ChemicalBook > CAS DataBase List > N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide

N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide

Product Name
N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide
CAS No.
1428327-31-4
Chemical Name
N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide
Synonyms
JNJ-47965567;JNJ-479655;JNJ-47965567 >=98% (HPLC);JNJ-47965567, 10 mM in DMSO;JNJ-47965567 (JNJ47965567);N-[[4-(4-PHENYLPIPERAZIN-1-YL)OXAN-4-YL]METHYL]-2-PHENYLSULFANYLPYRIDINE-3-CARBOXAMIDE;N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide;Inhibitor,P2X7,JNJ-47965567,pain,JNJ 47965567,P2X Receptor,inhibit,neuropathic,JNJ47965567,P2XRs;2-(Phenylthio)-N-[[tetrahydro-4-(4-phenyl-1-piperazinyl)-2H-pyran-4-yl]methyl-3-pyridinecarboxamide;3-Pyridinecarboxamide, 2-(phenylthio)-N-[[tetrahydro-4-(4-phenyl-1-piperazinyl)-2H-pyran-4-yl]methyl]-
CBNumber
CB83146923
Molecular Formula
C28H32N4O2S
Formula Weight
488.64
MOL File
1428327-31-4.mol
More
Less

N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide Property

storage temp. 
2-8°C
solubility 
DMF:30.0(Max Conc. mg/mL);61.39(Max Conc. mM)
DMSO:59.62(Max Conc. mg/mL);122.01(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:3):0.25(Max Conc. mg/mL);0.51(Max Conc. mM)
Ethanol:12.5(Max Conc. mg/mL);25.58(Max Conc. mM)
form 
powder
color 
white to beige
InChI
1S/C28H32N4O2S/c33-26(25-12-7-15-29-27(25)35-24-10-5-2-6-11-24)30-22-28(13-20-34-21-14-28)32-18-16-31(17-19-32)23-8-3-1-4-9-23/h1-12,15H,13-14,16-22H2,(H,30,33)
InChIKey
XREFXUCWSYMIOG-UHFFFAOYSA-N
SMILES
O=C(NCC1(CCOCC1)N2CCN(C3=CC=CC=C3)CC2)C4=CC=CN=C4SC5=CC=CC=C5
More
Less

Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1708
Product name
JNJ-47965567
Purity
≥98% (HPLC)
Packaging
5MG
Price
$142
Updated
2026/04/30
Sigma-Aldrich
Product number
SML1708
Product name
JNJ-47965567
Purity
≥98% (HPLC)
Packaging
25MG
Price
$577
Updated
2026/04/30
Cayman Chemical
Product number
21895
Product name
JNJ-47965567
Purity
≥98%
Packaging
1mg
Price
$36
Updated
2026/04/30
Cayman Chemical
Product number
21895
Product name
JNJ-47965567
Purity
≥98%
Packaging
5mg
Price
$120
Updated
2026/04/30
Cayman Chemical
Product number
21895
Product name
JNJ-47965567
Purity
≥98%
Packaging
10mg
Price
$219
Updated
2026/04/30
More
Less

N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide Chemical Properties,Usage,Production

Description

JNJ-47965567 is a selective antagonist of the purinergic receptor P2X subtype 7 (P2X7), a ligand-gated ion channel. Activation of P2X receptors by BzATP induces calcium flux, which is reduced by JNJ-47965567 in 1321N1 cells transfected with recombinant P2X7 human, macaque, dog, rat, or mouse protein with pIC50s of 8.3, 8.6, 8.5, 7.2, or 7.5, respectively. JNJ-47965567 suppresses neonatal hypoxia-induced seizures in mice and has some anticonvulsant properties in rats. It also reduces spontaneous seizures in epileptic mice even after treatment is stopped.

Uses

2-(Phenylthio)-N-[[tetrahydro-4-(4-phenyl-1-piperazinyl)-2H-pyran-4-yl]methyl]-3-pyridinecarboxamide is a potent and selective human P2X7 antagonist.

