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SML0355

Sigma-Aldrich

BCTC

≥98% (HPLC)

Synonyma:

4-(3-Chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-1-piperazinecarboxamide

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About This Item

Empirický vzorec (Hillův zápis):
C20H25ClN4O
Číslo CAS:
393514-24-4
Molekulová hmotnost:
372.89
MDL number:
MFCD08690556
UNSPSC Code:
12352200
PubChem Substance ID:
329825357
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

room temp

SMILES string

CC(C)(C)c1ccc(NC(=O)N2CCN(CC2)c3ncccc3Cl)cc1

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

Application

BCTC or (4-Tertbutylphenyl)-4-(3-chloropyridin-2-Yl) tetrahydropyrazine-1(2H)-carbox-amide has been used as transient receptor potential melastatin 8 (TRPM8) antagonist to study its effects on proliferation and cell viability.

Biochem/physiol Actions

BCTC is a potent antagonist of the vanilloid receptor TRPV1. BCTC blocks capsaicin-induced contractions in a variety of smooth muscle tissues, including guinea pig ileum, bladder and trachea with no effects on capsaicin-sensitive, sensory neuron-mediated positive inotropy. The compound penetrates the CNS and has strong analgesic properties.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Haipei Liu et al.
Inflammation, 41(4), 1266-1275 (2018-04-10)
Bronchial asthma is a chronic inflammatory airway disease that can be aggravated by cold air. However, its mechanism remains largely unknown. As a thermo-sensing cation channel, transient receptor potential melastatin 8 (TRPM8) can be activated by cold stimuli (8-22 °C) and
Andrea Fiebig et al.
Journal of translational medicine, 21(1), 908-908 (2023-12-13)
Chronic itch (chronic pruritus) is a major therapeutic challenge that remains poorly understood despite the extensive recent analysis of human pruriceptors. It is unclear how the peripheral nervous system differentiates the signaling of non-histaminergic itch and pain. Here we used
Mayu Oshida et al.
Bioscience, biotechnology, and biochemistry, 81(5), 987-994 (2017-01-18)
Transient receptor potential vanilloid 1 (TRPV1) was identified as a receptor of capsaicin, which is a pungent ingredient in hot red peppers. Due to its relevance for nociception, a physiological and pharmacological study of TRPV1 has also been developed. Therefore
Gang Wang et al.
OncoTargets and therapy, 13, 8825-8835 (2020-09-19)
Based on accumulating evidence, transient receptor potential (TRP) ion channels may play important roles in the occurrence and the progression of cancer. TRP melastatin 8 (TRPM8), a member of the TRP family, functions as a Ca2+-permeable channel and regulates various
Yuki Nishizawa et al.
Journal of neuroscience research, 96(5), 901-910 (2017-12-29)
T-type Ca2+ channels and TRPA1 are expressed in sensory neurons and both are associated with pain transmission, but their functional interaction is unclear. Here we demonstrate that pharmacological evidence of the functional relation between T-type Ca2+ channels and TRPA1 in
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