Category: 23286-70-6

Gao, Yaojun published the artcileSynthesis of Pyrazolo[5,1-d][1,2,3,5]tetrazin-4(3H)-ones, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Journal of Combinatorial Chemistry (2010), 12(1), 69-74, database is CAplus and MEDLINE.

A solid-phase synthesis of 5-aminopyrazoles I (R¹ = H, CN, EtO₂C, Ph; R² = H, Me, Ph) has been developed and applied to the preparation of pyrazolo[5,1-d][1,2,3,5]tetrazin-4(3H)-ones II (R³ = n-hexyl, Ph, 4-ClC₆H₄, PhCH₂, PhCH₂CH₂). In this strategy, 5-aminopyrazoles I were converted into pyrazolo[5,1-d][1,2,3,5]tetrazines II in one-pot via diazotization followed cyclocondensation with isocyanates R³NCO.

Journal of Combinatorial Chemistry published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Cascioferro, Stella published the artcileSynthesis and biofilm formation reduction of pyrazole-4-carboxamide derivatives in some Staphylococcus aureus strains, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is European Journal of Medicinal Chemistry (2016), 58-68, database is CAplus and MEDLINE.

The ability of several N-phenyl-1H-pyrazole-4-carboxamide derivatives and other pyrazoles opportunely modified at the positions 3, 4 and 5, to reduce the formation of the biofilm in some Staphylococcus aureus strains (ATCC 29213, ATCC 25923 and ATCC 6538) were investigated. All the tested compounds were able, although to a different extent, to reduce the biofilm formation of the three bacterial strains considered. Among these, the 1-(2,5-dichlorophenyl)-5-methyl-N-phenyl-1H-pyrazole-4-carboxamide 14 resulted as the best inhibitor of biofilm formation showing an IC₅₀ ranging from 2.3 to 32 μM, against all the three strains of S. aureus. Compound 14 also shows a good protective effect in vivo by improving the survival of wax moth larva (Galleria mellonella) infected with S. aureus ATCC 29213. These findings indicate that 14d is a potential lead compound for the development of new anti-virulence agents against S. aureus infections.

European Journal of Medicinal Chemistry published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Yu, Lingbo published the artcileSynthesis of 1-alkyl-4-amino-5-pyrazolecarboxylate and ethyl 1-alkyl-5-amino-4-pyrazolecarboxylate, Product Details of C7H11N3O2, the publication is Zhongguo Haiyang Daxue Xuebao, Ziran Kexueban (2006), 36(3), 54-58, database is CAplus.

Synthetic routes to two kinds of substituted pyrazole derivatives were designed based on an anal. of their structural features. The methods for preparing such heterocyclic intermediates, including an N-alkylation reaction condition are researched. The structures of 1-cyclopentyl-4-nitro-5-propyl-1H-pyrazole-3-carboxylic acid Et ester and 1-cyclopentyl-4-nitro-3-propyl-1H-pyrazole-5-carboxylic acid Et ester were identified by HMBC and INEPT NMR techniques.

Zhongguo Haiyang Daxue Xuebao, Ziran Kexueban published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C15H21BO3, Product Details of C7H11N3O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Zhang, Qiangsheng published the artcileThe discovery of SKLB-0335 as a paralog-selective EZH2 covalent inhibitor, COA of Formula: C7H11N3O2, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(24), 3006-3009, database is CAplus and MEDLINE.

By targeting the unique Cys663 of EZH2, SKLB-0335 displayed high paralog-selectivity on EZH2. Biochem. studies showed that SKLB-0335 was covalently bind to EZH2 at its S-adenosylmethionine (SAM) pocket and inhibited H3K27Me3. SKLB-0335 was an effective chem. probe with which to further investigate the specific biol. functions of EZH2.

