40506-05-6Relevant articles and documents
Synthesis of novel 1,2-benzothiazine 1,1-dioxide-3-ethanone oxime N-aryl acetamide ether derivatives as potent anti-inflammatory agents and inhibitors of monocyte-to-macrophage transformation
Gannarapu, Malla Reddy,Vasamsetti, Sathish Babu,Punna, Nagender,Royya, Naresh Kumar,Pamulaparthy, Shanthan Rao,Nanubolu, Jagadeesh Babu,Kotamraju, Srigiridhar,Banda, Narsaiah
, p. 143 - 150 (2014)
A series of novel 1,2-benzothiazine 1,1-dioxide-3-ethanone oxime N-aryl acetamide ether derivatives 7a-h and 9a-h were synthesized starting from sodium salt of saccharin 1 in series of steps. Final compounds 7a-h and 9a-h were evaluated for the anti-inflammatory activity and their ability to inhibit monocyte-to-macrophage transformation. Compounds 7e, 9b, 9e and 9h showed impressive anti-inflammatory activities (TNF-α, IL-8 and MCP-1) at micro molar concentration which was found to be better than positive control i.e., piroxicam. Compound 9e marginally and compound 9h significantly inhibited PMA-induced MMP-9 gelatinase activity. Also compounds 9e and 9h greatly inhibited the PMA-induced monocyte-to-macrophage transformation, a pre-requisite step in the formation of atheroma.
Synthesis of novel 1-substituted triazole linked 1,2-benzothiazine 1,1-dioxido propenone derivatives as potent anti-inflammatory agents and inhibitors of monocyte-to-macrophage differentiation
Gannarapu, Malla Reddy,Vasamsetti, Sathish Babu,Punna, Nagender,Kotamraju, Srigiridhar,Banda, Narsaiah
supporting information, p. 1494 - 1500 (2015/08/18)
A series of novel 1-substituted-triazole linked 1,2-benzothiazine 1,1-dioxido propenone derivatives 8a-s & 12a-l were prepared from 1-substituted 1,2,3-triazol-4-aldehydes 6 & 11 with N-methyl-3-acetyl-4-hydroxybenzothiazine-1,1-dioxide 7 by condensation.
Novel structural hybrids of pyrazolobenzothiazines with benzimidazoles as cholinesterase inhibitors
Aslam, Sana,Zaib, Sumera,Ahmad, Matloob,Gardiner, John M.,Ahmad, Aqeel,Hameed, Abdul,Furtmann, Norbert,Gütschow, Michael,Bajorath, Jürgen,Iqbal, Jamshed
, p. 106 - 117 (2014/04/17)
Two series of novel pyrazolobenzothiazine-based hybrid compounds were efficiently synthesized starting from saccharin sodium salt. Pyrazolo[4,3-c][1,2]benzothiazine scaffolds were N-arylated by using p-fluorobenzaldehyde, followed by the incorporation of
Studies on synthesis of novel triazole tagged pyrazole fused naphthalene 5-thiazine-5,5-dioxide derivatives, their antimicrobial, and antioxidant activity
Malla Reddy,Nagender,Naresh Kumar,Ahn,Pranay Kumar,Kanugula,Rama Krishna,Kotamraju,Narsaiah
, p. E42-E49 (2014/11/08)
A series of novel triazole tagged pyrazole fused naphthalene-5-thiazine-5, 5-dioxide derivatives 8 and 9 were synthesized starting from sodium salt of saccharin 1. The structure of each intermediate and products was established on the basis of spectroscop
NBu4NI-Catalyzed oxidative imidation of ketones with imides: Synthesis of α-amino ketones
Lv, Yunhe,Li, Yan,Xiong, Tao,Lu, Yu,Liu, Qun,Zhang, Qian
supporting information, p. 2367 - 2369 (2014/03/21)
nBu4NI-Catalyzed oxidative imidation of ketones and imides for the synthesis of α-amino ketones were realized for the first time. The methodology is characterized by its wide substrate scope even for acetone with readily available phthalimide, saccharin and succinimide, which opens a new pathway for direct imidation of ketones. The Royal Society of Chemistry 2014.
Design, synthesis and evaluation of N-substituted saccharin derivatives as selective inhibitors of tumor-associated carbonic anhydrase XII
D'Ascenzio, Melissa,Carradori, Simone,De Monte, Celeste,Secci, Daniela,Ceruso, Mariangela,Supuran, Claudiu T.
, p. 1821 - 1831 (2014/03/21)
A series of N-alkylated saccharin derivatives were synthesized and tested for the inhibition of four different isoforms of human carbonic anhydrase (CA, EC 4. 2.1.1): the transmembrane tumor-associated CA IX and XII, and the cytosolic CA I and II. Most of the reported derivatives inhibited CA XII in the nanomolar/low micromolar range, hCA IX with KIs ranging between 11 and 390 nM, whereas they were inactive against both CA I (KIs >50 μM) and II (KIs ranging between 39.1 nM and 50 μM). Since CA I and II are off-targets of antitumor carbonic anhydrase inhibitors (CAIs), the obtained results represent an encouraging achievement for the development of new anticancer candidates without the common side effects of non-selective CAIs. Moreover, the lack of an explicit zinc binding function on these inhibitors opens the way towards the exploration of novel mechanisms of inhibition that could explain the high selectivity of these compounds for the inhibition of the transmembrane, tumor-associated isoforms over the cytosolic ones.
Identification of cyclicsulfonamide derivatives with an acetamide group as 11β-hydroxysteroid dehydrogenase 1 inhibitors
Kim, Se Hoan,Kwon, Sung Wook,Chu, So Young,Lee, Jae Hong,Narsaiah, Banda,Kim, Chi Hyun,Kang, Seung Kyu,Kang, Nam Sook,Rhee, Sang Dal,Bae, Myung Ae,Ahn, Sung Hoon,Ha, Duck Chan,Kim, Ki Young,Ahn, Jin Hee
scheme or table, p. 46 - 52 (2011/03/19)
In the continuation of our 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor research, cyclic sulfonamide derivatives with an acetamide group at the 2-position were synthesized and evaluated for their abilities to inhibit 11β-HSD1. Among this s
Strigolactone analogues and mimics derived from phthalimide, saccharine, p-tolylmalondialdehyde, benzoic and salicylic acid as scaffolds
Zwanenburg, Binne,Mwakaboko, Alinanuswe S.
experimental part, p. 7394 - 7400 (2012/01/14)
A series of new strigolactone (SL) analogues is derived from simple and cheap starting materials. These SL analogues are designed using a working model. The first analogue is a modified Nijmegen-1, the second contains saccharin as substituent (bio-isoster
Discovery of cyclicsulfonamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors
Kim, Se Hoan,Ramu, Ravirala,Kwon, Sung Wook,Lee, Su-Hee,Kim, Chi Hyun,Kang, Seung Kyu,Rhee, Sang Dal,Bae, Myung Ae,Ahn, Sung Hoon,Ha, Duck Chan,Cheon, Hyae Gyeong,Kim, Ki Young,Ahn, Jin Hee
supporting information; experimental part, p. 1065 - 1069 (2010/06/14)
A new series of cyclic sulfonamide derivatives was synthesized and evaluated for their ability to inhibit 11β-HSD1. Cyclic sulfonamides with phenylacetyl substituents at the 2-position showed nanomolar inhibitory activities. Among them, compound 4e exhibited a good in vitro inhibitory activity and selectivity toward human 11β-HSD2.
Anti-oxidant and anti-bacterial activities of novel N′-arylmethylidene-2-(3, 4-dimethyl-5, 5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl) acetohydrazides
Ahmad, Matloob,Siddiqui, Hamid Latif,Zia-ur-Rehman, Muhammad,Parvez, Masood
scheme or table, p. 698 - 704 (2010/04/02)
A series of potential anti-oxidant and anti-bacterial N′-arylmethylidene-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetohydrazides was synthesized in a facile way starting from commercially available saccharine. 3,4-Dimethyl-2,4
