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BCTC

CAT: 0804-HY-19960-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-19960-01Size:5 mg
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Description
BCTC is an orally active current inhibitor of vanilloid receptor type 1 (VR1) . BCTC is a transient receptor potential cation channel subfamily M member 8 (TRPM8) and transient receptor potential vanilloid 1 (TRPV1) antagonist. BCTC is an insulin sensitizer and secretor. BCTC has anticancer and analgesic effects[1][2][3][4][5].
CAS Number
393514-24-4
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
CGRP Receptor; Insulin Receptor; TRP Channel
Type
Reference compound
Related Pathways
GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling; Protein Tyrosine Kinase/RTK
Applications
Cancer-programmed cell death
Field of Research
Cancer; Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/BCTC.html
Purity
99.66
Solubility
DMSO : ≥ 50 mg/mL
Smiles
O=C(N1CCN(C2=NC=CC=C2Cl)CC1)NC3=CC=C(C(C)(C)C)C=C3
Molecular Formula
C20H25ClN4O
Molecular Weight
372.89
Precautions
H302, H315, H319, H335
References & Citations
[1]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. |[2] 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 inflammatory and neuropathic pain. J Pharmacol Exp Ther. 2003 Jul;306 (1) :387-93.|[3]Kanai Y, et al. Involvement of an increased spinal TRPV1 sensitization through its up-regulation in mechanical allodynia of CCI rats. Neuropharmacology. 2005 Dec;49 (7) :977-84. |[4] Nie C, et al. Study on chemical modification and analgesic activity of N- (4-tert-butylphenyl) -4- (3-chloropyridin-2-yl) piperazine-1-carboxamide. Eur J Med Chem. 2020 May 15;194:112236. |[5]Tanaka H, et al. Enhanced insulin secretion and sensitization in diabetic mice on chronic treatment with a transient receptor potential vanilloid 1 antagonist. Life Sci. 2011 Mar 14;88 (11-12) :559-63.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-(4-tert-Butylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine-1(2H)-carboxamide

1-piperazinecarboxamide, 4-(3-chloro-2-pyridinyl)-n-[4-(1,1-dimethylethyl)phenyl]- is a member of piperazines and a member of pyridines.

CAS Number393514-24-4
PubChem CID9929425
IUPAC NameN-(4-tert-butylphenyl)-4-(3-chloro-2-pyridinyl)piperazine-1-carboxamide
Molecular FormulaC20H25ClN4O
Molecular Weight372.9
XLogP4.3
Topological Polar Surface Area48.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count26
Formal Charge0
Complexity465
SMILES
CC(C)(C)C1=CC=C(C=C1)NC(=O)N2CCN(CC2)C3=C(C=CC=N3)Cl
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)
InChIKey
ROGUAPYLUCHQGK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-(4-tert-Butylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine-1(2H)-carboxamide
CAS: 393514-24-4
CID: 9929425
Formula: C20H25ClN4O
MW: 372.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight372.9
XLogP34.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass372.1716891
Monoisotopic Mass372.1716891
Topological Polar Surface Area48.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity465
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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