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PF-01247324

Product Name
PF-01247324
CAS No.
875051-72-2
Chemical Name
PF-01247324
Synonyms
133786;CS-2577;PF-1247324;PF-01247324;TPF-0124732;PF01247324;PF 01247324;PF-01247324, 10 mM in DMSO;6-amino-N-methyl-5-(2,3,5-trichlorophenyl)picolinamide;6-AMINO-N-METHYL-5-(2,3,5-TRICHLOROPHENYL)PYRIDINE-2-CARBOXAMIDE;2-PyridinecarboxaMide, 6-aMino-N-Methyl-5-(2,3,5-trichlorophenyl)-
CBNumber
CB42682530
Molecular Formula
C13H10Cl3N3O
Formula Weight
330.6
MOL File
875051-72-2.mol
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PF-01247324 Property

Boiling point:
477.7±45.0 °C(Predicted)
Density 
1.460±0.06 g/cm3(Predicted)
storage temp. 
room temp
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
form 
powder
pka
6.56±0.46(Predicted)
color 
white to beige
InChI
1S/C13H10Cl3N3O/c1-18-13(20)10-3-2-7(12(17)19-10)8-4-6(14)5-9(15)11(8)16/h2-5H,1H3,(H2,17,19)(H,18,20)
InChIKey
HPIUHDCRVYDAEJ-UHFFFAOYSA-N
SMILES
Clc1c(cc(cc1c2c(nc(cc2)C(=O)NC)N)Cl)Cl
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Safety

RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Storage Class
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0274
Product name
PF-01247324
Purity
≥98% (HPLC)
Packaging
5MG
Price
$115
Updated
2023/06/20
Sigma-Aldrich
Product number
PZ0274
Product name
PF-01247324
Purity
≥98% (HPLC)
Packaging
25MG
Price
$451
Updated
2023/06/20
Cayman Chemical
Product number
22111
Product name
PF-01247324
Purity
≥98%
Packaging
1mg
Price
$33
Updated
2024/03/01
Cayman Chemical
Product number
22111
Product name
PF-01247324
Purity
≥98%
Packaging
5mg
Price
$96
Updated
2024/03/01
Cayman Chemical
Product number
22111
Product name
PF-01247324
Purity
≥98%
Packaging
10mg
Price
$176
Updated
2024/03/01
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PF-01247324 Chemical Properties,Usage,Production

Description

PF-01247324 is a blocker of the tetrodotoxin-resistant (TTX-R) sodium channel Nav1.8 (IC50 = 0.19 μM for human Nav1.8). It is selective for Nav1.8 over Nav1.1, Nav1.2, Nav1.5, and Nav1.7 channels (IC50s = 13, 12.8, 9, and 19 μM, respectively) as well as ether-a-go-go (ERG) potassium channels (IC50 = 30 μM). PF-01247324 blocks Nav1.8 channels in a VSP-FRET assay using HEK293 cells (IC50 = 2.6 μM). In vivo, PF-01247324 (100 mg/kg) reduces phase 2 flinching in a rat model of formalin-induced persistent pain. It increases latency to lift the inflamed paw and latency to paw withdrawal in rat models of carrageenan-induced thermal hyperalgesia and mechanical hyperalgesia induced by complete Freund''s adjuvant (CFA), respectively.

Uses

6-Amino-N-methyl-5-(2,3,5-trichlorophenyl)picolinamide is a Nav1.8 modulators that demonstrate efficacy in preclinical models of neuropathic and inflammatory pain, attenuates nociception and sensory neuron excitability.

Biochem/physiol Actions

In humans, PF-01247324 [6-amino-5-(2, 3, 5-trichloro-phenyl)-pyridine-2-carboxylic acid methylamide] prevents native tetrodotoxin-resistant (TTX-R) currents in dorsal root ganglion (DRG) neurons.

in vivo

Experiments n rodents demonstrates efficacy in both inflammatory and neuropathic pain models. PF-01247324 reduces phase 2 flinching by 37% at 100 mg/kg. There is a significant effect of 30 mg/kg of PF-01247324 in the rat model carrageenan-induced thermal hyperalgesia and in CFA-induced mechanical hyperalgesia at exposures of 0.218 and 0.126 μM respectively[1]. Mice that received PF-01247324 shows significant improvements in motor coordination and cerebellar-like symptoms compared to control[2].

Enzyme inhibitor

This novel oral NaV1.8 blocker (FW = 330.59 g/mol) attenuates nociception and neuronal excitability by selectively targeting voltage-gated sodium transporter NaV1.8, with much weaker action against NaV1.1, NaV1.2, NaV1.4, NaV1.5, NaV1.6, and NaV1.7 transporters. PF-01247324 inhibited native tetrodotoxin-resistant (TTX-R) currents in human dorsal root ganglion (DRG) neurons (IC50 = 331 nM) and in recombinantly expressed hNav 1.8 (IC50 = 196 nM), with 50-fold selectivity over recombinantly expressed TTX-R hNav 1.5 channels (IC50 ～ 10 μM) and 65-100 greater selectivity over TTX-sensitive (TTX-S) channels (IC50 ～ 10-18 μM). Native TTX-R currents in small diameter rodent DRG neurons were inhibited with an IC50 of 448 nM, and the block of both human recombinant Nav1.8 and TTX-R from rat DRG neurons was both frequency and statedependent. Unlike previously published NaV1.8 blockers, PF-01247324 demonstrates frequency-dependence, and off-target frequency-dependence at other sodium channel subtypes may reduce its selectivity window. The majority of small molecule sodium channel blockers interact at the local anesthetic binding site, which due to a high level of sequence homology across voltage-gated sodium channel subtypes seems an unlikely site for interaction of selective agents such as PF-01247324. The majority of small molecule sodium channel blockers interact at the local anesthetic binding site, which due to a high level of sequence homology across voltage-gated sodium channel subtypes seems an unlikely site for interaction of selective agents such as PF-01247324

IC 50

Nav1.8

References

[1] SHARAN K. BAGAL*. Discovery and Optimization of Selective Nav1.8 Modulator Series That Demonstrate Efficacy in Preclinical Models of Pain[J]. ACS Medicinal Chemistry Letters, 2015, 6 6: 650-654. DOI: 10.1021/acsmedchemlett.5b00059
[2] ANDRESEN M. Faculty Opinions recommendation of A novel selective and orally bioavailable Nav 1.8 channel blocker, PF-01247324, attenuates nociception and sensory neuron excitability.[C]. 2015: 0. DOI: 10.3410/f.725328550.793503635

PF-01247324 Preparation Products And Raw materials

Raw materials

Preparation Products

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PF-01247324 Suppliers

China 57 United States 7 Global 64
Bide Pharmatech Ltd.
Tel
400-400-164-7117 18317119277
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
40000
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Modachem Shanghai Co., Ltd
Tel
+86 (0)21 51320687 51371369 1744605818
Fax
+86 (0)21 51371369
Country
China
ProdList
1578
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58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
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80
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696，15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4817
Advantage
55
AOKBIO Inc.
Tel
021-68712331 3286104197
Fax
021 68712331
Country
China
ProdList
322
Advantage
55
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
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62
Jinan elephant international trading co., LTD
Tel
Fax
-
Email
13006575422@163.com
Country
China
ProdList
6355
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58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 18101056239
Email
3193328036@qq.com
Country
China
ProdList
29661
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68
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Medi-tech Bioscientific Co., Ltd.
Tel
0519-83246372 13585352506
Fax
0519-83246372
Country
China
ProdList
1844
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58

875051-72-2, PF-01247324Related Search:

brepocitinib FORMANILIDE PF-06700841-TsOH PF-06282999 PF 4618433 PF-06650833 PF-6260933 5-PyriMidinecarboxaMide, 4-[(2-Methylpropyl)aMino]-N-(phenylMethyl)-2-[4-[(tetrahydro-2H-pyran-3-yl)Methyl]-1-piperazinyl]- PF 04995274 PNU 100480 PF 05175157 PF-06281355 PF06869206

  • 2-PyridinecarboxaMide, 6-aMino-N-Methyl-5-(2,3,5-trichlorophenyl)-
  • 6-amino-N-methyl-5-(2,3,5-trichlorophenyl)picolinamide
  • 6-AMINO-5-(2,3,5-TRICHLORO-PHENYL)-PYRIDINE-2-CARBOXYLIC ACID METHYLAMIDE
  • PF-1247324
  • 6-AMINO-N-METHYL-5-(2,3,5-TRICHLOROPHENYL)PYRIDINE-2-CARBOXAMIDE
  • PF01247324;PF 01247324
  • PF-01247324
  • 133786
  • CS-2577
  • Sodium Channel,PF 01247324,PF-01247324,Na+ channels,Na channels,PF01247324,Inhibitor,inhibit
  • PF-01247324, 10 mM in DMSO
  • TPF-0124732
  • 875051-72-2