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Heterocyclic Communications最新文献

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Synthesis and spectral characteristics of N-(1-([1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylamino)-2,2,2-trichloroethyl)carboxamides N-(1-([1,2,4]三唑[3,4-b][1,3,4]噻二唑-6-氨基)-2,2,2-三氯乙基)羧酰胺的合成及光谱特性
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0020
Pavlo V. Zadorozhnii, Ihor O. Pokotylo, V. Kiselev, A. V. Kharchenko, Oxana V. Okhtina
{"title":"Synthesis and spectral characteristics of N-(1-([1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylamino)-2,2,2-trichloroethyl)carboxamides","authors":"Pavlo V. Zadorozhnii, Ihor O. Pokotylo, V. Kiselev, A. V. Kharchenko, Oxana V. Okhtina","doi":"10.1515/hc-2019-0020","DOIUrl":"https://doi.org/10.1515/hc-2019-0020","url":null,"abstract":"Abstract Based on readily available N-(2,2,2-trichloro-1-hydroxyethyl)carboxamides, N-(2,2,2-trichloro-1-(3-(3-mercapto-4H-1,2,4-triazol-4-yl)thioureido)ethyl) carboxamides, dehydrosulfurization–under the influence of excess HgO–led to the formation of N-(1-([1,2,4] triazolo[3,4-b][1,3,4]thiadiazol-6-ylamino)-2,2,2-trichloroethyl)carboxamides. The reaction was carried out in boiling glacial acetic acid for 1-1.5 hours. The cyclization products were obtained in 42-62% yields and easily isolated from the reaction mixture. The structure of all synthesized compounds was confirmed by complex spectral studies.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"130 - 137"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0020","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48452903","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Synthesis and Biological Evaluation of (E)-N’-Benzylidene-7-methyl-2-propyl-1H-benzo[d] imidazole-5-carbohydrazides as Antioxidant, Anti-inflammatory and Analgesic agents (E)-N′-苄基-7-甲基-2-丙基- 1h -苯并咪唑-5-碳腙类抗氧化、抗炎、镇痛药物的合成及生物学评价
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0009
Ramamurthy Katikireddy, Ramu Kakkerla, M. Krishna, G. Durgaiah, Y. Reddy, M. Satyanarayana
{"title":"Synthesis and Biological Evaluation of (E)-N’-Benzylidene-7-methyl-2-propyl-1H-benzo[d] imidazole-5-carbohydrazides as Antioxidant, Anti-inflammatory and Analgesic agents","authors":"Ramamurthy Katikireddy, Ramu Kakkerla, M. Krishna, G. Durgaiah, Y. Reddy, M. Satyanarayana","doi":"10.1515/hc-2019-0009","DOIUrl":"https://doi.org/10.1515/hc-2019-0009","url":null,"abstract":"Abstract (E)-N’-Benzylidene-7-methyl-2-propyl-1H-benzo [d]imidazole-5-carbohydrazides (5a-r) have been synthesized from 7-methyl-2-propyl-1H-benzo[d]imidazole-5-carbohydrazide (3) by condensing with different aromatic aldehydes (4a-r). Title compounds (5a-r) were evaluated for in vitro antioxidant activity and based on their potential for antioxidant property, selected compounds 5d and 5m-p were screened for in vivo anti-inflammatory and analgesic activity. The results indicate that the compound 5o and 5p are effective against anti-inflammatory and analgesic activity. The biological data was further supported by molecular docking studies, which revealed the binding pattern and the affinity of the molecules in the active site of COX-2.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"27 - 38"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0009","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47332708","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 12
Naphthalene substituted benzo[c]coumarins: Synthesis, characterization and evaluation of antibacterial activity and cytotoxicity 萘取代苯并[c]香豆素的合成、表征及抑菌活性评价
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0024
Mrugesh Patel, Kaushal P. Patel
{"title":"Naphthalene substituted benzo[c]coumarins: Synthesis, characterization and evaluation of antibacterial activity and cytotoxicity","authors":"Mrugesh Patel, Kaushal P. Patel","doi":"10.1515/hc-2019-0024","DOIUrl":"https://doi.org/10.1515/hc-2019-0024","url":null,"abstract":"Abstract Novel congeners of naphthalene substituted benzo[c]coumarins (2a-f) were synthesized by reaction of various 3-coumarinoyl methyl pyridinium bromide salts (1a-d) with a selected set of acetyl naphthalene in the presence of sodium acetate in refluxing glacial acetic acid. Structures of the synthesized compounds were confirmed by elemental analysis and by various spectroscopic techniques such as 1H-NMR, 13C-NMR, DEPT, and MS spectral data. Synthesised compounds were screened for antibacterial activity and cytotoxicity against different human cancer cell lines including cervix cancer (HeLa), breast cancer (MCF-7) and lung cancer (A549) using tetrazolium dye 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) cell viability assay. Although with varying degrees, a significant growth inhibitory and cytotoxic effects were observed on all three cancer cell lines. Compounds 2b and 2e showed significant growth inhibitory and cytotoxicity against aforementioned cancer cell lines.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"146 - 151"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0024","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47517663","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 10
[DMImd-DMP]: A highly efficient and reusable catalyst for the synthesis of 4H-benzo[b]pyran derivatives [DDMMD-DMP]：一种用于合成4H-苯并[b]吡喃衍生物的高效且可重复使用的催化剂
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0025
M. Redouane, Naima Khiri-Meribout, Saida Benzerka, A. Debache
{"title":"[DMImd-DMP]: A highly efficient and reusable catalyst for the synthesis of 4H-benzo[b]pyran derivatives","authors":"M. Redouane, Naima Khiri-Meribout, Saida Benzerka, A. Debache","doi":"10.1515/hc-2019-0025","DOIUrl":"https://doi.org/10.1515/hc-2019-0025","url":null,"abstract":"Abstract A series of substituted 4H-pyrans derivatives were synthesized by a one-pot, multi-component reaction of aromatic aldehydes, malononitrile, and pyrazolone derivatives or active methylene carbonyl compounds such as dimedone, in the presence of 1,3-dimethyl imidazolium dimethyl phosphate [DMImd-DMP] as a catalyst in aqueous ethanol. Recyclability of the catalyst, high yields, simple product isolation and high atom economy are the noteworthy aspects of this protocol.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"167 - 179"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0025","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41396686","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 6
The first in situ synthesis of 1,3-dioxan-5-one derivatives and their direct use in Claisen-Schmidt reactions 首次原位合成1,3-二恶烷-5- 1衍生物及其在Claisen-Schmidt反应中的直接应用
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0013
M. Javad Poursharifi, M. M. Mojtahedi, M. Saeed Abaee, M. Hashemi
{"title":"The first in situ synthesis of 1,3-dioxan-5-one derivatives and their direct use in Claisen-Schmidt reactions","authors":"M. Javad Poursharifi, M. M. Mojtahedi, M. Saeed Abaee, M. Hashemi","doi":"10.1515/hc-2019-0013","DOIUrl":"https://doi.org/10.1515/hc-2019-0013","url":null,"abstract":"Abstract A method is developed for in situ generation of 1,3-dioxan-5-one derivatives 2. These compounds are simple precursors for accessing carbohydrate structures and previously had to be produced via stepwise procedures using excessive amounts of reagents. In the present work, three different derivatives of 2 were synthesized via the reaction of trialkoxyalkanes with dihydroxyacetone dimer 1 in the presence of acetic acid as the catalyst. In the same pot, derivatives of 2 were reacted with aromatic aldehydes and 30 mol% of pyrrolidine to obtain high yields of the respective bischalcones 3 within short time periods.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"85 - 90"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0013","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48153950","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Synthesis and antitubercular activity of new N-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-(nitroheteroaryl)carboxamides 新型N-[5-(4-氯苯基)-1,3,4-恶二唑-2-基]-(硝基杂芳基)羧胺的合成及抗结核活性
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0007
R. Martínez, Gladys J. Nieves Zamudio, Gustavo Pretelín-Castillo, Rubén O. Torres-Ochoa, J. Medina‐Franco, Clara I. Espitia Pinzón, M. Miranda, Eugenio Hernández, B. Alanís-Garza
{"title":"Synthesis and antitubercular activity of new N-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-(nitroheteroaryl)carboxamides","authors":"R. Martínez, Gladys J. Nieves Zamudio, Gustavo Pretelín-Castillo, Rubén O. Torres-Ochoa, J. Medina‐Franco, Clara I. Espitia Pinzón, M. Miranda, Eugenio Hernández, B. Alanís-Garza","doi":"10.1515/hc-2019-0007","DOIUrl":"https://doi.org/10.1515/hc-2019-0007","url":null,"abstract":"Abstract Nitro-substituted heteroaromatic carboxamides 1a-e were synthesized and tested against three Mycobacterium tuberculosis cell lines. The activities can be explained in terms of the distribution of the electronic density across the nitro-substituted heteroaromatic ring attached to the amide group. 1,3,5-Oxadiazole derivatives 1c-e are candidates for the development of novel antitubercular agents. Ongoing studies are focused on exploring the mechanism by which these compounds inhibit M. tuberculosis cell growth.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"52 - 59"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0007","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43323904","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 11
Crystal structure and molecular docking studies of new pyrazole-4-carboxamides 新型吡唑-4-甲酰胺的晶体结构和分子对接研究
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0012
Li Qiao, Peng‐Peng Cai, Zhong-Hua Shen, Hong-ke Wu, C. Tan, Jianquan Weng, Xinghai Liu
{"title":"Crystal structure and molecular docking studies of new pyrazole-4-carboxamides","authors":"Li Qiao, Peng‐Peng Cai, Zhong-Hua Shen, Hong-ke Wu, C. Tan, Jianquan Weng, Xinghai Liu","doi":"10.1515/hc-2019-0012","DOIUrl":"https://doi.org/10.1515/hc-2019-0012","url":null,"abstract":"Abstract Two pyrazol-4-carboxamides, 3-(difluoromethyl)-N-(mesitylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxa-mide (7a) and 3-(difluoromethyl)-N-((3,5-dimethylphenyl) carbamoyl)-1-methyl-1H-pyrazole-4-carboxamide (7b) were synthesized and their structures were confirmed by the aid of 1H NMR and HRMS analyses. The structure of the pyrazole-4-carboxamide, 7a was also determined by X-ray diffraction. The preliminary activity results demonstrate that these two compounds exhibit good inhibitory activity against Botrytis cinerea. Further docking results indicated that the key active group is difluoromethyl pyrazole moiety.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"66 - 72"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0012","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41679114","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 9
Synthesis of indazolo[5,4-b][1,6]naphthyridine and indazolo[6,7-b][1,6]naphthyridine derivatives 吲唑并[5,4-b][1,6]萘吡啶及其衍生物的合成
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0006
Dongxiao Chen, Jia‐Yan Liu, M. Wei, Bingxiang Wang, Ruo-Han Chu, Dong‐Sheng Chen
{"title":"Synthesis of indazolo[5,4-b][1,6]naphthyridine and indazolo[6,7-b][1,6]naphthyridine derivatives","authors":"Dongxiao Chen, Jia‐Yan Liu, M. Wei, Bingxiang Wang, Ruo-Han Chu, Dong‐Sheng Chen","doi":"10.1515/hc-2019-0006","DOIUrl":"https://doi.org/10.1515/hc-2019-0006","url":null,"abstract":"Abstract A simple method for the synthesis of the title compounds by an efficient in-situ reduction and cyclization reactions of aromatic aldehydes, tert-butyl 2,4-dioxopiperidine-1-carboxylate and 5-nitro-1H-indazole or 6-nitro-1H-indazole was developed.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"15 - 21"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0006","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48094573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
A Green Synthesis and Antibacterial Activity of N-Arylsulfonylhydrazone Compounds N-芳基磺酰腙类化合物的绿色合成及其抗菌活性
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0023
Qian Yang, Wang Hao, Ya-Yi He, Qian Zhang, Xiaojiao Yu, Y. Hua
{"title":"A Green Synthesis and Antibacterial Activity of N-Arylsulfonylhydrazone Compounds","authors":"Qian Yang, Wang Hao, Ya-Yi He, Qian Zhang, Xiaojiao Yu, Y. Hua","doi":"10.1515/hc-2019-0023","DOIUrl":"https://doi.org/10.1515/hc-2019-0023","url":null,"abstract":"Abstract A green method has been developed for the synthesis of N-arylsulfonylhydrazones via a simple grindstone procedure. By grinding mixtures of benzensulfonyl hydrazides and a series of aryl aldehydes or ketones in the mortar using L-tyrosine as catalyst, 24 N-arylsulfonylhydrazones were synthesized in a few minutes with high yield. All compounds were screened for their antibacterial activities. Most of them exhibit some antibacterial activities especially for 3d, 3l and 3v showing high activity against Staphylococcus aureus and Escherichia coli.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"152 - 156"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0023","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47890282","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 6
Efficient synthesis, reactions and spectral characterization of pyrazolo[4’,3’:4,5]thieno[3,2-d] pyrimidines and related heterocycles 吡唑[4 '，3 ':4,5]噻吩[3,2-d]嘧啶及相关杂环的高效合成、反应及光谱表征
IF 2.3 3区 化学
Heterocyclic Communications Pub Date : 2019-01-01 DOI: 10.1515/hc-2019-0004
R. Zaki, A. K. Kamal El‐dean, S. M. Radwan, A. F. Saber
{"title":"Efficient synthesis, reactions and spectral characterization of pyrazolo[4’,3’:4,5]thieno[3,2-d] pyrimidines and related heterocycles","authors":"R. Zaki, A. K. Kamal El‐dean, S. M. Radwan, A. F. Saber","doi":"10.1515/hc-2019-0004","DOIUrl":"https://doi.org/10.1515/hc-2019-0004","url":null,"abstract":"Abstract New pyrazolothienopyrimidines were synthesized. The key intermediate 4-aminothieno[2,3-c]pyrazole-5-carbonitrile 1 was converted to the chloroacetyl amino derivative 2 followed by nucleophilic substitution and Dimorth rearrangement upon treatment with nitrogen nucleophiles to give the pyrimidinones 3a-c. Treatment of 3a with formaldehyde and with triethyl orthoformate afforded the respective tetracyclic derivatives 4 and 5. Condensation of the amino group in the o-aminocarbonitrile 1 with triethyl orthoformate followed by cycloaddition reaction with hydrazine led to the formation of pyrazolothienopyrimidine 8. Compound 8 was used as a synthetic precursor to heterocyclic compounds comprised of pyrazole, triazole, triazine, and triazepine derivatives.","PeriodicalId":12914,"journal":{"name":"Heterocyclic Communications","volume":"25 1","pages":"39 - 46"},"PeriodicalIF":2.3,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1515/hc-2019-0004","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47235092","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 9
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