Page last updated: 2024-12-11

a 1899

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Description

A 1899: a TASK-1 potassium channel blocker; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9827303
CHEMBL ID148342
SCHEMBL ID498641
MeSH IDM0558565

Synonyms (24)

Synonym
n-[(2,4-difluorophenyl)methyl]-2-[2-[[[2-(4-methoxyphenyl)acetyl]amino]methyl]phenyl]benzamide
A1899 ,
CHEMBL148342 ,
bdbm50123519
2''-{[2-(4-methoxy-phenyl)-acetylamino]-methyl}-biphenyl-2-carboxylic acid 2,4-difluoro-benzylamide
ksc-260-054-1
KUC110162N
EK-0218
n-[(2,4-difluorophenyl)methyl]-2'-{[2-(4-methoxyphenyl)acetamido]methyl}-[1,1'-biphenyl]-2-carboxamide
498577-46-1
2'-([2-(4-methoxyphenyl)acetylamino]methyl}biphenyl-2-carboxylic acid 2,4-difluorobenzylamide
IXKPEYHRIVQTCU-UHFFFAOYSA-N
SCHEMBL498641
AKOS025393356
2'-{[2-(4-methoxy-phenyl)-acetylamino]-methyl}-biphenyl-2-carboxylic acid 2,4-difluoro-benzylamide
n-[(2,4-difluorophenyl)methyl]-2-(2-{[2-(4-methoxyphenyl)acetamido]methyl}phenyl)benzamide
n-(2,4-difluorobenzyl)-2'-((2-(4-methoxyphenyl)acetamido)methyl)-[1,1'-biphenyl]-2-carboxamide
mfcd06407754
n-[(2,4-difluorophenyl)methyl]-2'-[[[2-(4-methoxyphenyl)acetyl]amino]methyl][1,1'-biphenyl]-2-carboxamide
a 1899
EX-A5109
biphenyl-2-carboxylic acid 2,4-difluoro-benzylamide
2'-{[2-(4-methoxy-phenyl)-acetylamino]-methyl}-
2'-{[2-(4-methoxy-phenyl)-acetylamino]-methyl}- biphenyl-2-carboxylic acid 2,4-difluoro-benzylamide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (10)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TWIK-related acid-sensitive K+ channelRattus norvegicus (Norway rat)IC50 (µMol)0.20100.20100.20100.2010AID623894
Kcnk3 channelHomo sapiens (human)IC50 (µMol)0.11500.11500.11500.1150AID652212
potassium voltage-gated channel subfamily H member 2 isoform aHomo sapiens (human)IC50 (µMol)36.727536.725036.727536.7300AID623883; AID652194
potassium channel subfamily K member 9Homo sapiens (human)IC50 (µMol)3.19903.19803.19903.2000AID623887; AID652211
Potassium channel subfamily K member 3Homo sapiens (human)IC50 (µMol)0.02100.00700.89855.1000AID1183445; AID1525552; AID1525553; AID1849489
Potassium voltage-gated channel subfamily A member 5Homo sapiens (human)IC50 (µMol)1.20000.03003.73009.0000AID217637
Potassium channel subfamily K member 17Homo sapiens (human)IC50 (µMol)8.10008.10008.10008.1000AID1525549
Potassium channel subfamily K member 9Rattus norvegicus (Norway rat)IC50 (µMol)0.03600.03600.03600.0360AID1525548
Potassium channel subfamily K member 9Homo sapiens (human)IC50 (µMol)0.19400.07000.19400.3180AID1525551; AID1525554
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (35)

Processvia Protein(s)Taxonomy
potassium ion transportPotassium channel subfamily K member 3Homo sapiens (human)
chemical synaptic transmissionPotassium channel subfamily K member 3Homo sapiens (human)
response to xenobiotic stimulusPotassium channel subfamily K member 3Homo sapiens (human)
monoatomic ion transmembrane transportPotassium channel subfamily K member 3Homo sapiens (human)
negative regulation of cytosolic calcium ion concentrationPotassium channel subfamily K member 3Homo sapiens (human)
regulation of resting membrane potentialPotassium channel subfamily K member 3Homo sapiens (human)
cellular response to zinc ionPotassium channel subfamily K member 3Homo sapiens (human)
cellular response to hypoxiaPotassium channel subfamily K member 3Homo sapiens (human)
cochlea developmentPotassium channel subfamily K member 3Homo sapiens (human)
potassium ion transmembrane transportPotassium channel subfamily K member 3Homo sapiens (human)
stabilization of membrane potentialPotassium channel subfamily K member 3Homo sapiens (human)
regulation of resting membrane potentialPotassium channel subfamily K member 5Homo sapiens (human)
potassium ion transportPotassium channel subfamily K member 5Homo sapiens (human)
potassium ion export across plasma membranePotassium channel subfamily K member 5Homo sapiens (human)
potassium ion import across plasma membranePotassium channel subfamily K member 5Homo sapiens (human)
stabilization of membrane potentialPotassium channel subfamily K member 5Homo sapiens (human)
potassium ion transmembrane transportPotassium channel subfamily K member 5Homo sapiens (human)
potassium ion transportPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
response to hypoxiaPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
Notch signaling pathwayPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
response to mechanical stimulusPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
response to organic substancePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
regulation of vasoconstrictionPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
regulation of membrane potentialPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
response to hydrogen peroxidePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
regulation of potassium ion transportPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
regulation of insulin secretionPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
protein homooligomerizationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
negative regulation of cytosolic calcium ion concentrationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
potassium ion homeostasisPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
response to hyperoxiaPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
membrane hyperpolarizationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
regulation of atrial cardiac muscle cell membrane repolarizationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
potassium ion transmembrane transportPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
atrial cardiac muscle cell action potentialPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
membrane repolarization during bundle of His cell action potentialPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
membrane repolarization during SA node cell action potentialPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
potassium ion export across plasma membranePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
membrane repolarization during atrial cardiac muscle cell action potentialPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
positive regulation of G1/S transition of mitotic cell cyclePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
positive regulation of myoblast proliferationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
action potentialPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
potassium ion transportPotassium channel subfamily K member 17Homo sapiens (human)
stabilization of membrane potentialPotassium channel subfamily K member 17Homo sapiens (human)
potassium ion transmembrane transportPotassium channel subfamily K member 17Homo sapiens (human)
potassium ion import across plasma membranePotassium channel subfamily K member 9Homo sapiens (human)
potassium ion transportPotassium channel subfamily K member 9Homo sapiens (human)
stabilization of membrane potentialPotassium channel subfamily K member 9Homo sapiens (human)
potassium ion transmembrane transportPotassium channel subfamily K member 9Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
monoatomic ion channel activityPotassium channel subfamily K member 3Homo sapiens (human)
open rectifier potassium channel activityPotassium channel subfamily K member 3Homo sapiens (human)
potassium channel activityPotassium channel subfamily K member 3Homo sapiens (human)
potassium ion leak channel activityPotassium channel subfamily K member 3Homo sapiens (human)
S100 protein bindingPotassium channel subfamily K member 3Homo sapiens (human)
outward rectifier potassium channel activityPotassium channel subfamily K member 3Homo sapiens (human)
potassium channel activityPotassium channel subfamily K member 5Homo sapiens (human)
protein bindingPotassium channel subfamily K member 5Homo sapiens (human)
potassium ion leak channel activityPotassium channel subfamily K member 5Homo sapiens (human)
outward rectifier potassium channel activityPotassium channel subfamily K member 5Homo sapiens (human)
signaling receptor bindingPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
delayed rectifier potassium channel activityPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
protein bindingPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
outward rectifier potassium channel activityPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
protein kinase bindingPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
alpha-actinin bindingPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
voltage-gated potassium channel activity involved in bundle of His cell action potential repolarizationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
voltage-gated potassium channel activity involved in atrial cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
voltage-gated potassium channel activity involved in SA node cell action potential repolarizationPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
scaffold protein bindingPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
potassium channel activityPotassium channel subfamily K member 17Homo sapiens (human)
outward rectifier potassium channel activityPotassium channel subfamily K member 17Homo sapiens (human)
potassium ion leak channel activityPotassium channel subfamily K member 17Homo sapiens (human)
potassium channel activityPotassium channel subfamily K member 9Homo sapiens (human)
potassium ion leak channel activityPotassium channel subfamily K member 9Homo sapiens (human)
outward rectifier potassium channel activityPotassium channel subfamily K member 9Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
plasma membranePotassium channel subfamily K member 3Homo sapiens (human)
synapsePotassium channel subfamily K member 3Homo sapiens (human)
plasma membranePotassium channel subfamily K member 3Homo sapiens (human)
monoatomic ion channel complexPotassium channel subfamily K member 5Homo sapiens (human)
plasma membranePotassium channel subfamily K member 5Homo sapiens (human)
caveolaPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
Golgi apparatusPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
plasma membranePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
cell surfacePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
intercalated discPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
Z discPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
membrane raftPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
intracellular canaliculusPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
perinuclear region of cytoplasmPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
voltage-gated potassium channel complexPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
potassium channel complexPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
intercalated discPotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
membranePotassium voltage-gated channel subfamily A member 5Homo sapiens (human)
plasma membranePotassium channel subfamily K member 17Homo sapiens (human)
monoatomic ion channel complexPotassium channel subfamily K member 17Homo sapiens (human)
plasma membranePotassium channel subfamily K member 17Homo sapiens (human)
plasma membranePotassium channel subfamily K member 9Homo sapiens (human)
synaptic vesiclePotassium channel subfamily K member 9Homo sapiens (human)
plasma membranePotassium channel subfamily K member 9Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID1183445Inhibition of TASK-1 (unknown origin) expressed in CHO cells by thallium flux assay2014Bioorganic & medicinal chemistry letters, Aug-15, Volume: 24, Issue:16
Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold.
AID1525553Inhibition of human TASK1 expressed in Xenopus oocytes by whole cell voltage clamp assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1525580Selectivity index, ratio of IC50 for Kv1.5 channel (unknown origin) to IC50 for inhibition of human TASK1 expressed in Xenopus oocytes by whole cell voltage clamp assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1525549Inhibition of human TASK4 expressed in CHO cells by Inside-out macro-patches based electrophysiology assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1525550Inhibition of human TASK2 expressed in CHO cells by Inside-out macro-patches based electrophysiology assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1525554Inhibition of human TASK3 expressed in Xenopus oocytes by whole cell voltage clamp assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1849489Inhibition of human TASK-1 expressed in Xenopus laevis oocytes assessed as inhibition of channel current at +40mV holding potential by two-electrode voltage clamp assay2022Journal of medicinal chemistry, 11-24, Volume: 65, Issue:22
Selective TASK-1 Inhibitor with a Defined Structure-Activity Relationship Reduces Cancer Cell Proliferation and Viability.
AID1525552Inhibition of human TASK1 expressed in CHO cells by Inside-out macro-patches based electrophysiology assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1183447Selectivity ratio of IC50 for TASK-3 (unknown origin) to IC50 for TASK-1 (unknown origin)2014Bioorganic & medicinal chemistry letters, Aug-15, Volume: 24, Issue:16
Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold.
AID1525551Inhibition of human TASK3 expressed in CHO cells by Inside-out macro-patches based electrophysiology assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID1525548Inhibition of rat TASK3 expressed in (FRT) epithelial cells by chamber based electrophysiology assay2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
TASK Channels Pharmacology: New Challenges in Drug Design.
AID217637Inhibition of human voltage-gated potassium channel subunit Kv1.5 expressed in Xenopus oocytes2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
Identification, synthesis, and activity of novel blockers of the voltage-gated potassium channel Kv1.5.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (11.11)29.6817
2010's7 (77.78)24.3611
2020's1 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.45

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.45 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index5.45 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.45)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (11.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (88.89%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]