68282-47-3

Basic information

• Product Name: 2-PHENYL-1H-IMIDAZOLE-4-CARBOXALDEHYDE
• Synonyms: 2-phenyl-1H-imidazole-4-carbaldehyde;2-PHENYL-1H-IMIDAZOLE-4-CARBOXALDEHYDE;2-PHENYL-4-FORMYLIMIDAZOLE;2-PHENYLIMIDAZOLE-4-CARBOXALDEHYDE;4(5)-FORMYL-2-PHENYLIMIDAZOLE;2-PHENYL-1H-IMIDAZOLE-5-CARBALDEHYDE;4-Formyl-2-phenyl-1H-imidazole, (4-Formyl-1H-imidazol-2-yl)benzene;2-Phenyl-1H-imidazole-5-carboxaldehyde
• CAS NO: 68282-47-3
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.18
• Product Categories: pharmacetical
• Mol File: 68282-47-3.mol

Chemical Properties

• Melting Point: 167-169°C
• Boiling Point: 418.9 °C at 760 mmHg
• Flash Point: 208.7 °C
• Appearance: /
• Density: 1.248
• Vapor Pressure: 3.17E-07mmHg at 25°C
• Refractive Index: 1.646
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.23±0.10(Predicted)
• CAS DataBase Reference: 2-PHENYL-1H-IMIDAZOLE-4-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-1H-IMIDAZOLE-4-CARBOXALDEHYDE(68282-47-3)
• EPA Substance Registry System: 2-PHENYL-1H-IMIDAZOLE-4-CARBOXALDEHYDE(68282-47-3)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: 21/22-36
• Safety Statements: 22-36/37/39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 68282-47-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Phenyl-1H-imidazole-4-carboxaldehyde is used as a reagent in the synthesis of imidazole derivatives and other organic compounds. Its unique structure allows for the creation of a wide range of chemical products, contributing to the diversity of organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Phenyl-1H-imidazole-4-carboxaldehyde is utilized as a key building block for the production of many drugs and active pharmaceutical ingredients. Its presence in the synthesis process is crucial for the development of new medications and the improvement of existing ones.
Used in Fine Chemicals Production:
2-Phenyl-1H-imidazole-4-carboxaldehyde is also employed in the production of fine chemicals, which are high-purity chemicals used in various applications, including research, pharmaceuticals, and other specialized industries. Its role in this sector highlights its importance in creating high-quality chemical products.

InChI:InChI=1/C10H8N2O/c13-7-9-6-11-10(12-9)8-4-2-1-3-5-8/h1-7H,(H,11,12)

Upstream product

• 100-52-7 benzaldehyde 
• 1449431-44-0 N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide 
• 68-12-2 N,N-dimethyl-formamide 
• 670-96-2 2-Phenylimidazole 
• 43002-54-6 5-hydroxymethyl-2-phenyl-1H-imidazole 
• 43002-54-6 (2-phenyl-1H-imidazol-4-yl)-methanol 

Downstream Products

• 1463453-46-4 (1-((2-phenyl-1H-imidazol-5-yl)methyl)piperidin-4-yl)(3-(trifluoromethyl)phenyl)methanone 
• 942481-33-6 trans-[(N-[(2-Ph-1H-imidazol-4-yl)-methylene]-N'-(1-pyridin-2-ylethylidene)-2,2-Me₂-propane-1,3-diamine) Fe(II) (thiocyanate-N)2] 
• 1143505-44-5 methyl (2S)-2-{[(2-phenyl-1H-imidazol-4-yl)methyl]amino}propanoate 
• 1143505-45-6 methyl (2S)-3-methyl-2-{[(2-phenyl-1H-imidazol-4-yl)methyl]amino}butanoate 
• 1143505-47-8 methyl (2S,3S)-3-methyl-2-{[(2-phenyl-1H-imidazol-4-yl)methyl]amino}pentanoate 
• 1143505-46-7 methyl (2S)-4-methyl-2-{[(2-phenyl-1H-imidazol-4-yl)methyl]amino}pentanoate 
• 1143505-48-9 methyl (2S)-3-phenyl-2-{[(2-phenyl-1H-imidazol-4-yl)methyl]amino}propanoate 
• 698973-98-7 (4-fluorophenyl)(1-((2-phenyl-1H-imidazol-4-yl)methyl)piperidin-4-yl)methanone 

Relevant articles and documents

13C CPMAS NMR as a tool for full structural description of 2-phenyl substituted imidazoles that overcomes the effects of fast tautomerization

Tautomerization of 2-phenylimidazolecarbaldehydes has not been studied in detail so far, although this process is a well-known phenomenon for imidazole derivatives. That is why we focus our study on a series of 2-phenylimidazolecarbaldehydes and their par

Design, synthesis, structure-activity relationships study and X-ray crystallography of 3-substituted-indolin-2-one-5-carboxamide derivatives as PAK4 inhibitors

We have previously described the identification of indolin-2-one-5-carboxamides as potent PAK4 inhibitors. This study expands the structure-activity relationships on our original series by presenting several modifications in the lead compounds, 2 and 3. A series of novel derivatives was designed, synthesized, and evaluated in biochemical and cellular assay. Most of this series displayed nanomolar biochemical activity and potent antiproliferative activity against A549 and HCT116 cells. The representative compound 10a exhibited excellent enzyme inhibition (PAK4 IC50 = 25 nM) and cellular potency (A549 IC50 = 0.58 μM, HCT116 IC50 = 0.095 μM). An X-ray structure of compound 10a bound to PAK4 was obtained. Crystallographic analysis confirmed predictions from molecular modeling and helped refine SAR results. In addition, Compound 10a displayed focused multi-targeted kinase inhibition, good calculated drug-likeness properties. Further profiling of compound 10a revealed it showed weak inhibitory activity against various isoforms of human cytochrome P450.

Imidazole-based pinanamine derivatives: Discovery of dual inhibitors of the wild-type and drug-resistant mutant of the influenza A virus

We previously reported potent hit compound 4 inhibiting the wild-type influenza A virus A/HK/68 (H3N2) and A/M2-S31N mutant viruses A/WS/33 (H1N1), with its latter activity quite weak. To further increase its potency, a structure-activity relationship study of a series of imidazole-linked pinanamine derivatives was conducted by modifying the imidazole ring of this compound. Several compounds of this series inhibited the amantadine-sensitive virus at low micromolar concentrations. Among them, 33 was the most potent compound, which was identified as being active on an amantadine-sensitive virus through blocking of the viral M2 ion channel. Furthermore, 33 markedly inhibited the amantadine-resistant virus (IC50 = 3.4 μM) and its activity increased by almost 24-fold compared to initial compound, with its action mechanism being not M2 channel mediated.

New chiral and achiral imines and bisimines derived from 2-phenyl-1h-imidazole-4-carbaldehyde. Synthesis, structural studies and complexation stability constants

Synthesis and properties of new imines and bisimines derived from 2-phenyl-1H-imidazole-4-carbaldehyde and amines/diamines were studied. (2-Phenyl-1H-imidazole-4-yl)methanol was oxidized to 2-phenyl-1H-imidazole-4- carbaldehyde with better yield 55% by th

PIPERIDINE-CONTAINING COMPOUNDS AND USE THEREOF

A method for preventing and/or treating a metabolic disease, cerebrovascular disease, etc. which comprises administering to a mammal an effective amount of the compound of the formula (I) wherein all symbols have the same meanings as defined in the specification; a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof. And a novel compound of the formula (I-1): wherein all symbols have the same meanings as defined in the specification; a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof has an anti-diabetic effect and a neuroprotective effect. Accordingly, the compound of the formula (I) and the compound of the formula (I-1) are useful in a method for preventing and/or treating for a metabolic disease such as diabetes, cerebrovascular disease such as stroke, etc.

4,5-Dihydro-6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones and 6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones

4,5-Dihydro-6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones 6-[(substituted)-1H- imidazol-4-yl or 5-yl]-3(2H)-pyridazinones and pharmaceutically acceptable acid addition salts thereof are useful as cardiotonic and antihypertensive agents. T

Imidazotriazines as Potential Antiasthma Agents

By using inhibition of histamine release from antigen-challenged, sensitized human basophils as a means of identifying a potentialy prophylactic drug for the treatment of asthma, a series of substituted imidazotriazines were found, which wer

Imidazo[1,5-d]-as-triazine-4(3H)-ones and thiones

There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.

Method for the control of undesired plant species using imidazo-as-triazinones and triazine-thiones

This disclosure describes herbicidal methods for the pre- and postemergence control of undesired mono- and dicotyledonous plants using substituted imidazo[1,5-d]-as-triazin-4(3H)-ones and substituted imidazo[1,5-d]-as-triazine-4(3H)-thiones.

SUBSTITUTED 3-(4-IMIDAZOLYLMETHYLENE)CARBAZIC AND THIOCARBAZIC ACID ESTERS

There are provided substituted 3-(4-imidazolyl-methylene)carbazic acid esters and 3-(4-imidazolylmethylene)dithiocarbazic acid esters useful as intermediates for the preparation of compounds which inhibit the enzyme cyclic-AMP phosphodiesterase