179056-81-6

Basic information

• Product Name: 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE
• Synonyms: 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE;3-(1H-Imidazol-5-yl)benzaldehyde;3-(1-Methyl-1H-imidazol-5-yl)benzaldehyde;3-(2-Methyl-1H-imidazol-5-yl)benzaldehyde;3-(2-Oxoindolin-5-yl)benzaldehyde;3-(Benzofuran-2-yl)benzaldehyde
• CAS NO: 179056-81-6
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.18
• Product Categories: Aldehydes;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 179056-81-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE(179056-81-6)
• EPA Substance Registry System: 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE(179056-81-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 179056-81-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE is employed as a precursor in the synthesis of novel pharmaceutical compounds, leveraging its unique structure to explore new avenues in drug discovery. Its potential applications in this field are vast, given the versatility of the imidazole ring in medicinal chemistry.
Used in Organic Synthesis:
In the field of organic synthesis, 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE is used as a versatile intermediate for the creation of a variety of organic compounds. Its reactivity and the presence of the imidazole ring make it a valuable component in the synthesis of complex organic molecules.
It is crucial to handle and store 3-(1H-IMIDAZOL-4-YL)BENZALDEHYDE with caution due to its potential hazardous properties, ensuring that it is used exclusively in controlled laboratory settings to maintain safety and integrity in research and development processes.

Upstream product

• 50916-55-7 3-(2-bromoacetyl)benzonitrile 
• 6136-68-1 3-acethylbenzonitrile 
• 88304-58-9 3-(1H-imidazol-4-yl)benzonitrile 

Downstream Products

• 179056-42-9 Cycloheptyl-[3-(1H-imidazol-4-yl)-benzyl]-amine 

Relevant articles and documents

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

Indoleamine 2,3-dioxygenase (IDO) is emerging as an important new therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. With the goal of developing more potent IDO in

Inhibitors of acyl-coA:cholesterol O-acyltransferase. 2. Identification and structure-activity relationships of a novel series of N-alkyl-N- (heteroaryl-substituted benzyl)-N'-arylureas

A series of N-alkyl-N-(heteroaryl-substituted benzyl)-N'-arylurea and related derivatives represented by 2 and 3 have been prepared and evaluated for their ability to inhibit acyl-CoA:cholesterol O-acyltransferase in vitro and to lower plasma cholesterol levels in cholesterol-fed rats in vivo. Among these novel compounds, the type 3 series was superior. A pyrazol-3-yl group on the N-benzyl group of this trisubstituted urea (i.e. 3, Ar1 = pyrazol-3- yl) was identified as a heteroaromatic ring providing a good profile of biological activity. As a result of optimization of the combination with the N-alkyl group (R) and N-aryl group (At3), compound 3aq (FR186054) was identified as a new, orally efficacious ACAT inhibitor, which exhibited potent in vitro ACAT inhibitory activity (rabbit intestinal microsomes IC50 = 99 nM) and excellent hypocholesterolemic effects in cholesterol-fed rats, irrespective of administration mode (ED50 = 0.046 mg/kg dosed via the diet, ED50 = 0.44 mg/kg administered by gavage in PEG400 vehicle). Moreover, a toxicological study revealed compound 3aq to be nontoxic to the adrenal glands of dogs when tested at a single dose of 10 mg/kg po.