Abstract
A heterocyclic scaffold-like benzodiazepine (BZD) has shown a wide variety of medicinal values and utmost importance in pharmaceutical industries. BZDs are sevenmembered heterocyclic molecules and have many structural isomers, such as 1,2; 1,3; 1,4; 1,5; 2,4; and 2,3. Among these BZDs, 1,5-BZDs play a significant role in pharmacological activities like anti-anxiety, anti-convulsion, antimicrobial, sedative, and hypnotics. These moieties have been the subject of extensive research with the development of synthetic methods, leading to the generation of numerous useful molecules over the last few decades. Therefore, we have further explored the recent literature on the 1,5-BZDs synthesis and associated biological activities to expand the role and utility of newer 1.5-BZDs. This review article gives a recent and insightful thought about the synthetic methods and therapeutic applications of 1,5-BZDs.
Graphical Abstract
[http://dx.doi.org/10.1021/cr60256a004]
[PMID: 12662132]
[http://dx.doi.org/10.1016/j.amepre.2016.02.014] [PMID: 27079639]
[http://dx.doi.org/10.1007/s00044-013-0694-1]
[http://dx.doi.org/10.1002/ardp.202100405] [PMID: 34862650]
[http://dx.doi.org/10.1016/j.ejmech.2008.12.021] [PMID: 19144450]
[http://dx.doi.org/10.1039/C5OB00655D] [PMID: 25875695]
[http://dx.doi.org/10.1007/s11094-006-0036-4]
[http://dx.doi.org/10.1016/j.jalz.2011.05.2410] [PMID: 21889116]
[http://dx.doi.org/10.1016/j.bmcl.2014.06.041] [PMID: 25017036]
[http://dx.doi.org/10.1016/j.molstruc.2022.134235]
[http://dx.doi.org/10.1016/S0040-4039(00)02168-7]
[http://dx.doi.org/10.1016/j.bcp.2013.12.024] [PMID: 24398425]
[http://dx.doi.org/10.1111/j.1528-1157.1995.tb05993.x] [PMID: 8784219]
[http://dx.doi.org/10.1007/s00044-016-1605-z]
[http://dx.doi.org/10.1021/jm00187a001] [PMID: 34039]
[http://dx.doi.org/10.3184/174751912X13300109535030]
[http://dx.doi.org/10.2174/1381612023396681] [PMID: 11812247]
[http://dx.doi.org/10.1016/j.cger.2007.08.009] [PMID: 18035234]
[http://dx.doi.org/10.1002/wps.20219] [PMID: 26043345]
[http://dx.doi.org/10.1177/0897190013515001] [PMID: 24436437]
[http://dx.doi.org/10.4103/1673-5374.274329] [PMID: 31997800]
[http://dx.doi.org/10.1007/s00520-015-3007-z] [PMID: 26542274]
[http://dx.doi.org/10.1039/D2RA06045K] [PMID: 36756601]
[http://dx.doi.org/10.1016/j.molstruc.2022.132649]
[http://dx.doi.org/10.1080/00397911.2021.2024855]
[http://dx.doi.org/10.1016/j.tet.2009.06.080]
[PMID: 5777]
[http://dx.doi.org/10.1002/14651858.CD009258.pub3] [PMID: 29995989]
[http://dx.doi.org/10.1097/WNF.0b013e31815cd960] [PMID: 19050410]
[http://dx.doi.org/10.1016/j.bioorg.2020.103668] [PMID: 32106040]
[PMID: 2704371]
[http://dx.doi.org/10.1055/s-2007-1017288]
[http://dx.doi.org/10.1001/jama.279.12.930] [PMID: 9544767]
[http://dx.doi.org/10.1517/17425255.2011.565331] [PMID: 21417819]
[PMID: 6119091]
[http://dx.doi.org/10.1021/jm301249q] [PMID: 23050738]
[http://dx.doi.org/10.3987/COM-05-10647]
[http://dx.doi.org/10.1016/j.bioorg.2020.104010] [PMID: 32615464]
[http://dx.doi.org/10.1002/cjoc.200890213]
[http://dx.doi.org/10.1155/2012/510650] [PMID: 22570531]
[http://dx.doi.org/10.1080/00397910902752238]
[http://dx.doi.org/10.1016/j.tetlet.2006.09.128]
[http://dx.doi.org/10.1016/j.tetlet.2005.01.113]
[http://dx.doi.org/10.1016/S0040-4039(01)00413-0]
[http://dx.doi.org/10.1021/jo300543n] [PMID: 22510002]
[http://dx.doi.org/10.3987/COM-01-9253]
[http://dx.doi.org/10.1016/S0040-4039(02)00115-6]
[http://dx.doi.org/10.1016/j.jksus.2019.08.001]
[http://dx.doi.org/10.1155/2012/657439]
[http://dx.doi.org/10.1016/j.tetlet.2006.02.137]
[http://dx.doi.org/10.1016/S0040-4039(03)00096-0]
[http://dx.doi.org/10.1016/S1872-2067(14)60304-1]
[http://dx.doi.org/10.1039/C6GC03110B]
[http://dx.doi.org/10.1002/adsc.200303196]
[http://dx.doi.org/10.1016/j.molcata.2006.04.024]
[http://dx.doi.org/10.1080/17518253.2011.571719]
[http://dx.doi.org/10.1080/00397910701489388]
[http://dx.doi.org/10.1016/j.tet.2008.09.076]
[http://dx.doi.org/10.1039/D1RA04444C] [PMID: 35479051]
[http://dx.doi.org/10.1016/j.bioorg.2021.105331] [PMID: 34689084]
[http://dx.doi.org/10.1016/j.ejmech.2014.01.004] [PMID: 24469112]
[http://dx.doi.org/10.1021/jm970265x] [PMID: 9276016]
[http://dx.doi.org/10.1021/jm960205b] [PMID: 8709137]
[http://dx.doi.org/10.1021/jm00387a009] [PMID: 2435903]
[http://dx.doi.org/10.1111/cbdd.12739] [PMID: 26850700]
[http://dx.doi.org/10.1007/s12039-018-1430-7]
[http://dx.doi.org/10.1016/S0014-827X(00)00061-6] [PMID: 10983288]
[http://dx.doi.org/10.1155/2019/9043570]
[http://dx.doi.org/10.1016/j.bmcl.2010.04.133] [PMID: 20537534]
[http://dx.doi.org/10.1039/C8NJ04936J]
[http://dx.doi.org/10.5530/jyp.2018.10.60]
[http://dx.doi.org/10.1016/j.bmc.2011.05.057] [PMID: 21689940]
[http://dx.doi.org/10.1128/AAC.00669-08] [PMID: 18852280]