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BCTC

Product Name
BCTC
CAS No.
393514-24-4
Chemical Name
BCTC
Synonyms
BCTC;BCTC, 10 mM in DMSO;BCTC, inhibitor of TRPV1;N-(4-tert-butylphenyl)-4-(3-chloropyridin-2-yl)piperazine-1-carboxamide;4-(3-Chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-1-piperazinecarboxamide;1-Piperazinecarboxamide, 4-(3-chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-;4-(3-Chloro-2-pyridinyl)-N-[4-(1,1-diMethylethyl)phenyl]-1-piperazinecarboxaMide (BCTC)
CBNumber
CB12122071
Molecular Formula
C20H25ClN4O
Formula Weight
372.89
MOL File
393514-24-4.mol
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BCTC Property

Melting point:
150-152℃
Boiling point:
561.6±50.0 °C(Predicted)
Density 
1.229±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO: >10mg/mL
pka
13.95±0.70(Predicted)
form 
powder
color 
white to beige
Sensitive 
Light Sensitive
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stord at -20°C for up to 2 months.
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
SMILES
N1(C(NC2=CC=C(C(C)(C)C)C=C2)=O)CCN(C2=NC=CC=C2Cl)CC1
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0355
Product name
BCTC
Purity
≥98% (HPLC)
Packaging
5mg
Price
$94.43
Updated
2025/07/31
Sigma-Aldrich
Product number
SML0355
Product name
BCTC
Purity
≥98% (HPLC)
Packaging
25mg
Price
$275
Updated
2025/07/31
Cayman Chemical
Product number
10006309
Product name
BCTC
Purity
≥98%
Packaging
5mg
Price
$41
Updated
2024/03/01
Cayman Chemical
Product number
10006309
Product name
BCTC
Purity
≥98%
Packaging
10mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
10006309
Product name
BCTC
Purity
≥98%
Packaging
50mg
Price
$322
Updated
2024/03/01
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BCTC Chemical Properties,Usage,Production

Description

BCTC (393514-24-4) is a vanilloid receptor I (TRPV1) blocker, IC50 = 35 nM for capsaicin-induced and 6 nM for acid-induced TRPV1 activation. Displays analgesic activity in rat models of neuropathic pain. BCTC is orally active and cell permeable.

Uses

BCTC is a antagonists of TRPA1 and TRPV1, a non-selective cation channel gated by noxious heat, vanilloids and extracellular protons. BCTC inhibits both capsaicin and proton activation.

Definition

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

in vivo

BCTC (1-30 mg/kg; Oral gavage; Single dose) can inhibit inflammatory and neuropathic heat pain and mechanical hyperalgesia in Sprague-Dawley rats by targeting VR1, which has analgesic effect[2].
BCTC (10-100 mg/kg; Oral gavage, Twice daily for 4 weeks) improves the insulin resistance and systemic glucose and lipid metabolism, and increase insulin secretion in diabetic ob/ob mice[5].

Animal Model:Capsaicin-induced Sprague-Dawley rats model[2]
Dosage:1 mg/kg, 3 mg/kg, 10 mg/kg, 30 mg/kg
Administration:Oral gavage (p.o.), Single dose. Before capsaicin (HY-10448) treatment (30 μg; intraplantar injection; Single dose)
Result:Inhibited capsaicin-mediated thermal hyperalgesia in a dose-dependent manner.
Animal Model:Freund’s complete adjuvant (FCA) Sprague-Dawley rats model[2]
Dosage:1 mg/kg, 3 mg/kg, 10 mg/kg, 30 mg/kg
Administration:Oral gavage (p.o.), Single dose. After 100 % FAC treatment (50 μL; intraplantar injection; Single dose)
Result:Significantly reduced FAC-induced inflammation-related thermal pain and mechanical hyperalgesia, and extended the inhibitory effect of mechanical hyperalgesia to 6 h at high doses (10 mg/kg, 30 mg/kg).
Animal Model:Partial sciatic nerve ligation Sprague-Dawley rats model[2]
Dosage:1 mg/kg, 3 mg/kg, 10 mg/kg, 30 mg/kg
Administration:Oral gavage (p.o.), Single dose. After partial sciatic nerve ligation.
Result:Reduced post-operative abnormal tactile pain and mechanical hyperalgesia in a dose-dependent manner.
Animal Model:Particularly strong insulin resistance and hyperinsulinemia ob/ob mice model[5]
Dosage:10 mg/kg, 30 mg/kg, 100 mg/kg
Administration:Oral gavage (p.o.); Twice daily for 4 weeks
Result:Reduced plasma triglyceride and glucose area under the curve (AUC) level.
Decreased calcitonin gene-related peptide (CGRP) levels in a dose-dependent manner.

storage

Room temperature

References

[1] KENNETH J VALENZANO. 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.[J]. Journal of Pharmacology and Experimental Therapeutics, 2003, 306 1: 377-386. DOI:10.1124/jpet.102.045674
[2] JAMES D POMONIS. 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]. Journal of Pharmacology and Experimental Therapeutics, 2003, 306 1: 387-393. DOI:10.1124/jpet.102.046268

BCTC Preparation Products And Raw materials

Raw materials

Preparation Products

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BCTC Suppliers

BOC Sciences
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MedChemexpress LLC
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View Lastest Price from BCTC manufacturers

Career Henan Chemical Co
Product
BCTC 393514-24-4
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10t
Release date
2019-12-20

393514-24-4, BCTCRelated Search:


  • BCTC
  • 4-(3-Chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-1-piperazinecarboxamide
  • 4-(3-Chloro-2-pyridinyl)-N-[4-(1,1-diMethylethyl)phenyl]-1-piperazinecarboxaMide (BCTC)
  • N-(4-tert-butylphenyl)-4-(3-chloropyridin-2-yl)piperazine-1-carboxamide
  • 1-Piperazinecarboxamide, 4-(3-chloro-2-pyridinyl)-N-[4-(1,1-dimethylethyl)phenyl]-
  • BCTC, inhibitor of TRPV1
  • BCTC, 10 mM in DMSO
  • 393514-24-4
  • Vanilloid/TRPV channel