Home Imidazoles 4238-71-5
4238-71-5,MFCD00005296
Catalog No.:AA003AYB

4238-71-5 | 1-Benzylimidazole

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1g
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$6.00   $4.00
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5g
98%
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$8.00   $6.00
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10g
98%
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$11.00   $8.00
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25g
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100g
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500g
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003AYB
Chemical Name:
1-Benzylimidazole
CAS Number:
4238-71-5
Molecular Formula:
C10H10N2
Molecular Weight:
158.1998
MDL Number:
MFCD00005296
SMILES:
c1ccc(cc1)Cn1cncc1
Properties
Properties
 
BP:
310°C at 760 mmHg  
Form:
Solid  
MP:
68-70 °C(lit.)  
Refractive Index:
1.6392 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
130  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
1.6  

Upstream Synthesis Route

[1]JournaloftheChemicalSociety,PerkinTransactions1:OrganicandBio-OrganicChemistry(1972-1999),1984,#3,p.481-486

[1]JournaloftheChemicalSociety,PerkinTransactions1:OrganicandBio-OrganicChemistry(1972-1999),1984,#3,p.481-486

[2]JournalofHeterocyclicChemistry,1990,vol.27,#3,p.673-678

[1]JournalofMolecularCatalysisA:Chemical,2014,vol.393,p.191-209

Downstream Synthesis Route

[1]JournalofPolymerScience,PartA:PolymerChemistry,2010,vol.48,p.223-231

[2]Tetrahedron,2001,vol.57,p.9951-9957

[3]BulletinoftheChemicalSocietyofJapan,1983,vol.56,p.280-284

[4]Heterocycles,1997,vol.45,p.715-722

[5]SyntheticCommunications,1993,vol.23,p.1783-1786

[6]JournalofPhysicalChemistryA,1999,vol.103,p.9336-9344

[7]SyntheticCommunications,2014,vol.44,p.620-632

[8]BioorganicChemistry,2019,vol.92

[9]CuihuaXuebao/ChineseJournalofCatalysis,2014,vol.35,p.444-450

[10]RussianJournalofOrganicChemistry,2003,vol.39,p.1467-1470

[11]Heterocycles,1985,vol.23,p.2895-2906

[12]Tetrahedron,1990,vol.46,p.967-978

[13]AsianJournalofChemistry,2014,vol.26,p.2381-2388

[14]TetrahedronLetters,2006,vol.47,p.2013-2015

[15]Patent:US4957925,1990,A

[16]Patent:US4994474,1991,A

[17]Patent:US5017579,1991,A

[18]Patent:US5147878,1992,A

[19]ChemischeBerichte,1883,vol.16,p.546Anm.1

[20]ActaChemicaScandinavica,1990,vol.44,p.1050-1057

[21]JournalofMolecularCatalysisA:Chemical,2011,vol.345,p.117-126

[22]CatalysisCommunications,2011,vol.12,p.1420-1424

[23]EuropeanJournalofMedicinalChemistry,2012,vol.54,p.534-541

[24]Patent:US8859160,2014,B2.Locationinpatent:Page/Pagecolumn56

[25]Patent:TWI523861,2016,B.Locationinpatent:Paragraph0034;0035

[26]Patent:CN104650155,2017,B.Locationinpatent:Paragraph0034;0035

[27]Patent:WO2020/60493,2020,A1.Locationinpatent:Page/Pagecolumn27;30

[1]Patent:WO2009/96905,2009,A1.Locationinpatent:Page/Pagecolumn41

[2]Patent:WO2019/185631,2019,A1.Locationinpatent:Page/Pagecolumn123-124

[3]SyntheticCommunications,2010,vol.40,p.2291-2301

[4]AppliedOrganometallicChemistry,2017,vol.31

[5]JournalofOrganicChemistry,2011,vol.76,p.5438-5443

[6]Tetrahedron,2001,vol.57,p.9951-9957

[7]SyntheticCommunications,2006,vol.36,p.3599-3607

[8]EuropeanJournalofOrganicChemistry,2011,p.6092-6099

[9]EuropeanJournalofMedicinalChemistry,2011,vol.46,p.4010-4024

[10]TetrahedronLetters,2014,vol.55,p.6351-6353

[11]ChemicalCommunications,2019,vol.55,p.9979-9982

[12]Heterocycles,1993,vol.35,p.433-440

[13]EuropeanJournalofInorganicChemistry,2017,vol.2017,p.2774-2781

[14]DaltonTransactions,2011,vol.40,p.8788-8795

[15]BioorganicandMedicinalChemistryLetters,2006,vol.16,p.4011-4015

[16]JournalofMedicinalChemistry,2004,vol.47,p.3572-3579

[17]Synthesis,1985,p.302-304

[18]Heterocycles,1993,vol.35,p.433-440

[19]BioorganicandMedicinalChemistryLetters,2003,vol.13,p.719-722

[20]DaltonTransactions,2007,p.1567-1569

[21]BioorganicandMedicinalChemistryLetters,2006,vol.16,p.4752-4756

[22]JournalofMaterialsChemistry,2007,vol.17,p.1476-1484

[23]Patent:US5296493,1994,A

[24]DaltonTransactions,2012,vol.41,p.251-260

[25]JournaloftheAmericanSocietyforMassSpectrometry,2012,vol.23,p.823-833

[26]JournalofOrganometallicChemistry,2013,vol.731,p.35-48

[27]Molecules,2014,vol.19,p.11741-11759

[28]RSCAdvances,2015,vol.5,p.2869-2881

[29]RSCAdvances,2015,vol.5,p.21865-21876

[30]Patent:WO2017/168451,2017,A1.Locationinpatent:Page/Pagecolumn20

[31]EuropeanJournalofOrganicChemistry,2020,vol.2020,p.796-802

[1]Patent:WO2010/120621,2010,A1.Locationinpatent:Page/Pagecolumn165

[2]Patent:WO2010/138488,2010,A1.Locationinpatent:Page/Pagecolumn151-152

[3]JournalofMedicinalChemistry,1990,vol.33,p.781-789

[4]Patent:WO2011/60000,2011,A1.Locationinpatent:Page/Pagecolumn191

[5]Patent:WO2011/75439,2011,A1.Locationinpatent:Page/Pagecolumn98-99

[1]JournaloftheChemicalSociety.PerkintransactionsI,1984,p.481-486

[1]JournaloftheChemicalSociety.PerkintransactionsI,1984,p.481-486

[2]JournalofHeterocyclicChemistry,1990,vol.27,p.673-678

Literature

Title: Gas-phase behaviour of Ru(II) cyclopentadienyl-derived complexes with N-coordinated ligands by electrospray ionization mass spectrometry: fragmentation pathways and energetics.

Journal: Rapid communications in mass spectrometry : RCM 20120815

Title: The fatty acid 8,11-diol synthase of Aspergillus fumigatus is inhibited by imidazole derivatives and unrelated to PpoB.

Journal: Lipids 20120701

Title: Multi-species comparison of the mechanism of biotransformation of MeO-BDEs to OH-BDEs in fish.

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20120615

Title: Functional characterization and substrate specificity of a novel gene encoding zinc finger-like protein, ZfLp, in Xenopus laevis oocytes.

Journal: The Journal of toxicological sciences 20120101

Title: Synthesis and structure-activity relationship of 1- and 2-substituted-1,2,3-triazole letrozole-based analogues as aromatase inhibitors.

Journal: European journal of medicinal chemistry 20110901

Title: Synthesis and spectroscopic studies on charge-transfer molecular complexes formed in the reaction of imidazole and 1-benzylimidazole with σ- and π-acceptors.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110901

Title: Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.

Journal: Journal of medicinal chemistry 20110714

Title: Hexa-kis-(1-benzyl-1H-imidazole-κN)manganese(II) bis-(perchlorate).

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: Structures of human Golgi-resident glutaminyl cyclase and its complexes with inhibitors reveal a large loop movement upon inhibitor binding.

Journal: The Journal of biological chemistry 20110408

Title: N-benzylimidazole carboxamides as potent, orally active stearoylCoA desaturase-1 inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: DNA interaction and cytotoxicity studies of new ruthenium(II) cyclopentadienyl derivative complexes containing heteroaromatic ligands.

Journal: Journal of inorganic biochemistry 20110201

Title: Thromboxane synthase suppression induces lung cancer cell apoptosis via inhibiting NF-κB.

Journal: Experimental cell research 20101210

Title: Synthesis and biochemical evaluation of a range of (4-substituted phenyl)sulfonate derivatives of 4-hydroxybenzyl imidazole-based compounds as potent inhibitors of 17alpha-hydroxylase/17,20-lyase (P45017alpha) derived from rat testicular microsomes.

Journal: Bioorganic & medicinal chemistry letters 20100901

Title: 3,3'-Dibenzyl-1,1'-ethyl-enediimidazolium dibromide.

Journal: Acta crystallographica. Section E, Structure reports online 20100901

Title: Synthesis, biological evaluation, and molecular modeling of 1-benzyl-1H-imidazoles as selective inhibitors of aldosterone synthase (CYP11B2).

Journal: Journal of medicinal chemistry 20100225

Title: Linkage isomerism and spin frustration in heterometallic rings: synthesis, structural characterization, and magnetic and EPR spectroscopic studies of Cr(7)Ni, Cr(6)Ni(2), and Cr(7)Ni(2) rings templated about imidazolium cations.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20091207

Title: Use of MEKC for the analysis of reactant and product of Baylis-Hillman reaction.

Journal: Journal of separation science 20090501

Title: Tetra-kis(1-benzyl-1H-imidazole)dichlorido-nickel(II).

Journal: Acta crystallographica. Section E, Structure reports online 20090501

Title: Intramolecular hydrogen bonding as a determinant of the inhibitory potency of N-unsubstituted imidazole derivatives towards mammalian hemoproteins.

Journal: Metallomics : integrated biometal science 20090301

Title: Toward prediction of alkane/water partition coefficients.

Journal: Journal of medicinal chemistry 20080710

Title: 1-Benzyl-imidazolium hexa-fluoro-phosphate-1-benzyl-imidazole (1/1).

Journal: Acta crystallographica. Section E, Structure reports online 20080201

Title: Rational engineering of human cytochrome P450 2B6 for enhanced expression and stability: importance of a Leu264->Phe substitution.

Journal: Molecular pharmacology 20071101

Title: S-(1,2,2-trichlorovinyl)-L-cysteine sulfoxide, a reactive metabolite of S-(1,2,2-Trichlorovinyl)-L-cysteine formed in rat liver and kidney microsomes, is a potent nephrotoxicant.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Anti-calmodulins and tricyclic adjuvants in pain therapy block the TRPV1 channel.

Journal: PloS one 20070101

Title: Oxidative metabolism of seleno-L-methionine to L-methionine selenoxide by flavin-containing monooxygenases.

Journal: Chemical research in toxicology 20061201

Title: Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a range of 4-substituted phenyl alkyl imidazole-based inhibitors of the enzyme complex 17alpha-hydroxylase/17,20-lyase (P450(17alpha)).

Journal: Bioorganic & medicinal chemistry letters 20060915

Title: Induction of CYP1A and cyp2-mediated arachidonic acid epoxygenation and suppression of 20-hydroxyeicosatetraenoic acid by imidazole derivatives including the aromatase inhibitor vorozole.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060801

Title: Synthesis and biochemical evaluation of a range of potent benzyl imidazole-based compounds as potential inhibitors of the enzyme complex 17alpha-hydroxylase/17,20-lyase (P450(17alpha)).

Journal: Bioorganic & medicinal chemistry letters 20060801

Title: Models of the cytochromes: crystal structures and EPR spectral characterization of low-spin bis-imidazole complexes of (OETPP)Fe(III) having intermediate ligand plane dihedral angles.

Journal: Inorganic chemistry 20060710

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Conformational flexibility of mammalian cytochrome P450 2B4 in binding imidazole inhibitors with different ring chemistry and side chains. Solution thermodynamics and molecular modeling.

Journal: The Journal of biological chemistry 20060324

Title: Supramolecular assemblies with calix[6]arenes and copper ions: from dinuclear to trinuclear linear arrangements of hydroxo-Cu(II) complexes.

Journal: Inorganic chemistry 20060206

Title: Synthetic, structural, and biochemical studies of organotin(IV) with Schiff bases having nitrogen and sulphur donor ligands.

Journal: Bioinorganic chemistry and applications 20060101

Title: Effect of cytochrome P450 inhibitors and anticonvulsants on the acute toxicity of acrylonitrile.

Journal: Archives of toxicology 20051001

Title: The spectrum of enzymes involved in activation of 2-aminoanthracene varies with the metabolic system applied.

Journal: Mutation research 20050905

Title: Upregulation of cyclooxygenase-2 and thromboxane A2 production mediate the action of tumor necrosis factor-alpha in isolated rat myenteric ganglia.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20050901

Title: Five new zinc phosphite structures: tertiary building blocks in the construction of hybrid materials.

Journal: Inorganic chemistry 20050418

Title: Induction of cytochrome P4501A (CYP1A) by clotrimazole, a non-planar aromatic compound. Computational studies on structural features of clotrimazole and related imidazole derivatives.

Journal: Life sciences 20041224

Title: 4-Phenyl-1H-imidazole (a low-temperature redetermination), 1-benzyl-1H-imidazole and 1-mesityl-1H-imidazole.

Journal: Acta crystallographica. Section C, Crystal structure communications 20040801

Title: Computer-assisted design of selective imidazole inhibitors for cytochrome p450 enzymes.

Journal: Journal of medicinal chemistry 20040701

Title: S-oxidation of S-methyl-esonarimod by flavin-containing monooxygenases in human liver microsomes.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20031201

Title: Identification of metabolic pathways involved in the biotransformation of tolperisone by human microsomal enzymes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030501

Title: Induction of CYP1A by the N-imidazole derivative, 1-benzylimidazole.

Journal: Environmental toxicology and chemistry 20030401

Title: A structure-permeability study of small drug-like molecules.

Journal: Bioorganic & medicinal chemistry letters 20030224

Title: Exploration of the diaphorase activity of neutrophil NADPH oxidase.

Journal: European journal of biochemistry 20020201

Title: Effects of salinity on aldicarb toxicity in juvenile rainbow trout (Oncorhynchus mykiss) and striped bass (Morone saxatilis x chrysops).

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20011201

Title: N-benzylimidazole for preparation of S9 fraction with multi-induction of metabolizing enzymes in short-term genotoxicity assays.

Journal: Mutagenesis 20011101

Title: Characterization of moclobemide N-oxidation in human liver microsomes.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20010701

Title: Metabolism of a disulfiram metabolite, S-methyl N,N-diethyldithiocarbamate, by flavin monooxygenase in human renal microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010201

Title: Mechanism for benomyl action as a mitochondrial aldehyde dehydrogenase inhibitor in mice.

Journal: Chemical research in toxicology 19980501

Title: N-benzylimidazole, a potent inducer of rat liver enzymes involved in mutagenic activation of various carcinogens.

Journal: Mutation research 19930601

Title: Reduction by prostacyclin of acetaminophen-induced liver toxicity in the mouse.

Journal: Hepatology (Baltimore, Md.) 19880101

Title: 1-Benzylimidazole, a thromboxane synthetase inhibitor acutely lowers blood pressure mainly by alpha-adrenoceptor blockade in spontaneously hypertensive rats (SHR).

Journal: Prostaglandins, leukotrienes, and medicine 19831201

Title: Cardiovascular effects of 1-benzylimidazole.

Journal: The Journal of pharmacology and experimental therapeutics 19750901

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Tags:4238-71-5 Molecular Formula|4238-71-5 MDL|4238-71-5 SMILES|4238-71-5 1-Benzylimidazole |Organic_Building_Blocks