Design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates was written by Fu, Liqiang;Liu, Xin;Ling, Chenyu;Cheng, Jianjun;Guo, Xingsheng;He, Huili;Ding, Shi;Yang, Yushe. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Electric Literature of C9H8N2O3 This article mentions the following:
We report herein the design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates based on the structure of SB-222734. For example, reacting benzoates I (R1 = H, MeO, NO2, R2 = H, F, NO2, R9 = H) with N-bromosuccinimide gave the brominated compounds I (R9 = Br), which cyclized to give isoindolinones II. II were then coupled with 4-epi-mutilin 14-chloroformate III and treated with a saturated solution of ZnCl2 in concentrated HCl resulting in a reverse 1,5-hydride shift to afford desired products IV. The antibacterial activities of these newly synthesized compounds were also evaluated and compared with linezolid and retapamulin. Results showed that most of the target compounds exhibit good potency in inhibiting the growth of Gram-pos. bacteria including Methicillin-susceptible Staphylococcus aureus MSSA (MIC: 0.0625-2 μg/mL), Methicillin-resistant S. aureus MRSA (MIC: 0.0625-2 μg/mL), Methicillin-susceptible Staphylococcus epidermidis MSSE (MIC: 0.0625-2 μg/mL), Methicillin-resistant S. epidermidis MRSE (MIC: 0.0625-2 μg/mL), and Streptococcus pneumonia (MIC: 0.0625-4 μg/mL). In particular, three remarkable compounds of this series IV (R1 = NH2, R2 = H; R1 = H, R2 = NH2) and isoquinolinyl derivative V exhibited comparable in vitro antibacterial profiles to that of retapamulin. In the experiment, the researchers used many compounds, for example, 7-Nitro-3,4-dihydroisoquinolin-1(2H)-one (cas: 22245-96-1Electric Literature of C9H8N2O3).
7-Nitro-3,4-dihydroisoquinolin-1(2H)-one (cas: 22245-96-1) belongs to isoquinoline derivatives. Isoquinoline is a structural isomer of quinoline, which have antiseptic, antipyretic and anti-cyclic properties, and can be used as antimalarial drugs and for the preparation of other antimalarial medicine. Other industrial applications include their use as corrosion inhibitors, preservatives, and as solvents for resins and terpenes.Electric Literature of C9H8N2O3
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem