1-((2-Chlorophenyl)(methylimino)methyl)cyclopentan-1-ol [C13H16ClNO]

Page 1

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Date

7 substances in Reaxys

2018-05-28 07h:39m:54s (UTC)

Cl

N

1. Query HO

Search as: As drawn ))

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Reaxys ID 1880741 View in Reaxys

1/7 CAS Registry Number: 6740-87-0 Chemical Name: 1-Hydroxy-cyclopentyl-o-chlorphenylketon-Nmethylimin Linear Structure Formula: C13H16ClNO Molecular Formula: C13H16ClNO Molecular Weight: 237.729 Type of Substance: isocyclic InChI Key: FJGPXUPMNZOTLX-UHFFFAOYSA-N Note:

Cl

N

HO

Substance Label (1) Label References XI

Patent; Parke; Davis and Co.; US3254124; (1966); Chem.Abstr.; vol. 65; nb. 5414h; (1966), View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.87

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

Veber Number

2

Melting Point (1) 1 of 1

Melting Point [°C]

62

Patent; Parke; Davis and Co.; US3254124; (1966); Chem.Abstr.; vol. 65; nb. 5414h; (1966), View in Reaxys; Patent; Parke; Davis and Co.; CH454128; (1963); Chem. Zentralbl., View in Reaxys

Reaxys ID 2275852 View in Reaxys

2/7 CAS Registry Number: 6740-87-0 Linear Structure Formula: C13H16ClNO Molecular Formula: C13H16ClNO Molecular Weight: 237.729 Type of Substance: isocyclic InChI Key: FJGPXUPMNZOTLX-QINSGFPZSA-N Note:

Cl

N

HO

Substance Label (1) Label References XVII

Patent; Stevens; BE634208; (1962); Chem.Abstr.; vol. 61; nb. 5569c; (1964), View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.87

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

Veber Number

2

Melting Point (1) 1 of 1

Melting Point [°C]

62

Patent; Stevens; BE634208; (1962); Chem.Abstr.; vol. 61; nb. 5569c; (1964), View in Reaxys

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Reaxys ID 9771043 View in Reaxys

3/7 Linear Structure Formula: C13H16ClNO Molecular Formula: C13H16ClNO Molecular Weight: 237.729 Type of Substance: isocyclic InChI Key: FJGPXUPMNZOTLX-NTCAYCPXSA-N Note:

Cl

N

HO

Substance Label (1) Label References 7a

Brunner, Henri; Kagan, Henri B.; Kreutzer, Georg; Tetrahedron Asymmetry; vol. 14; nb. 15; (2003); p. 2177 - 2187, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.87

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

Veber Number

2

NMR Spectroscopy (1) 1 of 1

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300 scopy) [MHz] Brunner, Henri; Kagan, Henri B.; Kreutzer, Georg; Tetrahedron Asymmetry; vol. 14; nb. 15; (2003); p. 2177 - 2187, View in Reaxys

Reaxys ID 18644625 View in Reaxys H

H

2H

4/7

2

2

Chemical Name: d3-1-[(2-chlorophenyl)-methylimino-methyl]-cyclopentanol Linear Structure Formula: C13H13 (2)H3ClNO Molecular Formula: C13H16ClNO Molecular Weight: 240.705 InChI Key: FJGPXUPMNZOTLX-SAFVBCDDSA-N Note:

Cl

N

HO

Druglikeness (1) 1 of 1

LogP

2.87

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

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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Veber Number

2

Reaxys ID 18644646 View in Reaxys

5/7

2H

2H

Chemical Name: d11-1-[(2-chlorophenyl)-methylimino-methyl]-cyclopentanol Linear Structure Formula: C13H5 (2)H11ClNO Molecular Formula: C13H16ClNO Molecular Weight: 248.642 InChI Key: FJGPXUPMNZOTLX-VOFFMTRASA-N Note:

Cl

2H

N

2H

HO 2H

2H

2H 2H

2H 2H

2H

Druglikeness (1) 1 of 1

LogP

2.87

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

Veber Number

2

Reaxys ID 18644653 View in Reaxys

2H

6/7

2H

2H

Chemical Name: d3-1-[(2-chlorophenyl)-methylimino-methyl]-cyclopentanol hydrochloride Linear Structure Formula: C13H13 (2)H3ClNO*ClH Molecular Formula: C13H16ClNO*ClH Molecular Weight: 277.166 InChI Key: CKDXSVLVPYBGPG-ANLKSAKGSA-N Note:

Cl

N HCl HO

Druglikeness (1) 1 of 1

LogP

3.382

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

Veber Number

2

NMR Spectroscopy (1) 1 of 1

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

d(4)-methanol

Frequency (NMR Spectro- 300 scopy) [MHz]

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Original Text (NMR Spectroscopy)

1H

Comment (NMR Spectroscopy)

Signals given

Signals [ppm]

7.49 - 7.76; 1.74 - 2.47

Kind of signal

m, 3H; m, 8H

NMR (300 MHz, CD3OD) δ 7.76-7.49 (m, 3H), 2.47-1.74 (m, 8H)

Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/268071; (2008); (A1) English, View in Reaxys Mass Spectrometry (1) Description (Mass Comment (Mass Spectrometry) Spectrometry) LCMS (Liquid chromatography mass spectrometry)

Molecular peak

Peak

References

241 m/z

Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/268071; (2008); (A1) English, View in Reaxys

Reaxys ID 18644656 View in Reaxys

7/7

2H

2H

Chemical Name: d11-1-[(2-chlorophenyl)-methylimino-methyl]-cyclopentanol hydrochloride Linear Structure Formula: C13H5 (2)H11ClNO*ClH Molecular Formula: C13H16ClNO*ClH Molecular Weight: 285.103 InChI Key: CKDXSVLVPYBGPG-FEJKJNFZSA-N Note:

Cl

2H

N

HCl 2H

HO 2H

2H

2H 2H

2

H 2H

2H

Druglikeness (1) 1 of 1

LogP

3.382

H Bond Donors

1

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

32.59

Lipinski Number

4

Veber Number

2

NMR Spectroscopy (1) 1 of 1

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

d(4)-methanol

Frequency (NMR Spectro- 300 scopy) [MHz] Original Text (NMR Spectroscopy)

1H

Comment (NMR Spectroscopy)

Signals given

Signals [ppm]

7.54 - 7.76

Kind of signal

m, 4H

NMR (300 MHz, CD3OD) δ 7.76-7.54 (m, 4H);

Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/268071; (2008); (A1) English, View in Reaxys Mass Spectrometry (1) Description (Mass Comment (Mass Spectrometry) Spectrometry)

Peak

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.

References

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LCMS (Liquid chromatography mass spectrometry)

Molecular peak

249 m/z

Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/268071; (2008); (A1) English, View in Reaxys

Medchem (1) 1 of 1

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |pharmacokinetics Target : liver microsome proteinBioassay : EXAMPLE 4In vitro Liver Microsomal Stability AssayLiver microsomal stability assays were conducted at 1 mg per mL liver microsome protein with a NADPH-generating system (2.2 mM NADPH, 25.6 mM glucose 6-phosphate, 6 units per mL glucose 6-phosphate dehydrogenase and 3.3 mM MgCl2) in a 2% sodium

Substance RN

18644656View in Reaxys

Substance Name

2544050

Qualitative Results

title compound treatment showed that the degradation half-lives were increased by 10-166% as compared to non-isotopically enriched ketamine

Measurement Parameter

qualitative

Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/268071; (2008); (A1) English, 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.

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