2-Methoxy-1-naphthaldehyde [C12H10O2]

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1. Query

O

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2018-05-11 16h:55m:08s (UTC)

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Reaxys ID 1868308 View in Reaxys

1/1 CAS Registry Number: 5392-12-1 Chemical Name: 2-methoxy-1-naphthaldehyde; (2-methoxy-1-naphthyl)carbaldehyde; 2-methoxy-1-naphthaldehyde; 2-methoxy-naphthalene-1-carbaldehyde; 2-methoxynaphthalene-1-carbaldehyde; 2-methoxynaphthyl-1-carbaldehyde; 1-formyl-2-methoxynaphthalene Linear Structure Formula: CHOC10H7OCH2 Molecular Formula: C12H10O2 Molecular Weight: 186.21 Type of Substance: isocyclic InChI Key: YIQGLTKAOHRZOL-UHFFFAOYSA-N Note:

O

Substance Label (41) Label References S2

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3

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102

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1

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2

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52

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II

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29

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2l

Chen, Zhou; Liu, Jinna; Pei, Hao; Liu, Wei; Chen, Yanmei; Wu, Jian; Li, Wu; Li, Yahong; Organic Letters; vol. 17; nb. 14; (2015); p. 3406 - 3409, View in Reaxys

51a

Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; WU, Minwan; CHINTAREDDY, Venkat, R.; KUMAR, V., Satish; ZHANG, Weihe; WO2015/134998; (2015); (A1) English, View in Reaxys

1o

Paraskar, Abhimanyu S.; Sudalai, Arumugam; Tetrahedron Letters; vol. 47; nb. 32; (2006); p. 5759 - 5762, View in Reaxys; Jin, Li-Mei; Lu, Hongjian; Cui, Yuan; Lizardi, Christopher L.; Arzua, Thiago N.; Wojtas, Lukasz; Cui, Xin; Zhang, X. Peter; Chemical Science; vol. 5; nb. 6; (2014); p. 2422 - 2427, View in Reaxys

15

Ranatunga, Sujeewa; Tang, Chih-Hang Anthony; Kang, Chang Won; Kriss, Crystina L.; Kloppenburg, Bernhard J.; Hu, Chih-Chi Andrew; Del Valle, Juan R.; Journal of Medicinal Chemistry; vol. 57; nb. 10; (2014); p. 4289 - 4301, View in Reaxys; Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; DEL VALLE, Juan R.; HU, Chih-Chi Andrew; WO2014/176348; (2014); (A1) English, View in Reaxys

7

Bhorge, Yeshwant Ramchandra; Tsai, Haw-Tyng; Huang, Keh-Feng; Pape, Albert J.; Janaki, Sudhakar Narasimha; Yen, Yao-Pin; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 130; (2014); p. 7 12, View in Reaxys

3i

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2b

Shan; Shi; Su; Organic Preparations and Procedures International; vol. 36; nb. 4; (2004); p. 337 - 340, View in Reaxys; Yoshida, Hiroto; Watanabe, Masahiko; Fukushima, Hiroyuki; Ohshita, Joji; Kunai, Atsutaka; Organic Letters;

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vol. 6; nb. 22; (2004); p. 4049 - 4051, View in Reaxys; Bhalla, Vandana; Roopa; Kumar, Manoj; Dalton Transactions; vol. 42; nb. 4; (2013); p. 975 - 980, View in Reaxys 11f

Morellato, Laurence; Lefas-Le Gall, Marie; Langlois, Michel; Caignard, Daniel-Henri; Renard, Pierre; Delagrange, Philippe; Mathe-Allainmat, Monique; Bioorganic and Medicinal Chemistry Letters; vol. 23; nb. 2; (2013); p. 430 - 434, View in Reaxys

1a

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1i

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4

Mahajan, Vishal A.; Borate, Hanumant B.; Wakharkar, Radhika D.; Tetrahedron; vol. 62; nb. 6; (2006); p. 1258 1272, View in Reaxys

MN

Krishnakumar; Balachandran; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 63; nb. 2; (2006); p. 464 - 476, View in Reaxys

5e

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Substrate,Tab.1, run Kamble, Vinod T.; Jamode, Vasant S.; Joshi, Neeta S.; Biradar, Ankush V.; Deshmukh, Rameshchandra Y.; Tetra5b hedron Letters; vol. 47; nb. 31; (2006); p. 5573 - 5576, View in Reaxys Chart S1/42

Wang, Shenliang; Chang, Young-Tae; Journal of the American Chemical Society; vol. 128; nb. 32; (2006); p. 10380 10381, View in Reaxys

subs., Tab. 1, entry 31

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5 Table 1, Entry 15

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12b

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subst.,Tab. 1, entry 13

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8

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5, P1=2-MeO-1naphthyl

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9

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3a

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23

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23b

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VI

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C11H9O-CHO

Rathbone, Daniel L.; Su, Danqing; Wang, Yongfeng; Billington, David C.; Tetrahedron Letters; vol. 41; nb. 1; (2000); p. 123 - 126, View in Reaxys

substrate, entry 6

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1b

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Table 1, entry 16

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1f

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1e

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Patent-Specific Data (4) Prophetic ComLocation in Patent pound

References Patent; Founding University Industry-Academic Cooperation Foundation; Dongdeok Woman University Industry-Academic Cooperation Foundation; Im Yung-ho; Go Dong-su; Shin Sun-yeong; Lee Yeong-han; (27 pag.); KR2017/130932; (2017); (A) Korean, View in Reaxys Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; LAMBERT, Tristan Hayes; GRIFFITH, Allison; VANOS, Christine; WO2014/22454; (2014); (A1) English, View in Reaxys

prophetic product

Claim 29

prophetic product

Patent; L'Oreal S.A.; US7204857; (2007); (B1) English, View in Reaxys Patent; Ethyl Corporation; US4837327; (1989); (A) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.899

H Bond Donors

0

H Bond Acceptors

1

Rotatable Bonds

2

TPSA

26.3

Lipinski Number

4

Veber Number

2

Derivative (4) Comment (Derivative)

References

weitere Hydrazone

Wiley,R.H.; Clevenger,R.L.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 1367 - 1371, View in Reaxys

2.4-Dinitrophenylhydrazon: F:278grad (Zers.)

Wiley,R.H.; Clevenger,R.L.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 1367 - 1371, View in Reaxys

Verb. mit Hydroxylamin: F:152-153grad

Rieche et al.; Chemische Berichte; vol. 93; (1960); p. 88,90, View in Reaxys

isonicotinoylhydrazone (mp: 209 degree ):

Buu-Hoi; Lavit; Journal of the Chemical Society; (1955); p. 2776,2777, View in Reaxys

Melting Point (12) 1 of 12

Melting Point [°C]

80 - 81

Kumar, Balagani Sathish; Ravi, Kusumoori; Verma, Amit Kumar; Fatima, Kaneez; Hasanain, Mohammad; Singh, Arjun; Sarkar, Jayanta; Luqman, Suaib; Chanda, Debabrata; Negi, Arvind S.; Bioorganic and Medicinal Chemistry; vol. 25; nb. 4; (2017); p. 1364 - 1373, View in Reaxys 2 of 12

Melting Point [°C]

55 - 57

Location

Paragraph 0358

Patent; INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF MEDICAL SCIENCES; YANG, GUANGZHONG; QIN, FANG; ZHANG, JIANJUN; WANG, YAFANG; WEN, HUI; JI, CHENGXUE; (38 pag.); CN101602750; (2016); (B) Chinese, View in Reaxys 3 of 12

Melting Point [°C]

82 - 84

Location

supporting information

Basak, Tymoteusz; Grudzień, Krzysztof; Barbasiewicz, Michał; European Journal of Inorganic Chemistry; vol. 2016; nb. 21; (2016); p. 3513 - 3523, View in Reaxys 4 of 12

Melting Point [°C]

85

Solvent (Melting Point)

hexane

Narasimhan,N.S.; Mali,R.S.; Tetrahedron; vol. 31; (1975); p. 1005 - 1009, View in Reaxys 5 of 12

Melting Point [°C]

83 - 84

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Strating,J. et al.; Recueil des Travaux Chimiques des Pays-Bas; vol. 86; (1967); p. 641 - 649, View in Reaxys; Wolter; Kosler; Zeitschrift fuer Chemie (Stuttgart, Germany); vol. 10; (1970); p. 401,402, View in Reaxys 6 of 12

Melting Point [°C]

82

Gross,H.; Matthey,G.; Chemische Berichte; vol. 97; (1964); p. 2606 - 2613, View in Reaxys; Reid,D.H.; Sutherland,R.G.; Journal of the Chemical Society; (1963); p. 3295 - 3308, View in Reaxys 7 of 12

Melting Point [°C]

82 - 83.5

Solvent (Melting Point)

petroleum ether

Rieche et al.; Chemische Berichte; vol. 93; (1960); p. 88,90, View in Reaxys 8 of 12

Melting Point [°C]

81 - 84

Solvent (Melting Point)

methanol

Fuson; Chadwick; Journal of Organic Chemistry; vol. 13; (1948); p. 484,485, View in Reaxys 9 of 12

Melting Point [°C]

84

Barger; Starling; Journal of the Chemical Society; vol. 99; (1911); p. 2032, View in Reaxys 10 of 12

Melting Point [°C]

83.5

Gattermann; Justus Liebigs Annalen der Chemie; vol. 357; (1907); p. 373, View in Reaxys 11 of 12

Melting Point [°C]

84

Solvent (Melting Point)

diethyl ether

Rousset; Bulletin de la Societe Chimique de France; vol. <3> 17; (1897); p. 309, View in Reaxys 12 of 12

Melting Point [°C]

84

Solvent (Melting Point)

ethanol

Rousset; Bulletin de la Societe Chimique de France; vol. <3> 17; (1897); p. 309, View in Reaxys Boiling Point (3) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

153 - 154

0.6

Martin; Robinson; Journal of the Chemical Society; (1943); p. 491,494; Journal of the Chemical Society; (1949); p. 1866,1869, View in Reaxys

205

18

Barger; Starling; Journal of the Chemical Society; vol. 99; (1911); p. 2032, View in Reaxys

200 - 201

11

Rousset; Bulletin de la Societe Chimique de France; vol. <3> 17; (1897); p. 309, View in Reaxys

Conformation (1) Object of Investiga- References tion Conformation

Narayanan; Shukla; Current Science; vol. 42; (1973); p. 329, View in Reaxys; Dean, Francis M.; El-Kass, Gassan; Prakash, Lalit; Journal of the Chemical Society, Chemical Communications; nb. 8; (1985); p. 502 - 503, View in Reaxys; Salman, Salman R.; Organic Magnetic Resonance; vol. 21; nb. 11; (1983); p. 672 - 674, View in Reaxys

Crystal Property Description (4) Colour & Other Location Properties cream

References Kumar, Balagani Sathish; Ravi, Kusumoori; Verma, Amit Kumar; Fatima, Kaneez; Hasanain, Mohammad; Singh, Arjun; Sarkar, Jayanta; Luqman, Suaib; Chanda, Debabrata; Negi, Arvind S.; Bioorganic and Medicinal Chemistry; vol. 25; nb. 4; (2017); p. 1364 - 1373, View in Reaxys

yellow

Paragraph 0358

yellow

supporting informa- Basak, Tymoteusz; Grudzień, Krzysztof; Barbasiewicz, Michał; European Journal of Inorganic tion Chemistry; vol. 2016; nb. 21; (2016); p. 3513 - 3523, View in Reaxys

yellow

supporting informa- Zhang, Sheng; Wang, Yi; Feng, Xiujuan; Bao, Ming; Journal of the American Chemical Socition ety; vol. 134; nb. 12; (2012); p. 5492 - 5495, View in Reaxys

Patent; INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF MEDICAL SCIENCES; YANG, GUANGZHONG; QIN, FANG; ZHANG, JIANJUN; WANG, YAFANG; WEN, HUI; JI, CHENGXUE; (38 pag.); CN101602750; (2016); (B) Chinese, View in Reaxys

Electrical Moment (2)

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1 of 2

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

3.64

Method (Electrical Moment)

Dielectric constant (ε)

Solvent (Electrical Moment)

benzene

Luzkii; Kotschergina; Zhurnal Fizicheskoi Khimii; vol. 33; (1959); p. 174,175, 176; Chem.Abstr.; (1959); p. 20 982, View in Reaxys 2 of 2

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

3.71

Method (Electrical Moment)

Dielectric constant (ε)

Solvent (Electrical Moment)

dioxane

Luzkii; Kotschergina; Zhurnal Fizicheskoi Khimii; vol. 33; (1959); p. 174,175, 176; Chem.Abstr.; (1959); p. 20 982, View in Reaxys Molecular Deformation (1) Description (MoReferences lecular Deformation) Fundamental vibra- Krishnakumar; Balachandran; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 63; nb. tions 2; (2006); p. 464 - 476, View in Reaxys NMR Spectroscopy (26) 1 of 26

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Kumar, Balagani Sathish; Ravi, Kusumoori; Verma, Amit Kumar; Fatima, Kaneez; Hasanain, Mohammad; Singh, Arjun; Sarkar, Jayanta; Luqman, Suaib; Chanda, Debabrata; Negi, Arvind S.; Bioorganic and Medicinal Chemistry; vol. 25; nb. 4; (2017); p. 1364 - 1373, View in Reaxys 2 of 26

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Kumar, Balagani Sathish; Ravi, Kusumoori; Verma, Amit Kumar; Fatima, Kaneez; Hasanain, Mohammad; Singh, Arjun; Sarkar, Jayanta; Luqman, Suaib; Chanda, Debabrata; Negi, Arvind S.; Bioorganic and Medicinal Chemistry; vol. 25; nb. 4; (2017); p. 1364 - 1373, View in Reaxys 3 of 26

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

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Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Basak, Tymoteusz; Grudzień, Krzysztof; Barbasiewicz, Michał; European Journal of Inorganic Chemistry; vol. 2016; nb. 21; (2016); p. 3513 - 3523, View in Reaxys 4 of 26

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Basak, Tymoteusz; Grudzień, Krzysztof; Barbasiewicz, Michał; European Journal of Inorganic Chemistry; vol. 2016; nb. 21; (2016); p. 3513 - 3523, View in Reaxys 5 of 26

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Original Text (NMR Spectroscopy)

1H-RMN

Location

Page/Page column 18

Comment (NMR Spectroscopy)

Signals given

(400 MHz, CDCl3): 3.73 (OCH3), 7.2 (CH), 7.3 (CH), 7.7 (CH), 8.0(CH) ppm

Patent; Exposito, Miriam Royo; Clauzel, Luc Marti; Martin, Anna Abella; Vicente, Silvia Garcia; Yinbert, Xavier Testar; Olarte, Antonio Zorzano; Prieto, Manuel Palacin; Palomera, Fernando Albericio; Font, Francesc Yraola; Mian, Alec; US2007/66682; (2007); (A1) English, View in Reaxys 6 of 26

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Original Text (NMR Spectroscopy)

13C-RMN

Location

Page/Page column 18

Comment (NMR Spectroscopy)

Signals given

(400 MHz, CDCl3): 56, 111, 122, 124, 128, 132, 134, 138, 160 ppm

Patent; Exposito, Miriam Royo; Clauzel, Luc Marti; Martin, Anna Abella; Vicente, Silvia Garcia; Yinbert, Xavier Testar; Olarte, Antonio Zorzano; Prieto, Manuel Palacin; Palomera, Fernando Albericio; Font, Francesc Yraola; Mian, Alec; US2007/66682; (2007); (A1) English, View in Reaxys 7 of 26

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

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Frequency (NMR Spectro- 400 scopy) [MHz] Original Text (NMR Spectroscopy)

1H-RMN

Comment (NMR Spectroscopy)

Signals given

(400 MHz, CDCI3): 3.73 (OCH3), 7.2 (CH), 7.3 (CH), 7.7 (CH), 8.0(CH) ppm.

Patent; GENMEDICA THERAPEUTICS SL; UNIVERSIDAD DE BARCELONA; WO2006/3189; (2006); (A1) English, View in Reaxys 8 of 26

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Original Text (NMR Spectroscopy)

13C-RMN

Comment (NMR Spectroscopy)

Signals given

(400 MHz, CDCI3): 56, 111, 122, 124, 128, 132, 134,138, 160 ppm.

Patent; GENMEDICA THERAPEUTICS SL; UNIVERSIDAD DE BARCELONA; WO2006/3189; (2006); (A1) English, View in Reaxys 9 of 26

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Original Text (NMR Spectroscopy)

1H-RMN

Location

Page/Page column 26

Comment (NMR Spectroscopy)

Signals given

(400 MHz, CDCl3): 3.73 (OCH3), 7.2 (CH), 7.3 (CH), 7.7 (CH), 8.0(CH) ppm.

Patent; GENMEDICA THERAPEUTICS; WO2006/61140; (2006); (A2) English, View in Reaxys 10 of 26

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Original Text (NMR Spectroscopy)

13C-RMN

Location

Page/Page column 26

Comment (NMR Spectroscopy)

Signals given

(400 MHz, CDCl3): 56, 11 1 , 122, 124, 128, 132, 134,138, 160 ppm

Patent; GENMEDICA THERAPEUTICS; WO2006/61140; (2006); (A2) English, View in Reaxys 11 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Frequency (NMR Spectro- 400 scopy) [MHz] Shan; Shi; Su; Organic Preparations and Procedures International; vol. 36; nb. 4; (2004); p. 337 - 340, View in Reaxys

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12 of 26

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

Frequency (NMR Spectro- 400 scopy) [MHz] Shan; Shi; Su; Organic Preparations and Procedures International; vol. 36; nb. 4; (2004); p. 337 - 340, View in Reaxys 13 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

22

Contreras; Taurian; Ortiz; Peralta; Journal of Molecular Structure; vol. 556; nb. 1-3; (2000); p. 263 - 273, View in Reaxys 14 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Downie, Ian M.; Earle, Martyn J.; Heaney, Harry; Shuhaibar, Khamis F.; Tetrahedron; vol. 49; nb. 19; (1993); p. 4015 4034, View in Reaxys; Dean, Francis M.; El-Kass, Gassan; Prakash, Lalit; Journal of the Chemical Society, Chemical Communications; nb. 8; (1985); p. 502 - 503, View in Reaxys; Kral, Andreas; Laatsch, Hartmut; Zeitschrift fuer Naturforschung, B: Chemical Sciences; vol. 48; nb. 10; (1993); p. 1401 - 1407, View in Reaxys 15 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Downie, Ian M.; Earle, Martyn J.; Heaney, Harry; Shuhaibar, Khamis F.; Tetrahedron; vol. 49; nb. 19; (1993); p. 4015 4034, View in Reaxys 16 of 26

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Downie, Ian M.; Earle, Martyn J.; Heaney, Harry; Shuhaibar, Khamis F.; Tetrahedron; vol. 49; nb. 19; (1993); p. 4015 4034, View in Reaxys; Kral, Andreas; Laatsch, Hartmut; Zeitschrift fuer Naturforschung, B: Chemical Sciences; vol. 48; nb. 10; (1993); p. 1401 - 1407, View in Reaxys 17 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

17O

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

40

Jaccard, Guy; Lauterwein, Juergen; Helvetica Chimica Acta; vol. 69; (1986); p. 1469 - 1485, View in Reaxys 18 of 26

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

benzene-d6

Dean, Francis M.; El-Kass, Gassan; Prakash, Lalit; Journal of the Chemical Society, Chemical Communications; nb. 8; (1985); p. 502 - 503, View in Reaxys 19 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

31.9

Salman, Salman R.; Magnetic Resonance in Chemistry; vol. 23; nb. 2; (1985); p. 119 - 121, View in Reaxys 20 of 26

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

31.9

Comment (NMR Spectroscopy)

1H-1H.

Salman, Salman R.; Magnetic Resonance in Chemistry; vol. 23; nb. 2; (1985); p. 119 - 121, View in Reaxys 21 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Temperature (NMR Spectroscopy) [°C]

31.9

Salman, Salman R.; Organic Magnetic Resonance; vol. 21; nb. 11; (1983); p. 672 - 674, View in Reaxys 22 of 26

Description (NMR Spectroscopy)

Spin-spin coupling constants

Temperature (NMR Spectroscopy) [°C]

31.9

Comment (NMR Spectroscopy)

1H-1H.

Salman, Salman R.; Organic Magnetic Resonance; vol. 21; nb. 11; (1983); p. 672 - 674, View in Reaxys 23 of 26

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

acetone-d6

Salman, S. R.; Journal of Molecular Structure; vol. 77; (1981); p. 277 - 282, View in Reaxys 24 of 26

Description (NMR Spectroscopy)

NMR

Narayanan; Shukla; Current Science; vol. 42; (1973); p. 329, View in Reaxys; Seita et al.; Organic Magnetic Resonance; vol. 11; (1978); p. 239,243, View in Reaxys 25 of 26

Description (NMR Spectroscopy)

Spectrum

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Martin et al.; Tetrahedron; vol. 20; (1964); p. 1505,1513, 1514, View in Reaxys 26 of 26

Description (NMR Spectroscopy)

Spin-spin coupling constants

Martin et al.; Tetrahedron; vol. 20; (1964); p. 1505,1513, 1514, View in Reaxys IR Spectroscopy (4) 1 of 4

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Kumar, Balagani Sathish; Ravi, Kusumoori; Verma, Amit Kumar; Fatima, Kaneez; Hasanain, Mohammad; Singh, Arjun; Sarkar, Jayanta; Luqman, Suaib; Chanda, Debabrata; Negi, Arvind S.; Bioorganic and Medicinal Chemistry; vol. 25; nb. 4; (2017); p. 1364 - 1373, View in Reaxys 2 of 4

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

solid

Krishnakumar; Balachandran; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 63; nb. 2; (2006); p. 464 - 476, View in Reaxys 3 of 4

Description (IR Spectroscopy)

Bands

Shan; Shi; Su; Organic Preparations and Procedures International; vol. 36; nb. 4; (2004); p. 337 - 340, View in Reaxys 4 of 4

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

1673 cm**(-1)

Downie, Ian M.; Earle, Martyn J.; Heaney, Harry; Shuhaibar, Khamis F.; Tetrahedron; vol. 49; nb. 19; (1993); p. 4015 4034, View in Reaxys Mass Spectrometry (4) Description (Mass Location Spectrometry)

Comment (Mass Spectrometry)

electrospray ionisa- supporting information (ESI); liquid tion chromatography mass spectrometry (LCMS); spectrum ESI (Electrospray ionisation)

Page/Page column 18

ESI (Electrospray ionisation) ESI (Electrospray ionisation)

Page/Page column 26

References Kumar, Balagani Sathish; Ravi, Kusumoori; Verma, Amit Kumar; Fatima, Kaneez; Hasanain, Mohammad; Singh, Arjun; Sarkar, Jayanta; Luqman, Suaib; Chanda, Debabrata; Negi, Arvind S.; Bioorganic and Medicinal Chemistry; vol. 25; nb. 4; (2017); p. 1364 - 1373, View in Reaxys

Molecular peak

Patent; Exposito, Miriam Royo; Clauzel, Luc Marti; Martin, Anna Abella; Vicente, Silvia Garcia; Yinbert, Xavier Testar; Olarte, Antonio Zorzano; Prieto, Manuel Palacin; Palomera, Fernando Albericio; Font, Francesc Yraola; Mian, Alec; US2007/66682; (2007); (A1) English, View in Reaxys

Molecular peak

Patent; GENMEDICA THERAPEUTICS SL; UNIVERSIDAD DE BARCELONA; WO2006/3189; (2006); (A1) English, View in Reaxys

Molecular peak

Patent; GENMEDICA THERAPEUTICS; WO2006/61140; (2006); (A2) English, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Description (UV/VIS Spectroscopy)

Absorption maxima

Kazitsyna,L.A. et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 31; (1961); p. 313 - 323,286 - 294, View in Reaxys Raman Spectroscopy (1) Description (Ram- Solvent (Raman an Spectroscopy) Spectroscopy) Spectrum

solid

References Krishnakumar; Balachandran; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 63; nb. 2; (2006); p. 464 - 476, View in Reaxys

Medchem (1) 1 of 1

Target Name

Serine/threonine-protein kinase/endoribonuclease IRE1 [human]

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Target Synonyms

endoplasmic reticulum-to-nucleus signaling 1; endoribonuclease; ern1; hire1p; inositol-requiring protein 1; ire1; ire1-alpha; ire1a; serine/threonine-protein kinase; serine/threonine-protein kinase/ endoribonuclease ire1

Target Uniprot ID

o75460

Target PDB ID

2hz6; 3p23; 4u6r; 4yz9; 4yzc; 4yzd; 4z7g; 4z7h; 5hgi

Target, Subunit, Species

Serine/threonine-protein kinase/endoribonuclease IRE1 [human]

Target Mutant/Chimera Details

Serine/threonine-protein kinase/endoribonuclease IRE1 [human]:Wild

Target Species (Bioactivity)

human

Substance Effect

inhibitory activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro inhibitory concentration of the compound against recombinant human INOSITOL REQUIRING ENZYME-1 RNase activity expressed in Baculovirus using SF21 cells upon incubation in 20 mM Hepes, pH 7.5 at RT for 30 mins was determined by FRET assay

Substance RN

1868308View in Reaxys

Measurement Parameter

IC50

Unit

nM

Qualitative value

>

Quantitative value

20000

Measurement pX

1

Ranatunga, Sujeewa; Tang, Chih-Hang Anthony; Kang, Chang Won; Kriss, Crystina L.; Kloppenburg, Bernhard J.; Hu, Chih-Chi Andrew; Del Valle, Juan R.; Journal of Medicinal Chemistry; vol. 57; nb. 10; (2014); p. 4289 - 4301, View in Reaxys

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