Category: 3034-41-1

Nitroimidazoles, part XXIII – activity of satranidazole series against anaerobic infections was written by Nagarajan, K.;Gowrishankar, R.;Arya, V. P.;George, T.;Nair, M. D.;Shenoy, S. J.;Sudarsanam, V.. And the article was included in Indian Journal of Experimental Biology in 1992.Recommanded Product: 3034-41-1 This article mentions the following:

A large number of nitroimidazoles were examined for in vitro activity against 3 anaerobes – Bacteroides fragilis (Bf), a strain of Bf resistant to metronidazole (I) and Clostridium perfringens and many found to be active. Among these may be mentioned 1-methyl-5-nitroimidazoles carrying N-bound heterocycles at position 2, such as satranidazole (II) and III (R¹ = H, R² = SO₂Et, SO₂NMe₂, morpholinylcarbonyl, morpholinoethylaminothioxomethyl) which are at least twice as active as I, ornidazole (IV) and tinidazole (V). Even more active are 5-nitroimidazolylbenzimidazole, -thiazolidinone, and -thiadiazolidine dioxide. Many other types of compounds derived from 1-methyl-2-amino-5-nitroimidazole are feebly active. Among 5-nitroimidazoles with a carbon substituent at position 2, I, IV and V are equiactive while dimetridazole is more active than I against Bf. Some 2-vinyl derivatives are very potent, with VI and VII being outstanding. Activity better than I is seen for nitroimidazooxazepines. 5-Nitroimidazoles are more active against anaerobes than the 4-nitro isomers. Antianaerobic and antiamoebic activities generally run parallel in these classes of compounds The study has led to the elaboration of the antianaerobic profile of II. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 3034-41-1).

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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Energies of isomerization in nitro derivatives of diazole was written by Lebedev, Vyacheslav P.;Matyushin, Yuriy N.;Miroshnichenko, Evgeniy A.;Konkova, Tatyana S.;Vorobev, Aleksei B.;Inozemtsev, Yaroslav O.. And the article was included in International Annual Conference of ICT in 2008.Formula: C4H5N3O2 This article mentions the following:

Energy of combustion of nitro derivatives of pyrazole and imidazole are measured. The energy of isomerization is estimated as the difference between enthalpies of formation of corresponding isomers. The influence of number, place of connection and chem. nature of substituents on energy of isomerization is considered. The obtained exptl. magnitudes will essentially fill up a database on enthalpies of formation and energies of isomerization of heterocyclic aromatic five-membered rings. These data are necessary for the further development of calculated methods that will allow purposeful search of structures with the set energetic properties. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Formula: C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 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.Formula: C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The mutagenic action of nitroimidazoles. IV. A comparison of the mutagenic action of several nitroimidazoles and some imidazoles was written by Voogd, C. E.;Van der Stel, J. J.;Jacobs, J. J. J. A. A.. And the article was included in Mutation Research, Genetic Toxicology Testing in 1979.COA of Formula: C4H5N3O2 This article mentions the following:

When tested with Klebsiella聽pneumoniae and (or) Salmonella聽typhimurium, 31 of 33 tested nitroimidazoles were mutagenic, whereas of 18 other tested imidazoles without a nitro group, only 2 were mutagenic. Several of the substances tested for mutagenicity had antimicrobial action, but no direct relation between antimicrobial action, growth inhibition, and mutagenicity was observed A relation between the chem. structure and mutagenic action was observed for nitroimidazoles of a more complex chem. structure. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1COA of Formula: C4H5N3O2).

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. COA of Formula: C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adjacent lone pair (ALP) effects in heteroaromatic systems. 2. Isotope exchange of ring hydrogens in nitro- and fluoroimidazoles was written by Takeuchi, Yoshio;Kirk, Kenneth L.;Cohen, Louis A.. And the article was included in Journal of Organic Chemistry in 1978.Recommanded Product: 3034-41-1 This article mentions the following:

The ring protons of nitro- and fluoroimidazoles (and their N-Me derivatives) undergo base-catalyzed exchange in D₂O by a combination of carbanion (C) and ylide (Y) pathways, which involve proton abstraction from the neutral imidazole species and from the imidazolium ion, resp. In 4-substituted imidazoles, C exchange occurs more readily at C-5 than at C-2, log k_C correlating with 蟽_o掳 for the NH- and with 蟽_p掳 for the N-Me series. For 1-methyl-4-nitroimidazole, t_1/2 = 2 min at C-5 (50掳, 0.2 N NaOD). In 1-methyl-5-X-imidazoles, exchange at C-4 occurs only via the Y pathway, carbanion formation in the neutral species being retarded by the adjacent lone pair (ALP) effect at N-3. The same effect is seen in the lack of C exchange at C-4 in 1-methylimidazoles. The ALP effect is considerably weaker or nonexistent at C-2. Most exchanges across the ring show correlations of log k with 蟼_m掳. 4-Alkylimidazoles (but not 1,4-dialkylimidazoles) show enhanced C exchange at C-5, which may result from the existence of a trace concentration of the ketimine tautomer. Enhanced exchange at C-5 in 2-fluorohistidine is ascribed to a combination of the ketimine effect, C exchange involving catalysis by OH and intramol. general-base catalysis by the side-chain primary-amine function. The use of buffer catalysis for the T labeling of poorly reactive imidazoles is described. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 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 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.Recommanded Product: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Copper(II)-catalyzed dehydrogenative cross-coupling between two azoles was written by Qin, Xurong;Feng, Boya;Dong, Jiaxing;Li, Xiaoyu;Xue, Ying;Lan, Jingbo;You, Jingsong. And the article was included in Journal of Organic Chemistry in 2012.Computed Properties of C4H5N3O2 This article mentions the following:

The copper(II)-catalyzed dehydrogenative coupling between two different azoles for the preparation of unsym. biazoles e. g., I has been developed. The current catalytic system can effectively control the chemoselectivity for heterocoupling over homocoupling. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Computed Properties of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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).Computed Properties of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Crystal structure of the triclinic modification of 1-methyl-4-nitroimidzole, C₄H₅N₃O₂ was written by Wang, Jianlong;Lian, Pengbao;Chen, Lizhen. And the article was included in Zeitschrift fuer Kristallographie – New Crystal Structures in 2017.Reference of 3034-41-1 This article mentions the following:

C₄H₅N₃O₂, triclinic, P1 (number 1), a = 3.8976(6) 脜, b = 5.7235(8) 脜, c = 6.2670(10) 脜, 伪 = 89.630(12)掳, 尾 = 84.800(13)掳, 纬 = 76.970(13)掳, V = 135.63(4) 脜³, Z = 1, R _gt(F) = 0.0519, wR _ref(F ²) = 0.1303, T = 104.8 K. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Reference of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

How does methylation suppress the electron-induced decomposition of 1-methyl-nitroimidazoles? was written by Kossoski, F.;Varella, M. T. do N.. And the article was included in Journal of Chemical Physics in 2017.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

The efficient decomposition of nitroimidazoles (NIs) by low energy electrons is believed to underlie their radiosensitizing properties. Recent dissociative electron attachment (DEA) measurements showed that methylation at the N1 site unexpectedly suppresses the electron-induced reactions in 4(5)-NI. We report theor. results that provide a clear interpretation of that astounding finding. Around 1.5 eV, DEA reactions into several fragments are initiated by a 蟺^* resonance, not considered in previous studies. The autoionization lifetime of this anion state, which limits the predissociation dynamics, is considerably shorter in the methylated species, thereby suppressing the DEA signals. On the other hand, the lifetime of the 蟺^* resonance located around 3 eV is less affected by methylation, which explains why DEA is still observed at these energies. Our results demonstrate how even a simple methylation can significantly modify the probabilities for DEA reactions, which may be significant for NI-based cancer therapy. (c) 2017 American Institute of Physics. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).

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. 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. Safety of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

DFT study on the effect of exocyclic substituents on the proton affinity of 1-methylimidazole was written by Liu, Haining;Bara, Jason E.;Turner, C. Heath. And the article was included in Chemical Physics in 2013.SDS of cas: 3034-41-1 This article mentions the following:

A deeper understanding of the acid/base properties of imidazole derivatives will aid the development of solvents, polymer membranes and other materials that can be used for CO₂ capture and acid gas removal. The authors employ d. functional theory calculations to study the effect of various electron-donating and electron-withdrawing groups on the proton affinity of 1-methylimidazole. Electron-donating groups are able to increase the proton affinity relative to 1-methylimidazole, i.e., making the mol. more basic. But electron-withdrawing groups cause a decrease of the proton affinity. When multiple substituents are present, their effects on the proton affinity are additive. This finding offers a quick approach for predicting and targeting the proton affinities of this series of mols., and the authors show the strong correlation between the calculated proton affinities and exptl. pK_a values. 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. 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).SDS of cas: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis, DNA binding, cytotoxic properties, and structure-activity relationship of a series of head to tail, and tail to tail linked imidazole- and pyrrole-containing analogs of distamycin with N-terminal benzoic acid mustard groups was written by Lee, Moses;Garbiras, Bonnie J.;Young, Chad;Blair, Brian;Wyatt, Michael D.;Hartley, John A.. And the article was included in Medicinal Chemistry Research in 1994.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

The synthesis and biol. evaluation of the titled compounds are described. Results from an ethidium displacement assay showed that all of these compounds bound strongly to the DNAs studied, and they generally interacted equally well or slightly more strongly to poly(dA-dT) than to poly(dG-dC). Introduction of an aliphatic linker in the head to tail (N to C) compounds significantly decreased their cytotoxicities compared to the oligoimidazole analogs. In the tail to tail (C to C) series of compounds the 1:1 dimeric compounds showed significant improvement in cytotoxicities over their monomeric counterparts, presumably due to their increased ability to produce interstrand crosslinks in the minor groove. The 2:2 dimeric compounds were only slightly more cytotoxic than their monomeric congeners even though their crosslinking abilities were enhanced. This may be due to their poor solubilities in water. There were no significant differences in the cytotoxicities between the tail to tail linked pyrrole- and imidazole-containing compounds In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Safety of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Quantum chemical study on nitroimidazole, polynitroimidazole and their methyl derivatives was written by Su, Xinfang;Cheng, Xinlu;Meng, Chuanmin;Yuan, Xiaoli. And the article was included in Journal of Hazardous Materials in 2009.Recommanded Product: 3034-41-1 This article mentions the following:

The insensitive explosive candidates, nitroimidazoles, polynitroimidazoles and their Me derivatives, are studied using d. functional theory (DFT). The homolytic bond dissociation energies (BDEs) corresponding to -NO₂ group removal from C or N site on imidazole ring were calculated at B3P86/6-311G** level, and the weakest bond has been determined A correlation is developed between impact sensitivity h₅₀ and the ratio (BDE/E) of the weakest bond BDE to the total energy E, and we extrapolate this relation to predict the impact sensitivities for compounds where experiments are not available. It is found that most of the title compounds are insensitive towards impact stimuli with their h₅₀ >60.0 cm. Heats of formation (HOFs) for the 21 title compounds at 298 K in gas are also determined both at B3LYP/6-311G** and B3P86/6-311G** levels using isodesmic work reactions. The calculated BDEs and HOFs consistently indicate that C-nitro-substituted imidazole is more stable than the corresponding N-substituted one, and the introduction of Me on C increases the stability whereas the Me attached to N atom decreases the stability. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Recommanded Product: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem