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Merck
CN

SML0355

BCTC

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H25ClN4O
CAS Number:
393514-24-4
Molecular Weight:
372.89
NACRES:
NA.77
PubChem Substance ID:
329825357
UNSPSC Code:
12352200
MDL number:
MFCD08690556

Key Documents

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Product Name

BCTC, ≥98% (HPLC)

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)

SMILES string

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

InChI key

ROGUAPYLUCHQGK-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

room temp

Quality Level

100

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 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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000418355
0000410335
0000410335
0000418355
0000151453

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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
Mirjam J Eberhardt et al.
Scientific reports, 7(1), 12775-12775 (2017-10-08)
The irritant receptor TRPA1 was suggested to mediate analgesic, antipyretic but also pro-inflammatory effects of the non-opioid analgesic acetaminophen, presumably due to channel activation by the reactive metabolites parabenzoquinone (pBQ) and N-acetyl-parabenzoquinonimine (NAPQI). Here we explored the effects of these
Sulma I Mohammed et al.
Molecular oncology, 13(6), 1400-1418 (2019-04-27)
The leading cause of breast cancer-associated death is metastasis. In 80% of solid tumors, metastasis via the lymphatic system precedes metastasis via the vascular system. However, the molecular properties of tumor cells as they exit the primary tumor into the
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
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
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