Biochem/physiol Actions

JNJ-47965567 is a potent P2X7 antagonist with high affinity for the rat receptor (pKi = 8.7). It is centrally available after systemic injection with a superior brain:plasma distribution compared to other available P2X7 antagonists. JNJ-47965567 was shown to suppress epileptic seizures in a mouse model of epilepsy. It appears to have a disease modifying effect since spontaneous seizure rates did not increase once treatment with JNJ-477965567 was stopped.

in vivo

JNJ-47965567 (30-100 mg/kg; s.c.) attenuates IL-1β release induced by Bz-ATP[1].
JNJ-47965567 (30 mg/kg) attenuates amphetamine-induced hyperactivity and exhibits modest, yet significant efficacy in the rat model of neuropathic pain[1].

Animal Model:Male Sprague Dawley rats[1]
Dosage:30 mg/kg, 100 mg/kg
Administration:Subcutaneous injection; 30 minutes prior to Bz-ATP infusion
Result:Significantly attenuated IL-1β release at 100 mg/kg, with no effect at 30 mg/kg dose group.

IC 50

P2X7 Receptor

storage

Store at +4°C

References

[1] ANINDYA BHATTACHARYA. Pharmacological characterization of a novel centrally permeable P2X7 receptor antagonist: JNJ-47965567[J]. British Journal of Pharmacology, 2013, 170 3: 624-640. DOI: 10.1111/bph.12314
[2] NATALIA RODRIGUEZ-ALVAREZ . Effects of P2X7 receptor antagonists on hypoxia-induced neonatal seizures in mice[J]. Neuropharmacology, 2017, 116: Pages 351-363. DOI: 10.1016/j.neuropharm.2017.01.005
[3] WOLFGANG FISCHER. Critical Evaluation of P2X7 Receptor Antagonists in Selected Seizure Models.[J]. PLoS ONE, 2016: e0156468. DOI: 10.1371/journal.pone.0156468
[4] ALBA JIMENEZ-PACHECO. Transient P2X7 Receptor Antagonism Produces Lasting Reductions in Spontaneous Seizures and Gliosis in Experimental Temporal Lobe Epilepsy.[J]. Journal of Neuroscience, 2016, 36 22: 5920-5932. DOI: 10.1523/jneurosci.4009-15.2016

N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide Suppliers

SHANGHAI FORTUNE CHEMICAL TECHNOLOGY CO., LTD
Tel
13816107857
Fax
qq: 276312098
Email
sales@fortunechem-sh.com
Country
China
ProdList
983
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
Advantage
80
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4827
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
89689
Advantage
60
Shanghai Chaolan Chemical Technology Center
Tel
021-QQ:65489617 15618227136
Fax
21-5161 9052
Email
Sales@ATKchemical.com
Country
China
ProdList
9550
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Aikon International Limited
Tel
025-66061636 19370895928
Fax
(3)02557626880
Email
qqyang@aikonchem.com
Country
China
ProdList
15812
Advantage
58
Jinan Yaoyan Pharmaceutical Co., Ltd.
Tel
Fax
-
Email
jnyaoyan@163.com
Country
China
ProdList
3069
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58

1428327-31-4, N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamideRelated Search:


  • JNJ-479655
  • N-[[4-(4-PHENYLPIPERAZIN-1-YL)OXAN-4-YL]METHYL]-2-PHENYLSULFANYLPYRIDINE-3-CARBOXAMIDE
  • JNJ-47965567
  • N-((4-(4-phenylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl)methyl)-2-(phenylthio)nicotinamide
  • JNJ-47965567 (JNJ47965567)
  • 2-(Phenylthio)-N-[[tetrahydro-4-(4-phenyl-1-piperazinyl)-2H-pyran-4-yl]methyl-3-pyridinecarboxamide
  • 3-Pyridinecarboxamide, 2-(phenylthio)-N-[[tetrahydro-4-(4-phenyl-1-piperazinyl)-2H-pyran-4-yl]methyl]-
  • JNJ-47965567 >=98% (HPLC)
  • Inhibitor,P2X7,JNJ-47965567,pain,JNJ 47965567,P2X Receptor,inhibit,neuropathic,JNJ47965567,P2XRs
  • JNJ-47965567, 10 mM in DMSO
  • 1428327-31-4