128293-62-9

Basic information

• Product Name: ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE
• Synonyms: ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE;Ethyl 4-Amino-1-Methyl-1H-Imidazole-2-Carboxylate(WXC00021)
• CAS NO: 128293-62-9
• Molecular Formula: C₇H₁₁N₃O₂
• Molecular Weight: 169.18114
• EINECS: -0
• Mol File: 128293-62-9.mol

Chemical Properties

• Boiling Point: 339.5±34.0 °C(Predicted)
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.43±0.60(Predicted)
• CAS DataBase Reference: ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE(128293-62-9)
• EPA Substance Registry System: ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE(128293-62-9)

Safety Data

• Hazardous Substances Data: 128293-62-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE is used as a building block for the development of pharmaceutical compounds. Its unique structure allows it to be incorporated into various drug molecules, potentially enhancing their therapeutic properties and effectiveness.
Used in Agrochemical Industry:
In the agrochemical industry, ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE is used as a key component in the synthesis of agrochemicals. Its incorporation into these products can contribute to the development of more effective and targeted pest control solutions.
Used in Organic Synthesis:
ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE is utilized as a versatile building block in organic synthesis. Its reactivity and solubility in common organic solvents make it an ideal candidate for the creation of a wide range of organic compounds for various applications.
Used in Industrial Product Development:
ETHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE is also used in the development of other industrial products, where its unique chemical properties can be leveraged to improve product performance or create new applications. Its versatility and solubility make it a valuable asset in the development of innovative materials and formulations.

Upstream product

• 30148-21-1 ethyl 1-methyl-1H-imidazole-2-carboxylate 
• 109012-23-9 ethyl 1-methyl-4-nitroimidazole-2-carboxylate 

Downstream Products

• 288625-59-2 ethyl 1-methyl-4-[p-bis(2-chloroethyl)aminobenzamido]-imidazole-2-carboxylate 
• 128293-63-0 ethyl 4-tert-butyloxycarbonylamino-1-methylimidazole-2-carboxylate 
• 128293-69-6 C₁₅H₂₀N₆O₅ 
• 865998-76-1 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylic acid 
• 1359164-22-9 ethyl 4-benzamido-1-methylimidazole-2-carboxylate 
• 1359164-23-0 4-benzamido-1-methylimidazole-2-carboxylic acid 
• 1359164-21-8 C₂₉H₃₇N₁₁O₄ 
• 1359164-20-7 C₂₇H₃₂N₁₀O₄ 
• 1359164-25-2 C₂₉H₃₅ClN₁₀O₄ 
• 128293-64-1 4-[(tert-butoxycarbonyl)amino]-1-methylimidazole-2-carboxylic acid 
• 142211-78-7 3-<1-methyl-4-<1-methyl-4-<1-methyl-4-(formylamino)pyrrole-2-carboxamido>imidazole-2-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride 
• 180258-48-4 4-(4-tert-Butoxycarbonylamino-butyrylamino)-1-methyl-1H-imidazole-2-carboxylic acid 

Relevant articles and documents

Use of ferrocene scaffolds as pendant groups in hairpin-type pyrrole-imidazole polyamide molecules showing sequence-selective binding to DNA duplexes

The synthesis and properties of new conjugate molecules, Fc-PIA, composed of ferrocene (Fc) and pyrrole-imidazole polyamides (PIA) are reported. As a PIA sequence, we chose Im-Py-Im/Py-Im-Py considering its future application to the SNPs detection of gene

Sequence specific and high affinity recognition of 5′-ACGCGT-3′ by rationally designed pyrrole-imidazole H-pin polyamides: Thermodynamic and structural studies

Imidazole (Im) and Pyrrole (Py)-containing polyamides that can form stacked dimers can be programmed to target specific sequences in the minor groove of DNA and control gene expression. Even though various designs of polyamides have been thoroughly investigated for DNA sequence recognition, the use of H-pin polyamides (covalently cross-linked polyamides) has not received as much attention. Therefore, experiments were designed to systematically investigate the DNA recognition properties of two symmetrical H-pin polyamides composed of PyImPyIm (5) or f-ImPyIm (3e, f = formamido) tethered with an ethylene glycol linker. These compounds were created to recognize the cognate 5′-ACGCGT-3′ through an overlapped and staggered binding motif, respectively. Results from DNaseI footprinting, thermal denaturation, circular dichroism, surface plasmon resonance and isothermal titration microcalorimetry studies demonstrated that both H-pin polyamides bound with higher affinity than their respective monomers. The binding affinity of formamido-containing H-pin 3e was more than a hundred times greater than that for the tetraamide H-pin 5, demonstrating the importance of having a formamido group and the staggered motif in enhancing affinity. However, compared to H-pin 3e, tetraamide H-pin 5 demonstrated superior binding preference for the cognate sequence over its non-cognates, ACCGGT and AAATTT. Data from SPR experiments yielded binding constants of 1.6 × 108 M-1 and 2.0 × 1010 M-1 for PyImPyIm H-pin 5 and f-ImPyIm H-pin 3e, respectively. Both H-pins bound with significantly higher affinity (ca. 100-fold) than their corresponding unlinked PyImPyIm 4 and f-ImPyIm 2 counterparts. ITC analyses revealed modest enthalpies of reactions at 298 K (ΔH of -3.3 and -1.0 kcal mol-1 for 5 and 3e, respectively), indicating these were entropic-driven interactions. The heat capacities (ΔCp) were determined to be -116 and -499 cal mol-1 K-1, respectively. These results are in general agreement with ΔCp values determined from changes in the solvent accessible surface areas using complexes of the H-pins bound to (5′-CCACGCGTGG)2. According to the models, the H-pins fit snugly in the minor groove and the linker comfortably holds both polyamide portions in place, with the oxygen atoms pointing into the solvent. In summary, the H-pin polyamide provides an important molecular design motif for the discovery of future generations of programmable small molecules capable of binding to target DNA sequences with high affinity and selectivity.

A Convenient Method for the Synthesis of DNA-Recognizing Polyamides in Solution

A convenient method for the synthesis of polyamides containing N-methylpyrrole (Py) and N-methylimidazole (Im) in solution has been developed. Most of the building blocks have been prepared by a haloform reaction in a simple way that column chromatography can be avoided. By use of the DCC/HOBT coupling reaction, the building blocks prepared have been effectively connected to construct a variety of subchains and polyamides without employing amino protection and deprotection. By use of the present method, an eight-ring polyamide, PyPyPyPyγPyImImPyβDp (γ is γ-aminobutyric acid, β is β-alanine, Dp is N,N-dimethylpropyldiamine), has been synthesized by the coupling of two four-ring subchains in one step.

METHODS AND COMPOUNDS FOR THE TREATMENT OF GENETIC DISEASE

The present disclosure relates to compounds and methods for modulating the expression of dmpk, and treating diseases and conditions in which dmpk plays an active role. The compound can be a transcription modulator molecule having a first terminus, a second terminus, and oligomeric backbone, wherein: a) the first terminus comprises a DNA-binding moiety capable of noncovalently binding to a nucleotide repeat sequence CAG or CTG; b) the second terminus comprises a protein-binding moiety binding to a regulatory molecule that modulates an expression of a gene comprising the nucleotide repeat sequence CAG or CTG; and c) the oligomeric backbone comprising a linker between the first terminus and the second terminus.

SULFONIC ACID SALTS OF HETEROCYCLYLAMIDE-SUBSTITUTED IMIDAZOLES

The invention relates to sulfonic acid salts of heterocyclylamide-substituted imidazoles, and to solvates and hydrates thereof, to the use thereof for treating and/or preventing diseases, and to use thereof for producing drugs for treating and/or preventi

Novel diamino imidazole and pyrrole-containing polyamides: Synthesis and DNA binding studies of mono- and diamino-phenyl-ImPyIm polyamides designed to target 5′-ACGCGT-3′

Pyrrole- and imidazole-containing polyamides are widely investigated as DNA sequence selective binding agents that have potential use as gene control agents. The key challenges that must be overcome to realize this goal is the development of polyamides wi

N-formamido-containing mono- and diheterocyclic pyrrole-and imidazole-2-carboxylic acids as building blocks for polyamide synthesis

Four N-formamido-containing mono-and diheterocyclic pyrrole- and imidazole-2-containing acids 1-4 were synthesized as intermediates for the preparation of polyamide molecules. The N-formamido-moiety forces the compounds to bind strongly as a stacked dimer, and in a staggered fashion, at specific sequences in the minor-groove of DNA. The acid moiety at the C-terminus of compounds enables these molecules to be coupled to amine-containing intermediates to form the amide linkages of the target polyamide. This convergent approach increases the synthetic diversity in polyamide chemistry by enabling one acid to be used with a variety of different C-terminus- functionalized intermediates. Copyright Taylor & Francis Group, LLC.

HETEROCYCLYLAMIDE-SUBSTITUTED IMIDAZOLES

The invention relates to heterocyclylamide-substituted imidazoles and methods for the production of the same, to the use thereof for the treatment and/or prophylaxis of diseases, to the use thereof for the production of medicaments for the treatment and/or prophylaxis of diseases, and especially to the use thereof as antiviral agents, especially against cytomegaloviruses.

SEQUENCE SELECTIVE PYRROLE AND IMIDAZOLE POLYAMIDE METALLOCOMPLEXES

The present invention relates to sequence selective compounds for targeting therapeutic or diagnostic groups to polynucleotides. More particularly, the present invention relates to sequence selective targeting of metallocomplexes, such as metallodrugs and metallodiagnostics, to polynucleotides.

Orthogonality and compatibility between Tsc and Fmoc amino-protecting groups

New deprotection conditions that provide a complete orthogonality between Tsc and Fmoc amino-protecting groups are described. The potential of these orthogonal deprotection conditions was then demonstrated by the efficient solid-phase synthesis of branched peptides 20 and 21 using doubly protected amino acids such as Tsc-Lys(Fmoc)-OH 4c and Fmoc-Lys(Tsc)-OH 4d.