Tag: M.W=100-150

Jiang, Bo; Ning, Yi; Fan, Wei; Tu, Shu-Jiang; Li, Guigen published the artcile< Oxidative Dehydrogenative Couplings of Pyrazol-5-amines Selectively Forming Azopyrroles>, Quality Control of 118430-74-3, the main research area is stereoselective synthesis azopyrrole; oxidative dehydrogenative coupling pyrazolamine copper iodine.

New oxidative dehydrogenative couplings of pyrazol-5-amines for the selective synthesis of azopyrrole derivatives have been described. The reaction simultaneously installs C-I and N-N bonds through iodination and oxidation; a copper-catalyzed oxidative coupling process led to azopyrroles,. E.g., in presence of I2, TBHP, and K2CO3 in EtOH, dehydrogenative coupling of pyrazol-5-amine (I) gave 86% iodinated azopyrrole [(E)-II]. E.g., in presence of CuI, 1,10-phenanthroline, and TBHP in CH2Cl2, dehydrogenative coupling of I gave 56% (E)-III. The resulting iodo-substituted azopyrroles were employed by treatment with various terminal alkynes through Sonogashira cross-coupling leading to new azo compounds

Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Quality Control of 118430-74-3.

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

Vasilevskii, S. F.; Shvartsberg, M. S. published the artcile< Oxidative iodination of substituted N-methylpyrozoles>, Computed Properties of 17827-61-1, the main research area is oxidation iodination methylpyrazole; pyrazole methyl oxidation iodination.

1-Methylpyrazole was iodinated in position 4 with iodine in aqueous KI with a low yield: introduction of an electron donor substituent in position 3 or 5 increased the reactivity of the heterocycle. Iodination of 5-amino-1,3-dimethylpyrazole gave 80% 4-iodide, but its N-acetyl derivative did not react. N-Methylpyrazole-4-carboxylic acids and -4-aldehydes underwent iodination under the same conditions and gave the 4-iodo or polyiodo derivative The presence of moderately strong electro acceptor substituents, e.g., iodo, or CO2Me, in the ring in the 4 position did not exclude the possibility of oxidative iodination at other positions of the ring. Strong electron acceptor groups, e.g., NO2, retard the reaction.

Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published new progress about Iodination. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, Computed Properties of 17827-61-1.

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

Zhang, Shiyan; Huang, Chaoying; Lyu, Xilin; Wang, Peipei; Zang, Yi; Wang, Zengtao; Wang, Huan; Li, Jia; Zhao, Yujun published the artcile< Discovery of a 2-pyridinyl urea-containing compound YD57 as a potent inhibitor of apoptosis signal-regulating kinase 1 (ASK1)>, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, the main research area is pyridinyl urea containing compound preparation ASK1 inhibitor cancer; ASK1; ASK2; Apoptosis; Cell cycle arrest; Selectivity.

Inhibition of MAP3K kinase ASK1 has been an attractive strategy for the treatment of nonalcoholic steatohepatitis and multiple sclerosis, among others. Herein, we reported the discovery of 2-pyridinyl urea-containing compound 14l (YD57) as a potent, small-mol. inhibitor of ASK1. 14l was selective against MAP3K kinases ASK2 and TAK1 (>140-fold), while it also inhibited several cell cycle regulating kinases with IC50 values in a range of 90-400 nM (<20-fold selectivity). As a consequence, 14l had stronger apoptosis induction, more potent G1 cell cycle arrest activities, and lower IC50 value of cell growth inhibition than that of GS4997 in HepG2 cancer cell line. On the other hand, 14l did not inhibit ASK1 and p38 phosphorylation in intact cells. We reason that the multi-target effects of 14l likely neutralized the activities caused by inhibition of cellular ASK1. Future studies of these ASK1 inhibitors should pay close attention to their kinome selectivity profile. European Journal of Medicinal Chemistry published new progress about Antitumor agents. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine.

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

Saha, Debasmita; Ryan, Katie Rose; Lakkaniga, Naga Rajiv; Smith, Erica Lane; Frett, Brendan published the artcile< Pyrazoloadenine Inhibitors of the RET Lung Cancer Oncoprotein Discovered by a Fragment Optimization Approach>, Safety of 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, the main research area is pyrazoloadenine inhibitor RET lung cancer oncoprotein fragment optimization; RET inhibitor; fragment-based drug discovery; oncoproteins; pyrazoloadenines.

A fragment-based drug-discovery approach was used on a pyrazoloadenine fragment library to uncover new mols. that target the RET (REarranged during Transfection) oncoprotein, which is a driver oncoprotein in ∼2 % of non-small-cell lung cancers. The fragment library was screened against the RET kinase and LC-2/ad (RET-driven), KM-12 (TRKA-driven matched control) and A549 (cytotoxic control) cells to identify selective scaffolds that could inhibit RET-driven growth. An unsubstituted pyrazoloadenine fragment was found to be active on RET in a biochem. assay, but reduced cell viability in non-RET-driven cell lines (EC50=1 and 3 μM, resp.). To increase selectivity for RET, the pyrazoloadenine was modeled in the RET active site, and two domains were identified that were probed with pyrazoloadenine fragment derivatives to improve RET affinity. Scaffolds at each domain were merged to generate a novel lead compound, 8 p (I), which exhibited improved activity and selectivity for the RET oncoprotein (A549 EC50=5.92 μM, LC-2/ad EC50=0.016 μM, RET IC50=0.000326 μM).

ChemMedChem published new progress about Antitumor agents. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Safety of 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine.

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

Rickborn, Bruce published the artcile< The retro-Diels-Alder reaction. Part II. Dienophiles with one or more heteroatom>, COA of Formula: C6H8N2O2, the main research area is review One; review II; review More; review Dienophiles; review Reaction; review Retro DielsAlder; review Part; review Heteroatom.

A review of the article The retro-Diels-Alder reaction. Part II. Dienophiles with one or more heteroatom.

Organic Reactions (Hoboken, NJ, United States) published new progress about Organic synthesis. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, COA of Formula: C6H8N2O2.

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

Kokorekin, Vladimir A.; Sigacheva, Vera L.; Petrosyan, Vladimir A. published the artcile< New data on heteroarene thiocyanation by anodic oxidation of NH4SCN. The processes of electroinduced nucleophilic aromatic substitution of hydrogen>, COA of Formula: C7H11N3, the main research area is heteroarene thiocyanation anodic oxidation ammonium thiocyanate.

Potentiostatic (galvanostatic) electrolysis of NH4SCN in an undivided cell under mild conditions (25 °C, Pt anode, MeCN) was employed to perform the anodic thiocyanation of nitrogen-containing heterocycles with yields up to 95%. The regularities of the process are discussed, which show that it can be considered as electroinduced nucleophilic aromatic substitution of hydrogen.

Tetrahedron Letters published new progress about Cyanation, thiocyanation. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, COA of Formula: C7H11N3.

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

Komatsuda, Masaaki; Suto, Ayane; Kondo, Hiroki Jr; Takada, Hiroyuki; Kato, Kenta; Saito, Bunnai; Yamaguchi, Junichiro published the artcile< Ring-opening fluorination of bicyclic azaarenes>, Category: pyrazoles-derivatives, the main research area is pyrazolopyridine bicyclic azaarene ring opening fluorination.

Authors have discovered a ring-opening fluorination of bicyclic azaarenes. Upon treatment of bicyclic azaarenes such as pyrazolo[1,5-a]pyridines with electrophilic fluorinating agents, fluorination of the aromatic ring is followed by a ring-opening reaction. Although this overall transformation can be classified as an electrophilic fluorination of an aromatic ring, it is a novel type of fluorination that results in construction of tertiary carbon-fluorine bonds. The present protocol can be applied to a range of bicyclic azaarenes, tolerating azines and a variety of functional groups. Addnl., mechanistic studies and enantioselective fluorination have been examined

Chemical Science published new progress about Bond cleavage. 73957-66-1 belongs to class pyrazoles-derivatives, and the molecular formula is C8H6N2O, Category: pyrazoles-derivatives.

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

Dang, Qun; Brown, Brian S.; Erion, Mark D. published the artcile< 5-Aminopyrazoles as Dienophiles in the Inverse Electron Demand Diels-Alder Reactions of 2,4,6-Tris(ethoxycarbonyl)-1,3,5-triazine: Syntheses of Pyrazolopyrimidines>, Computed Properties of 118430-74-3, the main research area is pyrazolopyrimidine preparation; cycloaddition ethoxycarbonyltriazine aminopyrazole; triazine trisethoxycarbonyl cycloaddition aminopyrazole; pyrazole amino cycloaddition trisethoxycarbonyltriazine.

[4 + 2] Cycloaddition reactions of 2,4,6-tris(ethoxycarbonyl)-1,3,5-triazine with 5-aminopyrazoles are reported. This methodol. is suitable for the one-step synthesis of highly substituted pyrazolo[3,4-d]pyrimidines.

Journal of Organic Chemistry published new progress about Diels-Alder reaction, inverse-electron-demand. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Computed Properties of 118430-74-3.

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

Xun, Zhan; Feng, Xian; Wang, Jianjun; Shi, Daqing; Huang, Zhibin published the artcile< Multicomponent Strategy for the Preparation of Pyrrolo[1,2-a]pyrimidine Derivatives under Catalyst-Free and Microwave Irradiation Conditions>, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, the main research area is pyrrolopyrimidine preparation microwave irradiation regioselective; aminopyrazole acetylenedicarboxylate malononitrile multicomponent reaction.

A simple and efficient one-pot procedure has been developed for the construction of pyrrolo[1,2-a]pyrimidines I (R = Me, Et; R1 = H, CH3, C6H5; R2 = Me, Ph, cyclopropyl) via the three-component domino reaction of 5-aminopyrazoles II, acetylenedicarboxylates RCO2CCCO2R and malononitrile under catalyst-free, microwave irradiation conditions. The key step in this transformation is the N-N bond cleavage reaction of the II substrate, which has been reported in this context for the first time in this study. The advantages of this protocol include readily available starting materials, short reaction times and good regioselectivity.

Chinese Journal of Chemistry published new progress about Microwave irradiation. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine.

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

Adachi, Ikuo; Yamamori, Teruo; Hiramatsu, Yoshiharu; Sakai, Katsunori; Sato, Hatsuo; Kawakami, Masaru; Uno, Osamu; Ueda, Motohiko published the artcile< Studies on dihydropyridines. II. Synthesis of 4,7-dihydropyrazolo[3,4-b]pyridines with vasodilating and antihypertensive activities>, Formula: C7H11N3, the main research area is coronary vasodilator dihydropyrazolopyridine preparation; structure property relationship dihydropyrazolopyridine antihypertensive; pyrazolopyridine dihydro antihypertensive preparation; aminopyrazole unsaturated ketoester cyclocondensation; calcium channel blocker dihydropyrazolopyridine.

A series of 4-aryl-4,7-dihydropyrazolo[3,4-b]pyridine-5-carboxylate derivatives I (R = Me, Ph, cyclopentyl; R1 = Me, Et, CHMe2, cyclohexyl, substituted phenethyl, etc.; R2 = 2-O2NC6H4, 3-O2NC6H4, 2-ClC6H4, 2.8-Cl2C6H4, pyridyl; R3 = H, Me, CHMe2, Ph, cycloalkyl, CO2Et, pyridyl, etc.) was prepared and the compounds were tested for Ca-blocking activity in isolated guinea pig portal vein, antihypertensive activity in spontaneously hypertensive rats, and coronary vasodilating effect in isolated guinea pig heart. A number of derivatives had potent antihypertensive and coronary vasodilating activities. The structure-activity relationships of the series indicated that a 3-cyclopentyl or 3-cyclohexyl substituent and a hydrophobic 5-ester moiety with moderate bulkiness were effective for increasing the pharmacol. potencies.

Chemical & Pharmaceutical Bulletin published new progress about Antihypertensives. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Formula: C7H11N3.

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