N-(1-(2,5-Dimethoxyphenyl)propan-2-yl)-2,2,2-trifluoroacetamide [C13H16F3NO3]

Page 1

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3 substances in Reaxys

2018-07-05 22h:19m:37s (UTC)

O

1. Query

O

NH

F

O

F F

Search as: As drawn ))

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Reaxys ID 3557819 View in Reaxys

1/3 CAS Registry Number: 79315-43-8 Chemical Name: (+/-)-N-[2-(2,5-dimethoxyphenyl)-1-methylethyl]-2,2,2-trifluoroacetamide; N-(trifluoroacetyl)-1-(2,5-dimethoxyphenyl)-2-aminopropane Linear Structure Formula: C13H16F3NO3 Molecular Formula: C13H16F3NO3 Molecular Weight: 291.27 Type of Substance: isocyclic InChI Key: CKEYUNCNEBUQDJ-UHFFFAOYSA-N Note:

O

O

NH

F

O

F F

Substance Label (4) Label References 29

Dowd; Herrick-Davis; Egan; DuPre; Smith; Teitler; Glennon; Journal of Medicinal Chemistry; vol. 43; nb. 16; (2000); p. 3074 - 3084, View in Reaxys

7a

Yue, Eddy W.; Gerdes, John M.; Mathis, Chester A.; Journal of Organic Chemistry; vol. 56; nb. 18; (1991); p. 5451 5456, View in Reaxys

2

Seggel; Yousif; Lyon; Titeler; Roth; Suba; Glennon; Journal of Medicinal Chemistry; vol. 33; nb. 3; (1990); p. 1032 1036, View in Reaxys

8

Glennon, Richard A.; Seggel, Mark R.; Soine, William H.; Herrick-Davis, Katherine; Lyon, Robert A.; Titeler, Milt; Journal of Medicinal Chemistry; vol. 31; nb. 1; (1988); p. 5 - 7, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.567

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

7

TPSA

47.56

Lipinski Number

4

Veber Number

2

Melting Point (2) 1 of 2

Melting Point [°C]

101 - 103

Solvent (Melting Point)

ethanol; H2O

Seggel; Yousif; Lyon; Titeler; Roth; Suba; Glennon; Journal of Medicinal Chemistry; vol. 33; nb. 3; (1990); p. 1032 - 1036, View in Reaxys 2 of 2

Melting Point [°C]

101 - 103

Glennon, Richard A.; Seggel, Mark R.; Soine, William H.; Herrick-Davis, Katherine; Lyon, Robert A.; Titeler, Milt; Journal of Medicinal Chemistry; vol. 31; nb. 1; (1988); p. 5 - 7, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; electron impact (EI)

Xu, Ya-Zhu; Lin, Huei-Ru; Lua, Chang-Ahai; Chen, Chinpiao; Journal of the Chinese Chemical Society; vol. 54; nb. 2; (2007); p. 493 - 502, View in Reaxys

Reaxys ID 15465849 View in Reaxys

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CAS Registry Number: 122423-44-3 Chemical Name: N-[(R)-2-(2,5-dimethoxy-phenyl)-1-methyl-ethyl]-2,2,2-trifluoro-acetamide Linear Structure Formula: C13H16F3NO3 Molecular Formula: C13H16F3NO3 Molecular Weight: 291.27 InChI Key: CKEYUNCNEBUQDJ-MRVPVSSYSA-N Note:

F F O F HN O

O

Druglikeness (1) 1 of 1

LogP

2.567

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

7

TPSA

47.56

Lipinski Number

4

Veber Number

2

NMR Spectroscopy (1) 1 of 1

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Original Text (NMR Spec- 1H NMR (DMSO, d6): δ ppm 1.25 (d, 3H), 2.82 (dd, 2H), 3.76 (s, 3H), 3.82 (s, 3H), 4.14 (m, 1H), troscopy) 6.69-6.83 (m, 3H), 7.45 (bm, 1H) Location

Page/Page column 8

Comment (NMR Spectroscopy)

Signals given

Signals [ppm]

1.25; 2.82; 3.76; 3.82; 4.14; 6.69 - 6.83; 7.45

Kind of signal

d, 3H; dd, 2H; s, 3H; s, 3H; m, 1H; m, 3H; bm, 1H

Patent; Alcon, Inc.; US2007/72920; (2007); (A1) English, View in Reaxys Mass Spectrometry (1) Description (Mass Location Spectrometry) LCMS (Liquid chromatography mass spectrometry); CI (Chemical ionization)

Page/Page column 8

Comment (Mass Spectrometry)

Peak

References

Molecular peak

292 m/z; 309 m/z

Patent; Alcon, Inc.; US2007/72920; (2007); (A1) English, View in Reaxys

Reaxys ID 11155611 View in Reaxys

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2H

F

Chemical Name: (+/-)-N-[2-(2,5-dimethoxyphenyl)-1-methylethyl]-2,2,2-trifluoroacetamide-d6 Linear Structure Formula: C13H10 (2)H6F3NO3 Molecular Formula: C13H16F3NO3 Molecular Weight: 297.223 InChI Key: CKEYUNCNEBUQDJ-XERRXZQWSA-N Note:

2H

F O

F

O

2H

HN

2H

O

2H 2H

Druglikeness (1) 1 of 1

LogP

2.567

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

7

TPSA

47.56

Lipinski Number

4

Veber Number

2

Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; electron impact (EI); fragmentation pattern

Xu, Ya-Zhu; Lin, Huei-Ru; Lua, Chang-Ahai; Chen, Chinpiao; Journal of the Chinese Chemical Society; vol. 54; nb. 2; (2007); p. 493 - 502, View in Reaxys

Copyright © 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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