Month: February 2023

Synthesis of substituted 4-oxo-7-sulfamoyl-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepines was written by Kravchenko, D. V.;Ivanovskii, S. A.;Korsakov, M. K.;Dorogov, M. V.;Tkachenko, S. E.;AsHchenko, A. V.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya in 2005.COA of Formula: C9H9N3 This article mentions the following:

A combinatorial library of substituted 4-oxo-7-sulfamoyl-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepines was synthesized via chlorosulfonylation of tetrahydrobenzothiazepinones followed by reaction with a range of primary and secondary amines. Physicochem. parameters of some of the products, such as lipophilicity, number of rotating bonds and number of hydrogen bond donors and acceptors have been calculated In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7COA of Formula: C9H9N3).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. 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).COA of Formula: C9H9N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Determination of Missing Crystal Structures in the 1 Alkyl-3-methylimidazolium Hexafluorophosphate Series: Implications on Structure-Property Relationships was written by Endo, Takatsugu;Masu, Hyuma;Fujii, Kozo;Morita, Takeshi;Seki, Hiroko;Sen, Sabyasachi;Nishikawa, Keiko. And the article was included in Crystal Growth & Design in 2013.Electric Literature of C7H13ClN2 This article mentions the following:

The authors have performed single crystal X-ray diffraction analyses of two 1-alkyl-3-methylimidazolium hexafluorophosphate ([C_nmim]-PF₆) salts, [C₁mim]-PF₆, and [C₃mim]-PF₆. The thermodynamically metastable crystalline phase (尾 phase) of the former was obtained by crystallization from the melt in a capillary for the crystallog. anal. Both the cation and the anion in the 尾 phase of [C₁mim]-PF₆ show higher point group symmetry than those in the stable 伪 phase. This result is shown to be consistent with the fact that the m.p. of the 尾 polymorph (314 K) is significantly lower than that of the 伪 polymorph (364 K). The crystal structure of [C₃mim]-PF₆ seems to be typical of that characteristic of the crystals of imidazolium-based room temperature ionic liquids The cation conformation is the one in between those characteristic of the crystal structures of [C₂mim]-PF₆ and [C₄mim]-PF₆. When taken together, all crystallog. data for the [C_nmim]-PF₆ series (n = 1-4) demonstrate the influence of the alkyl chain length dependence on structural packing in these salts. The free volume fractions for these structures are calculated and compared to the lattice energy simply based on formula unit volume It is shown that the difference in the alkyl chain length of the imidazolium cations does not monotonically change with the lattice energy of the crystal structure, and the latter also depends on the packing efficiency of the constituent ions in the structure. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Electric Literature of C7H13ClN2).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. 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).Electric Literature of C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

DNA vs. Mirror Image DNA: A Universal Approach to Tune the Absolute Configuration in DNA-Based Asymmetric Catalysis was written by Wang, Jocelyn;Benedetti, Erica;Bethge, Lucas;Vonhoff, Stefan;Klussmann, Sven;Vasseur, Jean-Jacques;Cossy, Janine;Smietana, Michael;Arseniyadis, Stellios. And the article was included in Angewandte Chemie, International Edition in 2013.Electric Literature of C6H8N2O This article mentions the following:

