PMC:7291971 / 63557-64530 JSONTXT

{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T1273","span":{"begin":50,"end":82},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1274","span":{"begin":86,"end":87},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1275","span":{"begin":87,"end":89},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T1276","span":{"begin":89,"end":102},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1277","span":{"begin":102,"end":108},"obj":"CHEBI:16625;CHEBI:16625"},{"id":"T1278","span":{"begin":110,"end":112},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1279","span":{"begin":112,"end":118},"obj":"CHEBI:47853;CHEBI:47853"},{"id":"T1280","span":{"begin":118,"end":121},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1281","span":{"begin":121,"end":133},"obj":"CHEBI:27798;CHEBI:27798"},{"id":"T1282","span":{"begin":133,"end":136},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1283","span":{"begin":136,"end":147},"obj":"CHEBI:35358;CHEBI:35358"},{"id":"T1284","span":{"begin":177,"end":179},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T1285","span":{"begin":179,"end":180},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T1286","span":{"begin":180,"end":185},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T1287","span":{"begin":185,"end":187},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T1288","span":{"begin":187,"end":206},"obj":"CHEBI:53250;CHEBI:53250"},{"id":"T1289","span":{"begin":207,"end":216},"obj":"CHEBI:22260;CHEBI:22260"},{"id":"T1290","span":{"begin":250,"end":252},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1291","span":{"begin":252,"end":258},"obj":"CHEBI:47853;CHEBI:47853"},{"id":"T1292","span":{"begin":258,"end":280},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1293","span":{"begin":281,"end":289},"obj":"CHEBI:17996;CHEBI:17996"},{"id":"T1294","span":{"begin":353,"end":357},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T1295","span":{"begin":736,"end":739},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T98719","span":{"begin":50,"end":82},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T64923","span":{"begin":86,"end":87},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T19618","span":{"begin":87,"end":89},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T21752","span":{"begin":89,"end":102},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T69104","span":{"begin":102,"end":108},"obj":"CHEBI:16625;CHEBI:16625"},{"id":"T6973","span":{"begin":110,"end":112},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T6632","span":{"begin":112,"end":118},"obj":"CHEBI:47853;CHEBI:47853"},{"id":"T32297","span":{"begin":118,"end":121},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T3937","span":{"begin":121,"end":133},"obj":"CHEBI:27798;CHEBI:27798"},{"id":"T22911","span":{"begin":133,"end":136},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T94422","span":{"begin":136,"end":147},"obj":"CHEBI:35358;CHEBI:35358"},{"id":"T41796","span":{"begin":177,"end":179},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T29317","span":{"begin":179,"end":180},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T14374","span":{"begin":180,"end":185},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T34149","span":{"begin":185,"end":187},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T75460","span":{"begin":187,"end":206},"obj":"CHEBI:53250;CHEBI:53250"},{"id":"T57966","span":{"begin":207,"end":216},"obj":"CHEBI:22260;CHEBI:22260"},{"id":"T37315","span":{"begin":250,"end":252},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T51836","span":{"begin":252,"end":258},"obj":"CHEBI:47853;CHEBI:47853"},{"id":"T55660","span":{"begin":258,"end":280},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T3877","span":{"begin":281,"end":289},"obj":"CHEBI:17996;CHEBI:17996"},{"id":"T85531","span":{"begin":353,"end":357},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T63694","span":{"begin":736,"end":739},"obj":"CHEBI:36927;CHEBI:36927"}],"text":"4.1.25 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-chloro-3-nitrobenzene-1-sulfonamide (29)\nFollowing method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-chloro-3-nitrobenzenesufonyl chloride, 29 (346 mg, 72%) was obtained as a brown solid. Rf 0.42 (8:92 MeOH/CH2Cl2). 1H NMR (400 MHz, DMSO‑d 6) δ 8.56 (s, 1H), 8.39 (d, J = 2.1 Hz, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.1 Hz, 1H), 7.90 (d, J = 8.5 Hz, 1H), 7.37 (br. s, 2H), 6.12 (d, J = 2.8 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H) 4.17 (td, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.33–3.18 (m, 2H), 1.51 (s, 3H), 1.29 (s, 3H). 13C NMR (100 MHz, DMSO‑d 6) δ 156.7, 153.0, 148.9, 147.8, 141.1, 140.6, 133.4, 131.6, 129.8, 124.4, 119.7, 114.0, 107.7, 89.8, 84.7, 83.4, 82.0, 44.9, 27.4, 25.6. HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+: 526.0912, Found 526.0914."}

{"project":"LitCovid-PubTator","denotations":[{"id":"1156","span":{"begin":207,"end":216},"obj":"Chemical"},{"id":"1157","span":{"begin":250,"end":289},"obj":"Chemical"},{"id":"1158","span":{"begin":353,"end":357},"obj":"Chemical"},{"id":"1159","span":{"begin":358,"end":364},"obj":"Chemical"},{"id":"1160","span":{"begin":367,"end":369},"obj":"Chemical"},{"id":"1161","span":{"begin":384,"end":390},"obj":"Chemical"},{"id":"1162","span":{"begin":405,"end":407},"obj":"Chemical"},{"id":"1163","span":{"begin":431,"end":433},"obj":"Chemical"},{"id":"1164","span":{"begin":445,"end":447},"obj":"Chemical"},{"id":"1165","span":{"begin":459,"end":461},"obj":"Chemical"},{"id":"1166","span":{"begin":498,"end":500},"obj":"Chemical"},{"id":"1167","span":{"begin":524,"end":526},"obj":"Chemical"},{"id":"1168","span":{"begin":736,"end":739},"obj":"Chemical"},{"id":"1169","span":{"begin":754,"end":762},"obj":"Chemical"},{"id":"1170","span":{"begin":926,"end":939},"obj":"Chemical"},{"id":"1171","span":{"begin":899,"end":903},"obj":"Disease"}],"attributes":[{"id":"A1156","pred":"tao:has_database_id","subj":"1156","obj":"MESH:D000241"},{"id":"A1168","pred":"tao:has_database_id","subj":"1168","obj":"MESH:C000615229"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}],"text":"4.1.25 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-chloro-3-nitrobenzene-1-sulfonamide (29)\nFollowing method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-chloro-3-nitrobenzenesufonyl chloride, 29 (346 mg, 72%) was obtained as a brown solid. Rf 0.42 (8:92 MeOH/CH2Cl2). 1H NMR (400 MHz, DMSO‑d 6) δ 8.56 (s, 1H), 8.39 (d, J = 2.1 Hz, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.1 Hz, 1H), 7.90 (d, J = 8.5 Hz, 1H), 7.37 (br. s, 2H), 6.12 (d, J = 2.8 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H) 4.17 (td, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.33–3.18 (m, 2H), 1.51 (s, 3H), 1.29 (s, 3H). 13C NMR (100 MHz, DMSO‑d 6) δ 156.7, 153.0, 148.9, 147.8, 141.1, 140.6, 133.4, 131.6, 129.8, 124.4, 119.7, 114.0, 107.7, 89.8, 84.7, 83.4, 82.0, 44.9, 27.4, 25.6. HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+: 526.0912, Found 526.0914."}

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T369","span":{"begin":170,"end":171},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T370","span":{"begin":324,"end":325},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T371","span":{"begin":941,"end":944},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"4.1.25 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-chloro-3-nitrobenzene-1-sulfonamide (29)\nFollowing method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-chloro-3-nitrobenzenesufonyl chloride, 29 (346 mg, 72%) was obtained as a brown solid. Rf 0.42 (8:92 MeOH/CH2Cl2). 1H NMR (400 MHz, DMSO‑d 6) δ 8.56 (s, 1H), 8.39 (d, J = 2.1 Hz, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.1 Hz, 1H), 7.90 (d, J = 8.5 Hz, 1H), 7.37 (br. s, 2H), 6.12 (d, J = 2.8 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H) 4.17 (td, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.33–3.18 (m, 2H), 1.51 (s, 3H), 1.29 (s, 3H). 13C NMR (100 MHz, DMSO‑d 6) δ 156.7, 153.0, 148.9, 147.8, 141.1, 140.6, 133.4, 131.6, 129.8, 124.4, 119.7, 114.0, 107.7, 89.8, 84.7, 83.4, 82.0, 44.9, 27.4, 25.6. HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+: 526.0912, Found 526.0914."}

{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T50217","span":{"begin":23,"end":44},"obj":"Chemical"},{"id":"T43169","span":{"begin":25,"end":30},"obj":"Chemical"},{"id":"T42743","span":{"begin":50,"end":58},"obj":"Chemical"},{"id":"T87205","span":{"begin":102,"end":108},"obj":"Chemical"},{"id":"T25385","span":{"begin":112,"end":118},"obj":"Chemical"},{"id":"T43755","span":{"begin":121,"end":133},"obj":"Chemical"},{"id":"T373","span":{"begin":136,"end":147},"obj":"Chemical"},{"id":"T78338","span":{"begin":180,"end":185},"obj":"Chemical"},{"id":"T86776","span":{"begin":192,"end":206},"obj":"Chemical"},{"id":"T376","span":{"begin":207,"end":216},"obj":"Chemical"},{"id":"T92152","span":{"begin":252,"end":258},"obj":"Chemical"},{"id":"T10656","span":{"begin":281,"end":289},"obj":"Chemical"},{"id":"T62047","span":{"begin":339,"end":341},"obj":"Chemical"},{"id":"T62948","span":{"begin":353,"end":357},"obj":"Chemical"},{"id":"T13967","span":{"begin":367,"end":369},"obj":"Chemical"},{"id":"T24399","span":{"begin":384,"end":388},"obj":"Chemical"},{"id":"T9330","span":{"begin":405,"end":407},"obj":"Chemical"},{"id":"T73417","span":{"begin":431,"end":433},"obj":"Chemical"},{"id":"T39372","span":{"begin":445,"end":447},"obj":"Chemical"},{"id":"T59648","span":{"begin":459,"end":461},"obj":"Chemical"},{"id":"T66135","span":{"begin":498,"end":500},"obj":"Chemical"},{"id":"T48396","span":{"begin":524,"end":526},"obj":"Chemical"},{"id":"T4269","span":{"begin":568,"end":570},"obj":"Chemical"},{"id":"T13812","span":{"begin":607,"end":609},"obj":"Chemical"},{"id":"T44374","span":{"begin":646,"end":648},"obj":"Chemical"},{"id":"T91535","span":{"begin":684,"end":686},"obj":"Chemical"},{"id":"T95896","span":{"begin":754,"end":758},"obj":"Chemical"}],"attributes":[{"id":"A74132","pred":"chebi_id","subj":"T50217","obj":"http://purl.obolibrary.org/obo/CHEBI_30756"},{"id":"A6646","pred":"chebi_id","subj":"T43169","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A75624","pred":"chebi_id","subj":"T42743","obj":"http://purl.obolibrary.org/obo/CHEBI_33601"},{"id":"A32697","pred":"chebi_id","subj":"T42743","obj":"http://purl.obolibrary.org/obo/CHEBI_42266"},{"id":"A53451","pred":"chebi_id","subj":"T87205","obj":"http://purl.obolibrary.org/obo/CHEBI_32875"},{"id":"A91212","pred":"chebi_id","subj":"T87205","obj":"http://purl.obolibrary.org/obo/CHEBI_29309"},{"id":"A20185","pred":"chebi_id","subj":"T25385","obj":"http://purl.obolibrary.org/obo/CHEBI_47853"},{"id":"A2287","pred":"chebi_id","subj":"T43755","obj":"http://purl.obolibrary.org/obo/CHEBI_27798"},{"id":"A23292","pred":"chebi_id","subj":"T373","obj":"http://purl.obolibrary.org/obo/CHEBI_35358"},{"id":"A61333","pred":"chebi_id","subj":"T78338","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A59389","pred":"chebi_id","subj":"T86776","obj":"http://purl.obolibrary.org/obo/CHEBI_29858"},{"id":"A38060","pred":"chebi_id","subj":"T376","obj":"http://purl.obolibrary.org/obo/CHEBI_16335"},{"id":"A23449","pred":"chebi_id","subj":"T92152","obj":"http://purl.obolibrary.org/obo/CHEBI_47853"},{"id":"A81296","pred":"chebi_id","subj":"T10656","obj":"http://purl.obolibrary.org/obo/CHEBI_17996"},{"id":"A71169","pred":"chebi_id","subj":"T62047","obj":"http://purl.obolibrary.org/obo/CHEBI_33346"},{"id":"A79491","pred":"chebi_id","subj":"T62948","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A35521","pred":"chebi_id","subj":"T13967","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A34780","pred":"chebi_id","subj":"T24399","obj":"http://purl.obolibrary.org/obo/CHEBI_28262"},{"id":"A61745","pred":"chebi_id","subj":"T9330","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A81347","pred":"chebi_id","subj":"T73417","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A28176","pred":"chebi_id","subj":"T39372","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A23619","pred":"chebi_id","subj":"T59648","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A58812","pred":"chebi_id","subj":"T66135","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A39187","pred":"chebi_id","subj":"T48396","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A75298","pred":"chebi_id","subj":"T4269","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A4855","pred":"chebi_id","subj":"T13812","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A85647","pred":"chebi_id","subj":"T44374","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A58190","pred":"chebi_id","subj":"T91535","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A98027","pred":"chebi_id","subj":"T95896","obj":"http://purl.obolibrary.org/obo/CHEBI_28262"}],"text":"4.1.25 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-chloro-3-nitrobenzene-1-sulfonamide (29)\nFollowing method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-chloro-3-nitrobenzenesufonyl chloride, 29 (346 mg, 72%) was obtained as a brown solid. Rf 0.42 (8:92 MeOH/CH2Cl2). 1H NMR (400 MHz, DMSO‑d 6) δ 8.56 (s, 1H), 8.39 (d, J = 2.1 Hz, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.1 Hz, 1H), 7.90 (d, J = 8.5 Hz, 1H), 7.37 (br. s, 2H), 6.12 (d, J = 2.8 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H) 4.17 (td, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.33–3.18 (m, 2H), 1.51 (s, 3H), 1.29 (s, 3H). 13C NMR (100 MHz, DMSO‑d 6) δ 156.7, 153.0, 148.9, 147.8, 141.1, 140.6, 133.4, 131.6, 129.8, 124.4, 119.7, 114.0, 107.7, 89.8, 84.7, 83.4, 82.0, 44.9, 27.4, 25.6. HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+: 526.0912, Found 526.0914."}

{"project":"LitCovid-sentences","denotations":[{"id":"T440","span":{"begin":0,"end":152},"obj":"Sentence"},{"id":"T441","span":{"begin":153,"end":338},"obj":"Sentence"},{"id":"T442","span":{"begin":339,"end":366},"obj":"Sentence"},{"id":"T443","span":{"begin":367,"end":735},"obj":"Sentence"},{"id":"T444","span":{"begin":736,"end":898},"obj":"Sentence"},{"id":"T445","span":{"begin":899,"end":947},"obj":"Sentence"},{"id":"T446","span":{"begin":948,"end":973},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"4.1.25 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-chloro-3-nitrobenzene-1-sulfonamide (29)\nFollowing method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-chloro-3-nitrobenzenesufonyl chloride, 29 (346 mg, 72%) was obtained as a brown solid. Rf 0.42 (8:92 MeOH/CH2Cl2). 1H NMR (400 MHz, DMSO‑d 6) δ 8.56 (s, 1H), 8.39 (d, J = 2.1 Hz, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.1 Hz, 1H), 7.90 (d, J = 8.5 Hz, 1H), 7.37 (br. s, 2H), 6.12 (d, J = 2.8 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H) 4.17 (td, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.33–3.18 (m, 2H), 1.51 (s, 3H), 1.29 (s, 3H). 13C NMR (100 MHz, DMSO‑d 6) δ 156.7, 153.0, 148.9, 147.8, 141.1, 140.6, 133.4, 131.6, 129.8, 124.4, 119.7, 114.0, 107.7, 89.8, 84.7, 83.4, 82.0, 44.9, 27.4, 25.6. HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+: 526.0912, Found 526.0914."}