,4]dioxino[2',3':4,5]benzo[1,2-e]pyrrolo[2,1-b][1,3]oxazin-11(3h)-one
Catalog No.: AA002FDD
191744-13-5,MFCD13248581
191744-13-5 | 6A,7,8,9-Tetrahydro-2h-[1,4]dioxino[2',3':4,5]benzo[1,2-e]pyrrolo[2,1-b][1,3]oxazin-11(3h)-one
Pack Size: 5mg
Purity: 95%
in stock
$116.00 $81.00
Pack Size: 10mg
Purity: 95%
in stock
$180.00 $126.00
Pack Size: 100mg
Purity: 95%
in stock
$231.00 $162.00
Pack Size: 250mg
Purity: 95%
in stock
$306.00 $214.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA002FDD
Chemical Name: 6A,7,8,9-Tetrahydro-2h-[1,4]dioxino[2',3':4,5]benzo[1,2-e]pyrrolo[2,1-b][1,3]oxazin-11(3h)-one
CAS Number: 191744-13-5
Molecular Formula: C13H13NO4
Molecular Weight: 247.2466
MDL Number: MFCD13248581
SMILES: O=C1N2CCCC2Oc2c1cc1OCCOc1c2
Properties
Complexity: 361  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.5  
Downstream Synthesis Route
CASUnavailable 
  1268833-83-5    191744-13-5 

[1]Mulzer,Michael;Coates,GeoffreyW.[OrganicLetters,2011,vol.13,#6,p.1426-1428]

1268833-96-0    191744-13-5 

[1]Mulzer,Michael;Coates,GeoffreyW.[OrganicLetters,2011,vol.13,#6,p.1426-1428]

116757-65-4    191744-13-5 

[1]Mulzer,Michael;Coates,GeoffreyW.[OrganicLetters,2011,vol.13,#6,p.1426-1428]

490-64-2    191744-13-5 

[1]Modak,Atanu;Dutta,Uttam;Kancherla,Rajesh;Maity,Soham;Bhadra,Mohitosh;Mobin,ShaikhM.;Maiti,Debabrata[OrganicLetters,2014,vol.16,#10,p.2602-2605]

42833-66-9    191744-13-5 

[1]Modak,Atanu;Dutta,Uttam;Kancherla,Rajesh;Maity,Soham;Bhadra,Mohitosh;Mobin,ShaikhM.;Maiti,Debabrata[OrganicLetters,2014,vol.16,#10,p.2602-2605]

Literature fold

Title: Structural and functional analysis of two new positive allosteric modulators of GluA2 desensitization and deactivation.

Journal: Molecular pharmacology20110801

Title: Substituted benzoxazinones as potent positive allosteric AMPA receptor modulators: part II.

Journal: Bioorganic & medicinal chemistry letters20110701

Title: Benzoxazinones as potent positive allosteric AMPA receptor modulators: part I.

Journal: Bioorganic & medicinal chemistry letters20110701

Title: Modeling of the nervous system: from molecular dynamics and synaptic modulation to neuron spiking activity.

Journal: Conference proceedings : ... Annual International Conference of the IEEE Engineering in Medicine and Biology Society. IEEE Engineering in Medicine and Biology Society. Annual Conference20110101

Title: Positive allosteric modulators of the α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor.

Journal: Journal of medicinal chemistry20101028

Title: Piracetam defines a new binding site for allosteric modulators of alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptors.

Journal: Journal of medicinal chemistry20100311

Title: Positive AMPA receptor modulation rapidly stimulates BDNF release and increases dendritic mRNA translation.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20090708

Title: BDNF mediates the neuroprotective effects of positive AMPA receptor modulators against MPP+-induced toxicity in cultured hippocampal and mesencephalic slices.

Journal: Neuropharmacology20090401

Title: Ampakines cause sustained increases in brain-derived neurotrophic factor signaling at excitatory synapses without changes in AMPA receptor subunit expression.

Journal: Neuroscience20090303

Title: Identification of a putative binding site for 5-alkyl-benzothiadiazides in the AMPA receptor dimer interface.

Journal: Journal of molecular graphics & modelling20070701

Title: Targeting AMPA receptor gating processes with allosteric modulators and mutations.

Journal: Biophysical journal20070401

Title: Glutamate-based therapeutic approaches: ampakines.

Journal: Current opinion in pharmacology20060201

Title: Mechanism of positive allosteric modulators acting on AMPA receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20050928

Title: Prolonged positive modulation of alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors induces calpain-mediated PSD-95/Dlg/ZO-1 protein degradation and AMPA receptor down-regulation in cultured hippocampal slices.

Journal: The Journal of pharmacology and experimental therapeutics20050701

Title: Effects of positive AMPA receptor modulators on calpain-mediated spectrin degradation in cultured hippocampal slices.

Journal: Neurochemistry international20050101

Title: Chronic elevation of brain-derived neurotrophic factor by ampakines.

Journal: The Journal of pharmacology and experimental therapeutics20031001

Title: Ampakines reduce methamphetamine-driven rotation and activate neocortex in a regionally selective fashion.

Journal: Neuroscience20030101

Title: The Neurobiology and Neuropharmacology of Alzheimer's Disease. The ASPET - Ray Fuller Symposium. New Orleans, LA, USA, April 19-20, 2002.

Journal: CNS drug reviews20020101

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