General
Preferred name
FIPRONIL
Synonyms
5-Amino-1-(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitile ()
Fluocyanobenpyrazole ()
Termidor ()
Fluocyanobenpyrazole, Termidor ()
RM 1601 ()
NSC-758960 ()
MB 46030 ()
Fipronil (ema epar: veterinary) ()
MB-46030 ()
Fipronil component of broadline ()
Frontline ()
RM-1601 ()
Fipronil-13C2,15N2 ()
P&D ID
PD000917
CAS
120068-37-3
Tags
available
drug candidate
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PRICE
29
DESCRIPTION
Fipronil is a broad-spectrum insecticide effective against Lepidoptera species as well as thrips, locusts, ants, cockroaches, fleas and ticks. Fipronil selectively inhibits GABA receptor with IC50s of 30 nM and 1600 nM for cockroach and rat GABA receptors, respectively. Glutamate-gated chloride channels (GluCls), which are present in cockroaches but not in mammals, are sensitive to the blocking effect of Fipronil. Fipronil also induces apoptosis in HepG2 cells and promotes the expression of CYP1A1 and CYP3A4 mRNA in human hepatocytes[1][2].
DESCRIPTION
Fipronil is an insecticide that acts as a selective antagonist of insect GABA receptors.
(Enamine Bioactive Compounds)
DESCRIPTION
Fipronil (Fluocyanobenpyrazole) is a broad-use insecticide that belongs to the phenylpyrazole chemical family. Fipronil is a broad-spectrum insecticide that disrupts the insect central nervous system by blocking GABA-gated chloride channels and glutamate-gated chloride (GluCl) channels, resulting in central nervous system toxicity. This causes hyperexcitation of contaminated insects' nerves and muscles. Specificity of fipronil on insects may come from a better efficacy on GABA receptor, but also because GluCl channels do not exist in mammals.
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
9
ChEMBL Drugs
Enamine Bioactive Compounds
EU-OPENSCREEN Bioactive Compound Library
MedChem Express Bioactive Compound Library
NPC Screening Collection
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
28
Molecular Weight
435.94
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
1
Rotatable Bonds
2
Ring Count
2
Aromatic Ring Count
2
cLogP
4.28
TPSA
84.7
Fraction CSP3
0.17
Chiral centers
1.0
Largest ring
6.0
QED
0.71
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target
Cytochrome P450
GABA
GABA Receptor
GluCl channels
Apoptosis
Anti-infection
Pathway
Membrane Transporter/Ion Channel
Metabolism
Microbiology/virology
Neuroscience
Metabolic Enzyme/Protease
Neuronal Signaling
Source data
