1-Methyl-4-nitro-2-(trichloroacetyl)-1H-imidazole is a substituted imidazole derivative bearing a 1-methyl group, a 4-nitro substituent, and a 2-(trichloroacetyl) acyl substituent, with the heteroaromatic core providing two ring nitrogens characteristic of imidazole chemistry. The molecule contains an acyl carbonyl within the trichloroacetyl group and a nitro functional group on the ring, and the 1H-imidazole designation indicates the protonation/tautomeric form associated with the N1 position in the named structure. In synthetic chemistry and chemical biology research, such functionalized imidazoles are commonly employed as building blocks for heteroaromatic derivatization, reagent scaffolds for structure-activity studies, or precursors to further substituted imidazole analogues through controlled transformations of the nitro and acyl-bearing positions.
CAT No: CP26242
CAS No:120095-64-9
Synonyms/Alias:120095-64-9;1-METHYL-4-NITRO-2-(TRICHLOROACETYL)-1H-IMIDAZOLE;Ethanone,2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)-;ACMC-1BZCN;SCHEMBL5231541;CTK4B1682;ZINC71788594;AKOS015908798;AK-55691;HE015319;HE183686;AJ-118559;RT-006352;1-Methyl-2-(trichloroacetyl)-4-nitro-1H-imidazole;I14-34347;3B3-075031;2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)-ethanone;2,2,2-Trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethanone;2,2,2-TRICHLORO-1-(1-METHYL-4-NITROIMIDAZOL-2-YL)ETHANONE;2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethan-1-one
1-Methyl-4-nitro-2-(trichloroacetyl)-1H-imidazole is a substituted imidazole building block bearing a nitro group and a trichloroacetyl acyl substituent, designed for synthetic chemistry workflows where an activated carbonyl and an electron-withdrawing nitro functionality are useful. Its heteroaromatic core supports downstream derivatization into more complex imidazole-containing intermediates, while the trichloroacetyl group provides a handle for controlled functional group transformations during medicinal chemistry and specialty chemical synthesis.
1. Heteroaromatic Intermediate Synthesis
1-Methyl-4-nitro-2-(trichloroacetyl)-1H-imidazole is used by medicinal chemistry and process chemistry teams as a heteroaromatic intermediate to build imidazole-containing scaffolds for structure-activity relationship (SAR) studies. The combination of an imidazole ring with a nitro substituent enables access to functionalized analogs through standard aromatic and heteroaromatic derivatization strategies, while the trichloroacetyl group offers a strongly activated carbonyl motif that supports subsequent conversion into related acylated or cyclized derivatives. This makes the compound a practical starting point for preparing libraries of imidazole analogs used in lead optimization programs and custom synthesis campaigns.
2. Nitro-Functionalized Imidazole Derivatives
1-Methyl-4-nitro-2-(trichloroacetyl)-1H-imidazole is commonly selected for generating nitro-functionalized imidazole derivatives used in specialty chemical manufacturing and research-grade intermediate development. The nitro group provides a reliable electronic and synthetic "tag" that can be carried through early stages of scaffold assembly, then transformed in later steps to access a range of downstream functional groups required for analog diversification. Teams developing imidazole-based reagents for screening collections, as well as groups preparing defined nitro-containing intermediates for further conversion, use this compound to ensure consistent heteroaromatic substitution patterns across batches.
3. Activated Carbonyl Building Block
1-Methyl-4-nitro-2-(trichloroacetyl)-1H-imidazole is valued as an activated carbonyl building block for constructing more complex acylated intermediates in pharmaceutical intermediate workflows. The trichloroacetyl substituent provides strong electrophilicity at the carbonyl carbon, which supports its use as a precursor for downstream transformations that require an acyl group with enhanced reactivity compared with unactivated amide/ester analogs. Process and synthesis chemists therefore incorporate this material when a robust, transformation-ready acyl functionality is needed to rapidly access a target set of imidazole-derived structures for further elaboration.
4. Custom Synthesis For SAR Libraries
1-Methyl-4-nitro-2-(trichloroacetyl)-1H-imidazole is frequently used in custom synthesis and small-to-mid scale library preparation where controlled imidazole substitution is required. Research groups assembling SAR libraries rely on building blocks that deliver consistent structural motifs, and this compound provides a defined imidazole core with two distinct functional features that can be leveraged in parallel synthetic routes. As a result, it is used to produce closely related analogs for comparative evaluation in medicinal chemistry discovery workflows, including intermediate sets that support iterative optimization of heteroaromatic chemistry around the imidazole ring.
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