2-Amino-5-nitrobenzophenone [C13H10N2O3] by Asch

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2 substances in Reaxys

2018-05-03 20h:52m:37s (UTC)

H 2N O

1. Query N

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Reaxys ID 748830 View in Reaxys

1/2 CAS Registry Number: 1775-95-7 Chemical Name: 2-amino-5-nitrobenzophenone; 2-amino-5-nitrobenzophenone; Ro 7-19990; (2-amino-5-nitro-phenyl)-phenyl-methanone; (2-amino-5-nitrophenyl)(phenyl)methanone; 2-amino-4-nitrobenzophenone; 2-Amino-5-nitrobenzophenone Linear Structure Formula: C6H5CONO2C6H3NH2 Molecular Formula: C13H10N2O3 Molecular Weight: 242.234 Type of Substance: isocyclic InChI Key: PZPZDEIASIKHPY-UHFFFAOYSA-N Note:

H 2N O

Substance Label (37) Label References 1

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Ueki, Hisanori; Ellis, Trevor K.; Martin, Collin H.; Soloshonok, Vadim A.; European Journal of Organic Chemistry; nb. 10; (2003); p. 1954 - 1957, View in Reaxys; Czaplinska, Barbara; Maron, Anna; Malecki, Jan Grzegorz; Szafraniec-Gorol, Grazyna; Matussek, Marek; Malarz, Katarzyna; Mrozek-Wilczkiewicz, Anna; Danikiewicz, Witold; Musiol, Robert; Slodek, Aneta; Dyes and Pigments; vol. 144; (2017); p. 119 - 132, View in Reaxys

Yu, Liu-Zhu; Wei, Yin; Shi, Min; Chemical Communications; vol. 52; nb. 89; (2016); p. 13163 - 13166, View in Reaxys; Liu, Hou-Lu; Yuan, Yu-Chao; Wei, Yin; Shi, Min; Advanced Synthesis and Catalysis; vol. 359; nb. 19; (2017); p. 3437 - 3443, View in Reaxys

Compound 1

Patent; Zaoyang Fengze Fine Chemical Co., Ltd; Chen, Jinyong; (4 pag.); CN106397210; (2017); (A) Chinese, View in Reaxys

1q'

Caspers, Lucien D.; Finkbeiner, Peter; Nachtsheim, Boris J.; Chemistry - A European Journal; vol. 23; nb. 12; (2017); p. 2748 - 2752, View in Reaxys; Boelke, Andreas; Caspers, Lucien D.; Nachtsheim, Boris J.; Organic Letters; vol. 19; nb. 19; (2017); p. 5344 - 5347, View in Reaxys

Lekhok, Kushal C.; Prajapati, Dipak; Boruah, Ramesh C.; Synlett; nb. 5; (2008); p. 655 - 658, View in Reaxys; Palakshi Reddy; Iniyavan; Sarveswari; Vijayakumar; Chinese Chemical Letters; vol. 25; nb. 12; (2014); p. 1595 1600, View in Reaxys; Angajala, Gangadhara; Subashini, Radhakrishnan; RSC Advances; vol. 5; nb. 57; (2015); p. 45599 - 45610, View in Reaxys; Koley, Suvajit; Chanda, Tanmoy; Ramulu, B. Janaki; Chowdhury, Sushobhan; Singh, Maya Shankar; Advanced Synthesis and Catalysis; vol. 358; nb. 8; (2016); p. 1195 - 1201, View in Reaxys

Panja, Sumit Kumar; Dwivedi, Nidhi; Saha, Satyen; Tetrahedron Letters; vol. 53; nb. 46; (2012); p. 6167 - 6172, View in Reaxys; Panja, Sumit Kumar; Saha, Satyen; RSC Advances; vol. 3; nb. 34; (2013); p. 14495 - 14500, View in Reaxys; Bagdi, Avik Kumar; Santra, Sougata; Rahman, Matiur; Majee, Adinath; Hajra, Alakananda; RSC Advances; vol. 3; nb. 46; (2013); p. 24034 - 24037, View in Reaxys; Slodek, Aneta; Filapek, Michal; Szafraniec, Grazyna; Grudzka, Iwona; Pisarski, Wojciech Andrzej; Malecki, Jan Grzegorz; Zur, Lidia; Grela, Malgorzata; Danikiewicz, Witold; Krompiec, Stanislaw; European Journal of Organic Chemistry; vol. 2014; nb. 24; (2014); p. 5256 - 5264, View in Reaxys; Luo, Laichun; Zhou, Zongbao; Zhu, Jiayi; Lu, Xue; Wang, Hong; Tetrahedron Letters; vol. 57; nb. 45; (2016); p. 4987 - 4990, View in Reaxys

Singh, Rajesh K.; Prasad; Bhardwaj; Medicinal Chemistry Research; vol. 22; nb. 12; (2013); p. 5901 - 5911, View in Reaxys; Slodek, Aneta; Matussek, Marek; Filapek, Michal; Szafraniec-Gorol, Grazyna; Szlapa, Agata;

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Grudzka-Flak, Iwona; Szczurek, Magdalena; Malecki, Jan Grzegorz; Maron, Anna; Schab-Balcerzak, Ewa; Nowak, Elzbieta M.; Sanetra, Jerzy; Olejnik, Marian; Danikiewicz, Witold; Krompiec, Stanislaw; European Journal of Organic Chemistry; vol. 2016; nb. 14; (2016); p. 2500 - 2508, View in Reaxys 1p

Yan, Yizhe; Shi, Miaomiao; Niu, Bin; Meng, Xiangping; Zhu, Changrui; Liu, Gengyao; Chen, Ting; Liu, Yanqi; RSC Advances; vol. 6; nb. 42; (2016); p. 36192 - 36197, View in Reaxys; Patent; Zhengzhou University Of Light Industry; Yan, Yizhe; Shi, Miaomiao; Liu, Yanqi; Zhi, Huanhuan; He, Yuan; Niu, Bin; (24 pag.); CN105384697; (2016); (A) Chinese, View in Reaxys

Huang, Ya-Nan; Li, Yin-Long; Li, Jian; Deng, Jun; Journal of Organic Chemistry; vol. 81; nb. 11; (2016); p. 4645 4653, View in Reaxys

Vanajatha; Prabhakar Reddy; Synthetic Communications; vol. 46; nb. 23; (2016); p. 1953 - 1961, View in Reaxys

Han, Jing; Li, Li; Shen, Yangyong; Chen, Jie; Deng, Hongmei; Shao, Min; Lu, Xuesheng; Zhang, Hui; Cao, Weiguo; European Journal of Organic Chemistry; nb. 36; (2013); p. 8323 - 8329, View in Reaxys; Zhao, Dan; Shen, Qi; Li, Jian-Xin; Advanced Synthesis and Catalysis; vol. 357; nb. 2-3; (2015); p. 339 - 344, View in Reaxys

Kumar, Yalla Kiran; Kumar, Gadi Ranjith; Reddy, Thota Jagadeshwar; Sridhar, Balasubramanian; Reddy, Maddi Sridhar; Organic Letters; vol. 17; nb. 9; (2015); p. 2226 - 2229, View in Reaxys

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Kamal, Ahmed; Babu, Korrapati Suresh; Chandrasekhar, Cheemalamarri; Nagaraju, Burri; Visweswara Sastry; Ganesh Kumar; Tetrahedron Letters; vol. 56; nb. 46; (2015); p. 6373 - 6376, View in Reaxys

Oda, Shingo; Fujiwara, Ryoichi; Kutsuno, Yuki; Fukami, Tatsuki; Itoh, Tomoo; Yokoi, Tsuyoshi; Nakajima, Miki; Drug Metabolism and Disposition; vol. 43; nb. 6; (2015); p. 812 - 818, View in Reaxys

Liu, Li-Yan; Yan, Yi-Zhe; Bao, Ya-Jie; Wang, Zhi-Yong; Chinese Chemical Letters; vol. 26; nb. 10; (2015); p. 1216 1220, View in Reaxys

Wei, Wen-Tao; Cheng, Ya-Juan; Hu, Yu; Chen, Yan-Yan; Zhang, Xue-Jing; Zou, Yong; Yan, Ming; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3474 - 3478, View in Reaxys

Ek, Fredrik; Axelsson, Oskar; Wistrand, Lars-Goeran; Frejd, Torbjoern; Journal of Organic Chemistry; vol. 67; nb. 18; (2002); p. 6376 - 6381, View in Reaxys; Boruah, Monalisa; Konwar, Dilip; Journal of Chemical Research Part S; nb. 12; (2002); p. 601 - 603, View in Reaxys; Kumar, G. Sathish; Kumar, R. Arun; Kumar, P. Santhosh; Reddy, N. Veera; Kumar, K. Vijaya; Kantam, M. Lakshmi; Prabhakar; Reddy, K. Rajender; Chemical Communications; vol. 49; nb. 59; (2013); p. 6686 - 6688, View in Reaxys; Zhang, Jie; Chen, Yali; Chen, Xuanming; Zheng, Xiaoxing; Cao, Weiguo; Chen, Jie; Zhang, Min; Tetrahedron; vol. 70; nb. 35; (2014); p. 5820 - 5827, View in Reaxys

Chen, Jiuxi; Li, Jianjun; Su, Weike; Molecules; vol. 19; nb. 5; (2014); p. 6439 - 6449, View in Reaxys

3ga

Chen, Jiuxi; Ye, Leping; Su, Weike; Organic and Biomolecular Chemistry; vol. 12; nb. 41; (2014); p. 8204 - 8211, View in Reaxys

Burnley, James; Carbone, Giorgio; Moses, John E.; Synlett; vol. 24; nb. 5; (2013); p. 652 - 656; Art.No: ST-2013D0038-L, View in Reaxys

Sridhar Reddy, Maddi; Thirupathi, Nuligonda; Babu, Madala Hari; European Journal of Organic Chemistry; nb. 29; (2012); p. 5803 - 5809, View in Reaxys

Sankaran, Mathan; Chandraprakash, Kumarasamy; Uvarani, Chokkalingam; Vennila, Kailasam Natesan; Velmurugan, Devadasan; Mohan, Palathurai Subramaniam; Synlett; vol. 23; nb. 19; (2012); p. 2858 - 2864, View in Reaxys

2, R1=NO2

Wall, Mark J.; Chen, Jinsheng; Meegalla, Sanath; Ballentine, Shelley K.; Wilson, Kenneth J.; DesJarlais, Renee L.; Schubert, Carsten; Chaikin, Margery A.; Crysler, Carl; Petrounia, Ioanna P.; Donatelli, Robert R.; Yurkow, Edward J.; Boczon, Lisa; Mazzulla, Marie; Player, Mark R.; Patch, Raymond J.; Manthey, Carl L.; Molloy, Christopher; Tomczuk, Bruce; Illig, Carl R.; Bioorganic and Medicinal Chemistry Letters; vol. 18; nb. 6; (2008); p. 2097 - 2102, View in Reaxys

Aver'yanova; Sevodin; Russian Journal of Organic Chemistry; vol. 42; nb. 9; (2006); p. 1417 - 1419, View in Reaxys

Muscia, Gisela C.; Bollini, Mariela; Carnevale, Juan P.; Bruno, Ana M.; Asis, Silvia E.; Tetrahedron Letters; vol. 47; nb. 50; (2006); p. 8811 - 8815, View in Reaxys

Sapountzis, Ioannis; Dube, Henry; Lewis, Robert; Gommermann, Nina; Knochel, Paul; Journal of Organic Chemistry; vol. 70; nb. 7; (2005); p. 2445 - 2454, View in Reaxys

Taber, Douglass F.; Plepys, Raymond A.; Tetrahedron Letters; vol. 46; nb. 36; (2005); p. 6045 - 6047, View in Reaxys

Avemaria, Frank; Zimmermann, Viktor; Braese, Stefan; Synlett; nb. 7; (2004); p. 1163 - 1166, View in Reaxys

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Mederski, Werner W.K.R.; Baumgarth, Manfred; Germann, Martina; Kux, Dieter; Weitzel, Thomas; Tetrahedron Letters; vol. 44; nb. 10; (2003); p. 2133 - 2136, View in Reaxys

Ueki, Hisanori; Ellis, Trevor K.; Martin, Collin H.; Boettiger, Tomas U.; Bolene, Shawna B.; Soloshonok, Vadim A.; Journal of Organic Chemistry; vol. 68; nb. 18; (2003); p. 7104 - 7107, View in Reaxys

Wiesner, Jochen; Kettler, Katja; Jomaa, Hassan; Schlitzer, Martin; Bioorganic and Medicinal Chemistry Letters; vol. 12; nb. 4; (2002); p. 543 - 545, View in Reaxys

7f, R1=Ph, R2=NO2

Nakamura, Yoshinori; Ukita, Tatsuzo; Organic Letters; vol. 4; nb. 14; (2002); p. 2317 - 2320, View in Reaxys

Wiesner, Jochen; Wissner, Pia; Dahse, Hans-Martin; Jomaa, Hassan; Schlitzer, Martin; Bioorganic and Medicinal Chemistry; vol. 9; nb. 3; (2001); p. 785 - 792, View in Reaxys

Schlitzer, Martin; Sattler, Isabel; European Journal of Medicinal Chemistry; vol. 35; nb. 7-8; (2000); p. 721 - 726, View in Reaxys; Sakowski; Boehm; Sattler; Dahse; Schlitzer; Journal of Medicinal Chemistry; vol. 44; nb. 18; (2001); p. 2886 - 2899, View in Reaxys

Schlitzer, Martin; Sattler, Isabel; Dahse, Hans-Martin; Archiv der Pharmazie; vol. 332; nb. 4; (1999); p. 124 - 132, View in Reaxys

Patent-Specific Data (2) Location in Patent References Patent; Zhengzhou University Of Light Industry; Yan, Yizhe; Shi, Miaomiao; Liu, Yanqi; Zhi, Huanhuan; He, Yuan; Niu, Bin; (24 pag.); CN105384697; (2016); (A) Chinese, View in Reaxys Claim

Patent; Takeda Chemical Industries, Ltd.; US4102881; (1978); (A) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.08

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

88.91

Lipinski Number

Veber Number

Derivative (1) Comment (Derivative) Hydrochlorid: F: 141grad

References Pribilla; Arzneimittel Forschung; vol. 15; (1965); p. 1148,1149, View in Reaxys

Purification (1) References Beyer; Sadée; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 302; nb. 2; (1969); p. 152 - 157, View in Reaxys Melting Point (16) 1 of 16

Melting Point [°C]

165 - 167

Location

supporting information

Wei, Wen-Tao; Cheng, Ya-Juan; Hu, Yu; Chen, Yan-Yan; Zhang, Xue-Jing; Zou, Yong; Yan, Ming; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3474 - 3478, View in Reaxys 2 of 16

Melting Point [°C]

151 - 152

Chen, Jiuxi; Li, Jianjun; Su, Weike; Molecules; vol. 19; nb. 5; (2014); p. 6439 - 6449, View in Reaxys 3 of 16

Melting Point [°C]

153 - 154

Location

supporting information

Chen, Jiuxi; Ye, Leping; Su, Weike; Organic and Biomolecular Chemistry; vol. 12; nb. 41; (2014); p. 8204 - 8211, View in Reaxys 4 of 16

Melting Point [°C]

166 - 168

Location

supporting information

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Thakur, Krishna Gopal; Ganapathy, Dhandapani; Sekar, Govindasamy; Chemical Communications; vol. 47; nb. 17; (2011); p. 5076 - 5078, View in Reaxys 5 of 16

Melting Point [°C]

152

Lekhok, Kushal C.; Prajapati, Dipak; Boruah, Ramesh C.; Mazumder, Sharbani; Borah, Tarun C.; Monatshefte fur Chemie; vol. 140; nb. 10; (2009); p. 1183 - 1187, View in Reaxys 6 of 16

Melting Point [°C]

143 - 146

Makosza, Mieczyslaw; Bialecki, Maciej; Journal of Organic Chemistry; vol. 63; nb. 15; (1998); p. 4878 - 4888, View in Reaxys 7 of 16

Melting Point [°C]

152 - 154

Solvent (Melting Point)

light petroleum

Konwar, D.; Boruah, R. C.; Sandhu, J. S.; Baruah, J. N.; Synthetic Communications; vol. 14; nb. 11; (1984); p. 1053 - 1058, View in Reaxys 8 of 16

Melting Point [°C]

159.5 - 162.5

Solvent (Melting Point)

methanol

Makasza; Jawdosiuk; Ludwikow; Przemysl Chemiczny; vol. 56; nb. 12; (1977); p. 636 - 637, View in Reaxys 9 of 16

Melting Point [°C]

161

Solvent (Melting Point)

benzene

Vichljaev et al.; Fiziologicheski Aktivnye Veshchestva (1966-1992); vol. 3; (1971); p. 265,266-279; Chem.Abstr.; vol. 77; nb. 88459e; Chem. Zentralbl.; Ref.Zh.Khim. 1971, 17, 351, View in Reaxys 10 of 16

Melting Point [°C]

161

Lafargue; Pont; Meunier; Annales pharmaceutiques francaises; vol. 28; nb. 5; (1970); p. 343 - 354, View in Reaxys 11 of 16

Melting Point [°C]

162 - 163

Solvent (Melting Point)

benzene

Patent; Delmar Chemicals; DE1811785; (1969); Chem.Abstr.; vol. 71; nb. 123960, View in Reaxys 12 of 16

Melting Point [°C]

150 - 160

Fryer et al.; Journal of Organic Chemistry; vol. 32; (1967); p. 3798,3802, View in Reaxys 13 of 16

Melting Point [°C]

162 - 163

Patent; Delmar Chemicals; DE1811785; (1967); Chem.Abstr.; vol. 71; nb. 123960m; (1969), View in Reaxys 14 of 16

Melting Point [°C]

163.5

Solvent (Melting Point)

ethyl acetate

Atkinson et al.; Journal of the Chemical Society; (1954); p. 165,170, View in Reaxys 15 of 16

Melting Point [°C]

160 - 161

Schofield; Theobald; Journal of the Chemical Society; (1950); p. 1505,1508, View in Reaxys 16 of 16

Melting Point [°C]

161.5

Ullmann; Mallet; Chemische Berichte; vol. 31; (1898); p. 1695, View in Reaxys Density (1) 1 of 1

Density [g·cm-3]

1.474

Type (Density)

crystallographic

Cox, Philip J.; Anisuzzaman, Abu T. M.D.; Howard Pryce-Jones; Skellern, Graham G.; Florence, Alastair J.; Shankland, Norman; Acta Crystallographica Section C: Crystal Structure Communications; vol. 54; nb. 6; (1998); p. 856 - 859, View in Reaxys Crystal Phase (1) Description (Crystal Phase) Crystal structure determination

Comment (Crystal Phase)

References

β=98.9 grad, a=5.74 Angstroem, b=14.69 Angstroem, c=13.11

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Angstroem, n=4.; Temperature: 150 K. Method of determination: Single Crystal X-ray Diffraction Crystal Property Description (5) Colour & Other Location Properties yellow

References

supporting informa- Chen, Jiuxi; Ye, Leping; Su, Weike; Organic and Biomolecular Chemistry; vol. 12; nb. 41; tion (2014); p. 8204 - 8211, View in Reaxys; Wei, Wen-Tao; Cheng, Ya-Juan; Hu, Yu; Chen, YanYan; Zhang, Xue-Jing; Zou, Yong; Yan, Ming; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3474 - 3478, View in Reaxys

yellow

Chen, Jiuxi; Li, Jianjun; Su, Weike; Molecules; vol. 19; nb. 5; (2014); p. 6439 - 6449, View in Reaxys

yellow

supporting informa- Thakur, Krishna Gopal; Ganapathy, Dhandapani; Sekar, Govindasamy; Chemical Communition cations; vol. 47; nb. 17; (2011); p. 5076 - 5078, View in Reaxys

gelb

Atkinson et al.; Journal of the Chemical Society; (1954); p. 165,170, View in Reaxys

gelbrote Prismen

Ullmann; Mallet; Chemische Berichte; vol. 31; (1898); p. 1695, View in Reaxys

Crystal System (1) Crystal System References monoclinic

Interatomic Distances and Angles (1) Description References Interatomic distances and angles Space Group (1) Space Group 14

Cox, Philip J.; Anisuzzaman, Abu T. M.D.; Howard Pryce-Jones; Skellern, Graham G.; Florence, Alastair J.; Shankland, Norman; Acta Crystallographica Section C: Crystal Structure Communications; vol. 54; nb. 6; (1998); p. 856 - 859, View in Reaxys References Cox, Philip J.; Anisuzzaman, Abu T. M.D.; Howard Pryce-Jones; Skellern, Graham G.; Florence, Alastair J.; Shankland, Norman; Acta Crystallographica Section C: Crystal Structure Communications; vol. 54; nb. 6; (1998); p. 856 - 859, View in Reaxys

NMR Spectroscopy (9) 1 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Palaniraja, Jeyakannu; Arunachalam, Prabhakarn; Vijayalakshmi; Ghanem, Mohamed A.; Roopan, Selvaraj Mohana; Inorganic and Nano-Metal Chemistry; vol. 47; nb. 6; (2017); p. 946 - 949, View in Reaxys 2 of 9

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Thakur, Krishna Gopal; Ganapathy, Dhandapani; Sekar, Govindasamy; Chemical Communications; vol. 47; nb. 17; (2011); p. 5076 - 5078, View in Reaxys; Wei, Wen-Tao; Cheng, Ya-Juan; Hu, Yu; Chen, Yan-Yan; Zhang, Xue-Jing; Zou, Yong; Yan, Ming; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3474 - 3478, View in Reaxys 3 of 9

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

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Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Chen, Jiuxi; Li, Jianjun; Su, Weike; Molecules; vol. 19; nb. 5; (2014); p. 6439 - 6449, View in Reaxys; Chen, Jiuxi; Ye, Leping; Su, Weike; Organic and Biomolecular Chemistry; vol. 12; nb. 41; (2014); p. 8204 - 8211, View in Reaxys 5 of 9

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 400.1 scopy) [MHz] Location

supporting information

Burnley, James; Carbone, Giorgio; Moses, John E.; Synlett; vol. 24; nb. 5; (2013); p. 652 - 656; Art.No: ST-2013-D0038-L, View in Reaxys 7 of 9

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

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Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Burnley, James; Carbone, Giorgio; Moses, John E.; Synlett; vol. 24; nb. 5; (2013); p. 652 - 656; Art.No: ST-2013-D0038-L, View in Reaxys 8 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

acetone-d6

Makosza, Mieczyslaw; Bialecki, Maciej; Journal of Organic Chemistry; vol. 63; nb. 15; (1998); p. 4878 - 4888, View in Reaxys 9 of 9

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

acetone-d6

Comment (NMR Spectroscopy)

1H-1H

Makosza, Mieczyslaw; Bialecki, Maciej; Journal of Organic Chemistry; vol. 63; nb. 15; (1998); p. 4878 - 4888, View in Reaxys IR Spectroscopy (6) 1 of 6

Description (IR Spectroscopy)

Bands

Location

supporting information

Thakur, Krishna Gopal; Ganapathy, Dhandapani; Sekar, Govindasamy; Chemical Communications; vol. 47; nb. 17; (2011); p. 5076 - 5078, View in Reaxys 2 of 6

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

1645 cm**(-1)

Sparatore; Farmaco; vol. 50; nb. 3; (1995); p. 153 - 166, View in Reaxys 3 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

3380 - 1635 cm**(-1)

Singh, A. K.; Raghuraman, T. S.; Synthetic Communications; vol. 16; nb. 4; (1986); p. 485 - 490, View in Reaxys 4 of 6

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

3435 - 1635 cm**(-1)

Konwar, D.; Boruah, R. C.; Sandhu, J. S.; Baruah, J. N.; Synthetic Communications; vol. 14; nb. 11; (1984); p. 1053 - 1058, View in Reaxys 5 of 6

Description (IR Spectroscopy)

Ebel; Schuetz; Arzneimittel-Forschung; vol. 27; nb. 2; (1977); p. 325 - 337, View in Reaxys

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6 of 6

Description (IR Spectroscopy)

Spectrum

Pribilla; Arzneimittel Forschung; vol. 15; (1965); p. 1148,1149, View in Reaxys Mass Spectrometry (5) Description (Mass Location Spectrometry)

References

high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); spectrum

supporting informa- Wei, Wen-Tao; Cheng, Ya-Juan; Hu, Yu; Chen, Yan-Yan; Zhang, Xue-Jing; Zou, Yong; Yan, tion Ming; Advanced Synthesis and Catalysis; vol. 357; nb. 16-17; (2015); p. 3474 - 3478, View in Reaxys

high resolution mass spectrometry (HRMS); spectrum

supporting informa- Burnley, James; Carbone, Giorgio; Moses, John E.; Synlett; vol. 24; nb. 5; (2013); p. 652 - 656; tion Art.No: ST-2013-D0038-L, View in Reaxys

HRMS (High resolution mass spectrometry); Spectrum

supporting informa- Thakur, Krishna Gopal; Ganapathy, Dhandapani; Sekar, Govindasamy; Chemical Communition cations; vol. 47; nb. 17; (2011); p. 5076 - 5078, View in Reaxys

electron impact (EI); spectrum

Ayyangar, N. R.; Sudalai, A.; Daniel, Thomas; Organic Mass Spectrometry; vol. 26; nb. 7; (1991); p. 633 - 635, View in Reaxys Ebel; Schuetz; Arzneimittel-Forschung; vol. 27; nb. 2; (1977); p. 325 - 337, View in Reaxys

UV/VIS Spectroscopy (4) 1 of 4

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

aq. HCl

Comment (UV/VIS Spectroscopy)

220 - 350 nm

El-Yazbi; Abdel-Hay; Korany; Pharmazie; vol. 41; nb. 9; (1986); p. 639 - 642, View in Reaxys 2 of 4

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

dioxane; various solvent(s)

Absorption Maxima (UV/ VIS) [nm]

360

Broxton; Morrison; Australian Journal of Chemistry; vol. 38; nb. 7; (1985); p. 1037 - 1043, View in Reaxys 3 of 4

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

dioxane; aq. HCl

Absorption Maxima (UV/ VIS) [nm]

365

Broxton; Morrison; Australian Journal of Chemistry; vol. 38; nb. 7; (1985); p. 1037 - 1043, View in Reaxys 4 of 4

Description (UV/VIS Spectroscopy)

UV/VIS

Mayer et al.; Pharmazie; vol. 27; (1972); p. 32,39, View in Reaxys; Lafargue; Pont; Meunier; Annales pharmaceutiques francaises; vol. 28; nb. 5; (1970); p. 343 - 354, View in Reaxys; Ebel; Schuetz; Arzneimittel-Forschung; vol. 27; nb. 2; (1977); p. 325 - 337, View in Reaxys; Pribilla; Arzneimittel Forschung; vol. 15; (1965); p. 1148,1149, View in Reaxys; Levillain et al.; European Journal of Medicinal Chemistry; vol. 10; (1975); p. 433,436, View in Reaxys Medchem (8) 1 of 8

Target Name

adenosine receptor a1 [rattus norvegicus]

Target Synonyms

adenosine receptor a1; adora1

Target Uniprot ID

p25099

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2 of 8

Target, Subunit, Species

adenosine receptor a1 [rattus norvegicus]

Target Mutant/Chimera Details

adenosine receptor a1 [rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI ID

Rattus norvegicus

Organs/Tissues

forebrain

Substance RN

748830View in Reaxys

Substance Name

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

1.49

Measurement pX

5.83

Concomitants: Compound RN

1171468; 4298634

Concomitants: Compound name

CPA; [3H]-8-Cyclopentyl-1,3-dipropylxanthine

Concomitants: Compound role

NSB; RAD

Target Name

adenosine receptor a1 [rattus norvegicus]

Target Synonyms

adenosine receptor a1; adora1

Target Uniprot ID

p25099

Target, Subunit, Species

adenosine receptor a1 [rattus norvegicus]

Target Mutant/Chimera Details

adenosine receptor a1 [rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Target Transfection

Non Transfected

Substance Action on Target

Allosteric Modulator

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI ID

Rattus norvegicus

Organs/Tissues

brain

Cell Fraction

Membrane

Substance RN

748830View in Reaxys

Substance Name

Substance Dose

100 µM

Measurement Parameter

% Inhibition

Unit

Quantitative value

128

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3 of 8

4 of 8

Measurement pX

5.28

Concomitants: Compound RN

4912716; 1171468; 8170598

Concomitants: Compound name

(-)-(R)-PIA; CPA; [3H]-CHA

Concomitants: Compound role

NSB; AGO; RAD

Target Name

Carboxylesterase 1 [human]

Target Synonyms

carboxylesterase 1

Target, Subunit, Species

Carboxylesterase 1 [human]

Target Mutant/Chimera Details

Carboxylesterase 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Cells/Cell Lines

Sf21 cell line

Substance RN

748830View in Reaxys

Substance Name

2-amino-5-nitrobenzophenone

Substance Dose

100 µM

Measurement Parameter

% Inhibition

Unit

Quantitative value

Measurement pX

Concomitants: Compound RN

1281877

Concomitants: Compound name

4-Nitrophenyl acetate

Concomitants: Compound role

SUB

Target Name

Carboxylesterase 2 [human]

Target Synonyms

carboxylesterase 2

Target, Subunit, Species

Carboxylesterase 2 [human]

Target Mutant/Chimera Details

Carboxylesterase 2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Cells/Cell Lines

Sf21 cell line

Substance RN

748830View in Reaxys

Substance Name

2-amino-5-nitrobenzophenone

Substance Dose

100 µM

Measurement Parameter

% Inhibition

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5 of 8

6 of 8

Unit

Quantitative value

Measurement pX

Concomitants: Compound RN

1281877

Concomitants: Compound name

4-Nitrophenyl acetate

Concomitants: Compound role

SUB

Target Name

Arylacetamide deacetylase [human]

Target Synonyms

aadac; arylacetamide deacetylase; dac

Target Uniprot ID

p22760

Target, Subunit, Species

Arylacetamide deacetylase [human]

Target Mutant/Chimera Details

Arylacetamide deacetylase [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Enzymology inhibition

Cells/Cell Lines

Sf21 cell line

Substance RN

748830View in Reaxys

Substance Name

2-amino-5-nitrobenzophenone

Substance Dose

100 µM

Measurement Parameter

% Inhibition

Unit

Quantitative value

Measurement pX

Concomitants: Compound RN

1281877

Concomitants: Compound name

4-Nitrophenyl acetate

Concomitants: Compound role

SUB

Target Name

UDP-glucuronosyltransferase 1-8

Target Synonyms

a3; gnt1; udp-glucuronosyltransferase 1-8; udp-glucuronosyltransferase 1-h; udp-glucuronosyltransferase 1a8; udpgt 1-8; ugt-1h; ugt1; ugt1*8; ugt1-08; ugt1.8; ugt1a8; ugt1h

Target, Subunit, Species

UDP-glucuronosyltransferase 1-8

Target Mutant/Chimera Details

UDP-glucuronosyltransferase 1-8:Wild

Target Transfection

Transfected

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Substance RN

748830View in Reaxys

Substance Name

2-amino-5-nitrobenzophenone

Substance Dose

20 μM

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Measurement Parameter

% Inhibition

Unit

Quantitative value

Measurement pX

Concomitants: Compound RN

4890356; 78881

Concomitants: Compound role

SUB; COM

Oda, Shingo; Fujiwara, Ryoichi; Kutsuno, Yuki; Fukami, Tatsuki; Itoh, Tomoo; Yokoi, Tsuyoshi; Nakajima, Miki; Drug Metabolism and Disposition; vol. 43; nb. 6; (2015); p. 812 - 818, View in Reaxys 7 of 8

Target Name

UDP-glucuronosyltransferase 1-8

Target Synonyms

a3; gnt1; udp-glucuronosyltransferase 1-8; udp-glucuronosyltransferase 1-h; udp-glucuronosyltransferase 1a8; udpgt 1-8; ugt-1h; ugt1; ugt1*8; ugt1-08; ugt1.8; ugt1a8; ugt1h

Target, Subunit, Species

UDP-glucuronosyltransferase 1-8

Target Mutant/Chimera Details

UDP-glucuronosyltransferase 1-8:Wild

Target Transfection

Transfected

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Substance RN

748830View in Reaxys

Substance Name

2-amino-5-nitrobenzophenone

Substance Dose

20 μM

Measurement Parameter

% Inhibition

Unit

Quantitative value

Measurement pX

Concomitants: Compound RN

4890356; 78881

Concomitants: Compound role

SUB; COM

Target Name

UDP-glucuronosyltransferase 1-8

Target Synonyms

a3; gnt1; udp-glucuronosyltransferase 1-8; udp-glucuronosyltransferase 1-h; udp-glucuronosyltransferase 1a8; udpgt 1-8; ugt-1h; ugt1; ugt1*8; ugt1-08; ugt1.8; ugt1a8; ugt1h

Target, Subunit, Species

UDP-glucuronosyltransferase 1-8

Target Mutant/Chimera Details

UDP-glucuronosyltransferase 1-8:Wild

Target Transfection

Transfected

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Substance RN

748830View in Reaxys

Substance Name

2-amino-5-nitrobenzophenone

Substance Dose

20 μM

Measurement Parameter

% Inhibition

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Unit

Quantitative value

Measurement pX

Concomitants: Compound RN

4890356; 78881

Concomitants: Compound role

SUB; COM

Oda, Shingo; Fujiwara, Ryoichi; Kutsuno, Yuki; Fukami, Tatsuki; Itoh, Tomoo; Yokoi, Tsuyoshi; Nakajima, Miki; Drug Metabolism and Disposition; vol. 43; nb. 6; (2015); p. 812 - 818, View in Reaxys

Reaxys ID 2869655 View in Reaxys

2/2 CAS Registry Number: 40699-25-0 Chemical Name: 2-Amino-5-nitro-benzophenon-(carbonyl-14C) Linear Structure Formula: C12 (14)CH10N2O3 Molecular Formula: C13H10N2O3 Molecular Weight: 244.223 Type of Substance: isocyclic InChI Key: PZPZDEIASIKHPY-ALWQSETLSA-N Note:

H 2N O 14C

Substance Label (1) Label References V

Yoshitake et al.; Journal of Labelled Compounds; vol. 8; (1972); p. 615,619, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.08

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

88.91

Lipinski Number

Veber Number

Melting Point (1) 1 of 1

Melting Point [°C]

166 - 168

Yoshitake et al.; Journal of Labelled Compounds; vol. 8; (1972); p. 615,619, View in Reaxys

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