Query Query
Results
Date
4 substances in Reaxys
2016-07-23 02h:37m:06s (EST)
ALK N
ALK
O GH*
1. Query
NH
Search as: As drawn, No mixtures, No isotopes, No charges, No radicals
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Reaxys ID 160879 View in Reaxys
1/4 CAS Registry Number: 30256-72-5 Chemical Name: 2-dimethylamino-1-indol-3-yl-ethanone; 2-Dimethylamino-1-indol-3-yl-aethanon; Indolyl-(3)-dimethylaminomethyl-keton; 3-(Dimethylamino-acetyl)-indol Linear Structure Formula: C12H14N2O Molecular Formula: C12H14N2O Molecular Weight: 202.256 Type of Substance: heterocyclic InChI Key: HEQAZZLMFKEHFY-UHFFFAOYSA-N Note:
NH
O
N
Substance Label (2) Label References keto-2C
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 3865, View in Reaxys
II
Preobrazhenskaya,M.N. et al.; Pharmaceutical Chemistry Journal; nb. 10; (1970); p. 532 - 536; KhimikoFarmatsevticheskii Zhurnal; vol. 4; nb. 10; (1970); p. 5 - 9, View in Reaxys
Derivative (2) Comment (Derivative)
References
Pikrat: F: 181-183grad
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys
Hydrochlorid: F: 229grad
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys
Melting Point (5) 1 of 5
Melting Point [°C]
208 - 209
Preobrazhenskaya,M.N. et al.; Pharmaceutical Chemistry Journal; nb. 10; (1970); p. 532 - 536; Khimiko-Farmatsevticheskii Zhurnal; vol. 4; nb. 10; (1970); p. 5 - 9, View in Reaxys 2 of 5
Melting Point [°C]
203 - 205
Noell,C.W.; Cheng,C.C.; Journal of Heterocyclic Chemistry; vol. 3; (1966); p. 5 - 8, View in Reaxys 3 of 5
Melting Point [°C]
208 - 209
Solvent (Melting Point)
ethanol
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys 4 of 5
Melting Point [°C]
209 - 211
Solvent (Melting Point)
ethanol; 2-methoxy-ethanol
Ames et al.; Journal of the Chemical Society; (1956); p. 1984,1988, View in Reaxys 5 of 5
Melting Point [°C]
205 - 208
Solvent (Melting Point)
propan-2-ol
Patent; Upjohn Co.; US2821532; (1955), View in Reaxys Further Information (1) Description (Fur- References ther Information) Further information
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys
IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
nujol
Comment (IR Spectroscopy)
3110 - 720 cm**(-1)
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Tanner; Spectrochimica Acta; vol. 9; (1957); p. 282,283, View in Reaxys Pharmacological Data (15) 1 of 15
Comment (Pharmacological Data)
Bioactivities present
Noell,C.W.; Cheng,C.C.; Journal of Heterocyclic Chemistry; vol. 3; (1966); p. 5 - 8, View in Reaxys; Preobrazhenskaya,M.N. et al.; Pharmaceutical Chemistry Journal; nb. 10; (1970); p. 532 - 536; Khimiko-Farmatsevticheskii Zhurnal; vol. 4; nb. 10; (1970); p. 5 - 9, View in Reaxys; Tanner; Spectrochimica Acta; vol. 9; (1957); p. 282,283, View in Reaxys; Ames et al.; Journal of the Chemical Society; (1956); p. 1984,1988, View in Reaxys; Patent; Upjohn Co.; US2821532; (1955), View in Reaxys; Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys; Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 2 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
11.5 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 3 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala173Ser mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
4.9 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 4 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Thr439Ser mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
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Value of Type (Pharmacological Data)
5.6 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 5 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Thr439Ala mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
4.2 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 6 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Tyr176Phe mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
22 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 7 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Tyr175Phe mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
7.1 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 8 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
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Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Asp98Glu mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
2.8 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 9 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala173Leu mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
2.7 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 10 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala173Met mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
9.3 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 11 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala173Asp mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
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Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
3.2 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 12 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala173Thr mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
9.9 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 13 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Thr439Val mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
3.4 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys 14 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala169Ile mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
28 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys
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15 of 15
Effect (Pharmacological Data)
5-HT uptake; inhibition of
Species or Test-System (Pharmacological Data)
HEK-293 MSR cells transfected with hSERT, Ala173Cys mutant
Method (Pharmacological Data)
inhibition of <3H>-5-HT uptake assayed; cells preincubated with title comp. for 30 min in PBSCM pH 7.4; uptake initiated by addition of <3H>-5-HT (50-100 nM) and continued for 10 min; cells lysed, radiolabeled 5-HT quantified by scintillation counting
Further Details (Pharmacological Data)
hSERT: human serotonin transporter
Type (Pharmacological Data)
Ki
Value of Type (Pharmacological Data)
5.5 μmol/l
Celik, Leyla; Sinning, Steffen; Severinsen, Kasper; Hansen, Carsten G.; Moller, Maria S.; Bols, Mikael; Wiborg, Ove; Schiott, Birgit; Journal of the American Chemical Society; vol. 130; nb. 12; (2008); p. 3853 - 3865, View in Reaxys
Reaxys ID 178782 View in Reaxys
2/4 CAS Registry Number: 92292-25-6 Chemical Name: 2-diethylamino-1-indol-3-yl-ethanone; 2-Diaethylamino-1-indol-3-yl-aethanon; Indolyl-(3)-diethylaminomethyl-keton; 3-(N,N-Diethylaminoacetyl)-indol Linear Structure Formula: C14H18N2O Molecular Formula: C14H18N2O Molecular Weight: 230.31 Type of Substance: heterocyclic InChI Key: KEFPCGXODAAGLR-UHFFFAOYSA-N Note:
NH
O
N
Substance Label (1) Label References 3a
Mutschler; Winkler; Archiv der Pharmazie; vol. 311; nb. 3; (1978); p. 248 - 255, View in Reaxys
Derivative (2) Comment (Derivative)
References
Hydrochlorid: F: 205-215grad (Zers.)
Mutschler; Winkler; Archiv der Pharmazie; vol. 311; nb. 3; (1978); p. 248 - 255, View in Reaxys
Hydrochlorid: F: 211grad
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys
Melting Point (2) 1 of 2
Melting Point [°C]
136 - 137
Solvent (Melting Point)
ethanol
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys 2 of 2
Melting Point [°C]
139 - 141
Solvent (Melting Point)
propan-2-ol
Patent; Upjohn Co.; US2814625; (1954), View in Reaxys Further Information (1) Description (Fur- References ther Information) Further information
Bodendorf; Walk; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 484,487, View in Reaxys
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Reaxys ID 3729326 View in Reaxys
3/4 CAS Registry Number: 66803-54-1 Chemical Name: 2-diethylamino-1-indol-3-yl-ethanone; hydrochloride; 2-Diaethylamino-1-indol-3-yl-aethanon; Hydrochlorid Linear Structure Formula: C14H18N2O*ClH Molecular Formula: C14H18N2O*ClH Molecular Weight: 266.771 Type of Substance: heterocyclic InChI Key: MQDQTSUDVCFYJG-UHFFFAOYSA-N Note:
NH
O
Cl
N
H
Melting Point (1) 1 of 1
Melting Point [°C]
213 - 215
Solvent (Melting Point)
propan-2-ol; ethyl acetate
Patent; Upjohn Co.; US2814625; (1954), View in Reaxys
Reaxys ID 3870131 View in Reaxys
4/4 CAS Registry Number: 101721-70-4 Chemical Name: 2-dimethylamino-1-indol-3-yl-ethanone; picrate; 2-Dimethylamino-1-indol-3-yl-aethanon; Picrat Linear Structure Formula: C12H14N2O*C6H3N3O7 Molecular Formula: C6H3N3O7*C12H14N2O Molecular Weight: 431.362 Type of Substance: heterocyclic InChI Key: JCEYYFUTVZHUIK-UHFFFAOYSA-N Note:
O O
NH
N O
HO
N O
O
O
N
N
O
Melting Point (1) 1 of 1
Melting Point [°C]
182 - 184
Solvent (Melting Point)
ethanol
Comment (Melting Point)
Decomp.
Ames et al.; Journal of the Chemical Society; (1956); p. 1984,1988, View in Reaxys Crystal Property Description (1) Colour & Other References Properties gelb
Ames et al.; Journal of the Chemical Society; (1956); p. 1984,1988, View in Reaxys
Copyright © 2016 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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