Home Other Building Blocks 393514-24-4
393514-24-4,MFCD08690556
Catalog No.:AA0038O3

393514-24-4 | Bctc

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
99+%
in stock  
$15.00   $11.00
- +
5mg
99+%
in stock  
$37.00   $26.00
- +
10mg
99+%
in stock  
$56.00   $39.00
- +
25mg
99+%
in stock  
$93.00   $65.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0038O3
Chemical Name:
Bctc
CAS Number:
393514-24-4
Molecular Formula:
C20H25ClN4O
Molecular Weight:
372.8917
MDL Number:
MFCD08690556
SMILES:
O=C(N1CCN(CC1)c1ncccc1Cl)Nc1ccc(cc1)C(C)(C)C
Properties
Computed Properties
 
Complexity:
465  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
4.3  

Downstream Synthesis Route

[1]Sun,Qun;Tafesse,Laykea;Islam,Khondaker;Zhou,Xiaoming;Victory,SamF.;Zhang,Chongwu;Hachicha,Mohamed;Schmid,LoriA.;Patel,Aniket;Rotshteyn,Yakov;Valenzano,KennethJ.;Kyle,DonaldJ.[BioorganicandMedicinalChemistryLetters,2003,vol.13,#20,p.3611-3616]

[1]Sun,Qun;Tafesse,Laykea;Islam,Khondaker;Zhou,Xiaoming;Victory,SamF.;Zhang,Chongwu;Hachicha,Mohamed;Schmid,LoriA.;Patel,Aniket;Rotshteyn,Yakov;Valenzano,KennethJ.;Kyle,DonaldJ.[BioorganicandMedicinalChemistryLetters,2003,vol.13,#20,p.3611-3616]

Literature

Title: The anthelminthic drug praziquantel is a selective agonist of the sensory transient receptor potential melastatin type 8 channel.

Journal: Toxicology and applied pharmacology 20171201

Title: Synthesis and pharmacological evaluation of novel N-aryl-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxamides as TRPM8 antagonists.

Journal: Bioorganic & medicinal chemistry 20131101

Title: Experimental colitis alters expression of 5-HT receptors and transient receptor potential vanilloid 1 leading to visceral hypersensitivity in mice.

Journal: Laboratory investigation; a journal of technical methods and pathology 20120501

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: Short isoforms of the cold receptor TRPM8 inhibit channel gating by mimicking heat action rather than chemical inhibitors.

Journal: The Journal of biological chemistry 20120127

Title: Use and limitations of three TRPV-1 receptor antagonists on smooth muscles of animals and man: a vote for BCTC.

Journal: European journal of pharmacology 20120105

Title: TRPM8 in mouse sperm detects temperature changes and may influence the acrosome reaction.

Journal: Journal of cellular physiology 20110601

Title: Enhanced insulin secretion and sensitization in diabetic mice on chronic treatment with a transient receptor potential vanilloid 1 antagonist.

Journal: Life sciences 20110314

Title: Pharmacological and functional properties of TRPM8 channels in prostate tumor cells.

Journal: Pflugers Archiv : European journal of physiology 20110101

Title: TRPM8 and Nav1.8 sodium channels are required for transthyretin-induced calcium influx in growth cones of small-diameter TrkA-positive sensory neurons.

Journal: Molecular neurodegeneration 20110101

Title: Ocular surface wetness is regulated by TRPM8-dependent cold thermoreceptors of the cornea.

Journal: Nature medicine 20101201

Title: Effect of transient receptor potential vanilloid 1 (TRPV1) receptor antagonist compounds SB705498, BCTC and AMG9810 in rat models of thermal hyperalgesia measured with an increasing-temperature water bath.

Journal: European journal of pharmacology 20100901

Title: Topical application of TRPM8 agonists accelerates skin permeability barrier recovery and reduces epidermal proliferation induced by barrier insult: role of cold-sensitive TRP receptors in epidermal permeability barrier homoeostasis.

Journal: Experimental dermatology 20100901

Title: Acid-induced CGRP release from the stomach does not depend on TRPV1 or ASIC3.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100601

Title: Pharmacologic antagonism of the oral aversive taste-directed response to capsaicin in a mouse brief access taste aversion assay.

Journal: The Journal of pharmacology and experimental therapeutics 20100201

Title: TRPV1 gene deficiency attenuates miniature EPSC potentiation induced by mannitol and angiotensin II in supraoptic magnocellular neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20100120

Title: Synthesis and biological evaluation of piperazinyl carbamates and ureas as fatty acid amide hydrolase (FAAH) and transient receptor potential (TRP) channel dual ligands.

Journal: Bioorganic & medicinal chemistry letters 20091201

Title: Involvement of afferent neurons in the pathogenesis of endotoxin-induced ileus in mice: role of CGRP and TRPV1 receptors.

Journal: European journal of pharmacology 20090801

Title: Localization of TRPV1 and contractile effect of capsaicin in mouse large intestine: high abundance and sensitivity in rectum and distal colon.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20090801

Title: Transient receptor potential melastatin 8 channel involvement in the regulation of vascular tone.

Journal: American journal of physiology. Heart and circulatory physiology 20090601

Title: TRPV1 controls acid- and heat-induced calcitonin gene-related peptide release and sensitization by bradykinin in the isolated mouse trachea.

Journal: The European journal of neuroscience 20090501

Title: TRPV1 is activated by both acidic and basic pH.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090107

Title: TRPM8, a versatile channel in human sperm.

Journal: PloS one 20090101

Title: Differential role of the menthol-binding residue Y745 in the antagonism of thermally gated TRPM8 channels.

Journal: Molecular pain 20090101

Title: TRPV1 and TRPA1 mediate peripheral nitric oxide-induced nociception in mice.

Journal: PloS one 20090101

Title: Human lung epithelial cells express a functional cold-sensing TRPM8 variant.

Journal: American journal of respiratory cell and molecular biology 20081001

Title: Tetrahydropyridine-4-carboxamides as novel, potent transient receptor potential vanilloid 1 (TRPV1) antagonists.

Journal: Bioorganic & medicinal chemistry 20080915

Title: Studies on somnolence in the daytime caused by drugs used for neuropathic pain.

Journal: Journal of pharmacological sciences 20080701

Title: The vanilloid receptor TRPV1 is activated and sensitized by local anesthetics in rodent sensory neurons.

Journal: The Journal of clinical investigation 20080201

Title: Pharmacologic investigation of the mechanism underlying cold allodynia using a new cold plate procedure in rats with chronic constriction injuries.

Journal: Behavioural pharmacology 20080201

Title: TRPV1 receptor signaling mediates afferent nerve sensitization during colitis-induced motility disorders in rats.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20080101

Title: The potential of transient receptor potential vanilloid type 1 channel modulators for the treatment of pain.

Journal: Journal of medicinal chemistry 20070531

Title: Bidirectional shifts of TRPM8 channel gating by temperature and chemical agents modulate the cold sensitivity of mammalian thermoreceptors.

Journal: The Journal of physiology 20070515

Title: Differential involvement of TRPV1 receptors at the central and peripheral nerves in CFA-induced mechanical and thermal hyperalgesia.

Journal: The Journal of pharmacy and pharmacology 20070501

Title: Inhibition of citric acid- and capsaicin-induced cough by novel TRPV-1 antagonist, V112220, in guinea-pig.

Journal: Cough (London, England) 20070101

Title: Contribution of TRPM8 channels to cold transduction in primary sensory neurons and peripheral nerve terminals.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20061129

Title: Silencing of vanilloid receptor TRPV1 by RNAi reduces neuropathic and visceral pain in vivo.

Journal: Biochemical and biophysical research communications 20061110

Title: Design of potent, orally available antagonists of the transient receptor potential vanilloid 1. Structure-activity relationships of 2-piperazin-1-yl-1H-benzimidazoles.

Journal: Journal of medicinal chemistry 20060615

Title: Molecular identification and functional characterization of a temperature-sensitive transient receptor potential channel (TRPM8) from canine.

Journal: European journal of pharmacology 20060113

Title: Involvement of an increased spinal TRPV1 sensitization through its up-regulation in mechanical allodynia of CCI rats.

Journal: Neuropharmacology 20051201

Title: Proton activation does not alter antagonist interaction with the capsaicin-binding pocket of TRPV1.

Journal: Molecular pharmacology 20051201

Title: Conservation of functional and pharmacological properties in the distantly related temperature sensors TRVP1 and TRPM8.

Journal: Molecular pharmacology 20050801

Title: Cloning and functional characterization of dog transient receptor potential vanilloid receptor-1 (TRPV1).

Journal: European journal of pharmacology 20050418

Title: 4-(2-Pyridyl)piperazine-1-benzimidazoles as potent TRPV1 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20050201

Title: Synthesis and evaluation of pyridazinylpiperazines as vanilloid receptor 1 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20041115

Title: Vanilloid receptor TRPV1 antagonists as the next generation of painkillers. Are we putting the cart before the horse?

Journal: Journal of medicinal chemistry 20040520

Title: Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay.

Journal: British journal of pharmacology 20040201

Title: 4-(2-pyridyl)piperazine-1-carboxamides: potent vanilloid receptor 1 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20031020

Title: N-(4-Tertiarybutylphenyl)-4-(3-cholorphyridin-2-yl)tetrahydropyrazine -1(2H)-carbox-amide (BCTC), a novel, orally effective vanilloid receptor 1 antagonist with analgesic properties: II. in vivo characterization in rat models of inflammatory and neuropathic pain.

Journal: The Journal of pharmacology and experimental therapeutics 20030701

Title: N-(4-tertiarybutylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine -1(2H)-carbox-amide (BCTC), a novel, orally effective vanilloid receptor 1 antagonist with analgesic properties: I. in vitro characterization and pharmacokinetic properties.

Journal: The Journal of pharmacology and experimental therapeutics 20030701

Title: Cytochrome c interaction with membranes. Absorption and emission spectra and binding characteristics of iron-free cytochrome c.

Journal: European journal of biochemistry 19751201

Title: Liu T, et al. Anti-tumor activity of the TRPM8 inhibitor BCTC in prostate cancer DU145 cells. Oncol Lett. 2016 Jan;11(1):182-188.

Title: Pomonis JD, et al. N-(4-Tertiarybutylphenyl)-4-(3-cholorphyridin-2-yl)tetrahydropyrazine -1(2H)-carbox-amide (BCTC), a novel, orally effective vanilloid receptor 1 antagonist with analgesic properties: II. in vivo characterization in rat models of inflamm

Title: Valenzano KJ, et al. N-(4-tertiarybutylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine -1(2H)-carbox-amide (BCTC), a novel, orally effective vanilloid receptor 1 antagonist with analgesic properties: I. in vitro characterization and pharmacokinetic pro

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 393514-24-4
Tags:393514-24-4 Molecular Formula|393514-24-4 MDL|393514-24-4 SMILES|393514-24-4 Bctc