Query
1. Query
Query
Results
Date
N
2 substances in Reaxys
2018-03-18 20h:15m:38s (EST)
Search as: As drawn
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Reaxys ID 126065 View in Reaxys
1/2 CAS Registry Number: 22014-99-9 Chemical Name: N-butylindole; 1-(n-butyl)indole; 1-(n-butyl)-1H-indole; 1-butyl-1H-indole; N-(n-butyl)indole; N-n-butylindole; N-butyl indole Linear Structure Formula: C12H15N Molecular Formula: C12H15N Molecular Weight: 173.258 Type of Substance: heterocyclic InChI Key: PSGFPTUMYLIVDX-UHFFFAOYSA-N Note:
N
Substance Label (23) Label References 1r
Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 3961 - 3965; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4019 - 4023,5, View in Reaxys
1c
Singh, Rahulkumar Rajmani; Liu, Rai-Shung; Chemical Communications; vol. 53; nb. 33; (2017); p. 4593 4596, View in Reaxys
5h
Jiang, Xue; Tang, Weijun; Xue, Dong; Xiao, Jianliang; Wang, Chao; ACS Catalysis; vol. 7; nb. 3; (2017); p. 1831 - 1835, View in Reaxys
1h
Li, Jun; Guang, Bing; Wang, Liangbing; Li, Bogang; Zhang, Guolin; Heterocycles; vol. 60; nb. 6; (2003); p. 1307 - 1315, View in Reaxys; Huang, Jiapian; Yang, Yi; Chen, Zhiyuan; Advanced Synthesis and Catalysis; vol. 358; nb. 2; (2016); p. 201 - 206, View in Reaxys
1e
Huang, Yuan-Biao; Shen, Min; Wang, Xusheng; Huang, Ping; Chen, Ruiping; Lin, Zu-Jin; Cao, Rong; Journal of Catalysis; vol. 333; (2016); p. 1 - 7, View in Reaxys
1b
Zhao, Zijian; Min, Zehui; Dong, Wanrong; Peng, Zhihong; An, Delie; Synthetic Communications; vol. 46; nb. 2; (2016); p. 128 - 133, View in Reaxys
1
Yao, Shun-Jiang; Ren, Zhi-Hui; Wang, Yao-Yu; Guan, Zheng-Hui; Journal of Organic Chemistry; vol. 81; nb. 10; (2016); p. 4226 - 4234, View in Reaxys
3f
Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin; Organic Letters; vol. 14; nb. 17; (2012); p. 4614 4617, View in Reaxys; Zhang, Kai; Wang, Hang; Zheng, Jingfeng; Yu, Lei; Ding, Hanfeng; Chemical Communications; vol. 51; nb. 29; (2015); p. 6399 - 6402, View in Reaxys
2
Miao, Tao; Li, Pinhua; Zhang, Yicheng; Wang, Lei; Organic Letters; vol. 17; nb. 4; (2015); p. 832 - 835, View in Reaxys
10a
Kaldas, Sherif J.; Cannillo, Alexandre; McCallum, Terry; Barriault, Louis; Organic Letters; vol. 17; nb. 11; (2015); p. 2864 - 2866, View in Reaxys
4d
Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, View in Reaxys
1d
Lim, Yee Hwee; Ong, Qunxiang; Duong, Hung A.; Nguyen, Tuan Minh; Johannes, Charles W.; Organic Letters; vol. 14; nb. 22; (2012); p. 5676 - 5679, View in Reaxys; Zeng, Fanlong; Alper, Howard; Organic Letters; vol. 15; nb. 8; (2013); p. 2034 - 2037, View in Reaxys; Yu, Lin; Li, Pinhua; Wang, Lei; Chemical Communications; vol. 49; nb. 23; (2013); p. 2368 - 2370, View in Reaxys; Jella, Rama Raju; Nagarajan, Rajagopal; Tetrahedron; vol. 69; nb. 48; (2013); p. 10249 - 10253, View in Reaxys; Wang, Shuai; Nie, Jing; Zheng, Yan; Ma, Jun-An; Organic Letters; vol. 16; nb. 6; (2014); p. 1606 - 1609, View in Reaxys
Table 3, entry 2
Zhao, Sanhu; Kang, Jin; Du, Yuting; Kang, Jingyan; Zhao, Xiaoni; Xu, Yinfeng; Chen, Ruixi; Wang, Qianqian; Shi, Xitao; Journal of Heterocyclic Chemistry; vol. 51; nb. 3; (2014); p. 683 - 689, View in Reaxys
4
Ghosh, Suman Kr; Nagarajan, Rajagopal; RSC Advances; vol. 4; nb. 39; (2014); p. 20136 - 20144, View in Reaxys
2e
Prakash; Nagarajan, Rajagopal; Tetrahedron Letters; vol. 54; nb. 28; (2013); p. 3635 - 3638, View in Reaxys
IIIa
Kondrashov; Rudyakova; Rozentsveig; Ushakova; Savosik; Chernyshev; Krivdin; Levkovskaya; Russian Journal of Organic Chemistry; vol. 44; nb. 1; (2008); p. 86 - 94, View in Reaxys
3a; 3
Vavilina; Zicmanis; Drozdova; Mekss; Klavins; Chemistry of Heterocyclic Compounds; vol. 44; nb. 5; (2008); p. 530 - 541; Khim. Geterotsikl. Soedin.; nb. 5; (2008); p. 676 - 690,15, View in Reaxys
1l
Ma, Shengming; Yu, Shichao; Peng, Zhihua; Guo, Hao; Journal of Organic Chemistry; vol. 71; nb. 26; (2006); p. 9865 - 9868, View in Reaxys
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1 for 7h
Murugan, Rajendran; Karthikeyan, Murugesan; Perumal, Paramasivam T.; Reddy, Boreddy S.R.; Tetrahedron; vol. 61; nb. 52; (2005); p. 12275 - 12281, View in Reaxys
1j
Ma, Shengming; Yu, Shichao; Peng, Zhihua; Organic and Biomolecular Chemistry; vol. 3; nb. 10; (2005); p. 1933 - 1936, View in Reaxys
2d
Le, Zhang-Gao; Chen, Zhen-Chu; Hu, Yi; Zheng, Qin-Guo; Synthesis; nb. 2; (2004); p. 208 - 212, View in Reaxys
4i
Beller; Breindl; Riermeier; Tillack; Journal of Organic Chemistry; vol. 66; nb. 4; (2001); p. 1403 - 1412, View in Reaxys
2 (R=Bu, R1=H)
Earle, Martyn J.; McCormac, Paul B.; Seddon, Kenneth R.; Chemical Communications; nb. 20; (1998); p. 2245 - 2246, View in Reaxys
Druglikeness (1) 1 of 1
LogP
3.829
H Bond Donors
0
H Bond Acceptors
1
Rotatable Bonds
3
TPSA
4.93
Lipinski Number
4
Veber Number
2
Derivative (2) Comment (Derivative)
Derivative
References
1-butylindole picrate
Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.; Journal of Organic Chemistry USSR (English Translation); vol. 16; (1980); p. 766 - 769; Zhurnal Organicheskoi Khimii; vol. 16; nb. 4; (1980); p. 872 - 876, View in Reaxys
Pikrat: F: 55grad Boiling Point (7) Boiling Point [°C]
Plieninger et al.; Chemische Berichte; vol. 108; (1975); p. 1776, View in Reaxys Pressure (Boiling Point) [Torr]
Comment (Boiling References Point)
144 - 145
14
Bourak, Mohamed; Gallo, Roger; Heterocycles; vol. 31; nb. 3; (1990); p. 447 - 457, View in Reaxys
125
2
Nishio; Journal of Organic Chemistry; vol. 53; nb. 6; (1988); p. 1323 - 1326, View in Reaxys
114
2
Ito; Kobayashi; Seko; Saegusa; Bulletin of the Chemical Society of Japan; vol. 57; nb. 1; (1984); p. 73 - 84, View in Reaxys
140
16
Santaniello et al.; Synthesis; (1979); p. 617, View in Reaxys
151 - 157
17
Jonczyk; Makosza; Roczniki Chemii; vol. 49; (1975); p. 1203, View in Reaxys
130 - 134
2
Suga et al.; Bulletin of the Chemical Society of Japan; vol. 42; (1969); p. 3606; Chemistry and Industry (London, United Kingdom); (1969); p. 78, View in Reaxys
145
15
Fluessigkeit; erstarrt nicht bis -60grad.
v. Braun; Bayer; Chemische Berichte; vol. 58; (1925); p. 391, View in Reaxys
Refractive Index (2) Refractive Index Wavelength (Refractive Index) [nm]
Temperature (Refractive Index) [°C]
References
1.5659
589
20
Patent; Ciba-Geigy AG; CH556839; (1974); DE2257710; Chem.Abstr.; vol. 79; nb. 67821, View in Reaxys
1.5695
589
20
Suga et al.; Bulletin of the Chemical Society of Japan; vol. 42; (1969); p. 3606; Chemistry and Industry (London, United Kingdom); (1969); p. 78, View in Reaxys
Density (1)
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1 of 1
Density [g·cm-3]
1.002
Reference Temperature [°C]
4
Measurement Temperature [°C]
18
v. Braun; Bayer; Chemische Berichte; vol. 58; (1925); p. 391, View in Reaxys Chromatographic Data (1) Chromatographic Location data HPLC (High performance liquid chromatography)
supporting information
Crystal Property Description (3) Colour & Other Location Properties brown
supporting information
References Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, View in Reaxys References Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin; Organic Letters; vol. 14; nb. 17; (2012); p. 4614 - 4617, View in Reaxys; Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 3961 3965; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4019 - 4023,5, View in Reaxys
yellow
Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, View in Reaxys
yellow
Beller; Breindl; Riermeier; Tillack; Journal of Organic Chemistry; vol. 66; nb. 4; (2001); p. 1403 - 1412, View in Reaxys
NMR Spectroscopy (21) 1 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
500
Location
supporting information
Zhao, Sanhu; Kang, Jin; Du, Yuting; Kang, Jingyan; Zhao, Xiaoni; Xu, Yinfeng; Chen, Ruixi; Wang, Qianqian; Shi, Xitao; Journal of Heterocyclic Chemistry; vol. 51; nb. 3; (2014); p. 683 - 689, View in Reaxys; Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 3961 3965; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4019 - 4023,5, 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]
125
Location
supporting information
Zhao, Sanhu; Kang, Jin; Du, Yuting; Kang, Jingyan; Zhao, Xiaoni; Xu, Yinfeng; Chen, Ruixi; Wang, Qianqian; Shi, Xitao; Journal of Heterocyclic Chemistry; vol. 51; nb. 3; (2014); p. 683 - 689, View in Reaxys; Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 3961 3965; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4019 - 4023,5, View in Reaxys
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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
Huang, Yuanbiao; Lin, Zujin; Cao, Rong; Chemistry - A European Journal; vol. 17; nb. 45; (2011); p. 12706 12712, View in Reaxys; Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, 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
Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, View in Reaxys 5 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Location
supporting information
Zeng, Fanlong; Alper, Howard; Organic Letters; vol. 15; nb. 8; (2013); p. 2034 - 2037, View in Reaxys 6 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Location
supporting information
Zeng, Fanlong; Alper, Howard; Organic Letters; vol. 15; nb. 8; (2013); p. 2034 - 2037, View in Reaxys 7 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]
20.94
Frequency (NMR Spectroscopy) [MHz]
500
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Location
supporting information
Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin; Organic Letters; vol. 14; nb. 17; (2012); p. 4614 - 4617, View in Reaxys 8 of 21
Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]
22.14
Frequency (NMR Spectroscopy) [MHz]
125
Location
supporting information
Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin; Organic Letters; vol. 14; nb. 17; (2012); p. 4614 - 4617, View in Reaxys 9 of 21
Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Location
supporting information
Baehn, Sebastian; Imm, Sebastian; Mevius, Kathleen; Neubert, Lorenz; Tillack, Annegret; Williams, Jonathan M. J.; Beller, Matthias; Chemistry - A European Journal; vol. 16; nb. 12; (2010); p. 3590 - 3593, View in Reaxys 10 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Bourak, Mohamed; Gallo, Roger; Heterocycles; vol. 31; nb. 3; (1990); p. 447 - 457, View in Reaxys; Fisera, Lubor; Mesko, Peter; Lesko, Jan; Dandarova, Miloslava; Kovac, Jaroslav; Goljer, Igor; Collection of Czechoslovak Chemical Communications; vol. 48; nb. 7; (1983); p. 1854 - 1863, View in Reaxys; Nishio; Journal of Organic Chemistry; vol. 53; nb. 6; (1988); p. 1323 - 1326, View in Reaxys; Ito; Kobayashi; Seko; Saegusa; Bulletin of the Chemical Society of Japan; vol. 57; nb. 1; (1984); p. 73 - 84, View in Reaxys; Ozaki, Shigeko; Mitoh, Shizue; Ohmori, Hidenobu; Chemical and Pharmaceutical Bulletin; vol. 44; nb. 11; (1996); p. 2020 - 2024, View in Reaxys; Le, Zhang-Gao; Chen, Zhen-Chu; Hu, Yi; Zheng, Qin-Guo; Synthesis; nb. 2; (2004); p. 208 - 212, View in Reaxys 11 of 21
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- CDCl3 scopy) Le, Zhang-Gao; Chen, Zhen-Chu; Hu, Yi; Zheng, Qin-Guo; Synthesis; nb. 2; (2004); p. 208 - 212, View in Reaxys 12 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
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Frequency (NMR Spectroscopy) [MHz]
90
Beller; Breindl; Riermeier; Tillack; Journal of Organic Chemistry; vol. 66; nb. 4; (2001); p. 1403 - 1412, View in Reaxys 13 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
360
Beller; Breindl; Riermeier; Tillack; Journal of Organic Chemistry; vol. 66; nb. 4; (2001); p. 1403 - 1412, View in Reaxys 14 of 21
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
360
Beller; Breindl; Riermeier; Tillack; Journal of Organic Chemistry; vol. 66; nb. 4; (2001); p. 1403 - 1412, View in Reaxys 15 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Bourak, Mohamed; Gallo, Roger; Heterocycles; vol. 31; nb. 3; (1990); p. 447 - 457, View in Reaxys; Nishio; Journal of Organic Chemistry; vol. 53; nb. 6; (1988); p. 1323 - 1326, View in Reaxys; Shim; Youn; Lee; Kim; Cho; Uemura; Watanabe; Synthetic Communications; vol. 26; nb. 7; (1996); p. 1349 - 1353, View in Reaxys 16 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CCl4 scopy) Shim; Youn; Lee; Kim; Cho; Uemura; Watanabe; Synthetic Communications; vol. 26; nb. 7; (1996); p. 1349 1353, View in Reaxys 17 of 21
Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CDCl3 scopy) Comment (NMR Spectroscopy)
1H-1H
Bourak, Mohamed; Gallo, Roger; Heterocycles; vol. 31; nb. 3; (1990); p. 447 - 457, View in Reaxys; Nishio; Journal of Organic Chemistry; vol. 53; nb. 6; (1988); p. 1323 - 1326, View in Reaxys; Ozaki, Shigeko; Mitoh, Shizue; Ohmori, Hidenobu; Chemical and Pharmaceutical Bulletin; vol. 44; nb. 11; (1996); p. 2020 - 2024, View in Reaxys
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18 of 21
Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CCl4 scopy) Comment (NMR Spectroscopy)
1H-1H
Shim; Youn; Lee; Kim; Cho; Uemura; Watanabe; Synthetic Communications; vol. 26; nb. 7; (1996); p. 1349 1353, View in Reaxys 19 of 21
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- acetone-d6 scopy) Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.; Journal of Organic Chemistry USSR (English Translation); vol. 16; (1980); p. 766 - 769; Zhurnal Organicheskoi Khimii; vol. 16; nb. 4; (1980); p. 872 - 876, View in Reaxys 20 of 21
Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- acetone-d6 scopy) Comment (NMR Spectroscopy)
1H-1H
Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.; Journal of Organic Chemistry USSR (English Translation); vol. 16; (1980); p. 766 - 769; Zhurnal Organicheskoi Khimii; vol. 16; nb. 4; (1980); p. 872 - 876, View in Reaxys 21 of 21
Description (NMR Spec- NMR troscopy) Suga et al.; Bulletin of the Chemical Society of Japan; vol. 42; (1969); p. 3606; Chemistry and Industry (London, United Kingdom); (1969); p. 78, View in Reaxys; Santaniello et al.; Synthesis; (1979); p. 617, View in Reaxys
IR Spectroscopy (4) 1 of 4
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
potassium bromide
Location
supporting information
Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin; Organic Letters; vol. 14; nb. 17; (2012); p. 4614 - 4617, View in Reaxys; Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 3961 - 3965; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4019 - 4023,5, View in Reaxys 2 of 4
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat liquid
Le, Zhang-Gao; Chen, Zhen-Chu; Hu, Yi; Zheng, Qin-Guo; Synthesis; nb. 2; (2004); p. 208 - 212, View in Reaxys 3 of 4
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat (no solvent)
Comment (IR Spectroscopy)
1610 - 715 cm**(-1)
Nishio; Journal of Organic Chemistry; vol. 53; nb. 6; (1988); p. 1323 - 1326, View in Reaxys 4 of 4
Description (IR Spectroscopy)
Bands
Suga et al.; Bulletin of the Chemical Society of Japan; vol. 42; (1969); p. 3606; Chemistry and Industry (London, United Kingdom); (1969); p. 78, View in Reaxys
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Mass Spectrometry (4) Description (Mass Location Spectrometry)
References
liquid chromatog- supporting inforraphy mass spec- mation trometry (LCMS); electrospray ionisation (ESI); spectrum
Xu, Shuguang; Huang, Xiaomei; Hong, Xiaohu; Xu, Bin; Organic Letters; vol. 14; nb. 17; (2012); p. 4614 - 4617, View in Reaxys; Hong, Xiaohu; Tan, Qitao; Liu, Bingxin; Xu, Bin; Angewandte Chemie - International Edition; vol. 56; nb. 14; (2017); p. 3961 3965; Angew. Chem.; vol. 129; nb. 14; (2017); p. 4019 - 4023,5, View in Reaxys
electrospray ionisation (ESI); spectrum
Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, View in Reaxys
high resolution mass spectrometry (HRMS); spectrum
Colley, Helen E.; Muthana, Munitta; Danson, Sarah J.; Jackson, Lucinda V.; Brett, Matthew L.; Harrison, Joanne; Coole, Sean F.; Mason, Daniel P.; Jennings, Luke R.; Wong, Melanie; Tulasi, Vamshi; Norman, Dennis; Lockey, Peter M.; Williams, Lynne; Dossetter, Alexander G.; Griffen, Edward J.; Thompson, Mark J.; Journal of Medicinal Chemistry; vol. 58; nb. 23; (2015); p. 9309 - 9333, View in Reaxys
spectrum
Bourak, Mohamed; Gallo, Roger; Heterocycles; vol. 31; nb. 3; (1990); p. 447 - 457, View in Reaxys
UV/VIS Spectroscopy (2) 1 of 2
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
methanol
Absorption Maxima (UV/ 290 VIS) [nm] Fisera, Lubor; Mesko, Peter; Lesko, Jan; Dandarova, Miloslava; Kovac, Jaroslav; Goljer, Igor; Collection of Czechoslovak Chemical Communications; vol. 48; nb. 7; (1983); p. 1854 - 1863, View in Reaxys 2 of 2
Description (UV/VIS Spectroscopy)
Absorption maxima
Solvent (UV/VIS Spectroscopy)
ethanol
Absorption Maxima (UV/ 229; 283 VIS) [nm] Ext./Abs. Coefficient [l·mol-1cm-1]
15136; 7079
Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.; Journal of Organic Chemistry USSR (English Translation); vol. 16; (1980); p. 766 - 769; Zhurnal Organicheskoi Khimii; vol. 16; nb. 4; (1980); p. 872 - 876, View in Reaxys Medchem (5) 1 of 5
Bioassay Category
Pharmacokinetic
Bioassay Details
Antimicrobial activity of compound expressed as inhibitory concentration against Mucor ramannianus
Biological Species/NCBI Umbelopsis ramanniana ID Substance RN
126065View in Reaxys
Measurement Parameter
Concentration
Unit
µg/mL
Qualitative value
=
Quantitative value
100
Whitehead; Whitesitt; Journal of Medicinal Chemistry; vol. 17; nb. 12; (1974); p. 1298 - 1304, View in Reaxys 2 of 5
Bioassay Category
Pharmacokinetic
Copyright © 2018 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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Bioassay Details
Antimicrobial activity of compound expressed as inhibitory concentration against Botrytis cinerea
Biological Species/NCBI Botrytis cinerea ID Substance RN
126065View in Reaxys
Measurement Parameter
Concentration
Unit
µg/mL
Qualitative value
=
Quantitative value
100
Whitehead; Whitesitt; Journal of Medicinal Chemistry; vol. 17; nb. 12; (1974); p. 1298 - 1304, View in Reaxys 3 of 5
Bioassay Category
Pharmacokinetic
Bioassay Details
Antimicrobial activity of compound expressed as inhibitory concentration against Trichophyton mentagrophytes
Biological Species/NCBI Trichophyton mentagrophytes ID Substance RN
126065View in Reaxys
Measurement Parameter
Concentration
Unit
µg/mL
Qualitative value
=
Quantitative value
100
Whitehead; Whitesitt; Journal of Medicinal Chemistry; vol. 17; nb. 12; (1974); p. 1298 - 1304, View in Reaxys 4 of 5
Bioassay Category
Pharmacokinetic
Bioassay Details
Antimicrobial activity of compound expressed as inhibitory concentration against Sclerotinia fructicola
Biological Species/NCBI Monilinia fructicola ID Substance RN
126065View in Reaxys
Measurement Parameter
Concentration
Unit
µg/mL
Qualitative value
=
Quantitative value
100
Whitehead; Whitesitt; Journal of Medicinal Chemistry; vol. 17; nb. 12; (1974); p. 1298 - 1304, View in Reaxys 5 of 5
Bioassay Category
Pharmacokinetic
Bioassay Details
Antimicrobial activity of compound expressed as inhibitory concentration against Candida pisi
Biological Species/NCBI Candida pisi ID Substance RN
126065View in Reaxys
Measurement Parameter
Concentration
Unit
µg/mL
Qualitative value
=
Quantitative value
100
Whitehead; Whitesitt; Journal of Medicinal Chemistry; vol. 17; nb. 12; (1974); p. 1298 - 1304, View in Reaxys
Copyright © 2018 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.
10/11
2018-03-18 20:31:14
Reaxys ID 4639579 View in Reaxys
2/2 CAS Registry Number: 56139-39-0 Chemical Name: 1-butylindole picrate Linear Structure Formula: C12H15N*C6H3N3O7 Molecular Formula: C6H3N3O7*C12H15N Molecular Weight: 402.364 Type of Substance: heterocyclic InChI Key: BPKQVSZYHJXWBF-UHFFFAOYSA-N Note:
O O
N O
HO
N O
O
N
N O
Druglikeness (1) 1 of 1
LogP
6.837
H Bond Donors
1
H Bond Acceptors
1
Rotatable Bonds
6
TPSA
162.62
Lipinski Number
3
Veber Number
1
Melting Point (1) 1 of 1
Melting Point [°C]
57 - 58
Solvent (Melting Point)
ethanol
Suvorov, N. N.; Plutitskii, D. N.; Smushkevich, Yu. I.; Journal of Organic Chemistry USSR (English Translation); vol. 16; (1980); p. 766 - 769; Zhurnal Organicheskoi Khimii; vol. 16; nb. 4; (1980); p. 872 - 876, View in Reaxys
Copyright © 2018 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.
11/11
2018-03-18 20:31:14