Category: 109012-23-9

Varadarajan, Sridhar et al. published their research in Biochemistry in 2003 | CAS: 109012-23-9

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Synthetic Route of C7H9N3O4

DNA Damage and Cytotoxicity Induced by Minor Groove Binding Methyl Sulfonate Esters was written by Varadarajan, Sridhar;Shah, Dharini;Dande, Prasad;Settles, Samuel;Chen, Fa-xian;Fronza, Gilberto;Gold, Barry. And the article was included in Biochemistry in 2003.Synthetic Route of C7H9N3O4 This article mentions the following:

Minor groove specific DNA equilibrium binding peptides (lex) based on N-methylpyrrole-carboxamide and/or N-methylimidazolecarboxamide subunits have been modified with an O-Me sulfonate ester functionality to target DNA methylation in the minor groove at Ade/Thy- and/or Gua/Cyt-rich sequences. HPLC and sequencing gel analyses show that the Me-lex compounds all selectively react with DNA to afford N3-alkyladenine as a major adduct. The formation of the N3-alkyladenine lesions is sequence-dependent based on the equilibrium binding preferences of the different lex peptides. In addition to the reaction at adenine, the mols. designed to target Gua/Cyt sequences also generate lesions at guanine; however, the methylation is not sequence dependent and takes places in the major groove at the N7-position. To determine if and how the level of the different DNA adducts and the sequence selectivity for their formation affects cytotoxicity, the Me-lex analogs were tested in wild type Escherichia coli and in mutant strains defective in base excision repair (tag and/or alkA or apn). The results demonstrate the importance of 3-methyladenine, and in some cases 3-methylguanine, lesions in cellular toxicity, and the dominant protective role of the DNA glycosylases. There is no evidence that the sequence specificity is related to toxicity. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Synthetic Route of C7H9N3O4).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Synthetic Route of C7H9N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Dwyer, Tammy J. et al. published their research in Journal of the American Chemical Society in 1992 | CAS: 109012-23-9

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Electric Literature of C7H9N3O4

Design and binding of a distamycin A analog to d(CGCAAGTTGGC)路d(GCCAACTTGCG): synthesis, NMR studies, and implications for the design of sequence-specific minor groove binding oligopeptides was written by Dwyer, Tammy J.;Geierstanger, Bernhard H.;Bathini, Yadagiri;Lown, J. William;Wemmer, David E.. And the article was included in Journal of the American Chemical Society in 1992.Electric Literature of C7H9N3O4 This article mentions the following:

Distamycin A analog I was prepared in which an imidazole ring is substituted for the central pyrrole ring of distamycin A. A key step in the synthesis was the coupling of acid II with amine III by EDCI to give the corresponding peptide. The latter peptide was converted into I in 3 steps. Two-dimensional NMR spectroscopy was used to characterize the complex formed between I and d(CGCAAGTTGGC)路d(GCCAACTTGCG). Titration of the AAGTT duplex with I yielded a single complex with a ligand:DNA stoichiometry of 2:1. The nuclear Overhauser effect (NOESY) experiment in D2O was used to assign the aromatic and C1’H DNA protons and to identify intermol. ligand-DNA contacts between nonlabile protons. The NOESY experiment in H2O was used to assign the imino and amino DNA protons and the amide protons of the ligands and to identify ligand-DNA contacts involving these labile protons. These data indicate that two ligand mols. bind simultaneously to the minor groove of the central 5′-AAGTT-3′ sequence in a head-to-tail orientation. Mol. modeling, using 35 ligand-DNA distance constraints derived from a semiquant. anal. of the NOESY data, shows that the imidazole N3 of one of the ligands forms a hydrogen bond with the C2 amino group of the guanine in the binding site. Addnl., the titration of d(CGCAAATTGGC)路d(GCCAATTTGCG) with I was performed. No specific complex was detected by NMR spectroscopy between I and the AAATT duplex. This result emphasizes the importance of the imidazole N3 atom of I in the recognition of the AAGTT binding site. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Electric Literature of C7H9N3O4).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Electric Literature of C7H9N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Xiao, Junhua et al. published their research in Journal of Organic Chemistry in 2000 | CAS: 109012-23-9

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

A Convenient Method for the Synthesis of DNA-Recognizing Polyamides in Solution was written by Xiao, Junhua;Yuan, Gu;Huang, Weiqiang;Chan, Albert S. C.;Lee, K.-L. Daniel. And the article was included in Journal of Organic Chemistry in 2000.Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

