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Bctc

CAS No.:
393514-24-4
Catalog Number:
AG0038QV
Molecular Formula:
C20H25ClN4O
Molecular Weight:
372.8917
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
97%
1 week
United States
$140
- +
10mg
97%
1 week
United States
$165
- +
50mg
97%
1 week
United States
$457
- +
Product Description
Catalog Number:
AG0038QV
Chemical Name:
Bctc
CAS Number:
393514-24-4
Molecular Formula:
C20H25ClN4O
Molecular Weight:
372.8917
MDL Number:
MFCD08690556
IUPAC Name:
N-(4-tert-butylphenyl)-4-(3-chloropyridin-2-yl)piperazine-1-carboxamide
InChI:
InChI=1S/C20H25ClN4O/c1-20(2,3)15-6-8-16(9-7-15)23-19(26)25-13-11-24(12-14-25)18-17(21)5-4-10-22-18/h4-10H,11-14H2,1-3H3,(H,23,26)
InChI Key:
ROGUAPYLUCHQGK-UHFFFAOYSA-N
SMILES:
O=C(N1CCN(CC1)c1ncccc1Cl)Nc1ccc(cc1)C(C)(C)C
Properties
Complexity:
465  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
372.172g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
372.897g/mol
Monoisotopic Mass:
372.172g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
48.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.3  
Literature
Title Journal
The anthelminthic drug praziquantel is a selective agonist of the sensory transient receptor potential melastatin type 8 channel. Toxicology and applied pharmacology 20171201
Synthesis and pharmacological evaluation of novel N-aryl-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxamides as TRPM8 antagonists. Bioorganic & medicinal chemistry 20131101
Experimental colitis alters expression of 5-HT receptors and transient receptor potential vanilloid 1 leading to visceral hypersensitivity in mice. Laboratory investigation; a journal of technical methods and pathology 20120501
Ocular dryness excites two classes of corneal afferent neurons implicated in basal tearing in rats: involvement of transient receptor potential channels. Journal of neurophysiology 20120215
Short isoforms of the cold receptor TRPM8 inhibit channel gating by mimicking heat action rather than chemical inhibitors. The Journal of biological chemistry 20120127
Use and limitations of three TRPV-1 receptor antagonists on smooth muscles of animals and man: a vote for BCTC. European journal of pharmacology 20120105
TRPM8 in mouse sperm detects temperature changes and may influence the acrosome reaction. Journal of cellular physiology 20110601
Enhanced insulin secretion and sensitization in diabetic mice on chronic treatment with a transient receptor potential vanilloid 1 antagonist. Life sciences 20110314
Pharmacological and functional properties of TRPM8 channels in prostate tumor cells. Pflugers Archiv : European journal of physiology 20110101
TRPM8 and Nav1.8 sodium channels are required for transthyretin-induced calcium influx in growth cones of small-diameter TrkA-positive sensory neurons. Molecular neurodegeneration 20110101
Ocular surface wetness is regulated by TRPM8-dependent cold thermoreceptors of the cornea. Nature medicine 20101201
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. European journal of pharmacology 20100901
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. Experimental dermatology 20100901
Acid-induced CGRP release from the stomach does not depend on TRPV1 or ASIC3. Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100601
Pharmacologic antagonism of the oral aversive taste-directed response to capsaicin in a mouse brief access taste aversion assay. The Journal of pharmacology and experimental therapeutics 20100201
TRPV1 gene deficiency attenuates miniature EPSC potentiation induced by mannitol and angiotensin II in supraoptic magnocellular neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20100120
Synthesis and biological evaluation of piperazinyl carbamates and ureas as fatty acid amide hydrolase (FAAH) and transient receptor potential (TRP) channel dual ligands. Bioorganic & medicinal chemistry letters 20091201
Involvement of afferent neurons in the pathogenesis of endotoxin-induced ileus in mice: role of CGRP and TRPV1 receptors. European journal of pharmacology 20090801
Localization of TRPV1 and contractile effect of capsaicin in mouse large intestine: high abundance and sensitivity in rectum and distal colon. American journal of physiology. Gastrointestinal and liver physiology 20090801
Transient receptor potential melastatin 8 channel involvement in the regulation of vascular tone. American journal of physiology. Heart and circulatory physiology 20090601
TRPV1 controls acid- and heat-induced calcitonin gene-related peptide release and sensitization by bradykinin in the isolated mouse trachea. The European journal of neuroscience 20090501
TRPV1 is activated by both acidic and basic pH. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090107
TRPM8, a versatile channel in human sperm. PloS one 20090101
Differential role of the menthol-binding residue Y745 in the antagonism of thermally gated TRPM8 channels. Molecular pain 20090101
TRPV1 and TRPA1 mediate peripheral nitric oxide-induced nociception in mice. PloS one 20090101
Human lung epithelial cells express a functional cold-sensing TRPM8 variant. American journal of respiratory cell and molecular biology 20081001
Tetrahydropyridine-4-carboxamides as novel, potent transient receptor potential vanilloid 1 (TRPV1) antagonists. Bioorganic & medicinal chemistry 20080915
Studies on somnolence in the daytime caused by drugs used for neuropathic pain. Journal of pharmacological sciences 20080701
The vanilloid receptor TRPV1 is activated and sensitized by local anesthetics in rodent sensory neurons. The Journal of clinical investigation 20080201
Pharmacologic investigation of the mechanism underlying cold allodynia using a new cold plate procedure in rats with chronic constriction injuries. Behavioural pharmacology 20080201
TRPV1 receptor signaling mediates afferent nerve sensitization during colitis-induced motility disorders in rats. American journal of physiology. Gastrointestinal and liver physiology 20080101
The potential of transient receptor potential vanilloid type 1 channel modulators for the treatment of pain. Journal of medicinal chemistry 20070531
Bidirectional shifts of TRPM8 channel gating by temperature and chemical agents modulate the cold sensitivity of mammalian thermoreceptors. The Journal of physiology 20070515
Differential involvement of TRPV1 receptors at the central and peripheral nerves in CFA-induced mechanical and thermal hyperalgesia. The Journal of pharmacy and pharmacology 20070501
Inhibition of citric acid- and capsaicin-induced cough by novel TRPV-1 antagonist, V112220, in guinea-pig. Cough (London, England) 20070101
Contribution of TRPM8 channels to cold transduction in primary sensory neurons and peripheral nerve terminals. The Journal of neuroscience : the official journal of the Society for Neuroscience 20061129
Silencing of vanilloid receptor TRPV1 by RNAi reduces neuropathic and visceral pain in vivo. Biochemical and biophysical research communications 20061110
Design of potent, orally available antagonists of the transient receptor potential vanilloid 1. Structure-activity relationships of 2-piperazin-1-yl-1H-benzimidazoles. Journal of medicinal chemistry 20060615
Molecular identification and functional characterization of a temperature-sensitive transient receptor potential channel (TRPM8) from canine. European journal of pharmacology 20060113
Involvement of an increased spinal TRPV1 sensitization through its up-regulation in mechanical allodynia of CCI rats. Neuropharmacology 20051201
Proton activation does not alter antagonist interaction with the capsaicin-binding pocket of TRPV1. Molecular pharmacology 20051201
Conservation of functional and pharmacological properties in the distantly related temperature sensors TRVP1 and TRPM8. Molecular pharmacology 20050801
Cloning and functional characterization of dog transient receptor potential vanilloid receptor-1 (TRPV1). European journal of pharmacology 20050418
4-(2-Pyridyl)piperazine-1-benzimidazoles as potent TRPV1 antagonists. Bioorganic & medicinal chemistry letters 20050201
Synthesis and evaluation of pyridazinylpiperazines as vanilloid receptor 1 antagonists. Bioorganic & medicinal chemistry letters 20041115
Vanilloid receptor TRPV1 antagonists as the next generation of painkillers. Are we putting the cart before the horse? Journal of medicinal chemistry 20040520
Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay. British journal of pharmacology 20040201
4-(2-pyridyl)piperazine-1-carboxamides: potent vanilloid receptor 1 antagonists. Bioorganic & medicinal chemistry letters 20031020
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. The Journal of pharmacology and experimental therapeutics 20030701
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. The Journal of pharmacology and experimental therapeutics 20030701
Cytochrome c interaction with membranes. Absorption and emission spectra and binding characteristics of iron-free cytochrome c. European journal of biochemistry 19751201
Properties