Tag: 100-200

Anticancer agents. X. Cyclization of 1-acyl-4-alkylthiosemicarbazide derivatives to 1,2,4,-triazoline-3-thiones in the presence of hydrazine was written by O’Callaghan, C. N.. And the article was included in Proceedings of the Royal Irish Academy, Section B: Biological, Geological and Chemical Science in 1974.Recommanded Product: 934-48-5 This article mentions the following:

The triazolethione I [R = Et, Bu, Me(CH2)7, MeCONH] were prepared by cyclization of RCH(CONHNHCSNHMe)2 with H2NNH2. EtO2CCHRCONHNHCSNHMe (R = H, Et, Bu) and H2NNH2 gave the triazolethiones II (R = CH2CONHNH2, CHEtCONHNH2, CHBuCONHNH; R1 = Me). RCONHNHCSNHR1 (R = CH2CO2Et, R1 = Et, PhCH2; R = CO2Et, R1 = Me) and H2NNH2 gave the corresponding hydrazides which were cyclized with NaOH to give II (R = CH2CONHNH2, R1 = Et, PhCH2; R = CONHNH2, R1 = Me). In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Recommanded Product: 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Recommanded Product: 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Redox cleavage of sulfonamides. V. Structure of the bis-(arylsulfonyl) derivatives of 5-amino-1-methylpyrazole was written by Dorn, Helmut;Hilgetag, Guenter;Zubek, Alfred. And the article was included in Chemische Berichte in 1966.COA of Formula: C5H9N3 This article mentions the following:

Bis(arylsulfonyl) derivatives of 5-amino-1-methylpyrazole formed from 5-amino-1-methylpyrazole (I) and the 5-SO₂NH₂ analog of I in C₅H₅N were shown by spectroscopic and chem. evidence to carry the 2 sulfonyl groups on the exocyclic N atom. II (Ar = Ph or p-ClC₆H₄) (0.004 mole) in 16 cc. dry C₅H₅N shaken 48 hrs. at room temperature with 0.0043 mole Ar’SO₂Cl (Ar’ = p-ClC₆H₄ or p-MeC₆H₄) and poured onto ice and 80 cc. 2N HCl gave the following III (Ar, Ar’, % yield, and m.p. given): Ph, p-ClC₆H₄, (IV), 81.5, 128-9°; Ph, p-MeC₆H₄ (V), 85.0, 116-17°; p-ClC₆H₄, p-MeC₆H₄, (VI), 74.2, 171-2°. The same compounds were also prepared in a similar manner from the II (Ar = p-ClC₆H₄ or p-MeC₆H₄) with the Ar’SO₂Cl (Ar’ = Ph or p-ClC₅H₄) (% given): IV 51.2, V 62.4, VI 65.8. The uv spectra of 5-(p-toluenesulfonamino)-1-methylpyrazole, V, and VI are recorded. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3COA of Formula: C5H9N3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.COA of Formula: C5H9N3

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Investigation of azoles. N-Carbamoylpyrazoles was written by Elguero, Jose;Jacquier, Robert. And the article was included in Compt. Rend. in 1965.Category: pyrazoles-derivatives This article mentions the following:

A series of 3- and 5-methyl-1-carbamoylpyrazoles, obtained from H₂NCONHNH₂.HCl with various acetoacetaldehyde derivatives, were identified by their N.M.R. and uv spectra. Several symmetrically substituted N-carbamoylpyrazoles were also studied. 1-Carbamoylpyrazole (I), m. 140-1°, with Br in CHCl₃ gave the 4-Br derivative of I, m. 187-9° (EtOH). 3,5-Dimethyl-1-carbamoylpyrazole, m. 113.5°, gave similarly the 4-Br derivative, m. 152-3°. The mixture, m. 98-9°, obtained from H₂NCONHNH₂.HCl with (MeO)₂CHCH₂Ac, contained, according to its N.M.R. spectrum, 40% 3-Me derivative of I and 60% 5-Me derivative of I, and according to its uv spectrum 43 and 57%, resp. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Category: pyrazoles-derivatives).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Category: pyrazoles-derivatives

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Novel ketolide antibiotics with a fused five-membered lactone ring – synthesis, physicochemical and antimicrobial properties was written by Hunziker, Daniel;Wyss, Pierre-C.;Angehrn, Peter;Mueller, Aranka;Marty, Hans-Peter;Halm, Remy;Kellenberger, Laurenz;Bitsch, Veronique;Biringer, Gerard;Arnold, Wolf;Stampfli, Andreas;Schmitt-Hoffmann, Anne;Cousot, Denis. And the article was included in Bioorganic & Medicinal Chemistry in 2004.Related Products of 45887-08-9 This article mentions the following:

In an effort to find novel semisynthetic macrolides with extended antibacterial spectrum and improved activity we prepared a series of compounds based on com. available clarithromycin, a potent and safe antimicrobial agent of outstanding clin. and com. interest. According to the literature, improvement of antibacterial activity of erythromycin type antibiotics can be achieved by introduction of fused heterocycles such as cyclic carbonates or carbamates at positions 11 and 12 (such as in telithromycin). In the course of the work presented here, a similar, hitherto unprecedented set of compounds bearing a five-membered lactone ring fused to positions 11 and 12 was prepared based on carbon-carbon bond formation via intramol. Michael addition of a [(hetero)arylalkylthio]acetic acid ester enolate to an α,β-unsaturated ketone as the key step. Some of the ketolide compounds described in this paper were highly active against a representative set of erythromycin sensitive and erythromycin resistant test strains. The best compound showed a similar antimicrobial spectrum and comparable activity in vitro as well as in vivo as telithromycin. Furthermore, some physicochem. properties of these compounds were determined and are presented here. On the basis of these results, the novel ketolide lactones presented in this paper emerged as valuable lead compounds with comparable properties as the com. ketolide antibacterial telithromycin (Ketek^TM). In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Related Products of 45887-08-9).

3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazole the presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. Related Products of 45887-08-9

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Separation of pyrazoles by gas chromatography was written by Ward, D. D.;Grimmett, M. R.. And the article was included in Journal of Chromatography in 1979.Computed Properties of C4H5N3O2 This article mentions the following:

Pyrazole derivatives were separated by gas chromatog. by using glass columns (2.5 m × 1.5 mm) packed with silanized Chromosorb W (100-200 mesh) coated with 12% OV-17 or OV-225, N carrier gas at 20-25 cm³-min, inlet temperature 130-40°, a flame ionization detector at 300-50°, and temperature programming from 50° at 10°/min. Relative retention indexes and linear programmed indexes are given for alkyl-, 4-bromo-, 1-nitro-, C-nitro-, and bromonitropyrazoles. Although both N-substituted and N-unsubstituted pyrazoles could be separated on the same columns, 1-nitropyrazoles were sometimes susceptible to denitration at the higher temperatures used. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Computed Properties of C4H5N3O2).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazole the presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. Computed Properties of C4H5N3O2

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Kinetics of hydrolysis of hypoglycemic 1-acyl-3,5-dimethylpyrazoles was written by Forist, Arlington A.;Weber, Dennis J.. And the article was included in Journal of Pharmaceutical Sciences in 1973.COA of Formula: C6H9N3O This article mentions the following:

Other investigators suggested that various 1-acyl 3,5-dimethylpyrazoles might owe their hypoglycemic activity to a nonenzymic hydrolysis in vivo to the potent compound 3,5-dimethylpyrazole. As a test of this hypothesis, relative rates of hydrolysis at pH 2.0 and 6.7 (37.6.degree.) were determined for a representative series of compounds covering a wide range of hypoglycemic potencies. No correlation between hydrolysis rates and activity was observed 3,5-Dimethylpyrazole-1-carboxamide and 3,5-dimethylpyrazole-1-N,N-dimethylcarboxamide possess equivalent biol. activity; the former was rapidly hydrolyzed (half-life about 1 hr at pH 2.0 and 6.7), whereas the latter was totally stable. Differences in biol. activity reflect intrinsic potencies of the various compounds or differences in their absorption and (or) metabolism In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5COA of Formula: C6H9N3O).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.COA of Formula: C6H9N3O

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Structure-based optimization of pyrazolo-pyrimidine and -pyridine inhibitors of PI3-kinase was written by Staben, Steven T.;Heffron, Timothy P.;Sutherlin, Daniel P.;Bhat, Seema R.;Castanedo, Georgette M.;Chuckowree, Irina S.;Dotson, Jenna;Folkes, Adrian J.;Friedman, Lori S.;Lee, Leslie;Lesnick, John;Lewis, Cristina;Murray, Jeremy M.;Nonomiya, Jim;Olivero, Alan G.;Plise, Emile;Pang, Jodie;Prior, Wei Wei;Salphati, Laurent;Rouge, Lionel;Sampath, Deepak;Tsui, Vickie;Wan, Nan Chi;Wang, Shumei;Weismann, Christian;Wu, Ping;Zhu, Bing-Yan. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Recommanded Product: 18213-75-7 This article mentions the following:

Starting from HTS hit 1a, X-ray co-crystallization and mol. modeling were used to design potent and selective inhibitors of PI3-kinase. Bioavailablity in this series was improved through careful modulation of physicochem. properties. Compound 12 (I) displayed in vivo knockdown of PI3K pharmacodynamic markers such as pAKT, pPRAS40, and pS6RP in a PC3 prostate cancer xenograft model. In the experiment, the researchers used many compounds, for example, 5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7Recommanded Product: 18213-75-7).

5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Recommanded Product: 18213-75-7

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Pyrazoles. XXXIV. Ultraviolet spectra of pyrazole systems was written by Grandberg, I. I.. And the article was included in Zhurnal Obshchei Khimii in 1963.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

Ultraviolet spectra are reported for 117 substituted pyrazoles. Halogen atoms, alkyl, or NH₂ groups produce a small bathochromic effect on the K band of pyrazole; in the presence of only these auxochromes the band is below 235 mμ; chromophores such as aryl groups, NO₂, or NO groups, caused a shift of the K band to 242-80 mμ. The largest bathochromic shift occurs with auxochromes in 1- and 4-positions. If the group interaction between these substituents and the ring occurs through p-electrons, the bathochromic shift is small. Estimation of electron mobilities of heterocyclic rings on the basis of bathochromic band shifts resulted in the following series of ascending magnitude of the shift: 2-selenophene-yl, 2-thienyl, 2-furyl, Ph. The ferrocenyl radical as a substituent on the pyrazole ring acts as a typical auxochrome and does not conjugate with the pyrazole ring. Cf. CA 58,3290f. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Nitrodeiodination of polyiodopyrazoles: a convenient synthesis of 4-nitroiodopyrazoles was written by Tretyakov, Eugene V.;Vasilevsky, Sergei F.. And the article was included in Mendeleev Communications in 1995.Name: 1-Methyl-3-nitro-1H-pyrazole This article mentions the following:

A number of 3,4-, 4,5-diiodo- and 3,4,5-triiodo-1-methypyrazoles have been converted into the corresponding almost inaccessible 3-, 5-iodo- and 3,5-diiodo-1-methyl-4-nitropyrazoles by nitration with a HNO₃-H₂SO₄ mixture In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Name: 1-Methyl-3-nitro-1H-pyrazole).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Name: 1-Methyl-3-nitro-1H-pyrazole

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

High resolution carbon-13 nuclear magnetic resonance spectra of solid pyrazoles. Application to annular tautomerism was written by Faure, Robert;Vincent, Emile Jean;Rousseau, Andre;Claramunt, Rose Maria;Elguero, Jose. And the article was included in Canadian Journal of Chemistry in 1988.Quality Control of 3-Methyl-4-nitro-1H-pyrazole This article mentions the following:

Carbon-13 NMR spectroscopy in the solid state (cross polarization/magic angle spinning technique) is a very suitable method for studying the annular tautomerism of pyrazoles. In all the compounds studied, the tautomerism is frozen and the signals are well resolved except for 3,5-dimethyl-4-nitropyrazole, which shows broad signals. In the case of 4-substituted derivatives of 3(5)-methylpyrazoles, the tautomer present in the solid state is a 4-X-5 methylpyrazole. 3-Phenyl-5-methylpyrazole (4H or 4-methyl) is favored over the 3-methyl-5-phenyl-tautomer. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Quality Control of 3-Methyl-4-nitro-1H-pyrazole).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Quality Control of 3-Methyl-4-nitro-1H-pyrazole

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics