Query Query
N
1. Query
Results
Date
3 substances in Reaxys
2017-08-24 16h:24m:50s (EST)
2 substances in Reaxys
2017-08-24 16h:25m:18s (EST)
Search as: As drawn 2. Query
(1. Query) AND NOT itemno in (3)
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Reaxys ID 1428458 View in Reaxys
1/2 CAS Registry Number: 2201-39-0 Chemical Name: Rolicyclidine; 1-(1-phenyl-cyclohexyl)-pyrrolidine; 1-(1-phenylcyclohexyl)pyrrolidine; PhP; 1-<1-Phenyl-cyclohexyl>-pyrrolidin; 1-Pyrrolidino-1-phenyl-cyclohexan; rolicyclidine Linear Structure Formula: C16H23N Molecular Formula: C16H23N Molecular Weight: 229.365 Type of Substance: heterocyclic InChI Key: FYOWWXMGDATDQY-UHFFFAOYSA-N Note:
N
Substance Label (3) Label References PCPy
Soon M. Han; Purdie; Analytical Chemistry; vol. 56; nb. 14; (1984); p. 2822 - 2825, View in Reaxys; Sun, Shengguo; Wallach, Jason; Adejare, Adeboye; Medicinal Chemistry; vol. 10; nb. 8; (2014); p. 843 - 852, View in Reaxys
5
Prashad, Mahavir; Liu, Yugang; Har, Denis; Repic, Oljan; Blacklock, Thomas J.; Tetrahedron Letters; vol. 46; nb. 33; (2005); p. 5455 - 5458, View in Reaxys
8a
Katritzky, Alan R.; Najzarek, Zbigniew; Dega-Szafran, Zofia; Synthesis; nb. 1; (1989); p. 66 - 69, View in Reaxys
Patent-Specific Data (1) Location in Patent References Claim
Patent; DSM N.V.; US5646322; (1997); (A1) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
3.86
H Bond Donors
0
H Bond Acceptors
1
Rotatable Bonds
2
TPSA
3.24
Lipinski Number
4
Veber Number
2
Derivative (2) Comment (Derivative)
References
Hydrochlorid MADDOX; GODEFROI; PARCELL; Journal of medicinal chemistry; vol. 8; (1965); p. 230 - 235, C16H23N*HCl: F: View in Reaxys 235-237grad (unkorr.) Pikrat Kuehne,M.E.; Journal of the American Chemical Society; vol. 84; (1962); p. 837 - 847, View in Reaxys C22H26N4O7: F: 183-185grad (aus A.) Boiling Point (1) Boiling Point [°C] 114 - 123
Pressure (Boiling Point) [Torr]
References
0.1
MADDOX; GODEFROI; PARCELL; Journal of medicinal chemistry; vol. 8; (1965); p. 230 - 235, View in Reaxys
Association (MCS) (1) 1 of 1
Description (Association Stability constant of the complex with ... (MCS)) Solvent (Association (MCS))
H2O
Partner (Association (MCS))
β-cyclodextrine
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Soon M. Han; Purdie; Analytical Chemistry; vol. 56; nb. 14; (1984); p. 2822 - 2825, View in Reaxys Circular Dichroism (1) Solvent (Circular Comment (CircuDichroism) lar Dichroism) H2O
240 - 290 nm
References Soon M. Han; Purdie; Analytical Chemistry; vol. 56; nb. 14; (1984); p. 2822 - 2825, View in Reaxys
NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Katritzky, Alan R.; Najzarek, Zbigniew; Dega-Szafran, Zofia; Synthesis; nb. 1; (1989); p. 66 - 69, View in Reaxys 2 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Katritzky, Alan R.; Najzarek, Zbigniew; Dega-Szafran, Zofia; Synthesis; nb. 1; (1989); p. 66 - 69, View in Reaxys Use (1) Use Pattern
References
Anti-abuse
Patent; Bristol, David William; King, Clifford Riley; Mitchener, JR., Joseph Pike; Audia, Vicki Haynes; US2008/293695; (2008); (A1) English, View in Reaxys
Medchem (3) 1 of 3
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
Binding
Biological Species/NCBI Sprague Dawley rat ID
2 of 3
Organs/Tissues
brain
Cell Fraction
Homogenate
Substance RN
1428458View in Reaxys
Substance Name
PHP
Measurement Parameter
IC50
Unit
µM
Quantitative value
0.2
Deviation
0.0100000
Measurement pX
6.7
Target Mutant/Chimera Details
Glutamate receptor ionotropic, NMDA 2D [guinea pig]:Wild
Substance Action on Target
Inhibitor
Target Species (Bioactivity)
guinea pig
Target Subunit Proteins
Glutamate receptor ionotropic, NMDA 2D [guinea pig]
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibitory activity against guinea pig brain PCP receptor using 1 nM [3H]TCP as radioligand upon incubation in Tris buffer at pH 7.4 for 1 h at 23 degree C
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Biological Species/NCBI guinea pig ID Cells/Cell Lines
Brain cell
Substance RN
1428458View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
110
Deviation
6
Measurement pX
6.96
Target, Subunit, Species Glutamate receptor ionotropic, NMDA 2D [guinea pig] 3 of 3
Target Mutant/Chimera Details
Sigma non-opioid intracellular receptor 1 [guinea pig]:Wild
Substance Action on Target
Inhibitor
Target Species (Bioactivity)
guinea pig
Target Subunit Proteins
Sigma non-opioid intracellular receptor 1 [guinea pig]
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibitory activity against guinea pig brain sigma receptor using 2 nM [3H]-d-SKF-10,047 as radioligand upon incubation in Tris buffer at pH 7.4 for 1 h at 23 degree C
Biological Species/NCBI guinea pig ID Cells/Cell Lines
Brain cell
Substance RN
1428458View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
7726
Deviation
781
Measurement pX
5.11
Target, Subunit, Species Sigma non-opioid intracellular receptor 1 [guinea pig]
Reaxys ID 24161485 View in Reaxys
N
2/2 Chemical Name: Rolicyclidine hydrochloride Linear Structure Formula: C16H23N*ClH Molecular Formula: C16H23N*ClH Molecular Weight: 265.826 InChI Key: FEUATZUGYUSKIY-UHFFFAOYSA-N Note:
HCl
Druglikeness (1) 1 of 1
LogP
4.372
H Bond Donors
0
H Bond Acceptors
1
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4/12
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Rotatable Bonds
2
TPSA
3.24
Lipinski Number
4
Veber Number
2
(0) Medchem (27) 1 of 27
Target Mutant/Chimera Details
Sigma receptor [guinea pig]:Wild
Target Species (Bioactivity)
guinea pig
Target Subunit Proteins
Sigma receptor [guinea pig]
Target Transfection
Non Transfected
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
Binding
Biological Species/NCBI Dunkin Hartley guinea pig ID Organs/Tissues
brain
Cell Fraction
Membrane
Substance RN
24161485View in Reaxys
Substance Name
PCPY
Measurement Parameter
IC50
Unit
nM
Quantitative value
7726
Deviation
781
Measurement pX
5.11
Target, Subunit, Species Sigma receptor [guinea pig] 2 of 27
Target Mutant/Chimera Details
Ionotropic glutamate NMDA receptor [guinea pig]:Wild
Target Species (Bioactivity)
guinea pig
Target Subunit Proteins
Ionotropic glutamate NMDA receptor [guinea pig]
Target Transfection
Non Transfected
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
Binding
Biological Species/NCBI Dunkin Hartley guinea pig ID Organs/Tissues
brain
Cell Fraction
Membrane
Substance RN
24161485View in Reaxys
Substance Name
PCPY
Measurement Parameter
IC50
Unit
nM
Quantitative value
110
Deviation
6
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5/12
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Measurement pX
6.96
Target, Subunit, Species Ionotropic glutamate NMDA receptor [guinea pig] 3 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for main behavioral changes of monkeys at a dose of 50 microg\kg; None
Biological Species/NCBI Monkey ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 4 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in response of the compound on conditioned avoidance response (CAR) in rats at a dose of 4 mg\kg
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
7
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 5 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for exploratory activity of the compound on rats and number of boluses at a dose of 3 mg\kg; Decrease
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 6 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for main behavioral changes of monkeys at a dose of 500 microg\kg; Strong ataxia, tameness
Biological Species/NCBI Monkey ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 7 of 27
Bioassay Category
In Vitro (Efficacy)
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6/12
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Bioassay Details
Digging activity of the compound was determined as number of gerbils out of 4 which did not pass sand barrier after 30 min at a dose of 3 mg\kg
Biological Species/NCBI gerbil ID Substance RN
24161485View in Reaxys
Measurement Parameter
Number
Quantitative value
4
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 8 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in response of the compound on conditioned avoidance response (CAR) in rats at a dose of 3 mg\kg
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
0
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 9 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in performance of the compound on forced motor activity in mice after 30 min at a dose of 4 mg\kg
Biological Species/NCBI Mus musculus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
76
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 10 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in performance of the compound on forced motor activity in mice after 60 min at a dose of 4 mg\kg
Biological Species/NCBI Mus musculus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
46
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys
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11 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for main behavioral changes of monkeys at a dose of 100 microg\kg; Sedation, tameness
Biological Species/NCBI Monkey ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 12 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Digging activity of the compound was determined as number of gerbils out of 4 which did not pass sand barrier after 60 min at a dose of 3 mg\kg
Biological Species/NCBI gerbil ID Substance RN
24161485View in Reaxys
Measurement Parameter
Number
Quantitative value
4
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 13 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in performance of the compound on forced motor activity in mice after 30 min at a dose of 3 mg\kg
Biological Species/NCBI Mus musculus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
30
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 14 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in response of the compound on conditioned avoidance response (CAR) in rats at a dose of 6 mg\kg
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
60
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 15 of 27
Bioassay Category
In Vitro (Efficacy)
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8/12
2017-08-24 16:36:13
Bioassay Details
Tested for exploratory activity of the compound on rats and preening at a dose of 3 mg\kg; Decrease
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 16 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Digging activity of the compound was determined as number of gerbils out of 4 which did not pass sand barrier after 60 min at a dose of 2 mg\kg
Biological Species/NCBI gerbil ID Substance RN
24161485View in Reaxys
Measurement Parameter
Number
Quantitative value
1
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 17 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in response of the compound on conditioned avoidance response (CAR) in rats at a dose of 8 mg\kg
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
100
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 18 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for exploratory activity of the compound on rats and entrance center at a dose of 3 mg\kg; Decrease
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 19 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in performance of the compound on forced motor activity in mice after 60 min at a dose of 2 mg\kg
Biological Species/NCBI Mus musculus ID
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9/12
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Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
0
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 20 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Digging activity of the compound was determined as number of gerbils out of 4 which did not pass sand barrier after 30 min at a dose of 2 mg\kg
Biological Species/NCBI gerbil ID Substance RN
24161485View in Reaxys
Measurement Parameter
Number
Quantitative value
0
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 21 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in performance of the compound on forced motor activity in mice after 30 min at a dose of 2 mg\kg
Biological Species/NCBI Mus musculus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
0
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 22 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for exploratory activity of the compound on rats and of rearing at a dose of 3 mg\kg
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
79
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 23 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for main behavioral changes of monkeys at a dose of 250 microg\kg; Ataxia, tameness
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10/12
2017-08-24 16:36:13
Biological Species/NCBI Monkey ID Substance RN
24161485View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 24 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Tested for exploratory activity of the compound on rats and of ambulation at a dose of 3 mg\kg
Biological Species/NCBI Rattus norvegicus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
161
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 25 of 27
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Percent reduction in performance of the compound on forced motor activity in mice after 60 min at a dose of 3 mg\kg
Biological Species/NCBI Mus musculus ID Substance RN
24161485View in Reaxys
Measurement Parameter
%
Unit
%
Qualitative value
=
Quantitative value
0
Kalir; Edery; Pelah; Balderman; Porath; Journal of medicinal chemistry; vol. 12; nb. 3; (1969); p. 473 - 477, View in Reaxys 26 of 27
Bioassay Category
In Vivo (Animal models)
Bioassay Details
Dose of the compound required for anticonvulsant activity to abolish the extensor component of the convulsion in mouse upon ip adminstration; Protects 50 of animals
Biological Species/NCBI Mus musculus ID Substance RN
24161485View in Reaxys
Substance Route of Adm.
intraperitoneal administration
Measurement Parameter
Activity
Unit
mg/kg
Qualitative value
=
Quantitative value
12.5
MADDOX; GODEFROI; PARCELL; Journal of medicinal chemistry; vol. 8; (1965); p. 230 - 235, View in Reaxys
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11/12
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27 of 27
Bioassay Category
In Vivo (Animal models)
Bioassay Details
Compound was tested for cataleptic activity by measuring loss of righting reflex without head drop in pigeon upon intramuscular injection at the dose of 6-25 mg/kg; active members exhibiting maximum activity at the above mentioned dose
Biological Species/NCBI pigeon ID Substance RN
24161485View in Reaxys
Substance Route of Adm.
intramuscular administration
Measurement Parameter
Activity
Qualitative value
ND
MADDOX; GODEFROI; PARCELL; Journal of medicinal chemistry; vol. 8; (1965); p. 230 - 235, View in Reaxys
Copyright © 2017 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.
12/12
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