168632-03-9

Basic information

• Product Name: 1H-Imidazole-4-acetic acid, 1-(triphenylmethyl)-
• CAS NO: 168632-03-9
• Molecular Formula: C24H20N2O2
• Molecular Weight: 368.435
• Mol File: 168632-03-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-4-acetic acid, 1-(triphenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4-acetic acid, 1-(triphenylmethyl)-(168632-03-9)
• EPA Substance Registry System: 1H-Imidazole-4-acetic acid, 1-(triphenylmethyl)-(168632-03-9)

Safety Data

• Hazardous Substances Data: 168632-03-9(Hazardous Substances Data)

Usage

Molecular Structure

Consists of an imidazole ring with a carboxylic acid group and a triphenylmethyl group attached to it.

Imidazole Derivative

A derivative of imidazole, a five-membered heterocyclic ring compound containing nitrogen.

Bulky Triphenylmethyl Group

Conveys steric hindrance and unique reactivity compared to other imidazole derivatives.

Potential Applications

In organic synthesis, pharmaceuticals, or as a research reagent in chemical and biological studies.

Influence on Solubility

The triphenylmethyl group may affect the compound's solubility in various solvents.

Influence on Stability

The triphenylmethyl group may impact the compound's stability and reactivity.

Interactions with Other Molecules

The triphenylmethyl group may alter the compound's interactions with other molecules, potentially affecting its reactivity and binding properties.

Versatility

A versatile compound with potential uses in various scientific and industrial fields.

Upstream product

• 3251-69-2 imidazole-4-acetic acid hydrochloride 
• 76-83-5 trityl chloride 
• 64464-46-6 (1-trityl-1H-imidazol-4-yl)acetonitrile 
• 145133-11-5 methyl [1-(triphenylmethyl)-1H-imidazol-4-yl]acetate 

Downstream Products

• 252259-67-9 2,3,4,5-tetrahydro-1-[1-oxo-2-(1-triphenylmethylimidazol-4-yl)ethyl]-4-[(1,1-dimethylethoxy)carbonyl]-1H-1,4-benzodiazepine 
• 1099469-85-8 1-[2(S)-(4-imidazolylacetyl)oxy-3(S)-(N-(benzyloxycarbonyl)-(L)-valyl)amino-4-phenyl-butyl]-1-[isobutyl]-2-[N-(3-(tetrazol-1-yl)propionyl)-(L)-valyl]-hydrazine 
• 927427-68-7 C₃₃H₃₀N₄O₃S 
• 149624-86-2 N⁶-<<1-(triphenylmethyl)imidazol-4-yl>acetyl>-6-amino-1-hexanol 
• 1372144-19-8 C₃₃H₃₈ClN₃O₃ 
• 1372144-20-1 2-(1-tritylimidazol-4-yl)-N-(6-glycidyloxyhexyl)acetamide 
• 1334541-36-4 tert-butyl (1-trityl-1H-imidazol-4-yl)acetate 
• 1202709-86-1 5-(2-chloroethyl)-1-(4'-fluorobiphenyl-2-ylmethyl)-1H-imidazole 
• 928134-47-8 3-bromo-4-(6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile 

Relevant articles and documents

1,4-Butanediol diglycidyl ether (BDE)-crosslinked PEI-g-imidazole nanoparticles as nucleic acid-carriers in vitro and in vivo

Previously reported 1,4-butanediol diglycidyl ether (BDE) crosslinked PEI (branched polyethylenimine, 25 k) nanoparticles (A. Swami, R. Kurupati, A. Pathak, Y. Singh, P. Kumar and K. C. Gupta, A unique and highly efficient non-viral DNA/siRNA delivery system based on PEI-bisepoxide nanoparticles, Biochem. Biophys. Res. Commun., 2007, 362, 835-841) (PN NPs) were reacted with varying proportions of a novel linker, 2-(N-1-tritylimidazol-4-yl)-N-(6- glycidyloxyhexyl)-acetamide (IGA linker, 3), to yield PN-g-imidazolyl nanoparticles (PNIm) with improved transfection efficiency. Here, the IGA linker (3) reacted through an epoxy ring to partially convert the residual 1° and 2° amines present in PN NPs to 2° and 3°, respectively, without altering the total number of amines and additionally incorporating the delocalized positive charge of the imidazolyl moiety. The resulting particles were characterized for their size, zeta potential and DNA complexing ability. PNIm/DNA nanoplexes, in the size range of 120-400 nm, were evaluated for transfection efficiency in HeLa, HEK293 and CHO cell lines, which was found to be ～11, ～2-3 and ～2-17 folds higher than PEI, PN-2 (the best working sample of the PN series) (A. Swami, R. Kurupati, A. Pathak, Y. Singh, P. Kumar and K. C. Gupta, A unique and highly efficient non-viral DNA/siRNA delivery system based on PEI-bisepoxide nanoparticles, Biochem. Biophys. Res. Commun., 2007, 362, 835-841) and commercial transfection reagents tested in this study, respectively. Also, flow cytometric analysis showed ～78% (ca. ～43% in PN-2) cells transfected with the PNIm 10(6)/DNA complex (the best working sample of the PNIm series) in HEK293 cells. Transfection of GFP specific siRNA in HEK293 cells suppressed the gene expression by ～90% (ca. ～70% in PN-2). All the cell lines treated with PNIm/DNA nanoplexes showed >90% viability. In vivo gene expression of luciferase enzyme in Balb/c mice showed highest expression in spleen after seven days.

3-Aminopyrrolidinone farnesyltransferase inhibitors: Design of macrocyclic compounds with improved pharmacokinetics and excellent cell potency

A series of macrocyclic 3-aminopyrrolidinone farnesyltransferase inhibitors (FTIs) has been synthesized. Compared with previously described linear 3-aminopyrrolidinone FTIs such as compound 1, macrocycles such as 49 combined improved pharmacokinetic prope