Chemical Communications (Cambridge, United Kingdom) published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H6N2O2S, COA of Formula: C7H11N3O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Saito, Koji published the artcileFormation of pyrazolo[1,5-a]pyrimidine derivatives. II. Reaction of ethyl ethoxymethylenecyanoacetate with its hydrazino derivatives, Computed Properties of 23286-70-6, the publication is Bulletin of the Chemical Society of Japan (1974), 47(2), 476-80, database is CAplus.

The reaction of ethyl ethoxymethylenecyanoacetate with its hydrazino derivative in the presence of pyridine in EtOH at room temperature gave ethyl (4-ethoxycarbonyl-5-aminopyrazol-1-yl)methylenecyanoacetate (I) and two geometric isomers of ethyl (4-ethoxycarbonylpyrazol-5-ylamino)methylenecyanoacetate (II) I under the same conditions rearranged to II. I and II upon heating cyclized exclusively to the same product, diethyl 7-aminopyrazolo[1,5-a]pyrimidine-3,6-dicarboxylate III.

Bulletin of the Chemical Society of Japan published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Computed Properties of 23286-70-6.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Baba, Hideo published the artcileReactions of 伪-cyano-尾-methoxy-尾-alkylacrylic esters with hydrazine and hydroxylamine, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Bulletin of the Chemical Society of Japan (1969), 42(6), 1653-9, database is CAplus.

伪-Cyano-尾-methoxy-尾-alkyl (Me, Et, Pr, Bu, amyl, and iso-Bu) acrylic esters (I) react with hydrazine to give 尾-hydrazino intermediates. The hydrazino group of these intermediates is cyclized preferentially between its terminal NH2 and the cyano group in a neutral or acidic medium to give 5-aminopyrazole derivatives and preferentially between the terminal NH2 and the ester group in the presence of a base to give 5-pyrazolinone derivatives When the 尾-alkyl group of I is isopropyl, tertbutyl, etc., I affords only the 5-pyrazolinone derivatives in the reaction with hydrazine. The reactions of I with hydroxylamine gave 5-aminoisoxazole derivatives, but in the case of the 尾-tert-butyl derivative of I, they gave 5-aminoisoxazole accompanied by the 5-isoxazolinone derivative

Bulletin of the Chemical Society of Japan published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Ege, Guenter published the artcileReactions with diazoazoles. Part VI. Unequivocal synthesis of 3-methyl-3H-azolotetrazoles. Correction of the formerly described 3-methylazolotetrazoles in favor of mesoionic 2-methylazolotetrazoles, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Journal of Heterocyclic Chemistry (1983), 20(6), 1629-39, database is CAplus.

3-Methyl-3H-pyrazolo[1,5-d]tetrazoles I (X = CR¹; R = H, R¹ = H, Ph; R = Me, R¹ = CO₂Et) and 3-methyl-6-phenyl-3H-1,2,4-triazolo[1,5-d]tetrazole (I, X = N, R = Ph) have been unequivocally synthesized by annulation of the tetrazole moiety to the pyrazole or 1,2,4-triazole system. The constitution of some N-Me substituted azolotetrazoles, formerly described as I (X = CH, R = Ph; X = CMe, R = CO₂Et; X = N, R = Ph) and 1-methyl-6-phenyl-1H-1,2,4-triazolo[4,3-d]tetrazole, has to be revised to the corresponding mesoionic 2-Me derivatives The structures of I (X = CH, R = Ph; X = CMe R = CO₂Et) and 2-methyl-7-phenyl-2H-pyrazolo[1,5-d]tetrazole have been determined by x-ray analyses. The azapentalenic system is aromatic in all 3 compounds and mesoionic in the case of the 2-methyl-2H-substitution pattern. The Ph and ester substituents are coplanar with the azapentalene system. 3-, 2-, And 1-methylpyrazolo[1,5-d]tetrazoles exhibit different behavior with SnCl₂ or NaOEt. Azolotetrazoles with a Me substituent at N-1, N-2 or N-3 of the tetrazole moiety can be distinguished by a combination of ¹H and ¹³C NMR with respect to the chem. shifts of the N-Me group and the bridgehead C. Results of semiempirical calculations of the pyrazolo[1,5-d]tetrazole anion and of its N-Me derivatives are discussed.

Journal of Heterocyclic Chemistry published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Vicentini, C. B. published the artcilePotential of pyrazolooxadiazinone derivatives as serine protease inhibitors, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Journal of Enzyme Inhibition (2001), 16(1), 15-34, database is CAplus and MEDLINE.

As a part of an investigation on mol. hybrids as new serine protease inhibitors, the pyrazolo [4,3-c][1,2,5]oxadiazin-3(5H)-one ring system was selected as a model of potential mechanism-based inhibitors. Due to the inherent reactivity of this system an optimal balance between susceptibility to nucleophilic attack and stability in solvents was sought prior to development as therapeutic agents. Substitutions on N5 and C7 of the supporting pyrazole ring with either aliphatic or aromatic groups and the replacement of the carbonyl oxygen on the reactive oxadiazinone ring with sulfur were explored. Two members of this class of inhibitors displayed time-dependent inhibition of human leukocyte elastase (HLE) suggesting mechanism-based inhibition. The observation that HLE generated a product(s) which displayed an identical UV-Visible spectrum to that observed during non-enzymic hydrolysis further supports this proposal. FlexX-based docking of these compounds into a model of HLE active site produced a mol. model of the inhibitor-enzyme interaction.

Journal of Enzyme Inhibition published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C11H13N3, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Bodnarchuk, N. D. published the artcileSubstituted 1,1-diaminoethylenes, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Zhurnal Organicheskoi Khimii (1973), 9(1), 36-8, database is CAplus.

Six RO2CCX:C(NH2)CY3 (I; R = Me, Et, Me2CH, Me3C; X = MeO2C, EtO2C, Me3CO2C, CN; Y = Cl, F) reacted with R1NH2 [R1 = Pr, Bu, C6H13, HOCH2CH2, Me2CHCH2, NH2, Et2NCH2CH(OH)CH2] to give 18 corresponding RO2CCX:C(NH2)NHR1 in 71-95% yield; I (Y = F) required higher reaction temperatures than I (Y = Cl). EtO2CC(COMe):C(NH2)CF3 and N2H4.H2O in DMF yielded 95% pyrazole II (R2 = Me); EtO2CC(CN):C(NH2)NHNH2 was cyclized to 98 % II (R2 = NH2) in refluxing PhOEt.

Zhurnal Organicheskoi Khimii published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Ege, Guenter published the artcileReactions with diazoazoles, VII. 3H-Azolo-1,2,4-triazoles by 1,8- or 1,12-electrocyclizations of 3H-pyrazol-3-one- or 3H-indazol-3-one-(diorganylmethylene)hydrazones, Application In Synthesis of 23286-70-6, the publication is Chemische Berichte (1984), 117(5), 1726-47, database is CAplus.

Pyrazolotriazoles I [R¹ = Ph, Me, PhCH₂, H; R² = Ph, H, CO₂Et; R¹R² = (CH:CH)₂; R³ = Ph, Me; R⁴ = Ph, 4-MeOC₆H₄, 4-O₂NC₆H₄; R³R⁴ = 2-C₆H₄XC₆H₄-2, (CPh:CPh)₂; X = bond, CH₂CH₂, O, CO, SO₂] were prepared by cyclizing diazopyrazoles II with R³C(:N₂)R⁴ and with fluorene ylides III (R⁵ = PPh₃, piperidino, SMe₂, SO₂), or by cyclodehydrogenation of hydrazones IV. In both methods, the annulation of the triazole system results from 1,8- or 1,12-electrocyclization of intermediate azines, as, e.g., V.

Chemische Berichte published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Application In Synthesis of 23286-70-6.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics