共 46 条
KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives
被引:20
作者:

Azizi, Sajjad
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机构:
Tabriz Univ Med Sci, Pharmaceut Anal Res Ctr, Tabriz 51664, Iran Tabriz Univ Med Sci, Pharmaceut Anal Res Ctr, Tabriz 51664, Iran

Shadjou, Nasrin
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h-index: 0
机构:
Urmia Univ, Nanotechnol Res Ctr, Dept Nanochem, Orumiyeh, Iran Tabriz Univ Med Sci, Pharmaceut Anal Res Ctr, Tabriz 51664, Iran

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机构:
[1] Tabriz Univ Med Sci, Pharmaceut Anal Res Ctr, Tabriz 51664, Iran
[2] Urmia Univ, Nanotechnol Res Ctr, Dept Nanochem, Orumiyeh, Iran
关键词:
Dendritic fibrous nano-silica;
bioactive scaffold;
tetrahydrodipyrazolopyridines;
pharmaceutical compounds;
advanced functional materials;
ONE-POT SYNTHESIS;
MULTICOMPONENT REACTION;
BIOLOGICAL EVALUATION;
PYRAZOLOPYRIDINE DERIVATIVES;
DOMINO REACTIONS;
NANO-SILICA;
FACILE;
NANOPARTICLES;
DESIGN;
FABRICATION;
D O I:
10.1080/20550324.2019.1681623
中图分类号:
TB3 [工程材料学];
学科分类号:
0805 ;
080502 ;
摘要:
In this study, a novel approach has been used for the efficient synthesis of tetrahydrodipyrazolopyridine derivatives (5a-m) via a four-component one-pot condensation reaction of aromatic aldehydes, hydrazinehydrate, ethyl acetoacetate, and ammonium acetate in the presence of KCC-1-npr-NH2-DPA as an advanced nano-catalyst in ethanol under reflux conditions at 30 min. For this purpose, mesoporous fibrous nano-silica functionalized by dipenicillamine as a novel nanocatalyst (KCC-1-npr-NH2-DPA) was synthesized using a hydrothermal protocol. KCC-1-npr-NH2-DPA nano-catalyst is easily recyclable eight times without the considerable loss of catalytic activity. Other remarkable features include the short reaction time, simple work-up procedure and providing excellent yields (89-98%) of the products under mild reaction conditions. Furthermore, the effects of solvent, concentration of catalyst, time and temperature for the synthesis of tetrahydrodipyrazolopyridine (5a) were studied.
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页码:124 / 132
页数:9
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共 46 条
[1]
Synthesis and Antimicrobial Activity of Some New Heterocycles Incorporating the Pyrazolopyridine Moiety
[J].
Abu-Melha, Sraa
.
ARCHIV DER PHARMAZIE,
2013, 346 (12)
:912-921

Abu-Melha, Sraa
论文数: 0 引用数: 0
h-index: 0
机构:
King Khaled Univ, Fac Sci Girls, Abha 35516, Saudi Arabia King Khaled Univ, Fac Sci Girls, Abha 35516, Saudi Arabia
[2]
Size and Fiber Density Controlled Synthesis of Fibrous Nanosilica Spheres (KCC-1)
[J].
Bayal, Nisha
;
Singh, Baljeet
;
Singh, Rustam
;
Polshettiwar, Vivek
.
SCIENTIFIC REPORTS,
2016, 6

Bayal, Nisha
论文数: 0 引用数: 0
h-index: 0
机构:
Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India

Singh, Baljeet
论文数: 0 引用数: 0
h-index: 0
机构:
Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India

Singh, Rustam
论文数: 0 引用数: 0
h-index: 0
机构:
Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India

Polshettiwar, Vivek
论文数: 0 引用数: 0
h-index: 0
机构:
Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India Tata Inst Fundamental Res, Nanocatalysis Labs NanoCat, Dept Chem Sci, Homi Bhabha Rd, Bombay 400005, Maharashtra, India
[3]
Facile and efficient synthesis of pyrazoloisoquinoline and pyrazolopyridine derivatives using recoverable carbonaceous material as solid acid catalyst
[J].
Chen, Zhu
;
Shi, Yingxia
;
Shen, Qingqing
;
Xu, Haixia
;
Zhang, Furen
.
TETRAHEDRON LETTERS,
2015, 56 (33)
:4749-4752

Chen, Zhu
论文数: 0 引用数: 0
h-index: 0
机构:
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China

Shi, Yingxia
论文数: 0 引用数: 0
h-index: 0
机构:
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China

Shen, Qingqing
论文数: 0 引用数: 0
h-index: 0
机构:
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China

Xu, Haixia
论文数: 0 引用数: 0
h-index: 0
机构:
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China

Zhang, Furen
论文数: 0 引用数: 0
h-index: 0
机构:
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China
[4]
Synthesis and biological evaluation of 3,6-diamino-1H-pyrazolo[3,4-b]pyridine derivatives as protein kinase inhibitors
[J].
Chioua, Mourad
;
Samadi, Abdelouahid
;
Soriano, Elena
;
Lozach, Olivier
;
Meijer, Laurent
;
Marco-Contelles, Jose
.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,
2009, 19 (16)
:4566-4569

Chioua, Mourad
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain

Samadi, Abdelouahid
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain

Soriano, Elena
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain

Lozach, Olivier
论文数: 0 引用数: 0
h-index: 0
机构:
CNRS, Biol Stn, USR3151, Prot Phosphorylat & Human Dis Grp, F-29682 Roscoff, Bretagne, France CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain

Meijer, Laurent
论文数: 0 引用数: 0
h-index: 0
机构:
CNRS, Biol Stn, USR3151, Prot Phosphorylat & Human Dis Grp, F-29682 Roscoff, Bretagne, France CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain

Marco-Contelles, Jose
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain CSIC, IQOG, Lab Radicales Libres & Quim Computac, Madrid 28006, Spain
[5]
Antileishmanial pyrazolopyridine derivatives: Synthesis and structure-activity relationship analysis
[J].
de Mello, H
;
Echevarria, A
;
Bernardino, AM
;
Canto-Cavalheiro, M
;
Leon, LL
.
JOURNAL OF MEDICINAL CHEMISTRY,
2004, 47 (22)
:5427-5432

de Mello, H
论文数: 0 引用数: 0
h-index: 0
机构: Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil

Echevarria, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil

Bernardino, AM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil

Canto-Cavalheiro, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil

Leon, LL
论文数: 0 引用数: 0
h-index: 0
机构: Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil
[6]
Functionalization of carbon nanotubes with chitosan based on MALI multicomponent reaction for Cu2+ removal
[J].
Dou, Jibo
;
Gan, Defu
;
Huang, Qiang
;
Liu, Meiying
;
Chen, Junyu
;
Deng, Fengjie
;
Zhu, Xiaoli
;
Wen, Yuanqing
;
Zhang, Xiaoyong
;
Wei, Yen
.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,
2019, 136
:476-485

Dou, Jibo
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China
Northwest Univ, Sch Urban & Environm Sci, Xian 710127, Shaanxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Gan, Defu
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Huang, Qiang
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Liu, Meiying
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Chen, Junyu
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Deng, Fengjie
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Zhu, Xiaoli
论文数: 0 引用数: 0
h-index: 0
机构:
Northwest Univ, Sch Urban & Environm Sci, Xian 710127, Shaanxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Wen, Yuanqing
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Zhang, Xiaoyong
论文数: 0 引用数: 0
h-index: 0
机构:
Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China

Wei, Yen
论文数: 0 引用数: 0
h-index: 0
机构:
Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
Tsinghua Univ, Tsinghua Ctr Frontier Polymer Res, Beijing 100084, Peoples R China
Chung Yuan Christian Univ, Dept Chem, Chungli 32023, Taiwan
Chung Yuan Christian Univ, Ctr Nanotechnol, Chungli 32023, Taiwan Nanchang Univ, Dept Chem, 999 Xuefu Ave, Nanchang 330031, Jiangxi, Peoples R China
[7]
Design, synthesis, molecular modeling and biological evaluation of novel 1H-pyrazolo[3,4-b]pyridine derivatives as potential anticancer agents
[J].
Eissa, Ibrahim H.
;
El-Naggar, Abeer M.
;
El-Hashash, Maher A.
.
BIOORGANIC CHEMISTRY,
2016, 67
:43-56

Eissa, Ibrahim H.
论文数: 0 引用数: 0
h-index: 0
机构:
Al Azhar Univ, Fac Pharm Boys, Dept Pharmaceut Chem, Cairo 11884, Egypt Al Azhar Univ, Fac Pharm Boys, Dept Pharmaceut Chem, Cairo 11884, Egypt

El-Naggar, Abeer M.
论文数: 0 引用数: 0
h-index: 0
机构:
Ain Shams Univ, Fac Sci, Dept Chem, Cairo 11566, Egypt Al Azhar Univ, Fac Pharm Boys, Dept Pharmaceut Chem, Cairo 11884, Egypt

El-Hashash, Maher A.
论文数: 0 引用数: 0
h-index: 0
机构:
Ain Shams Univ, Fac Sci, Dept Chem, Cairo 11566, Egypt Al Azhar Univ, Fac Pharm Boys, Dept Pharmaceut Chem, Cairo 11884, Egypt
[8]
Microwave-assisted synthesis of some new pyrazolopyridines and their antioxidant, antitumor and antimicrobial activities
[J].
El-Borai, Mohamed A.
;
Rizk, Hala F.
;
Beltagy, Doha M.
;
El-Deeb, Ibrahim Y.
.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,
2013, 66
:415-422

El-Borai, Mohamed A.
论文数: 0 引用数: 0
h-index: 0
机构:
Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt

Rizk, Hala F.
论文数: 0 引用数: 0
h-index: 0
机构:
Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt

Beltagy, Doha M.
论文数: 0 引用数: 0
h-index: 0
机构:
Damanhour Univ, Fac Sci, Dept Chem, Damanhour, Egypt Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt

El-Deeb, Ibrahim Y.
论文数: 0 引用数: 0
h-index: 0
机构:
Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt
[9]
Multicomponent reactions for the synthesis of pyrroles
[J].
Estevez, Veronica
;
Villacampa, Mercedes
;
Carlos Menendez, J.
.
CHEMICAL SOCIETY REVIEWS,
2010, 39 (11)
:4402-4421

Estevez, Veronica
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain

Villacampa, Mercedes
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain

Carlos Menendez, J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain
[10]
Facile, novel and efficient synthesis of new pyrazolo[3,4-b]pyridine products from condensation of pyrazole-5-amine derivatives and activated carbonyl groups
[J].
Ghaedi, A.
;
Bardajee, G. R.
;
Mirshokrayi, A.
;
Mahdavi, M.
;
Shafiee, A.
;
Akbarzadeh, T.
.
RSC Advances,
2015, 5 (109)
:89652-89658

Ghaedi, A.
论文数: 0 引用数: 0
h-index: 0
机构:
Payame Noor Univ PNU, Dept Chem, Tehran, Iran Payame Noor Univ PNU, Dept Chem, Tehran, Iran

论文数: 引用数:
h-index:
机构:

Mirshokrayi, A.
论文数: 0 引用数: 0
h-index: 0
机构:
Payame Noor Univ PNU, Dept Chem, Tehran, Iran Payame Noor Univ PNU, Dept Chem, Tehran, Iran

论文数: 引用数:
h-index:
机构:

Shafiee, A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tehran Med Sci, Fac Pharm & Pharmaceut Sci Res Ctr, Dept Med Chem, Tehran 14176, Iran Payame Noor Univ PNU, Dept Chem, Tehran, Iran

Akbarzadeh, T.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran Payame Noor Univ PNU, Dept Chem, Tehran, Iran