89587-00-8Relevant academic research and scientific papers
A green synthesis of 1,5-benzodiazepines using reusable-heterogeneous silica sulfuric acid catalyst under solvent-free conditions and their antileukemic activity
Harsha, Kachigere B.,Kavitha, Chandagirikoppal V.,Swaroop, Toreshettahally R.,Rangappa, Shobith,Rangappa, Kanchugarakoppal S.
, p. 1006 - 1012 (2021/05/10)
1,5-Benzodiazepine derivatives are readily assembled from o-phenylene diamine and ketones containg α-hydrogen atoms by means of simple cyclocondensation via sp3 C-H activation promoted by an efficient heterogeneous silica sulfuric acid catalyst. Eco-friendliness, good yields, easy workup, reusable catalyst, short reaction times, high atom economy and solvent-free conditions are the noteworthy features of this protocol. These benzodiazepines are chosen for the evaluation of antiproliferative activity against different leukemia cell lines. Among the investigated compounds, 3g is the best antiproliferative agent against all the cell lines tested. Also, current preliminary analysis showed that compound 3g phosphorylates ERK1/2 and induces G1 arrest in K562 cells.
Assessment of elementary derivatives of 1,5-benzodiazepine as anticancer agents with synergy potential
Gawandi, Sinthiya J.,Joshi, Shrinivas,Pissurlenkar, Raghuvir R.,Shingade, Sunil,desai, Vidya G.
, (2021/12/10)
Herein, we designed and synthesized 1,5-benzodiazepines as a lead molecule for anticancer activity and as potent synergistic activity with drug Methotrexate. Working under the framework of green chemistry principles, series of 1,5-benzodiazepine derivativ
Microwave-Assisted, solvent free preparation of 1,5-benzodiazepine derivatives using nanomagnetic-supported sulfonic acid as a recyclable and heterogeneous catalyst
Amoozadeh, Ali,Malmir, Masoumeh,Koukabi, Nadia,Otokesh, Somayeh
, p. 694 - 697 (2016/01/25)
A new preparation of 1,5-benzodiazepine derivatives has been achieved in good to excellent yields by the condensation of o-phenylenediamine with a variety of ketones employing nano-Fe2O3-SO3H as catalyst under microwave irradiation and solvent-free condit
Tetraalkylammonium bromate (TAAB) catalyzed cyclodehydration: A facile synthesis of 2,3-dihydro-1H-1,5-benzodiazepine in aqueous methanol
Das, Pranab Jyoti,Sarkar, Sudeshna
, p. 1123 - 1127 (2015/09/28)
A simple and convenient method is reported for the synthesis of 2,3-dihydro-1H-1,5-benzodiazepine from o-phenylenediamine and ketones in aqueous methanol using IL, tetraalkylammonium bromate, as the cyclodehydration catalyst. The synthetic protocol is sim
An efficient facile and one-pot synthesis of benzodiazepines and chemoselective 1,2-disubstituted benzimidazoles using a magnetically retrievable Fe3O4 nanocatalyst under solvent free conditions
Jamatia, Ramen,Saha, Mithu,Pal, Amarta Kumar
, p. 12826 - 12833 (2014/04/03)
Benzodiazepine and chemoselective 1,2-disubstituted benzimidazole derivatives were synthesized by the condensation reaction of o-phenylenediamine with ketones and aryl aldehydes using Fe3O4 nanoparticles as a recyclable catalyst unde
Terminal alkynes as keto-methyl equivalent toward one pot synthesis of 1,5-benzodiazepine derivatives under catalysis of Hg(OTf)2
Maiti, Gourhari,Kayal, Utpal,Karmakar, Rajiv,Bhattacharya, Rudraksha N.
experimental part, p. 1460 - 1463 (2012/04/04)
Mercuric triflate catalyzes the reaction between 1,2-diaminobenzene and terminal alkynes to afford 2,4-disubstituted 2-methyl-2,3-dihydro-1H-benzo[b][1, 4]diazepine in an excellent yield. The terminal alkynes function as a source of keto-methyl equivalent.
Phosphonium ionic liquid promoted synthesis of 1,5-benzodiazepines under ambient conditions
Chopade, Anil U.,Chanda, Bhanu M.
experimental part, p. 1407 - 1408 (2012/09/07)
The development of an environmentally benign green methodology for the synthesis of benzodiazepines using new phosphonium-based ionic liquids without any added catalyst. o-Phenylenediamine undergo condensation with different type of ketone in phosphonium
Green protocol for synthesis of 1,5-benzodiazepines and 1,5-benzothiazepines in the presence of nanocrystalline aluminum oxide
Hekmatshoar, Rahim,Sadjadi, Sodeh,Shiri, Soudeh,Heravi, Majid M.,Beheshtiha, Yahya S.
experimental part, p. 2549 - 2559 (2009/12/04)
An efficient protocol associated with readily available starting materials, mild conditions, excellent yields, and a broad range of the products in synthetic chemistry was established for synthesis of 1,5-benzodiazepine and 1,5-benzothiazepine derivatives
Ga(OTf)3-promoted condensation reactions for 1,5-benzodiazepines and 1,5-benzothiazepines
Pan, Xiang-Qiang,Zou, Jian-Ping,Huang, Zhi-Hao,Zhang, Wei
, p. 5302 - 5308 (2008/12/22)
Condensation reactions of o-phenylenediamine and two equivalents of acetophenone under gallium(III) triflate catalysis produce biaryl-substituted 1,5-benzodiazepines. Similar reactions of o-phenylenediamine or o-aminothiophenol and o-hydroxy chalcones lead to formation of functionalized 1,5-benzodiazepines and 1,5-benzothiazepines in good to excellent yields. The ortho-hydoxy group of chalcones is crucial for this unprecedented condensation process.
Montmorillonite K10: An efficient catalyst for solvent-free synthesis of 1,5-benzodiazepine derivatives
An, Li-Tao,Ding, Fei-Qing,Zou, Jian-Ping,Lu, Xiao-Hua
, p. 1259 - 1267 (2008/09/18)
2,3-Dihydro-1H-1,5-benzodiazepines have been synthesized under solvent-free conditions in good yields from o-phenylenediamine and ketones catalyzed by montmorillonite K10. This method has advantages of mild reaction conditions, simple operation, and envir
