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Details

Stereochemistry ACHIRAL
Molecular Formula C20H25ClN4O
Molecular Weight 372.892
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BCTC

SMILES

CC(C)(C)C1=CC=C(NC(=O)N2CCN(CC2)C3=NC=CC=C3Cl)C=C1

InChI

InChIKey=ROGUAPYLUCHQGK-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C20H25ClN4O
Molecular Weight 372.892
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/26870186

BCTC is an orally effective mixed TRPV1/TRPM8 antagonist. Inhibits acid- and capsaicin-induced activation of rat TRPV1 receptors (IC50 values are 6.0 and 35 nM respectively). BCTC is shown to have robust antihyperalgesic properties in rat models of inflammatory and neuropathic pain. TRPM8 specific antagonist BCTC demonstrated excellent anti-tumor activity in PCa DU145 cells, and therefore has the potential to become a targeted therapeutic strategy against PCa.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

Rats: Four groups of rats (three per group) were dosed with BCTC under fasted conditions at 3, 10, and 40 mg/kg p.o. or 3 mg/kg i.v. using 25% hydroxypropyl- -cyclodextrin as vehicle. To study the CNS permeability of BCTC, three rats received a single 10 mg/kg i.p. administration of compound suspended in 20% hydroxypropyl-- cyclodextrin.
Route of Administration: Other
BCTC (10uM) suppressed increased Ca(2+) influx as well as whole-cell currents in human conjunctival epithelial cells (IOBA-NHC).
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:20:12 GMT 2023
Edited
by admin
on Sat Dec 16 15:20:12 GMT 2023
Record UNII
3HW474Y8YZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BCTC
Common Name English
N-(4-tert-Butylphenyl)-4-(3-chloranylpyridin-2-yl)piperazine-1-carboxamide
Systematic Name English
4-(3-Chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-1-piperazinecarboxamide
Systematic Name English
1-Piperazinecarboxamide, 4-(3-chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-
Systematic Name English
Code System Code Type Description
FDA UNII
3HW474Y8YZ
Created by admin on Sat Dec 16 15:20:12 GMT 2023 , Edited by admin on Sat Dec 16 15:20:12 GMT 2023
PRIMARY
CAS
393514-24-4
Created by admin on Sat Dec 16 15:20:12 GMT 2023 , Edited by admin on Sat Dec 16 15:20:12 GMT 2023
PRIMARY
PUBCHEM
9929425
Created by admin on Sat Dec 16 15:20:12 GMT 2023 , Edited by admin on Sat Dec 16 15:20:12 GMT 2023
PRIMARY
EPA CompTox
DTXSID90432997
Created by admin on Sat Dec 16 15:20:12 GMT 2023 , Edited by admin on Sat Dec 16 15:20:12 GMT 2023
PRIMARY