349085-38-7,MFCD02007349
Catalog No.:AA0037KL

349085-38-7 | 1,2,3,6-Tetrahydro-1,3-dimethyl-N-[4-(1-methylethyl)phenyl]-2,6-dioxo-7H-purine-7-acetamide

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Purity
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5mg
≥98%
in stock  
$40.00   $28.00
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10mg
≥98%
in stock  
$69.00   $48.00
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50mg
≥98%
in stock  
$200.00   $140.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0037KL
Chemical Name:
1,2,3,6-Tetrahydro-1,3-dimethyl-N-[4-(1-methylethyl)phenyl]-2,6-dioxo-7H-purine-7-acetamide
CAS Number:
349085-38-7
Molecular Formula:
C18H21N5O3
Molecular Weight:
355.3910
MDL Number:
MFCD02007349
SMILES:
O=C(Cn1cnc2c1c(=O)n(C)c(=O)n2C)Nc1ccc(cc1)C(C)C
Properties
Properties
 
Form:
Solid  
MP:
218-220°C  
Storage:
2-8℃;Inert atmosphere;  

Computed Properties
 
Complexity:
573  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.7  

Literature

Title: TRPA1 and CGRP antagonists counteract vesicant-induced skin injury and inflammation.

Journal: Toxicology letters 20180901

Title: Activation of TRPV3 by Wood Smoke Particles and Roles in Pneumotoxicity.

Journal: Chemical research in toxicology 20180521

Title: Zebrafish Locomotor Responses Reveal Irritant Effects of Fine Particulate Matter Extracts and a Role for TRPA1.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20180201

Title: Role of TRPA1 in acute cardiopulmonary toxicity of inhaled acrolein.

Journal: Toxicology and applied pharmacology 20170601

Title: Carvacrol reduces irinotecan-induced intestinal mucositis through inhibition of inflammation and oxidative damage via TRPA1 receptor activation.

Journal: Chemico-biological interactions 20161225

Title: Effects of Food Components That Activate TRPA1 Receptors on Mucosal Ion Transport in the Mouse Intestine.

Journal: Nutrients 20161001

Title: Activation of transient receptor potential ankyrin-1 (TRPA1) in lung cells by wood smoke particulate material.

Journal: Chemical research in toxicology 20130520

Title: Antagonism of the transient receptor potential ankyrin 1 (TRPA1) attenuates hyperalgesia and urinary bladder overactivity in cyclophosphamide-induced haemorrhagic cystitis.

Journal: Chemico-biological interactions 20130425

Title: Lack of transient receptor potential melastatin 8 activation by phthalate esters that enhance contact hypersensitivity in mice.

Journal: Toxicology letters 20130313

Title: Stimulation of human TRPA1 channels by clinical concentrations of the antirheumatic drug auranofin.

Journal: American journal of physiology. Cell physiology 20130215

Title: Role of transient receptor potential ion channels and evoked levels of neuropeptides in a formaldehyde-induced model of asthma in BALB/c mice.

Journal: PloS one 20130101

Title: Transient receptor potential ankyrin 1 activation enhances hapten sensitization in a T-helper type 2-driven fluorescein isothiocyanate-induced contact hypersensitivity mouse model.

Journal: Toxicology and applied pharmacology 20121101

Title: Involvement of the endogenous hydrogen sulfide/Ca(v) 3.2 T-type Ca2+ channel pathway in cystitis-related bladder pain in mice.

Journal: British journal of pharmacology 20121001

Title: Transient receptor potential channels mediate the tussive response to prostaglandin E2 and bradykinin.

Journal: Thorax 20121001

Title: Analysis of transient receptor potential ankyrin 1 (TRPA1) in frogs and lizards illuminates both nociceptive heat and chemical sensitivities and coexpression with TRP vanilloid 1 (TRPV1) in ancestral vertebrates.

Journal: The Journal of biological chemistry 20120831

Title: TRPA1-like channels enhance glycinergic transmission in medullary dorsal horn neurons.

Journal: Journal of neurochemistry 20120801

Title: Transient receptor potential canonical 3 (TRPC3) is required for IgG immune complex-induced excitation of the rat dorsal root ganglion neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20120711

Title: TRPA1 is functionally expressed in melanoma cells but is not critical for impaired proliferation caused by allyl isothiocyanate or cinnamaldehyde.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20120601

Title: Presynaptic enhancement by eugenol of spontaneous excitatory transmission in rat spinal substantia gelatinosa neurons is mediated by transient receptor potential A1 channels.

Journal: Neuroscience 20120517

Title: TRPA1 and TRPV4 mediate paclitaxel-induced peripheral neuropathy in mice via a glutathione-sensitive mechanism.

Journal: Pflugers Archiv : European journal of physiology 20120401

Title: Activation of transient receptor potential ankyrin 1 evokes nociception through substance P release from primary sensory neurons.

Journal: Journal of neurochemistry 20120301

Title: Ocular dryness excites two classes of corneal afferent neurons implicated in basal tearing in rats: involvement of transient receptor potential channels.

Journal: Journal of neurophysiology 20120215

Title: Tricyclic 3,4-dihydropyrimidine-2-thione derivatives as potent TRPA1 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20120115

Title: A role for sensory nerves in the late asthmatic response.

Journal: Thorax 20120101

Title: TRPA1 contributes to the acute inflammatory response and mediates carrageenan-induced paw edema in the mouse.

Journal: Scientific reports 20120101

Title: Sensitivity of bronchopulmonary receptors to cold and heat mediated by transient receptor potential cation channel subtypes in an ex vivo rat lung preparation.

Journal: Respiratory physiology & neurobiology 20110815

Title: Transient receptor potential ankyrin 1 is expressed by inhibitory motoneurons of the mouse intestine.

Journal: Gastroenterology 20110801

Title: TRPA1 contributes to specific mechanically activated currents and sensory neuron mechanical hypersensitivity.

Journal: The Journal of physiology 20110715

Title: Oxaliplatin elicits mechanical and cold allodynia in rodents via TRPA1 receptor stimulation.

Journal: Pain 20110701

Title: The involvement of TRPA1 channel activation in the inflammatory response evoked by topical application of cinnamaldehyde to mice.

Journal: Life sciences 20110620

Title: TRPA1 receptor modulation attenuates bladder overactivity induced by spinal cord injury.

Journal: American journal of physiology. Renal physiology 20110501

Title: Synergistic role of TRPV1 and TRPA1 in pancreatic pain and inflammation.

Journal: Gastroenterology 20110401

Title: Human dental pulp fibroblasts express the 'cold-sensing' transient receptor potential channels TRPA1 and TRPM8.

Journal: Journal of endodontics 20110401

Title: Spinal transient receptor potential ankyrin 1 channel contributes to central pain hypersensitivity in various pathophysiological conditions in the rat.

Journal: Pain 20110301

Title: TRPA1 receptors mediate environmental irritant-induced meningeal vasodilatation.

Journal: Pain 20110101

Title: Acetaminophen, via its reactive metabolite N-acetyl-p-benzo-quinoneimine and transient receptor potential ankyrin-1 stimulation, causes neurogenic inflammation in the airways and other tissues in rodents.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20101201

Title: Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents.

Journal: Journal of medicinal chemistry 20100722

Title: Chemo-nociceptive signalling from the colon is enhanced by mild colitis and blocked by inhibition of transient receptor potential ankyrin 1 channels.

Journal: British journal of pharmacology 20100701

Title: Nitro-oleic acid inhibits firing and activates TRPV1- and TRPA1-mediated inward currents in dorsal root ganglion neurons from adult male rats.

Journal: The Journal of pharmacology and experimental therapeutics 20100601

Title: Involvement of TRPA1 in ET-1-induced pain-like behavior in mice.

Journal: Neuroreport 20100217

Title: Transient receptor potential ankyrin receptor 1 is a novel target for pro-tussive agents.

Journal: British journal of pharmacology 20091101

Title: Mediating roles of the vanilloid receptor TRPV1 in activation of rat primary afferent nociceptive neurons by formaldehyde.

Journal: Sheng li xue bao : [Acta physiologica Sinica] 20091025

Title: A sensory neuronal ion channel essential for airway inflammation and hyperreactivity in asthma.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20090602

Title: HC-030031, a TRPA1 selective antagonist, attenuates inflammatory- and neuropathy-induced mechanical hypersensitivity.

Journal: Molecular pain 20080101

Title: TRPA1 mediates formalin-induced pain.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20070814

Title: McNamara CR, et al. TRPA1 mediates formalin-induced pain. Proc Natl Acad Sci U S A. 2007 Aug 14;104(33):13525-30.

Title: Eid SR, et al. HC-030031, a TRPA1 selective antagonist, attenuates inflammatory- and neuropathy-induced mechanical hypersensitivity. Mol Pain. 2008 Oct 27;4:48.

Title: Lennertz RC, et al. TRPA1 mediates mechanical sensitization in nociceptors during inflammation. PLoS One. 2012;7(8):e43597.

Title: Miyake T, et al. Cold sensitivity of TRPA1 is unveiled by the prolyl hydroxylation blockade-induced sensitization to ROS. Nat Commun. 2016 Sep 15;7:12840.

Title: So K, et al. Hypoxia-induced sensitisation of TRPA1 in painful dysesthesia evoked by transient hindlimb ischemia/reperfusion in mice. Sci Rep. 2016 Mar 17;6:23261.

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Tags:349085-38-7 Molecular Formula|349085-38-7 MDL|349085-38-7 SMILES|349085-38-7 1,2,3,6-Tetrahydro-1,3-dimethyl-N-[4-(1-methylethyl)phenyl]-2,6-dioxo-7H-purine-7-acetamide
Catalog No.: AA0037KL
349085-38-7,MFCD02007349
349085-38-7 | 1,2,3,6-Tetrahydro-1,3-dimethyl-N-[4-(1-methylethyl)phenyl]-2,6-dioxo-7H-purine-7-acetamide
Pack Size: 5mg
Purity: ≥98%
in stock
$40.00 $28.00
Pack Size: 10mg
Purity: ≥98%
in stock
$69.00 $48.00
Pack Size: 50mg
Purity: ≥98%
in stock
$200.00 $140.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0037KL
Chemical Name: 1,2,3,6-Tetrahydro-1,3-dimethyl-N-[4-(1-methylethyl)phenyl]-2,6-dioxo-7H-purine-7-acetamide
CAS Number: 349085-38-7
Molecular Formula: C18H21N5O3
Molecular Weight: 355.3910
MDL Number: MFCD02007349
SMILES: O=C(Cn1cnc2c1c(=O)n(C)c(=O)n2C)Nc1ccc(cc1)C(C)C
Properties
Form: Solid  
MP: 218-220°C  
Storage: 2-8℃;Inert atmosphere;  
Complexity: 573  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 26  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.7  
Literature fold

Title: TRPA1 and CGRP antagonists counteract vesicant-induced skin injury and inflammation.

Journal: Toxicology letters20180901

Title: Activation of TRPV3 by Wood Smoke Particles and Roles in Pneumotoxicity.

Journal: Chemical research in toxicology20180521

Title: Zebrafish Locomotor Responses Reveal Irritant Effects of Fine Particulate Matter Extracts and a Role for TRPA1.

Journal: Toxicological sciences : an official journal of the Society of Toxicology20180201

Title: Role of TRPA1 in acute cardiopulmonary toxicity of inhaled acrolein.

Journal: Toxicology and applied pharmacology20170601

Title: Carvacrol reduces irinotecan-induced intestinal mucositis through inhibition of inflammation and oxidative damage via TRPA1 receptor activation.

Journal: Chemico-biological interactions20161225

Title: Effects of Food Components That Activate TRPA1 Receptors on Mucosal Ion Transport in the Mouse Intestine.

Journal: Nutrients20161001

Title: Activation of transient receptor potential ankyrin-1 (TRPA1) in lung cells by wood smoke particulate material.

Journal: Chemical research in toxicology20130520

Title: Antagonism of the transient receptor potential ankyrin 1 (TRPA1) attenuates hyperalgesia and urinary bladder overactivity in cyclophosphamide-induced haemorrhagic cystitis.

Journal: Chemico-biological interactions20130425

Title: Lack of transient receptor potential melastatin 8 activation by phthalate esters that enhance contact hypersensitivity in mice.

Journal: Toxicology letters20130313

Title: Stimulation of human TRPA1 channels by clinical concentrations of the antirheumatic drug auranofin.

Journal: American journal of physiology. Cell physiology20130215

Title: Role of transient receptor potential ion channels and evoked levels of neuropeptides in a formaldehyde-induced model of asthma in BALB/c mice.

Journal: PloS one20130101

Title: Transient receptor potential ankyrin 1 activation enhances hapten sensitization in a T-helper type 2-driven fluorescein isothiocyanate-induced contact hypersensitivity mouse model.

Journal: Toxicology and applied pharmacology20121101

Title: Involvement of the endogenous hydrogen sulfide/Ca(v) 3.2 T-type Ca2+ channel pathway in cystitis-related bladder pain in mice.

Journal: British journal of pharmacology20121001

Title: Transient receptor potential channels mediate the tussive response to prostaglandin E2 and bradykinin.

Journal: Thorax20121001

Title: Analysis of transient receptor potential ankyrin 1 (TRPA1) in frogs and lizards illuminates both nociceptive heat and chemical sensitivities and coexpression with TRP vanilloid 1 (TRPV1) in ancestral vertebrates.

Journal: The Journal of biological chemistry20120831

Title: TRPA1-like channels enhance glycinergic transmission in medullary dorsal horn neurons.

Journal: Journal of neurochemistry20120801

Title: Transient receptor potential canonical 3 (TRPC3) is required for IgG immune complex-induced excitation of the rat dorsal root ganglion neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20120711

Title: TRPA1 is functionally expressed in melanoma cells but is not critical for impaired proliferation caused by allyl isothiocyanate or cinnamaldehyde.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20120601

Title: Presynaptic enhancement by eugenol of spontaneous excitatory transmission in rat spinal substantia gelatinosa neurons is mediated by transient receptor potential A1 channels.

Journal: Neuroscience20120517

Title: TRPA1 and TRPV4 mediate paclitaxel-induced peripheral neuropathy in mice via a glutathione-sensitive mechanism.

Journal: Pflugers Archiv : European journal of physiology20120401

Title: Activation of transient receptor potential ankyrin 1 evokes nociception through substance P release from primary sensory neurons.

Journal: Journal of neurochemistry20120301

Title: Ocular dryness excites two classes of corneal afferent neurons implicated in basal tearing in rats: involvement of transient receptor potential channels.

Journal: Journal of neurophysiology20120215

Title: Tricyclic 3,4-dihydropyrimidine-2-thione derivatives as potent TRPA1 antagonists.

Journal: Bioorganic & medicinal chemistry letters20120115

Title: A role for sensory nerves in the late asthmatic response.

Journal: Thorax20120101

Title: TRPA1 contributes to the acute inflammatory response and mediates carrageenan-induced paw edema in the mouse.

Journal: Scientific reports20120101

Title: Sensitivity of bronchopulmonary receptors to cold and heat mediated by transient receptor potential cation channel subtypes in an ex vivo rat lung preparation.

Journal: Respiratory physiology & neurobiology20110815

Title: Transient receptor potential ankyrin 1 is expressed by inhibitory motoneurons of the mouse intestine.

Journal: Gastroenterology20110801

Title: TRPA1 contributes to specific mechanically activated currents and sensory neuron mechanical hypersensitivity.

Journal: The Journal of physiology20110715

Title: Oxaliplatin elicits mechanical and cold allodynia in rodents via TRPA1 receptor stimulation.

Journal: Pain20110701

Title: The involvement of TRPA1 channel activation in the inflammatory response evoked by topical application of cinnamaldehyde to mice.

Journal: Life sciences20110620

Title: TRPA1 receptor modulation attenuates bladder overactivity induced by spinal cord injury.

Journal: American journal of physiology. Renal physiology20110501

Title: Synergistic role of TRPV1 and TRPA1 in pancreatic pain and inflammation.

Journal: Gastroenterology20110401

Title: Human dental pulp fibroblasts express the 'cold-sensing' transient receptor potential channels TRPA1 and TRPM8.

Journal: Journal of endodontics20110401

Title: Spinal transient receptor potential ankyrin 1 channel contributes to central pain hypersensitivity in various pathophysiological conditions in the rat.

Journal: Pain20110301

Title: TRPA1 receptors mediate environmental irritant-induced meningeal vasodilatation.

Journal: Pain20110101

Title: Acetaminophen, via its reactive metabolite N-acetyl-p-benzo-quinoneimine and transient receptor potential ankyrin-1 stimulation, causes neurogenic inflammation in the airways and other tissues in rodents.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20101201

Title: Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents.

Journal: Journal of medicinal chemistry20100722

Title: Chemo-nociceptive signalling from the colon is enhanced by mild colitis and blocked by inhibition of transient receptor potential ankyrin 1 channels.

Journal: British journal of pharmacology20100701

Title: Nitro-oleic acid inhibits firing and activates TRPV1- and TRPA1-mediated inward currents in dorsal root ganglion neurons from adult male rats.

Journal: The Journal of pharmacology and experimental therapeutics20100601

Title: Involvement of TRPA1 in ET-1-induced pain-like behavior in mice.

Journal: Neuroreport20100217

Title: Transient receptor potential ankyrin receptor 1 is a novel target for pro-tussive agents.

Journal: British journal of pharmacology20091101

Title: Mediating roles of the vanilloid receptor TRPV1 in activation of rat primary afferent nociceptive neurons by formaldehyde.

Journal: Sheng li xue bao : [Acta physiologica Sinica]20091025

Title: A sensory neuronal ion channel essential for airway inflammation and hyperreactivity in asthma.

Journal: Proceedings of the National Academy of Sciences of the United States of America20090602

Title: HC-030031, a TRPA1 selective antagonist, attenuates inflammatory- and neuropathy-induced mechanical hypersensitivity.

Journal: Molecular pain20080101

Title: TRPA1 mediates formalin-induced pain.

Journal: Proceedings of the National Academy of Sciences of the United States of America20070814

Title: McNamara CR, et al. TRPA1 mediates formalin-induced pain. Proc Natl Acad Sci U S A. 2007 Aug 14;104(33):13525-30.

Title: Eid SR, et al. HC-030031, a TRPA1 selective antagonist, attenuates inflammatory- and neuropathy-induced mechanical hypersensitivity. Mol Pain. 2008 Oct 27;4:48.

Title: Lennertz RC, et al. TRPA1 mediates mechanical sensitization in nociceptors during inflammation. PLoS One. 2012;7(8):e43597.

Title: Miyake T, et al. Cold sensitivity of TRPA1 is unveiled by the prolyl hydroxylation blockade-induced sensitization to ROS. Nat Commun. 2016 Sep 15;7:12840.

Title: So K, et al. Hypoxia-induced sensitisation of TRPA1 in painful dysesthesia evoked by transient hindlimb ischemia/reperfusion in mice. Sci Rep. 2016 Mar 17;6:23261.

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