Query Query
Results
Date
1 substances in Reaxys
2017-10-14 23h:49m:21s (EST)
O O
1. Query HO
O
Search as: As drawn, No salts, No mixtures, No isotopes, No charges, No radicals
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Reaxys ID 156885 View in Reaxys
1/1 CAS Registry Number: 4720-68-7 Chemical Name: 4,5-methylenedioxy-2-hydroxybenzaldehyde; 6-hydroxybenzo[d][1,3]dioxole-5-carbaldehyde; 6-hydroxybenzo[1,3]dioxole-5-carboxaldehyde; 2-hydroxy-4,5-(methylenedioxy)benzaldehyde; 6-hydroxy benzo[1,3]dioxole-5-carbaldehyde; 6-hydroxy-3,4-(methylenedioxy)benzaldehyde; 2-hydroxy-4,5-methylenedioxybenzaldehyde Linear Structure Formula: CH2O2C6H2(OH)CHO Molecular Formula: C8H6O4 Molecular Weight: 166.133 Type of Substance: heterocyclic InChI Key: SXMMQAVECVAGBF-UHFFFAOYSA-N Note:
O O HO
O
Substance Label (18) Label References 5
Bailly, Fabrice; Queffelec, Clemence; Mbemba, Gladys; Mouscadet, Jean-Francois; Cotelle, Philippe; Bioorganic and Medicinal Chemistry Letters; vol. 15; nb. 22; (2005); p. 5053 - 5056, View in Reaxys; De Melos, Jorge Luiz R.; Torres-Santos, Eduardo Caio; Faiões, Viviane Dos S.; De Nigris Del Cistia, Catarina; Sant'Anna, Carlos Maurício R.; Rodrigues-Santos, Cláudio Eduardo; Echevarria, Aurea; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 409 - 417, View in Reaxys; Zhou, Ji; Wang, Mao-Lin; Gao, Xiang; Jiang, Guo-Fang; Zhou, Yong-Gui; Chemical Communications; vol. 53; nb. 25; (2017); p. 3531 - 3534, View in Reaxys
27
Wu, Bo; Yu, Zhaoyuan; Gao, Xiang; Lan, Yu; Zhou, Yong-Gui; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 4006 - 4010; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4064 - 4068,5, View in Reaxys
Formula IIn
Patent; Institute of Chemistry, Chinese Academy of Sciences; Wang, Meixiang; Wang, Dexian; He, Ling; (26 pag.); CN104788462; (2017); (B) Chinese, View in Reaxys
3
Naik, Mayuri M.; Kamat, Vijayendra P.; Tilve, Santosh G.; Tetrahedron; vol. 73; nb. 37; (2017); p. 5528 5536, View in Reaxys
1m
Sun, Peng; Gao, Shang; Yang, Chi; Guo, Songjin; Lin, Aijun; Yao, Hequan; Organic Letters; vol. 18; nb. 24; (2016); p. 6464 - 6467, View in Reaxys
1
Zhang, Bingyu; Lv, Chao; Li, Weibo; Cui, Zhiming; Chen, Dongdong; Cao, Fangjun; Miao, Fang; Zhou, Le; Chemical and Pharmaceutical Bulletin; vol. 63; nb. 4; (2015); p. 255 - 262, View in Reaxys
15
Jin, Yifeng; Khadka, Daulat Bikram; Yang, Su Hui; Zhao, Chao; Cho, Won-Jea; Tetrahedron Letters; vol. 55; nb. 7; (2014); p. 1366 - 1369, View in Reaxys
13
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 1024, View in Reaxys
S5
Ishikawa, Ryo; Yoshida, Naoto; Akao, Yusuke; Kawabe, Yusuke; Inai, Makoto; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki; Chemistry Letters; vol. 43; nb. 10; (2014); p. 1572 - 1574; Art.No: CL-140613, View in Reaxys
5c
Fowler, Katherine J.; Ellis, Jillian L.; Morrow, Gary W.; Synthetic Communications; vol. 43; nb. 12; (2013); p. 1676 - 1682, View in Reaxys
7n
Streit, Ursula; Birbaum, Frederic; Quattropani, Anna; Bochet, Christian G.; Journal of Organic Chemistry; vol. 78; nb. 14; (2013); p. 6890 - 6910, View in Reaxys
2a
Patent; PURDUE RESEARCH FOUNDATION; US2009/30025; (2009); (A1) English, View in Reaxys
30
Juhasz, Laszlo; Docsa, Tibor; Brunyaszki, Attila; Gergely, Pal; Antus, Sandor; Bioorganic and Medicinal Chemistry; vol. 15; nb. 12; (2007); p. 4048 - 4056, View in Reaxys
18
Cueva, Juan Pablo; Giorgioni, Gianfabio; Grubbs, Russell A.; Chemel, Benjamin R.; Watts, Val J.; Nichols, David E.; Journal of Medicinal Chemistry; vol. 49; nb. 23; (2006); p. 6848 - 6857, View in Reaxys
6
Maes, Dominick; Vervisch, Stijn; Debenedetti, Silvia; Davio, Carlos; Mangelinckx, Sven; Giubellina, Nicola; De Kimpe, Norbert; Tetrahedron; vol. 61; nb. 9; (2005); p. 2505 - 2511, View in Reaxys
1i, Tab. 1
Yadav; Subba Reddy; Sadashiv; Padmavani; Advanced Synthesis and Catalysis; vol. 346; nb. 6; (2004); p. 607 - 610, View in Reaxys
Compound (d)
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys
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1l
Yadav, Jhillu Singh; Reddy, Basi V. Subba; Aruna; Thomas; Synthesis; nb. 2; (2002); p. 217 - 220, View in Reaxys; Yadav, Jhillu Singh; Reddy, Basi V. Subba; Rao, C. Venkateswara; Rao, K. Vishweshwar; Journal of the Chemical Society. Perkin Transactions 1; nb. 11; (2002); p. 1401 - 1404, View in Reaxys
Patent-Specific Data (1) References Patent; Institute of Medicinal Biotechnology Chinese Academy of MedicalSciences; Li, Zhuorong; Liu, Zongying; Xue, Situ; He, Xiaobo; Jin, Jie; Si, Shuyi; Ye, Weidong; (43 pag.); CN103130705; (2016); (B) Chinese, View in Reaxys Druglikeness (1) 1 of 1
LogP
1.23
H Bond Donors
1
H Bond Acceptors
1
Rotatable Bonds
1
TPSA
55.76
Lipinski Number
4
Veber Number
2
Melting Point (14) 1 of 14
Melting Point [°C]
81 - 82
Location
supporting information
Sun, Peng; Gao, Shang; Yang, Chi; Guo, Songjin; Lin, Aijun; Yao, Hequan; Organic Letters; vol. 18; nb. 24; (2016); p. 6464 - 6467, View in Reaxys 2 of 14
Melting Point [°C]
124 - 127
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys 3 of 14
Melting Point [°C]
125 - 126
Solvent (Melting Point)
dichloromethane
Location
supporting information
Fowler, Katherine J.; Ellis, Jillian L.; Morrow, Gary W.; Synthetic Communications; vol. 43; nb. 12; (2013); p. 1676 - 1682, View in Reaxys 4 of 14
Melting Point [°C]
120 - 121
Cueva, Juan Pablo; Chemel, Benjamin R.; Juncosa Jr., Jose I.; Lill, Markus A.; Watts, Val J.; Nichols, David E.; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 97 - 107, View in Reaxys 5 of 14
Melting Point [°C]
119
Solvent (Melting Point)
methanol
Patent; PURDUE RESEARCH FOUNDATION; US2009/30025; (2009); (A1) English, View in Reaxys 6 of 14
Melting Point [°C]
119
Cueva, Juan Pablo; Giorgioni, Gianfabio; Grubbs, Russell A.; Chemel, Benjamin R.; Watts, Val J.; Nichols, David E.; Journal of Medicinal Chemistry; vol. 49; nb. 23; (2006); p. 6848 - 6857, View in Reaxys; Patent; PURDUE RESEARCH FOUNDATION; US2009/30025; (2009); (A1) English, View in Reaxys 7 of 14
Melting Point [°C]
125 - 126
Solvent (Melting Point)
ethanol
Location
supporting information
Gagey, Nathalie; Emond, Matthieu; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Organic Letters; vol. 10; nb. 12; (2008); p. 2341 - 2344, View in Reaxys 8 of 14
Melting Point [°C]
125 - 126
Solvent (Melting Point)
ethanol
Gagey, Nathalie; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Journal of the American Chemical Society; vol. 129; nb. 32; (2007); p. 9986 - 9998, View in Reaxys
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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9 of 14
Melting Point [°C]
125 - 127
Juhasz, Laszlo; Docsa, Tibor; Brunyaszki, Attila; Gergely, Pal; Antus, Sandor; Bioorganic and Medicinal Chemistry; vol. 15; nb. 12; (2007); p. 4048 - 4056, View in Reaxys 10 of 14
Melting Point [°C]
125 - 126
Campbell et al.; Journal of Organic Chemistry; vol. 16; (1951); p. 1736,1740, View in Reaxys; Arnold; Bordwell; Journal of the American Chemical Society; vol. 64; (1942); p. 2983,2985, View in Reaxys; Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 11 of 14
Melting Point [°C]
125 - 126
Solvent (Melting Point)
heptane
De Peredo, Anne Gonzalez; Leonce, Stephane; Monneret, Claude; Dauzonne, Daniel; Chemical and Pharmaceutical Bulletin; vol. 46; nb. 1; (1998); p. 79 - 83, View in Reaxys 12 of 14
Melting Point [°C]
85 - 87
Solvent (Melting Point)
benzene
Nishiyama; Eto; Terada; et al.; Chemical and Pharmaceutical Bulletin; vol. 31; nb. 8; (1983); p. 2834 - 2844, View in Reaxys 13 of 14
Melting Point [°C]
85 - 87
Iguchi, Masanobu; Nishiyama, Atsuko; Eto, Hideo; Yamamura,Shosuke; Chemistry Letters; (1981); p. 939 942, View in Reaxys 14 of 14
Melting Point [°C]
125
van Heerden,F.R. et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1978); p. 137 - 145, View in Reaxys Crystal Property Description (8) Colour & Other Location Properties
References
yellow
supporting information
Sun, Peng; Gao, Shang; Yang, Chi; Guo, Songjin; Lin, Aijun; Yao, Hequan; Organic Letters; vol. 18; nb. 24; (2016); p. 6464 - 6467, View in Reaxys
white
supporting information
Jin, Yifeng; Khadka, Daulat Bikram; Yang, Su Hui; Zhao, Chao; Cho, Won-Jea; Tetrahedron Letters; vol. 55; nb. 7; (2014); p. 1366 - 1369, View in Reaxys; Guo, Wengang; Wu, Bo; Zhou, Xin; Chen, Ping; Wang, Xu; Zhou, Yong-Gui; Liu, Yan; Li, Can; Angewandte Chemie - International Edition; vol. 54; nb. 15; (2015); p. 4522 - 4526; Angew. Chem.; vol. 127; nb. 15; (2015); p. 4605 - 4609,5, View in Reaxys
white
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys
brown
supporting information
Fowler, Katherine J.; Ellis, Jillian L.; Morrow, Gary W.; Synthetic Communications; vol. 43; nb. 12; (2013); p. 1676 - 1682, View in Reaxys
white
supporting information
Gagey, Nathalie; Emond, Matthieu; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Organic Letters; vol. 10; nb. 12; (2008); p. 2341 - 2344, View in Reaxys
brown
Juhasz, Laszlo; Docsa, Tibor; Brunyaszki, Attila; Gergely, Pal; Antus, Sandor; Bioorganic and Medicinal Chemistry; vol. 15; nb. 12; (2007); p. 4048 - 4056, View in Reaxys
cream
Cueva, Juan Pablo; Giorgioni, Gianfabio; Grubbs, Russell A.; Chemel, Benjamin R.; Watts, Val J.; Nichols, David E.; Journal of Medicinal Chemistry; vol. 49; nb. 23; (2006); p. 6848 - 6857, View in Reaxys
light-brown
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys
Electrochemical Behaviour (1) Description (Elec- Comment (Electrochemical Betrochemical Behaviour) haviour) Electrolytic dissociation / protonation equilibrium
in 50percentig. wss. Aethanol.
References
Arnold; Bordwell; Journal of the American Chemical Society; vol. 64; (1942); p. 2983,2985, View in Reaxys
NMR Spectroscopy (21)
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1 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Location
supporting information
Fowler, Katherine J.; Ellis, Jillian L.; Morrow, Gary W.; Synthetic Communications; vol. 43; nb. 12; (2013); p. 1676 - 1682, View in Reaxys; Sun, Peng; Gao, Shang; Yang, Chi; Guo, Songjin; Lin, Aijun; Yao, Hequan; Organic Letters; vol. 18; nb. 24; (2016); p. 6464 - 6467, View in Reaxys 2 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
75
Location
supporting information
Sun, Peng; Gao, Shang; Yang, Chi; Guo, Songjin; Lin, Aijun; Yao, Hequan; Organic Letters; vol. 18; nb. 24; (2016); p. 6464 - 6467, View in Reaxys 3 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Location
supporting information
Guo, Wengang; Wu, Bo; Zhou, Xin; Chen, Ping; Wang, Xu; Zhou, Yong-Gui; Liu, Yan; Li, Can; Angewandte Chemie - International Edition; vol. 54; nb. 15; (2015); p. 4522 - 4526; Angew. Chem.; vol. 127; nb. 15; (2015); p. 4605 - 4609,5, View in Reaxys 4 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
101
Location
supporting information
Guo, Wengang; Wu, Bo; Zhou, Xin; Chen, Ping; Wang, Xu; Zhou, Yong-Gui; Liu, Yan; Li, Can; Angewandte Chemie - International Edition; vol. 54; nb. 15; (2015); p. 4522 - 4526; Angew. Chem.; vol. 127; nb. 15; (2015); p. 4605 - 4609,5, View in Reaxys 5 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy)
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Frequency (NMR Spectroscopy) [MHz]
300
Location
supporting information
Jin, Yifeng; Khadka, Daulat Bikram; Yang, Su Hui; Zhao, Chao; Cho, Won-Jea; Tetrahedron Letters; vol. 55; nb. 7; (2014); p. 1366 - 1369, View in Reaxys 6 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]
24.84
Frequency (NMR Spectroscopy) [MHz]
300
Location
supporting information
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys 7 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]
24.84
Frequency (NMR Spectroscopy) [MHz]
75
Location
supporting information
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys 8 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Cueva, Juan Pablo; Chemel, Benjamin R.; Juncosa Jr., Jose I.; Lill, Markus A.; Watts, Val J.; Nichols, David E.; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 97 - 107, View in Reaxys 9 of 21
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Original Text (NMR Spectroscopy)
1H-NMR (CDCl ) δ 9.63 (s, 1, CHO); 6.87 (s, 1, ArH); 6.47 (s, 1, ArH); 6.02 (s, 2, Ar3 OCH2O); 1.54 (s, 1, ArOH);
Comment (NMR Spectroscopy)
Signals given
Patent; PURDUE RESEARCH FOUNDATION; US2009/30025; (2009); (A1) English, View in Reaxys 10 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
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Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]
19.84
Frequency (NMR Spectroscopy) [MHz]
250
Location
supporting information
Gagey, Nathalie; Emond, Matthieu; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Organic Letters; vol. 10; nb. 12; (2008); p. 2341 - 2344, View in Reaxys 11 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]
62.8
Location
supporting information
Gagey, Nathalie; Emond, Matthieu; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Organic Letters; vol. 10; nb. 12; (2008); p. 2341 - 2344, View in Reaxys 12 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
24.84
Frequency (NMR Spectroscopy) [MHz]
250
Gagey, Nathalie; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Journal of the American Chemical Society; vol. 129; nb. 32; (2007); p. 9986 - 9998, View in Reaxys 13 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
24.84
Frequency (NMR Spectroscopy) [MHz]
62.8
Gagey, Nathalie; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic; Journal of the American Chemical Society; vol. 129; nb. 32; (2007); p. 9986 - 9998, View in Reaxys 14 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Juhasz, Laszlo; Docsa, Tibor; Brunyaszki, Attila; Gergely, Pal; Antus, Sandor; Bioorganic and Medicinal Chemistry; vol. 15; nb. 12; (2007); p. 4048 - 4056, View in Reaxys
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15 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Cueva, Juan Pablo; Giorgioni, Gianfabio; Grubbs, Russell A.; Chemel, Benjamin R.; Watts, Val J.; Nichols, David E.; Journal of Medicinal Chemistry; vol. 49; nb. 23; (2006); p. 6848 - 6857, View in Reaxys 16 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
270
Maes, Dominick; Vervisch, Stijn; Debenedetti, Silvia; Davio, Carlos; Mangelinckx, Sven; Giubellina, Nicola; De Kimpe, Norbert; Tetrahedron; vol. 61; nb. 9; (2005); p. 2505 - 2511, View in Reaxys 17 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
68
Maes, Dominick; Vervisch, Stijn; Debenedetti, Silvia; Davio, Carlos; Mangelinckx, Sven; Giubellina, Nicola; De Kimpe, Norbert; Tetrahedron; vol. 61; nb. 9; (2005); p. 2505 - 2511, View in Reaxys 18 of 21
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Original Text (NMR Spectroscopy)
<1>H-NMR (CDCl3, delta ppm): 6.02 (s, 6H, Me2), 6.47 (s, 1H), 6.86 (s, 1H), 9.62 (s, 1H, CHO)
Comment (NMR Spectroscopy)
Signals given
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 19 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Kelkar, Shriniwas L.; Phadke, Chetan P.; Marina, Sister; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 23; nb. 5; (1984); p. 458 - 459, View in Reaxys; Iguchi, Masanobu; Nishiyama, Atsuko; Eto, Hideo; Yamamura,Shosuke; Chemistry Letters; (1981); p. 939 - 942, View in Reaxys; Nishiyama; Eto; Terada; et al.; Chemical and Pharmaceutical Bulletin; vol. 31; nb. 8; (1983); p. 2834 - 2844, View in Reaxys; McKittrick, Brian A.; Scannell, Ralph T.; Stevenson, Robert; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 12; (1982); p. 3017 - 3020, View in Reaxys; Saito, Naoki; Tashiro, Kyoichi; Maru, Yukie; Yamaguchi, Kentaro; Kubo, Akinori; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 1; (1997); p. 53 - 70, View in Reaxys
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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20 of 21
Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CDCl3 scopy) Comment (NMR Spectroscopy)
1H-1H
Iguchi, Masanobu; Nishiyama, Atsuko; Eto, Hideo; Yamamura,Shosuke; Chemistry Letters; (1981); p. 939 942, View in Reaxys 21 of 21
Description (NMR Spec- NMR troscopy) Suginome,H.; Bulletin of the Chemical Society of Japan; vol. 39; (1966); p. 1525 - 1529, View in Reaxys; van Heerden,F.R. et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1978); p. 137 - 145, View in Reaxys
IR Spectroscopy (6) 1 of 6
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat (no solvent, solid phase)
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys 2 of 6
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
KBr
Maes, Dominick; Vervisch, Stijn; Debenedetti, Silvia; Davio, Carlos; Mangelinckx, Sven; Giubellina, Nicola; De Kimpe, Norbert; Tetrahedron; vol. 61; nb. 9; (2005); p. 2505 - 2511, View in Reaxys 3 of 6
Description (IR Spectroscopy)
in KBr
Original Text (IR Spectroscopy)
IR (KBr cm<-1>): 3076, 1646, 1614, 1506, 1482, 1424, 1388, 1314, 1270, 1230, 1162, 1086, 1036, 934, 872, 854, 786, 774, 722, 710, 514
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 4 of 6
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
KBr
Comment (IR Spectroscopy)
3490 - 1620 cm**(-1)
Saito, Naoki; Tashiro, Kyoichi; Maru, Yukie; Yamaguchi, Kentaro; Kubo, Akinori; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 1; (1997); p. 53 - 70, View in Reaxys 5 of 6
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
nujol
Comment (IR Spectroscopy)
1650 cm**(-1)
Kelkar, Shriniwas L.; Phadke, Chetan P.; Marina, Sister; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 23; nb. 5; (1984); p. 458 - 459, View in Reaxys 6 of 6
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
KBr
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Comment (IR Spectroscopy)
1640 - 1605 cm**(-1)
Iguchi, Masanobu; Nishiyama, Atsuko; Eto, Hideo; Yamamura,Shosuke; Chemistry Letters; (1981); p. 939 942, View in Reaxys; Nishiyama; Eto; Terada; et al.; Chemical and Pharmaceutical Bulletin; vol. 31; nb. 8; (1983); p. 2834 - 2844, View in Reaxys Mass Spectrometry (6) Description (Mass Location Spectrometry)
Comment (Mass Spectrometry)
References
high resolution supporting informass spectrome- mation try (HRMS); electrospray ionisation (ESI); timeof-flight mass spectra (TOFMS); spectrum
Sun, Peng; Gao, Shang; Yang, Chi; Guo, Songjin; Lin, Aijun; Yao, Hequan; Organic Letters; vol. 18; nb. 24; (2016); p. 6464 6467, View in Reaxys
electron impact (EI); spectrum
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys
high resolution mass spectrometry (HRMS); electron impact (EI); spectrum
Beekman, Andrew M.; Barrow, Russell A.; Journal of Organic Chemistry; vol. 79; nb. 3; (2014); p. 1017 - 1024, View in Reaxys
CI (Chemical ionization); Spectrum
Cueva, Juan Pablo; Chemel, Benjamin R.; Juncosa Jr., Jose I.; Lill, Markus A.; Watts, Val J.; Nichols, David E.; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 97 - 107, View in Reaxys
CI (Chemical ionization)
Molecular peak
spectrum; electron impact (EI)
Patent; PURDUE RESEARCH FOUNDATION; US2009/30025; (2009); (A1) English, View in Reaxys Saito, Naoki; Tashiro, Kyoichi; Maru, Yukie; Yamaguchi, Kentaro; Kubo, Akinori; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 1; (1997); p. 53 - 70, View in Reaxys; Maes, Dominick; Vervisch, Stijn; Debenedetti, Silvia; Davio, Carlos; Mangelinckx, Sven; Giubellina, Nicola; De Kimpe, Norbert; Tetrahedron; vol. 61; nb. 9; (2005); p. 2505 - 2511, View in Reaxys
Medchem (9) 1 of 9
Substance Effect
Herbicidal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Target : Amaranthus retroflexusoBioassay : Assay example 2: Assay for herbicidal activity of intermediates of esculetin compounds(1) Compounds to be tested[0172] Herbicidal activities of the above Compounds (a), (b), (d), and (e) used in the above assay example for the antifungal activity were examined. (2) Plants to be tested[0173] Effects
Substance RN
156885View in Reaxys
Substance Name
1421442
Measurement Parameter
Qualitative
Qualitative value
NA
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 2 of 9
Substance Effect
Herbicidal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 2: Assay for herbicidal activity of intermediates of esculetin compounds(1) Compounds to be tested[0172] Herbicidal activities of the above Compounds (a), (b), (d), and (e) used in the above assay example for the antifungal activity were examined. (2) Plants to be tested[0173] Effects
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
10/13
2017-10-14 23:50:53
Biological Species/NCBI lettuce ID Substance RN
156885View in Reaxys
Substance Name
1421442
Qualitative Results
suppression through growth suppression of Roots by a range from 20% to less than 40% at 50 mg/L concentration
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 3 of 9
Substance Effect
Herbicidal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 2: Assay for herbicidal activity of intermediates of esculetin compounds(1) Compounds to be tested[0172] Herbicidal activities of the above Compounds (a), (b), (d), and (e) used in the above assay example for the antifungal activity were examined. (2) Plants to be tested[0173] Effects
Biological Species/NCBI Setaria viridis ID Substance RN
156885View in Reaxys
Substance Name
1421442
Measurement Parameter
Qualitative
Qualitative value
NA
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 4 of 9
Substance Effect
Herbicidal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 2: Assay for herbicidal activity of intermediates of esculetin compounds(1) Compounds to be tested[0172] Herbicidal activities of the above Compounds (a), (b), (d), and (e) used in the above assay example for the antifungal activity were examined. (2) Plants to be tested[0173] Effects
Biological Species/NCBI Solanum nigrum ID Substance RN
156885View in Reaxys
Substance Name
1421442
Qualitative Results
suppression through growth suppression and growth suppression of Roots by a range from 60% to less than 80% at 50 mg/L concentration
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 5 of 9
Substance Effect
Antifungal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Target : Pytophthora infestansBioassay : Assay example 1: Assay for antifungal activity of intermediates of esculetin compounds(1) Compounds to be tested[0160] Antifungal activities of the following Compounds (a) to (e) were examined. Compound (a): 2-benzyloxy-1,4-hydroquinone [the compound in Synthesis example 3(4)] Compound (b): 2,5-dihydroxy-4-benzyloxybenzaldehyde
Substance RN
156885View in Reaxys
Substance Name
1421442
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
11/13
2017-10-14 23:50:53
Qualitative Results
10-60% rate of growth suppression at 10 mg/L concentration, 1 day after treatment
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 6 of 9
Substance Effect
Antifungal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 1: Assay for antifungal activity of intermediates of esculetin compounds(1) Compounds to be tested[0160] Antifungal activities of the following Compounds (a) to (e) were examined. Compound (a): 2-benzyloxy-1,4-hydroquinone [the compound in Synthesis example 3(4)] Compound (b): 2,5-dihydroxy-4-benzyloxybenzaldehyde
Biological Species/NCBI Microdochium nivale ID Substance RN
156885View in Reaxys
Substance Name
1421442
Qualitative Results
10-60% rate of growth suppression at 10 mg/L concentration, 4 days after treatment
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 7 of 9
Substance Effect
Antifungal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 1: Assay for antifungal activity of intermediates of esculetin compounds(1) Compounds to be tested[0160] Antifungal activities of the following Compounds (a) to (e) were examined. Compound (a): 2-benzyloxy-1,4-hydroquinone [the compound in Synthesis example 3(4)] Compound (b): 2,5-dihydroxy-4-benzyloxybenzaldehyde
Biological Species/NCBI Zymoseptoria tritici ID Substance RN
156885View in Reaxys
Substance Name
1421442
Qualitative Results
10-60% rate of growth suppression at 10 mg/L concentration, 7 days after treatment
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 8 of 9
Substance Effect
Antifungal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 1: Assay for antifungal activity of intermediates of esculetin compounds(1) Compounds to be tested[0160] Antifungal activities of the following Compounds (a) to (e) were examined. Compound (a): 2-benzyloxy-1,4-hydroquinone [the compound in Synthesis example 3(4)] Compound (b): 2,5-dihydroxy-4-benzyloxybenzaldehyde
Biological Species/NCBI Pythium aphanidermatum ID Substance RN
156885View in Reaxys
Substance Name
1421442
Qualitative Results
10-60% rate of growth suppression at 10 mg/L concentration, 1 day after treatment
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
12/13
2017-10-14 23:50:53
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys 9 of 9
Substance Effect
Antifungal
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Bioassay : Assay example 1: Assay for antifungal activity of intermediates of esculetin compounds(1) Compounds to be tested[0160] Antifungal activities of the following Compounds (a) to (e) were examined. Compound (a): 2-benzyloxy-1,4-hydroquinone [the compound in Synthesis example 3(4)] Compound (b): 2,5-dihydroxy-4-benzyloxybenzaldehyde
Biological Species/NCBI Rice blast fungus ID Substance RN
156885View in Reaxys
Substance Name
1421442
Qualitative Results
10-60% rate of growth suppression at 10 mg/L concentration, 3 days after treatment
Measurement Parameter
Qualitative
Patent; Kureha Chemical Industry Co., Ltd.; EP1357118; (2003); (A1) English, View in Reaxys
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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