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 avoided column chromatog. 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, PyPyPyPy纬PyImImPy尾Dp (纬 is 纬-aminobutyric acid, 尾 is 尾-alanine, Dp is N,N-dimethylpropyldiamine), has been synthesized by the coupling of two four-ring subchains in one step. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Satam, Vijay et al. published their research in Bioorganic & Medicinal Chemistry in 2012 | CAS: 109012-23-9

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Novel diamino imidazole and pyrrole-containing polyamides: Synthesis and DNA binding studies of mono- and diamino-phenyl-ImPy*Im polyamides designed to target 5′-ACGCGT-3′ was written by Satam, Vijay;Babu, Balaji;Chavda, Sameer;Savagian, Mia;Sjoholm, Robert;Tzou, Samuel;Ramos, Joseph;Liu, Yang;Kiakos, Konstantinos;Lin, Shicai;Wilson, W. David;Hartley, John A.;Lee, Moses. And the article was included in Bioorganic & Medicinal Chemistry in 2012.Recommanded Product: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

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 with low molar mass so the mols. can readily diffuse into cells and concentrate in the nucleus. In addition, the mols. must have appreciable water solubility, bind DNA sequence specifically, and with high affinity. It is on this basis that the orthogonally positioned diamino/dicationic polyamide Ph-ImPy*Im (I) was designed to target the sequence 5′-ACGCGT-3′. Py* denotes the pyrrole unit that contains a N-substituted aminopropyl pendant group. The DNA binding properties of diamino polyamide I were determined using a number of techniques including CD, ΔT M, DNase I footprinting, SPR and ITC studies. The effects of the second amino moiety in Py* on DNA binding affinity over its monoamino counterpart Ph-ImPyIm II were assessed by conducting DNA binding studies of II in parallel with I. The results confirmed the minor groove binding and selectivity of both polyamides for the cognate sequence 5′-ACGCGT-3′. The diamino/dicationic polyamide 5 showed enhanced binding affinity and higher solubility in aqueous media over its monoamino/monocationic counterpart Ph-ImPyIm 3. The binding constant of I, determined from SPR studies, was 1.5×107 M-1, which is ∼3 times higher than that for its monoamino analog 3 (4.8×106 M-1). The affinity of I is now approaching that of the parent compound f-ImPyIm and its diamino equivalent The advantages of the design of diamino polyamide I over f-ImPyIm and its diamino equivalent are its sequence specificity and the ease of synthesis compared to the N-terminus pyrrole analog. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Recommanded Product: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New learning discoveries about C7H9N3O4

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 109012-23-9.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 109012-23-9, name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Im-2 (0.4 g) in ETOH/ETHYL acetate (1: 1,14 mL) and Pd/C (10%, 0.3 g) were stirred under a slight positive pressure of hydrogen (ca 1.1 atm) for 3-4 hr. The reaction mixture was filtered using celite and solvent evaporated on the rotary. The remaining solid was freeze dried to yield a slightly yellow product. Yield (0.38 g, 95%). 1H NMR (DMSO): 8 6.45 (s, 1H), 4.5 (bs, 2H, NH2), 4.2 (q, 2H, J=7 Hz), 3.76 (s, 3H), 1.24 (t, 3H, J=7. 9 Hz).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 109012-23-9.

Reference:
Patent; UNIVERSITY OF WESTERN SYDNEY; WO2005/33077; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, and friends who are interested can also refer to it.

Electric Literature of 109012-23-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 109012-23-9 name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (500 mg, 2.20 mmol) in methanol (7.5 mL)-THF (15 mL) was added 2M aqueous sodium hydroxide solution (3.8 mL, 7.53 mmol) at room temperature. The mixture was stirred for 3 hr at 40C, neutralized with 1M hydrochloric acid, extracted with ethyl acetate, and the extract was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (200 mg) as a brown solid (yield 46%). 1H NMR (300 MHz, DMSO-d6) delta 3.96 (3H, s), 8.58 (1H, s). * The peak of “COOH group” was not observed.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Extracurricular laboratory: Synthetic route of C7H9N3O4

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Adding a certain compound to certain chemical reactions, such as: 109012-23-9, name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 109012-23-9, Application In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate17 (6, 613 mg, 3.1 mmol) was hydrogenated over 5% palladium on charcoal in ethanol. The resulting amino compound was dried thoroughly under vacuum to remove traces of ethanol. It was then dissolved in dichloromethane (20.0 mL) and the solution was cooled to 0-5 C. To the cold solution was added triethylamine (0.5 mL, 3.7 mmol) followed by benzoyl chloride (0.4 mL, 3.4 mmol). The reaction mixture was allowed to attain room temperature and then stirred for 12 h. Upon completion, the reaction was quenched with water (15.0 mL) and stirred for 15 min. The organic layer was separated and aqueous layer was washed with dichloromethane (2 × 10 mL). Combined organic layers were dried over sodium sulfate and evaporated to obtain a yellow oil. The crude product was purified by column chromatography using silica gel and 2% methanol in chloroform as the eluent system to obtain 7 as a yellow solid (808 mg, 96%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Satam, Vijay; Babu, Balaji; Chavda, Sameer; Savagian, Mia; Sjoholm, Robert; Tzou, Samuel; Liu, Yang; Kiakos, Konstantinos; Lin, Shicai; David Wilson; Hartley, John A.; Lee, Moses; Bioorganic and Medicinal Chemistry; vol. 20; 2; (2012); p. 693 – 701;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New downstream synthetic route of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

The synthetic route of 109012-23-9 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 109012-23-9, name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H9N3O4

To a solution of ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (500 mg, 2.20 mmol) in methanol (7.5 mL)-THF (15 mL) was added 2M aqueous sodium hydroxide solution (3.8 mL, 7.53 mmol) at room temperature. The mixture was stirred for 3 hr at 40C, neutralized with 1M hydrochloric acid, extracted with ethyl acetate, and the extract was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (200 mg) as a brown solid (yield 46%). 1H NMR (300 MHz, DMSO-d6) delta 3.96 (3H, s), 8.58 (1H, s). * The peak of “COOH group” was not observed.

The synthetic route of 109012-23-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, and friends who are interested can also refer to it.

Related Products of 109012-23-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 109012-23-9 name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate17 (6, 613 mg, 3.1 mmol) was hydrogenated over 5% palladium on charcoal in ethanol. The resulting amino compound was dried thoroughly under vacuum to remove traces of ethanol. It was then dissolved in dichloromethane (20.0 mL) and the solution was cooled to 0-5 C. To the cold solution was added triethylamine (0.5 mL, 3.7 mmol) followed by benzoyl chloride (0.4 mL, 3.4 mmol). The reaction mixture was allowed to attain room temperature and then stirred for 12 h. Upon completion, the reaction was quenched with water (15.0 mL) and stirred for 15 min. The organic layer was separated and aqueous layer was washed with dichloromethane (2 × 10 mL). Combined organic layers were dried over sodium sulfate and evaporated to obtain a yellow oil. The crude product was purified by column chromatography using silica gel and 2% methanol in chloroform as the eluent system to obtain 7 as a yellow solid (808 mg, 96%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Satam, Vijay; Babu, Balaji; Chavda, Sameer; Savagian, Mia; Sjoholm, Robert; Tzou, Samuel; Liu, Yang; Kiakos, Konstantinos; Lin, Shicai; David Wilson; Hartley, John A.; Lee, Moses; Bioorganic and Medicinal Chemistry; vol. 20; 2; (2012); p. 693 – 701;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New learning discoveries about Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

The chemical industry reduces the impact on the environment during synthesis Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate. I believe this compound will play a more active role in future production and life.

Synthetic Route of 109012-23-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 109012-23-9, name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Im-2 (0.4 g) in ETOH/ETHYL acetate (1: 1,14 mL) and Pd/C (10%, 0.3 g) were stirred under a slight positive pressure of hydrogen (ca 1.1 atm) for 3-4 hr. The reaction mixture was filtered using celite and solvent evaporated on the rotary. The remaining solid was freeze dried to yield a slightly yellow product. Yield (0.38 g, 95%). 1H NMR (DMSO): 8 6.45 (s, 1H), 4.5 (bs, 2H, NH2), 4.2 (q, 2H, J=7 Hz), 3.76 (s, 3H), 1.24 (t, 3H, J=7. 9 Hz).

The chemical industry reduces the impact on the environment during synthesis Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITY OF WESTERN SYDNEY; WO2005/33077; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem