Tag: M.W=100-150

Holzmann, G. published the artcileNegative ion mass spectra of cyano substituted heterocycles, Safety of 1H-1,2,3-Triazole-4,5-dicarbonitrile, the publication is Organic Mass Spectrometry (1978), 13(11), 636-41, database is CAplus.

The neg. ion mass spectra are reported of 21 dicyano heteroaromatic compounds The spectra are useful for the anal. of isomeric compounds All the compounds fragment to give [(CN)₂]•^–, [C₄N₃]^–, or [C₄N₄]•^– ions. The ion structures were identified using metastable transitions and collisional activation spectra. The fragmentations of tetracyano compounds are explained by rearrangement processes of mol. anions.

Organic Mass Spectrometry published new progress about 53817-16-6. 53817-16-6 belongs to triazoles, auxiliary class Triazoles, name is 1H-1,2,3-Triazole-4,5-dicarbonitrile, and the molecular formula is C4HN5, Safety of 1H-1,2,3-Triazole-4,5-dicarbonitrile.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ramirez, Miguel A. published the artcileStudies on tautomeric stability and equilibrium of 5(4)-substituted-1,2,3 triazoles. I. Electronegativity and resonance effects of substituent, COA of Formula: C2H2N4O2, the publication is Computational & Theoretical Chemistry (2013), 31-37, database is CAplus.

We have studied the 1,2,3-triazole system with a set of 25 substituents of different electronic features using several methods. Our aim is to find out a calculation method for the anal. of these mols. in biol. systems. The combined AIM and NBO study permitted us to justify the observed tautomeric preferences. The absolute predominance of the 2H-tautomer forms is greatly changed when the substituent group possesses anionic character, therefore the pH of the medium is relevant. When the calculations were carried out in solution, noteworthy changes in the behavior of charged substituents were observed These facts may be relevant when studying the interactions of these mols. with biol. receptors.

Computational & Theoretical Chemistry published new progress about 84406-63-3. 84406-63-3 belongs to triazoles, auxiliary class Triazole,Nitro Compound, name is 4-Nitro-2H-1,2,3-triazole, and the molecular formula is C2H2N4O2, COA of Formula: C2H2N4O2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Yoshida, Y. published the artcileStudies on anti-Helicobacter pylori agents. Part 2: New cephem derivatives, Recommanded Product: Sodium 1,2,3-triazole-5-thiolate, the publication is Bioorganic & Medicinal Chemistry (2000), 8(9), 2317-2335, database is CAplus and MEDLINE.

The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of cephem derivatives are described. Introduction of thio-heterocyclic groups containing N- and S-atoms to the 3-position and Ph or thienyl acetamido groups to the 7-position of the cephem nucleus dramatically improved the activity. From this series of derivatives, . 7β-(2-phenylacetamido)-3-(5-methyl-1,3,4-thiadiazol-2-yl)thio-3-cephem-4-carboxylic acid was found to have extremely potent in vitro anti-H. pylori activity, superior therapeutic efficacy compared to AMPC and CAM, no cross-resistance between CAM or MNZ and low potential for causing diarrhea due to instability to β-lactamase.

Bioorganic & Medicinal Chemistry published new progress about 59032-27-8. 59032-27-8 belongs to triazoles, auxiliary class Triazoles, name is Sodium 1,2,3-triazole-5-thiolate, and the molecular formula is C18H23OP, Recommanded Product: Sodium 1,2,3-triazole-5-thiolate.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ivashkevich, O. A. published the artcileQuantum-chemical investigation of certain physicochemical properties of C-nitro-1,2,3-triazole and N-alkyl-4(5)-nitro-1,2,3-triazoles, SDS of cas: 14544-45-7, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2008), 44(12), 1472-1482, database is CAplus.

Quantum-chem. calculations have been carried out on mol. electrostatic potentials, proton affinity in the gas phase, gas phase basicity, and pK _BH+ values in aqueous solution for C-nitro- and N-alkyl-4(5)-nitro-1,2,3-triazoles, and the relative stability of the isomeric N-alkyl-4(5)-nitrotriazoles (alkyl = Me, Et, i-Pr, t-Bu) in the gas phase and in aqueous solution For all the studied substances in the gas phase the 2H-tautomer and the N(2)-isomers were considerably more stable than the corresponding N(1) compounds, and the 3H-tautomer and N(3)-isomer were the least stable. In aqueous solution 1- and 3-isomers had close values of energies, but in the case of C-nitro-1,2,3-triazole the 1H form became even more stable than the 2H-form. It was established which ring nitrogen atoms of 1,2,3-triazoles are protonated in the gas phase and in solution The obtained data correlate well with the results of exptl. investigations on the alkylation of 1,2,3-triazoles in acidic and basic media and of the exptl. investigation on the alkylation of C-nitro-1,2,3-triazoles with di-Et sulfate carried out in the present work.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, SDS of cas: 14544-45-7.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ivashkevich, O. A. published the artcileQuantum-chemical investigation of certain physicochemical properties of C-nitro-1,2,3-triazole and N-alkyl-4(5)-nitro-1,2,3-triazoles, Quality Control of 84406-63-3, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2008), 44(12), 1472-1482, database is CAplus.

Quantum-chem. calculations have been carried out on mol. electrostatic potentials, proton affinity in the gas phase, gas phase basicity, and pK _BH+ values in aqueous solution for C-nitro- and N-alkyl-4(5)-nitro-1,2,3-triazoles, and the relative stability of the isomeric N-alkyl-4(5)-nitrotriazoles (alkyl = Me, Et, i-Pr, t-Bu) in the gas phase and in aqueous solution For all the studied substances in the gas phase the 2H-tautomer and the N(2)-isomers were considerably more stable than the corresponding N(1) compounds, and the 3H-tautomer and N(3)-isomer were the least stable. In aqueous solution 1- and 3-isomers had close values of energies, but in the case of C-nitro-1,2,3-triazole the 1H form became even more stable than the 2H-form. It was established which ring nitrogen atoms of 1,2,3-triazoles are protonated in the gas phase and in solution The obtained data correlate well with the results of exptl. investigations on the alkylation of 1,2,3-triazoles in acidic and basic media and of the exptl. investigation on the alkylation of C-nitro-1,2,3-triazoles with di-Et sulfate carried out in the present work.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 84406-63-3. 84406-63-3 belongs to triazoles, auxiliary class Triazole,Nitro Compound, name is 4-Nitro-2H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Quality Control of 84406-63-3.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ivashkevich, O. A. published the artcileSelective synthesis of 1,3-dialkyl-4-nitro-1,2,3-triazolium salts from 1-alkyl-4-nitro-1,2,3-triazoles and dialkyl sulfates, SDS of cas: 84406-63-3, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2009), 45(10), 1218-1225, database is CAplus.

The alkylation reaction of 1-alkyl-substituted 4-nitro-1,2,3-triazoles with di-Me and di-Et sulfates has been studied. The structures of the N¹,N³-dialkyl-4-nitro-1,2,3-triazolium alkylsulfates and perchlorates thus obtained was confirmed by IR, NMR, ¹³C-NMR. Alkylation with an excess of dialkyl sulfate occurred regioselectively at N³ with the formation of 1,3-dialkyl-4-nitro-1,2,3-triazolium salts, which is in agreement quantum-chem. calculations of the relative stability of the corresponding isomeric cations. The mol. and crystal structures of one such salt [i.e., 1,3-diethyl-4-nitro-1,2,3-triazolium perchlorate] was determined by X-ray crystallog. (nitro)triazolium salts with mixed alkyl substituents [i.e., 3-ethyl-1-methyl-1,2,3-triazolium perchlorate and 1-ethyl-3-methyl-4-nitro-1,2,3-triazolium perchlorate] was also reported here.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 84406-63-3. 84406-63-3 belongs to triazoles, auxiliary class Triazole,Nitro Compound, name is 4-Nitro-2H-1,2,3-triazole, and the molecular formula is C2H2N4O2, SDS of cas: 84406-63-3.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Bilton, J. A. published the artcilePhthalocyanines. X. Experiments in the pyrrole, isoöxazole, pyridazine, furan and triazole series, Category: triazoles, the publication is Journal of the Chemical Society (1937), 922-9, database is CAplus.

The general result of this series was that no phthaloeyanine-like pigment was obtained in any of the 5 series investigated. In some cases this appears to be a genuine neg. and in agreement with theory; in others the result is inconclusive, as suitably close intermediates could not be prepared Di-Et 2,5.-dimethylpyrrole-3,4-dicarboxylic acid does not react with NH₃ to form the diamide; it also could not be prepared through the acid chloride. The Na compound of NCCH₂Ac did not react with I or α-bromocyanoacetone (from NCCH₂Ac and Br, b₁₂ 43° to give diacetylsuccinonitrile, neither could the pyrrole be obtained by direct condensation of these compounds with NH₃. Me 1,2-diacetylsuccinate, b₂₀, 120°, m. 113.5°; aqueous NH₄OH gave only a brown oil. Et 3-formyl-2,5-dimethylpyrrole-4-carboxylate and its oxime were prepared from Et 2,5-dimethylpyrrole-3-carboxylate; dehydration of the oxime yields Et 3-cyano-2,5-dimethylpyrrole-4-carboxylate, m. 152°, which does not yield an amide on heating under pressure with NH₃-MeOH or aqueous NH₄OH. Hydrolysis gives the free acid, m. 288°(decomposition), which, on heating at 200° and 13 mm., gives 73% of 3-cyano-2,5-dimethylpyrrole, m. 89°. Through the imine-HCl this was converted into the 4-formyl derivative, yellow, m. 207° (81% yield) (oxime, m. 223°); Ac₂O and AcONa convert this into 3,4-dicyano-2,5-dimethylpyrrole, m. 239° (89% yield); this yielded no phthalocyanine-like pigment when treated with metallic reagents under the usual conditions. 4-Carbethoxy-2,3-dimethylpyrrole-5-aldoxime on refluxing with Ac₂O and AcONa gives 81% of Et 5-cyano-2,3-dimethylpyrrole-4-carboxylate, m. 180°; the free acid, m. 242°, decomposes 250°, results in 94% yield and could not be decarboxylated to the corresponding mononitrile. 2,3-Dimethylpyrrole was converted into the 5-formyl derivative and the 5-aldoxime, dehydrated to the 5-CN derivative, m. 121.5°, in 66% yield; this does not react with HCN and HCl, nor does the 5-aldoxime or 5-aldehyde. 5-Methylisoöxazole-3,4-dicarboxamide, m. 216°, results in 67% yield from the Et ester and NH₄OH; P₂O₅ gives 70% of 3,4-dicyano-5-methylisoöxazole, b₁₂ 115°, b₇₆₀ 245° (some decomposition), m. 32°; about 3 hrs. heating at 115-20° and 5 mm. were necessary to form a pure product; HCl in absolute EtOH gives a mixture of the above Et ester and 3(or 4)-cyano-5-methylisoöxazole-3(or 4)-carboxamide, m. 225°; this also resulted with 10% KOH. The dinitrile did not form a phthalocyanine-like pigment. 3,6-Dimethylpyridazine-4,5-dicarboxamide, m. 240°, results in theoretical yield from the ester and NH₄OH; sublimation at 240° and 10 mm. gives 44% of the imide, m. 240° (decomposition); the dinitrile could not be prepared and the imide did not yield a Cu pigment of the phthalocyanine type. Refluxing 2,5-dimethylfuran-3,4-dicarboxamide with Ac₂O for 6 hrs: gives 4-cyano-2,5-dimethylfuran-3-carboxylic acid, m. 174°. Me 5-cyano-3-methylfuran-4-carboxylate, m. 49° (in 26% yield from the Ag salt and MeI), is hydrolyzed by concentrated NH₄OH and is unchanged by EtOH-NH₃ at 50° for 2 days. Dicyanotriazole does not yield pigments with metallic reagents; it is soluble in aqueous NaHCO₃ with effervescence and a dilute aqueous solution dissolves Zn with evolution of H; the Ag salt, precipitated with AgNO₃, is not dissolved by cautious addition of dilute HNO₃; warming the Ag salt with excess HNO₃ gives the free dinitrile; MeOH does not give a Me ether.

Journal of the Chemical Society published new progress about 53817-16-6. 53817-16-6 belongs to triazoles, auxiliary class Triazoles, name is 1H-1,2,3-Triazole-4,5-dicarbonitrile, and the molecular formula is C4HN5, Category: triazoles.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Han, Xun published the artcileElectrostatic balance parameter mediated energy functions-toward stability and performance of explosives, Category: triazoles, the publication is Propellants, Explosives, Pyrotechnics (2021), 46(8), 1313-1323, database is CAplus.

It is a main challenge to achieve a fine balance between high energy d. and good mol. stability in energetic material research. The electrostatic balance parameter (ν), a universal parameter, that describes the coordination relationship between energy and stability of explosives may achieve this purpose. The strain energy, resonance energy, and large π-π separation energy were calculated from the perspective of mol. transformability to evaluate the stability of explosive mols., and ν was used to mediate the three parameters. The linear fitting results show that ν is highly correlated with these parameters, and a higher ν means better stability and lower mol. energy. The electrostatic balance parameter ν was also employed to mediate a high-energy explosive mol. (CL-20) and a high-stability mol. (LLM-105) and a possible structure for a supramol. explosive was screened from 6 kinds of supramols., which provides a feasible idea for the design of new explosives with low sensitivity and high energy. There is a strong linear correlation between electrostatic balance parameter (ν) and explosive energy (detonation velocity and heat of formation) and stability (strain energy, resonance energy, large π-π separation energy, and impact sensitivity). By adjusting the ν, it is possible to mediate the mol. energy and stability of explosives. The supramol. explosive is composed of LLM-105 and CL-20 explosive mols., and the possible structure of a kind of supramol. explosive is screened out by the value of ν.

Propellants, Explosives, Pyrotechnics published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Category: triazoles.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Han, Xun published the artcileElectrostatic balance parameter mediated energy functions-toward stability and performance of explosives, Recommanded Product: 4-Nitro-2H-1,2,3-triazole, the publication is Propellants, Explosives, Pyrotechnics (2021), 46(8), 1313-1323, database is CAplus.

It is a main challenge to achieve a fine balance between high energy d. and good mol. stability in energetic material research. The electrostatic balance parameter (ν), a universal parameter, that describes the coordination relationship between energy and stability of explosives may achieve this purpose. The strain energy, resonance energy, and large π-π separation energy were calculated from the perspective of mol. transformability to evaluate the stability of explosive mols., and ν was used to mediate the three parameters. The linear fitting results show that ν is highly correlated with these parameters, and a higher ν means better stability and lower mol. energy. The electrostatic balance parameter ν was also employed to mediate a high-energy explosive mol. (CL-20) and a high-stability mol. (LLM-105) and a possible structure for a supramol. explosive was screened from 6 kinds of supramols., which provides a feasible idea for the design of new explosives with low sensitivity and high energy. There is a strong linear correlation between electrostatic balance parameter (ν) and explosive energy (detonation velocity and heat of formation) and stability (strain energy, resonance energy, large π-π separation energy, and impact sensitivity). By adjusting the ν, it is possible to mediate the mol. energy and stability of explosives. The supramol. explosive is composed of LLM-105 and CL-20 explosive mols., and the possible structure of a kind of supramol. explosive is screened out by the value of ν.

Propellants, Explosives, Pyrotechnics published new progress about 84406-63-3. 84406-63-3 belongs to triazoles, auxiliary class Triazole,Nitro Compound, name is 4-Nitro-2H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Recommanded Product: 4-Nitro-2H-1,2,3-triazole.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Cioffi, Christopher L. published the artcileSynthesis and Biological Evaluation of N-((1-(4-(Sulfonyl)piperazin-1-yl)cycloalkyl)methyl)benzamide Inhibitors of Glycine Transporter-1, COA of Formula: C2H2N3NaS, the publication is Journal of Medicinal Chemistry (2016), 59(18), 8473-8494, database is CAplus and MEDLINE.

The authors previously disclosed the discovery of rationally designed N-((1-(4-(propylsulfonyl)piperazin-1-yl)cycloalkyl)methyl)benzamide inhibitors of glycine transporter-1 (GlyT-1), represented by analogs 10 and 11. The authors describe herein further structure-activity relationship exploration of this series via an optimization strategy that primarily focused on the sulfonamide and benzamide appendages of the scaffold. These efforts led to the identification of advanced leads possessing a desirable balance of excellent in vitro GlyT-1 potency and selectivity, favorable ADME and in vitro pharmacol. profiles, and suitable pharmacokinetic and safety characteristics. Representative analog I exhibited robust in vivo activity in the cerebral spinal fluid glycine biomarker model in both rodents and nonhuman primates. Furthermore, rodent microdialysis experiments also demonstrated that oral administration of I significantly elevated extracellular glycine levels within the medial prefrontal cortex (mPFC).

Journal of Medicinal Chemistry published new progress about 59032-27-8. 59032-27-8 belongs to triazoles, auxiliary class Triazoles, name is Sodium 1,2,3-triazole-5-thiolate, and the molecular formula is C2H2N3NaS, COA of Formula: C2H2N3NaS.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics