Home Other Building Blocks 2458-26-6
2458-26-6,MFCD00159654
Catalog No.:AA00BC0G

2458-26-6 | 3-Phenyl-1H-pyrazole

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
98%
in stock  
$6.00   $4.00
- +
5g
98%
in stock  
$22.00   $15.00
- +
25g
98%
in stock  
$47.00   $33.00
- +
100g
98%
in stock  
$161.00   $113.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BC0G
Chemical Name:
3-Phenyl-1H-pyrazole
CAS Number:
2458-26-6
Molecular Formula:
C9H8N2
Molecular Weight:
144.1732
MDL Number:
MFCD00159654
SMILES:
c1ccc(cc1)c1n[nH]cc1
Properties
Properties
 
BP:
339.1°C at 760 mmHg  
Form:
Solid  
MP:
75-77 °C  
Refractive Index:
1.5960 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
119  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.9  

Literature

Title: Impacts of the phenylpyrazole insecticide fipronil on larval fish: time-series gene transcription responses in fathead minnow (Pimephales promelas) following short-term exposure.

Journal: The Science of the total environment 20120601

Title: Cytotoxic heterocyclic triterpenoids derived from betulin and betulinic acid.

Journal: Bioorganic & medicinal chemistry 20120601

Title: Reactive oxygen species and mitogen-activated protein kinase induce apoptotic death of SH-SY5Y cells in response to fipronil.

Journal: Toxicology letters 20120520

Title: Theoretical studies of blue phosphorescent iridium(III) complexes with phenylpyrazole and phosphines.

Journal: Journal of nanoscience and nanotechnology 20120501

Title: The greening of pesticide-environment interactions: some personal observations.

Journal: Environmental health perspectives 20120401

Title: Strong ligand field effects of blue phosphorescent Ir(III) complexes with phenylpyrazole and phosphines.

Journal: Journal of nanoscience and nanotechnology 20120401

Title: In vitro evaluation of acaricidal activity of fipronil against Haemaphysalis bispinosa based on adult immersion test.

Journal: Tropical biomedicine 20120301

Title: RFID tracking of sublethal effects of two neonicotinoid insecticides on the foraging behavior of Apis mellifera.

Journal: PloS one 20120101

Title: Mechanisms underlying fipronil resistance in a multiresistant field strain of the German cockroach (Blattodea: Blattellidae).

Journal: Journal of medical entomology 20120101

Title: Parasite-insecticide interactions: a case study of Nosema ceranae and fipronil synergy on honeybee.

Journal: Scientific reports 20120101

Title: Fipronil is a powerful uncoupler of oxidative phosphorylation that triggers apoptosis in human neuronal cell line SHSY5Y.

Journal: Neurotoxicology 20111201

Title: 4-(4-Bromo-phen-yl)-3-methyl-1-phenyl-6,7-dihydro-1H-pyrazolo-[3,4-b]thieno[2,3-e]pyridine 5,5-dioxide.

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: 4-[Bis(3-phenyl-1H-pyrazol-1-yl)meth-yl]benzene-1,2-diol.

Journal: Acta crystallographica. Section E, Structure reports online 20111001

Title: Copper clean-up procedure for ultrasonic extraction and analysis of pyrethroid and phenylpyrazole pesticides in sediments by gas chromatography-electron capture detection.

Journal: The Science of the total environment 20110815

Title: Differential resistance and cross-resistance to three phenylpyrazole insecticides in the planthopper Nilaparvata lugens (Hemiptera: Delphacidae).

Journal: Journal of economic entomology 20110801

Title: Akt/GSK3β signaling is involved in fipronil-induced apoptotic cell death of human neuroblastoma SH-SY5Y cells.

Journal: Toxicology letters 20110425

Title: Fipronil toxicity in northern bobwhite quail Colinus virginianus: reduced feeding behaviour and sulfone metabolite formation.

Journal: Chemosphere 20110401

Title: Synthesis, antitumor activity and QSAR studies of some 4-aminomethylidene derivatives of edaravone.

Journal: Bioorganic chemistry 20110201

Title: A fungal metabolite asperparaline a strongly and selectively blocks insect nicotinic acetylcholine receptors: the first report on the mode of action.

Journal: PloS one 20110101

Title: Chemical residence time and hydrological conditions influence treatment of fipronil in vegetated aquatic mesocosms.

Journal: Journal of environmental quality 20110101

Title: Evaluation of the Efficacy of Acaricides Used to Control the Cattle Tick, Rhipicephalus microplus, in Dairy Herds Raised in the Brazilian Southwestern Amazon.

Journal: Veterinary medicine international 20110101

Title: Feasibility Assessment of Micro-Electrode Chip Assay as a Method of Detecting Neurotoxicity in vitro.

Journal: Frontiers in neuroengineering 20110101

Title: Exposure to sublethal doses of fipronil and thiacloprid highly increases mortality of honeybees previously infected by Nosema ceranae.

Journal: PloS one 20110101

Title: Effective liquid-liquid extraction method for analysis of pyrethroid and phenylpyrazole pesticides in emulsion-prone surface water samples.

Journal: Journal of chromatography. A 20101008

Title: Novel tricyclic pyrazole BRAF inhibitors with imidazole or furan central scaffolds.

Journal: Bioorganic & medicinal chemistry 20100915

Title: [A new type of iridium (III) phenylpyrazole complexes: synthesis, photophysical characterization].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20100901

Title: Discovery and structure-activity relationship of 3-methoxy-N-(3-(1-methyl-1H-pyrazol-5-yl)-4-(2-morpholinoethoxy)phenyl)benzamide (APD791): a highly selective 5-hydroxytryptamine2A receptor inverse agonist for the treatment of arterial thrombosis.

Journal: Journal of medicinal chemistry 20100610

Title: Insecticide resistance profiles and synergism in field populations of the German cockroach (Dictyoptera: Blattellidae) from Singapore.

Journal: Journal of economic entomology 20100401

Title: Dynamics of fipronil in Oleo Lagoon in Jataí Ecological Station, São Paulo-Brazil.

Journal: Chemosphere 20100301

Title: Malaria control under the Taliban regime: insecticide-treated net purchasing, coverage, and usage among men and women in eastern Afghanistan.

Journal: Malaria journal 20100101

Title: Major effect genes or loose confederations? The development of insecticide resistance in the malaria vector Anopheles gambiae.

Journal: Parasites & vectors 20100101

Title: Toxicities of fipronil enantiomers to the honeybee Apis mellifera L. and enantiomeric compositions of fipronil in honey plant flowers.

Journal: Environmental toxicology and chemistry 20100101

Title: Synergistic and antagonistic effects of piperonyl butoxide in fipronil-susceptible and resistant rice stem borrers, Chilo suppressalis.

Journal: Journal of insect science (Online) 20100101

Title: The Vector Population Monitoring Tool (VPMT): High-Throughput DNA-Based Diagnostics for the Monitoring of Mosquito Vector Populations.

Journal: Malaria research and treatment 20100101

Title: Dissipation of fipronil in water under laboratory conditions.

Journal: Bulletin of environmental contamination and toxicology 20091201

Title: Effect of fipronil on side-specific antennal tactile learning in the honeybee.

Journal: Journal of insect physiology 20091201

Title: Solubilized phenyl-pyrazole ureas as potent, selective 5-HT(2A) inverse-agonists and their application as antiplatelet agents.

Journal: Bioorganic & medicinal chemistry letters 20090915

Title: 1-[2,6-Dichloro-4-(trifluoro-meth-yl)phen-yl]-5-iodo-4-trifluoro-methyl-sulfinyl-1H-pyrazole-3-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20090801

Title: American Healthy Homes Survey: a national study of residential pesticides measured from floor wipes.

Journal: Environmental science & technology 20090615

Title: Phenylpyrazole insecticides induce cytotoxicity by altering mechanisms involved in cellular energy supply in the human epithelial cell model Caco-2.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090601

Title: Rdl gene polymorphism and sequence analysis and relation to in vivo fipronil susceptibility in strains of the cat flea.

Journal: Journal of economic entomology 20090201

Title: Does phenoloxidase contributed to the resistance? Selection with butane-fipronil enhanced its activities from diamondback moths.

Journal: The open biochemistry journal 20090101

Title: Utilization of common ditch vegetation in the reduction of fipronil and its sulfone metabolite.

Journal: Pest management science 20081201

Title: Species-specific insecticide resistance to imidacloprid and fipronil in the rice planthoppers Nilaparvata lugens and Sogatella furcifera in East and South-east Asia.

Journal: Pest management science 20081101

Title: Diacetone alcohol, a dispersant solvent, contributes to acute toxicity of a fipronil-based insecticide in a passerine bird.

Journal: Ecotoxicology and environmental safety 20081001

Title: Structure based development of phenylimidazole-derived inhibitors of indoleamine 2,3-dioxygenase.

Journal: Journal of medicinal chemistry 20080828

Title: Development and validation of a method for fipronil residue determination in ovine plasma using 96-well plate solid-phase extraction and gas chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20080801

Title: Phosphorescent organic light-emitting devices: working principle and iridium based emitter materials.

Journal: International journal of molecular sciences 20080801

Title: Synthesis of new N-phenylpyrazole derivatives with potent antimicrobial activity.

Journal: Bioorganic & medicinal chemistry 20080415

Title: Mortality of a wireworm, Agriotes obscurus (Coleoptera: Elateridae), after topical application of various insecticides.

Journal: Journal of economic entomology 20080401

Title: Synthesis and biological evaluation of substituted phenylpyrazole[4,5-b]oleanane derivatives as inhibitors of glycogen phosphorylase.

Journal: Drug discoveries & therapeutics 20080401

Title: Persistence and vertical distribution of termiticide fipronil in modified ground board test.

Journal: Environmental monitoring and assessment 20080201

Title: Enantioselective Chronic Toxicity of Fipronil to Ceriodaphnia dubia.

Journal: Archives of environmental contamination and toxicology 20080101

Title: Enantioselective microbial transformation of the phenylpyrazole insecticide fipronil in anoxic sediments.

Journal: Environmental science & technology 20071215

Title: Transfer assessment of fipronil residues from feed to cow milk.

Journal: Talanta 20071015

Title: Soil distribution of fipronil and its metabolites originating from a seed-coated formulation.

Journal: Chemosphere 20071001

Title: Four copper(II) pyrazolido complexes derived from reactions of 3{5}-substituted pyrazoles with CuF(2) or Cu(OH)(2).

Journal: Dalton transactions (Cambridge, England : 2003) 20070414

Title: Differential actions of insecticides on target sites: basis for selective toxicity.

Journal: Human & experimental toxicology 20070401

Title: Toxicity of fipronil and its enantiomers to marine and freshwater non-targets.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20070101

Title: Uptake and xylem transport of fipronil in sunflower.

Journal: Journal of agricultural and food chemistry 20060712

Title: The developmental neurotoxicity of fipronil: notochord degeneration and locomotor defects in zebrafish embryos and larvae.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060701

Title: Phototransformation of the insecticide fipronil: identification of novel photoproducts and evidence for an alternative pathway of photodegradation.

Journal: Environmental science & technology 20060701

Title: Modular approach to tridentate N,O,N' ligands using pyrazolylborate chemistry.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20060614

Title: Bis[bis(3-phenylpyrazol-1-yl)(pyrazol-1-yl)methane]copper(II) bis(perchlorate) acetonitrile disolvate.

Journal: Acta crystallographica. Section C, Crystal structure communications 20060201

Title: IMP PCR primers detect single nucleotide polymorphisms for Anopheles gambiae species identification, Mopti and Savanna rDNA types, and resistance to dieldrin in Anopheles arabiensis.

Journal: Malaria journal 20060101

Title: [Susceptibility of Culex quinquefasciatus to insecticides in Bobo Dioulasso, Burkina Faso].

Journal: Bulletin de la Societe de pathologie exotique (1990) 20051201

Title: Effects of sublethal doses of fipronil on the behavior of the honeybee (Apis mellifera).

Journal: Pharmacology, biochemistry, and behavior 20050901

Title: Acute enantioselective toxicity of fipronil and its desulfinyl photoproduct to Ceriodaphnia dubia.

Journal: Environmental toxicology and chemistry 20050901

Title: 1,5-Diphenyl-4,8-bis(3-phenylpyrazol-1-yl)pyrazabole.

Journal: Acta crystallographica. Section C, Crystal structure communications 20050801

Title: Laboratory evaluation of fipronil against Periplaneta americana & Blattella germanica.

Journal: The Indian journal of medical research 20050701

Title: The distinct agonistic properties of the phenylpyrazolosteroid cortivazol reveal interdomain communication within the glucocorticoid receptor.

Journal: Molecular endocrinology (Baltimore, Md.) 20050501

Title: Identification of the Rdl mutation in laboratory and field strains of the cat flea, Ctenocephalides felis (Siphonaptera: Pulicidae).

Journal: Pest management science 20041201

Title: Population consequences of fipronil and degradates to copepods at field concentrations: an integration of life cycle testing with leslie matrix population modeling.

Journal: Environmental science & technology 20041201

Title: Design and evaluation of novel nonsteroidal dissociating glucocorticoid receptor ligands.

Journal: Bioorganic & medicinal chemistry letters 20041018

Title: Fipronil is a potent open channel blocker of glutamate-activated chloride channels in cockroach neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20040701

Title: Fipronil modulation of GABAA receptor single-channel currents.

Journal: Pest management science 20040501

Title: Crystal structure of protoporphyrinogen IX oxidase: a key enzyme in haem and chlorophyll biosynthesis.

Journal: The EMBO journal 20040421

Title: In vitro metabolism of fipronil by human and rat cytochrome P450 and its interactions with testosterone and diazepam.

Journal: Chemico-biological interactions 20040415

Title: 3-(4-phenoxyphenyl)pyrazoles: a novel class of sodium channel blockers.

Journal: Journal of medicinal chemistry 20040311

Title: An enzyme-linked immunosorbent assay for lipovitellin quantification in copepods: a screening tool for endocrine toxicity.

Journal: Environmental toxicology and chemistry 20040201

Title: Phenylpyrazole insecticide fipronil induces male infertility in the estuarine meiobenthic crustacean Amphiascus tenuiremis.

Journal: Environmental science & technology 20040115

Title: Fipronil modulation of glutamate-induced chloride currents in cockroach thoracic ganglion neurons.

Journal: Neurotoxicology 20031201

Title: Phenylpyrazole insecticide photochemistry, metabolism, and GABAergic action: ethiprole compared with fipronil.

Journal: Journal of agricultural and food chemistry 20031119

Title: Origin and extent of resistance to fipronil in the German cockroach, Blattella germanica (L.) (Dictyoptera: Blattellidae).

Journal: Journal of economic entomology 20031001

Title: Toxicity and pathogenicity of Metarhizium anisopliae var. acridum (Deuteromycotina, Hyphomycetes) and fipronil to the fringe-toed lizard Acanthodactylus dumerili (Squamata: Lacertidae).

Journal: Environmental toxicology and chemistry 20030701

Title: Fipronil metabolism and dissipation in a simplified aquatic ecosystem.

Journal: Journal of agricultural and food chemistry 20030226

Title: Fipronil: environmental fate, ecotoxicology, and human health concerns.

Journal: Reviews of environmental contamination and toxicology 20030101

Title: Long-acting fentanyl analogues: synthesis and pharmacology of N-(1-phenylpyrazolyl)-N-(1-phenylalkyl-4-piperidyl)propanamides.

Journal: Bioorganic & medicinal chemistry 20020301

Title: Reaction of malondialdehyde-DNA adducts with hydrazines-development of a facile assay for quantification of malondialdehyde equivalents in DNA.

Journal: Chemical research in toxicology 20020301

Title: Toxicity of fipronil and its degradation products to Procambarus sp.: field and laboratory studies.

Journal: Archives of environmental contamination and toxicology 20011001

Title: Fipronil modulation of gamma-aminobutyric acid(A) receptors in rat dorsal root ganglion neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20010301

Title: GLC-3: a novel fipronil and BIDN-sensitive, but picrotoxinin-insensitive, L-glutamate-gated chloride channel subunit from Caenorhabditis elegans.

Journal: British journal of pharmacology 20010301

Title: Fate of a phenylpyrazole in vegetation and soil under tropical field conditions.

Journal: Journal of agricultural and food chemistry 20010301

Title: Laboratory evaluation of fipronil, a phenylpyrazole insecticide, against adult Anopheles (Diptera: Culicidae) and investigation of its possible cross-resistance with dieldrin in Anopheles stephensi.

Journal: Pest management science 20010101

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:2458-26-6 Molecular Formula|2458-26-6 MDL|2458-26-6 SMILES|2458-26-6 3-Phenyl-1H-pyrazole |Organic_Building_Blocks