In the presence of DNA oligomers containing D-ribose or L-ribose sugar backbones such as 5′-dTCAGGGCCCTGATCAGGGCCCTGA-3′, and (4,4′-dimethyl-2,2′-bipyridine)copper(II) nitrate, alkenoylimidazoles I (R = Me, Ph, 2-BrC₆H₄, 4-MeOC₆H₄, 4-ClC₆H₄, 2-furanyl) underwent enantioselective Friedel-Crafts and addition reactions with N-methylindole, 5-methoxyindole, di-Me malonate, and nitromethane to give addition products such as imidazolyloxopropylmalonates II (R = Ph, 2-BrC₆H₄, 4-MeOC₆H₄, 4-ClC₆H₄, 2-furanyl) in 58-90% ee for Friedel-Crafts reactions and in 67-99% for Michael addition reactions. D-ribose or L-ribose sugar backbone-containing DNA oligomers gave enantiomeric products; the enantioselectivity depended on the DNA sequence, with reactions using the DNA sequence 5′-dCAGTCAGTACTGACTGCAGTCAGTACTGACTG-3′ giving lower enantioselectivities. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Electric Literature of C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Electric Literature of C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Mechanisms of N-substitution in glyoxaline derivatives. I. Introduction, and study of prototropic equilibria involving 4(5)-nitroglyoxaline was written by Grimison, A.;Ridd, J. H.;Smith, B. V.. And the article was included in Journal of the Chemical Society in 1960.Application In Synthesis of 1-Methyl-4-nitroimidazole This article mentions the following:

The orientation of N-substitution in glyoxaline derivatives was discussed in terms of the reaction mechanism and the tautomeric equilibria involved. A spectrometric study of acid-base equilibria in aqueous solutions of 4(5)-nitroglyoxaline (I) and its N-Me derivatives was reported. The basicity of the 1,5-methyl derivative (II) was greater than that of I, but the basicity of the 1,4-isomer (III) was less; these results were related to the position of tautomeric equilibrium in the parent compound A small ionic strength correction was made to obtain the thermodynamic pK values as follows (compound, medium, form, 位 max in m渭, 10^-3蔚, and pK values given): I, 0.1M NaOH, conjugate base, 350, 10.19, -; I, buffer pH 4.7, neutral molecule, 297, 6.40, 9.30; I, 5M HClO₄, conjugate acid, 269, 7.04, -0.05; II, H₂O, neutral, 303, 8.37, -; II, M HClO₄, conjugate acid, 266, 6.42, 2.13; III, H₂O, neutral, 300, 7.27, -; III, 5M HClO₄, conjugate acid, 269, 7.16, -0.53. The following indicator values were obtained based on optical ds. at 300 and 310 m渭. The spectra of the neutral mols. and the conjugate acids used in these calculations were obtained in the above conditions. A small correction was applied to the spectrum of III in 5M HClO₄, because about 2% of the neutral molecule should then be present. The protonation of I and III in mineral acids gave the following values (molarity of acid and the log ([GH₂⁺]/[GH]) for I in HClO₄, in HCl, for III in HClO₄, in HCl given): 0.25, -0.63, -, -1.02, -; 0.50, -0.25, -, -0.69, -0.75; 0.75, -0.05, -, -0.40, -0.54; 1.0, 0.18, 0.02, -0.23, -0.40; 1.3, 0.30, 0.13, -0.04, -; 1.5, 0.44, 0.24, -, 0.09; 1.6, -, -, -0.12, -; 2.0, 0.74, 0.43, 0.34, 0.08; 2.5, 0.90, 0.67, 0.53, 0.25; 3.0, 1.20, -, 0.75, 0.40. The S脢2′ mechanism appeared to occur much more readily than the S脢2 mechanism for substitution in derivatives of glyoxaline. For substitution in a glyoxaline derivative, it was easy to show that the orientation depended on the mechanism involved. The neutral mol. of I existed in solution as an equilibrium mixture of 2 tautomeric forms, both of which could lose or add a proton to form the common conjugate acid and conjugate base. The pK was determined by plotting log ([GH₂+]/[GH])-log-[H⁺] against the molarity of the acid and extrapolating to zero concentration The linear extrapolation to obtain the pK was given in a figure. The basicity of the N-methylnitroglyoxalines was studied. III was a little less basic than I. The protonation was followed in the same way II was much more basic than I and the equilibrium was studied in buffer solutions The extent to which the protonation of substituted glyoxalines followed the acidity function H₀ was of interest because glyoxalines were very different in structure from the aniline derivatives used in estimating the H₀ scale. Some values were given above for I and III. From such comparisons it seemed that the protonation of I followed H₀ in HClO₄, but deviated appreciably from H₀ in HCl. In both acids the protonation of III increased more rapidly with acidity than did I. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Application In Synthesis of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. 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. Application In Synthesis of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Design, synthesis, and biological evaluation of 1,9-diheteroarylnona-1,3,6,8-tetraen-5-ones as a new class of anti-prostate cancer agents was written by Zhang, Xiaojie;Wang, Rubing;Perez, German Ruiz;Chen, Guanglin;Zhang, Qiang;Zheng, Shilong;Wang, Guangdi;Chen, Qiao-Hong. And the article was included in Bioorganic & Medicinal Chemistry in 2016.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

In search of more effective chemotherapeutics for the treatment of castration-resistant prostate cancer and inspired by curcumin analogs, twenty five (1E,3E,6E,8E)-1,9-diarylnona-1,3,6,8-tetraen-5-ones bearing two identical terminal heteroaromatic rings have been successfully synthesized through Wittig reaction followed by Horner-Wadsworth-Emmons reaction. Twenty-three of them are new compounds The WST-1 cell proliferation assay was employed to assess their antiproliferative effects toward both androgen-sensitive and androgen-insensitive human prostate cancer cell lines. Eighteen out of twenty-five synthesized compounds possess significantly improved potency as compared with curcumin. The optimal compound, I, is 14- to 23-fold more potent than curcumin in inhibiting prostate cancer cell proliferation. It can be concluded from the data that 1,9-diarylnona-1,3,6,8-tetraen-5-one can serve as a new potential scaffold for the development of antiprostate cancer agents and that pyridine-4-yls and quinolin-4-yl act as optimal heteroaromatic rings for the enhanced potency of this scaffold. Two of the most potent compounds, II and III, effectively suppress PC-3 cell proliferation by activating cell apoptosis and by arresting cell cycle in the G₀/G₁ phase. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Collagen/cellulose hydrogel beads reconstituted from ionic liquid solution for Cu(II) adsorption was written by Wang, Jilei;Wei, Ligang;Ma, Yingchong;Li, Kunlan;Li, Minghui;Yu, Yachen;Wang, Lei;Qiu, Huihui. And the article was included in Carbohydrate Polymers in 2013.Recommanded Product: 35487-17-3 This article mentions the following:

A novel adsorbent, biodegradable collagen/cellulose hydrogel beads (CCHBs), was prepared by reconstitution from a 1-Bu, 3-methylimidazolium chloride ([C₄mim]Cl) solution The adsorption properties of the CCHBs for Cu(II) ion removal from aqueous solutions were investigated and compared with those of cellulose hydrogel beads (CHBs). The CCHBs have a three-dimensional macroporous structure whose amino groups are believed to be the main active binding sites of Cu(II) ions. The equilibrium adsorption capacity (q_e) of the CCHBs is greatly influenced by the collagen/cellulose mass ratio, and steeply increases until the collagen/cellulose mass ratio exceeds 2/1. The maximum adsorption is obtained at pH 6. The q_e of Cu(II) ions increases with increased initial concentration of the solution Based on Langmuir isotherms, the maximum adsorption capacity (q_m) of CCHB3 (collagen/cellulose mass ratio of 3/1) is 1.06 mmol/g. The CCHBs maintain good adsorption properties after the fourth cycle of adsorption-desorption. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Recommanded Product: 35487-17-3).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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 Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Recommanded Product: 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Structure of protic (HC_nImNTf₂, n = 0-12) and aprotic (C₁C_nImNTf₂, n = 1-12) imidazolium ionic liquids: A vibrational spectroscopic study was written by Moschovi, Anastasia Maria;Dracopoulos, Vassileios. And the article was included in Journal of Molecular Liquids in 2015.Synthetic Route of C11H20N2 This article mentions the following:

The interactions of alkyl substituted imidazolium bis(trifluoromethanesulfonyl)imide protic (PILs) HC_nImNTf₂ (n = 0-12) and aprotic ionic liquids (APILs) C₁C_nNTf₂ (n = 1-12) were studied using vibrational spectroscopy (FT-IR/ATR and FT-Raman). The effect of alkyl substituent length (n = 0-12) on both polar and non-polar regions is elucidated. A sponge like structure is proposed for both systems. The spectral characteristics show that there are certain structural differences between PILs and APILs. The well defined hydrogen bonding in PILs strongly affects the local structure of both the polar head (i.e., induction effect) and the side alkyl chain. The spectral findings tentatively suggest that nanosegregation occurs at shorter alkyl chains. In APILs the data correlated with the polar and non-polar regions are discussed on the basis of the proposed sponge like structure. The trans/cis ratio of the anion conformers is related to the dispersion of the average position of the anion over the cation. Also in the oily phase the local structure of the side chain shows certain differences compared to PIL systems. A tail coupling occurred (up to eight carbon atom alkyls) followed by decoupling in higher length tails in APILs indicating an increase of van der Waals forces between the chains. Moreover, we show that the enthalpy of conformational isomerism of the anion is also a good indicator in the case of APILs, regarding the relative magnitude of these interactions. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Synthetic Route of C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Synthetic Route of C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Molecular-orbital and structural descriptors in theoretical investigation of electroreduction of nitrodiazoles was written by Kolaric, Branko;Juranic, Ivan;Dumanovic, Dragica. And the article was included in Journal of the Serbian Chemical Society in 2005.SDS of cas: 3034-41-1 This article mentions the following:

It is shown how a simple theor. approach can be used for the investigation of electro-organic reactions. Mononitroimidazoles and mononitropyrazoles were studied by the semiempirical MNDO-PM3 MO method. The electrochem. reduction potentials of diazoles have been correlated with the energy of the LUMO. It was found that an admirable correlation could be obtained by the introduction of simple structural descriptors as a correction to the energy of the LUMO. The interaction of a mol. with its surrounding depends on electrostatic potential and on steric hindrance. Most of these steric effects are taken into account using two parameters having a very limited set of integer values. The first (尾) is the position of a ring substituent regarding ring nitrogens, which accounts for the different orientations of dipole moments and for the different shape of the electrostatic potential. The second (structural) parameter (蟿) is the type of the ring, which accounts mostly for different modes of electrode approach, and for different charge polarization patterns in two diazole rings. The extended correlation with E_LUMO, 尾 and 蟿, is very good, having a regression coefficient r = 0.991. The intrinsic importance of 尾 and 蟿 is exemplified by their high statistical weight In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1SDS of cas: 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.SDS of cas: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ultrasound promoted expeditious, catalyst-free and solvent-free approach for the synthesis of N,N’-diaryl-substituted formamidines at room temperature was written by Dar, Bashir Ahmad;Ahmad, Syed Naseer;Wagay, Mohammad Arif;Hussain, Altaf;Ahmad, Nisar;Bhat, Khursheed Ahmad;Khuroo, Mohammad Akbar;Sharma, Meena;Singh, Baldev. And the article was included in Tetrahedron Letters in 2013.Name: 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

An effortless and efficient protocol was developed for the synthesis of N,N’-diaryl formamidines by three-component condensation of primary aromatic amines with HC(OEt)₃ under environment-friendly conditions. Ultrasonic energy was employed to obtain the desired products in excellent yields with high purity under solvent-free and catalyst-free conditions. Products were purified by crystallization to avoid excess utilization of organic solvents. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Name: 7-Methyl-1H-benzo[d]imidazole).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Name: 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Metal-free oxidative decarbonylative halogenation of fused imidazoles was written by Singh, Davinder;Tali, Javeed Ahmad;Kumar, Gulshan;Shankar, Ravi. And the article was included in New Journal of Chemistry in 2021.Synthetic Route of C9H8N2O This article mentions the following:

An efficient strategy was developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature A convenient and sequential functionalization (C8 to C3) portrayed the synthetic utility of the current method. N-Heterocycle benzamide products were also observed via the ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures Features of this method included temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Synthetic Route of C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Synthetic Route of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem