86718-08-3

Basic information

• Product Name: [4-(1H-Imidazol-1-yl)phenyl]methanol
• Synonyms: RARECHEM AL BD 0793;BUTTPARK 98\50-49;(4-IMIDAZOL-1-YL-PHENYL)METHANOL;4-(1-IMIDAZOLYL)BENZYLALCOHOL;[4-(1H-IMIDAZOL-1-YL)PHENYL]METHANOL;4-(1H-Imidazol-1-yl)benzyl alcohol;1-(4-Hydroxymethyl-phenyl)imidazole;[4-(1-IMidazolyl)phenyl]Methanol
• CAS NO: 86718-08-3
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Product Categories: Alcohols and Derivatives;Heterocycles
• Mol File: 86718-08-3.mol

Chemical Properties

• Melting Point: 87 °C
• Boiling Point: 364.9°Cat760mmHg
• Flash Point: 174.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 5.75E-06mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.07±0.10(Predicted)
• CAS DataBase Reference: [4-(1H-Imidazol-1-yl)phenyl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(1H-Imidazol-1-yl)phenyl]methanol(86718-08-3)
• EPA Substance Registry System: [4-(1H-Imidazol-1-yl)phenyl]methanol(86718-08-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-41
• Safety Statements: 36/37-39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 86718-08-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
[4-(1H-Imidazol-1-yl)phenyl]methanol is used as a building block for the synthesis of pharmaceuticals due to its compatibility with organic solvents and its structural properties that facilitate the creation of new medicinal compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, [4-(1H-Imidazol-1-yl)phenyl]methanol is used as a precursor for the development of new drugs, leveraging its structural similarity to pharmacologically active molecules to enhance the discovery of novel therapeutic agents.
Used in Organic Compound Synthesis:
[4-(1H-Imidazol-1-yl)phenyl]methanol is utilized as a key intermediate in the synthesis of various organic compounds, contributing to the advancement of organic chemistry and the creation of new materials with diverse applications.
Used in Scientific Research:
[4-(1H-Imidazol-1-yl)phenyl]methanol is employed in scientific research to explore its properties and potential uses, furthering our understanding of its role in chemical reactions and its applicability in different scientific and industrial fields.

InChI:InChI=1/C10H10N2O/c13-7-9-1-3-10(4-2-9)12-6-5-11-8-12/h1-6,8,13H,7H2

Upstream product

• 288-32-4 1H-imidazole 
• 18282-51-4 4-iodo-benzyl alcohol 
• 10040-98-9 1-(4-formylphenyl)-1H-imidazole 
• 873-75-6 4-bromobenzenemethanol 
• 101184-08-1 4-(1H-imidazol-1-yl)benzoic acid methyl ester 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 86718-07-2 ethyl 4-(imidazol-1-yl)benzoate 

Downstream Products

• 86718-09-4 1-[4-(chloro-methyl)phenyl]-1H-imidazole hydrochloride 
• 789445-30-3 1-(4-(chloromethyl) phenyl)-1H-imidazole 
• 139277-63-7 3-(4-Imidazol-1-yl-phenyl)-propionic acid hydrazide 
• 143426-74-8 3-(4-Imidazol-1-yl-phenyl)-propionic acid ethyl ester 
• 143426-66-8 ethyl 4-(1-imidazolyl)phenylacetate 
• 139277-59-1 (4-Imidazol-1-yl-phenyl)-acetic acid hydrazide 
• 74002-94-1 (E)-3-(4-Imidazol-1-yl-phenyl)-acrylic acid ethyl ester 
• 1000543-86-1 (4-Imidazol-1-yl-phenyl)-acetic acid 
• 143426-57-7 (4-Imidazol-1-yl-phenyl)-acetonitrile 
• 1266193-16-1 4-(1H-imidazol-1-yl)phenylmethyl bromide hydrobromide 
• 10040-98-9 1-(4-formylphenyl)-1H-imidazole 

Relevant articles and documents

Copper(I) Oxide/N,N′-Bis[(2-furyl)methyl]oxalamide-Catalyzed Coupling of (Hetero)aryl Halides and Nitrogen Heterocycles at Low Catalytic Loading

An easily prepared oxalic diamide is a powerful ligand for the copper-catalyzed coupling of aryl halides with nitrogen heterocycles. Only 1–2 mol% each of copper(I) oxide and N,N′-bis[(2-furyl)methyl]oxalamide (BFMO) are needed to form N-arylation products under mild conditions. More than 10 different types of nitrogen heterocycles are compatible with these conditions, thereby giving the corresponding N-arylation products. (Figure presented.).

A mild and efficient flow procedure for the transfer hydrogenation of ketones and aldehydes using hydrous zirconia

A flow chemistry Meerwein-Ponndorf-Verley (MPV) reduction procedure using partially hydrated zirconium oxide via a machine-assisted approach is reported. The heterogeneous reductive system could be applied to a wide range of functionalized substrates, allowing clean and fast delivery of the alcohol products within a few minutes (6-75 min). In three examples the system was scaled to deliver 50 mmol of product.

A highly efficient Cu-catalyst system for N-arylation of azoles in water

6,7-Dihydroquinolin-8(5H)-one oxime (L3) was found to serve as a superior ligand for the CuI-catalyzed N-arylation of imidazoles with aryl iodides, bromides, and electron-deficient chlorides in water. Moreover, the CuI/L3 catalyst system enabled the coupling reactions to take place smoothly with high yields under a low catalyst loading (0.1-1 mol% CuI and 0.2-2 mol% L3).

Mild conditions for copper-catalyzed N-arylation of imidazoles

An efficient copper(I) bromide catalyzed N-arylation of azoles with a variety of aromatic bromides and iodides under mild conditions is reported. This reaction displayed great functional group compatibility and excellent reactive selectivity. Georg Thieme Verlag Stuttgart.

Highly functional group tolerance in copper-catalyzed N-arylation of nitrogen-containing heterocycles under mild conditions

A copper-catalyzed process has been developed for the N-arylation reaction under very mild conditions in the absence of additional ligand. This protocol could not only tolerate an array of thermally sensitive functional groups, but also achieve high chemoselectivity.

Preparation of novel 3,7-, 7,9- and 1,7-disubstituted guanines

Treatment of guanosine with arylmethyl halides in N,N-dimethylacetamide results in a series of 3,7-bis(arylmethyl) guanines and 7,9-bis(arylmethyl)guaninium halides. The same reaction on 7-arylmethyl guanines yields 3,7- and 7,9- differently disubstituted guanines. When 7-arylmethyl guanines are reacted with (hetero)arylmethyl halides in the presence of sodium hydride in N,N-dimethylformamide, 3,7- and 1,7-disubstituted guanines are obtained. All of these compounds, but one, are new and the preparation of 3,7-bis(substituted) guanines from guanosine as well as of 3,7- and 1,7-di(hetero)arylmethyl guanines from 7-substituted guanine is unprecedented.

N-imidazolyl derivatives of substituted tetrahydrocarbazole and cyclohept (B) indole

The invention provides new N-imidazolyl derivatives of substituted tetrahydrocarbazoles and cyclopent[b]indoles of general formula (I) STR1 wherein n is 1 or 2; p is an integer of 1 to 4; A is a straight or branched C1 -C4 alkylene c

NITROGEN-CONTAINING SPIROCYCLES

Spirocycles of general structural formula: STR1 are Class III antiarrhythmic agents.

Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase

New hydrazides were synthesized in search for specific inhibitors of bovine serum amine oxidase: a series of benzoic and phenylacetic acid hydrazides containing the 1H-imidazol-1-yl or the 1H-imidazol-1-ylmethyl group as (o,m,p)-substituent in the phenyl ring; an analogous series of p-substituted phenylhydrazides with 5 or 6-membered heterocyclic ring as substituent, and a series of similar phenylpropionic hydrazides. The longer and more flexible phenylacetic hydrazides, and to a somewhat lesser extent the phenylpropionic ones, were better specific inhibitors of bovine serum amine oxidase than the benzoic hydrazides, which were also bound by the enzyme with high affinity, but at a slow rate. Derivatives with p- and m-substituents were more reactive than the o-substituted ones. The chemical nature of the substituent was less important than its position in the phenyl ring and the presence of methylene spacers. These data point to the presence of a hydrophobic site at short distance from the protein carbonyl cofactor, so that simultaneous interaction of the 2 ends of the inhibitor molecule can occur at the 2 sites. The presence of the hydrophobic site was confirmed by the capability of some molecule deprived of the hydrazidic group to act as mild inhibitors. All hydrazides were less reactive by 2-3 orders of magnitude towards pig kidney diamine oxidase and FAD-dependent monoamine oxidase from rat brain mitochondria, while the other compounds showed similar inhibition power against all proteins. The specificity for the bovine enzyme seems therefore to be related to the concerted action of the 2 moieties of the inhibitor molecule.

Novel N-(3-hydroxy-4-piperidinyl)benzamide derivatives

Novel N-(3-hydroxy-4-piperidinyl)benzamides and derivatives thereof, said compounds being useful as stimulators of the motility of the gastro-intestinal system.