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1-(3-BROMOPHENYL)PYRROLIDINE - CAS 219928-13-9

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Category
Main Product
Product Name
1-(3-BROMOPHENYL)PYRROLIDINE
Catalog Number
219928-13-9
Synonyms
1-(3-BROMOPHENYL)PYRROLIDINE; N-(3-BROMOPHENYL)PYRROLIDINE; 1-(3-Bromophenyl)pyrrolidine 97%
CAS Number
219928-13-9
Molecular Weight
226.11
Molecular Formula
C10H12BrN
COA
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MSDS
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Canonical SMILES
C1CCN(C1)C2=CC(=CC=C2)Br
InChI
InChI=1S/C10H12BrN/c11-9-4-3-5-10(8-9)12-6-1-2-7-12/h3-5,8H,1-2,6-7H2
InChIKey
SKCNYQBWULWGAP-UHFFFAOYSA-N
Structure
CAS 219928-13-9 1-(3-BROMOPHENYL)PYRROLIDINE
Specification
Purity
98%
Boiling Point
306ºC at 760mmHg
Density
1.411g/cm3
Reference Reading
1.Synthesis and anticonvulsant activity of new N-Mannich bases derived from 3-(2-fluorophenyl)- and 3-(2-bromophenyl)-pyrrolidine-2,5-diones. Part II.
Obniska J1, Rzepka S, Kamiński K. Bioorg Med Chem. 2012 Aug 1;20(15):4872-80. doi: 10.1016/j.bmc.2012.05.032. Epub 2012 May 23.
Synthesis and anticonvulsant activity of new N-Mannich bases of 3-(2-fluorophenyl)- and 3-(2-bromophenyl)-pyrrolidine-2,5-diones have been described. Initial anticonvulsant screening was performed in mice after intraperitoneal administration in the maximal electroshock seizure test (MES) and subcutaneous pentylenetetrazole seizures test (scPTZ). The neurotoxicity was determined applying the rotarod test. The in vivo results in mice showed that majority of compounds were effective in the MES test. Only seven molecules showed protection in the scPTZ test. The quantitative evaluation in the MES seizures after oral administration into rats showed that the most active were 1-[{4-(4-fluorophenyl)-piperazin-1-yl}-methyl]-3-(2-bromophenyl)-pyrrolidine-2,5-dione (14) with ED(50) of 7.4mg/kg and 1-[{4-(3-bromophenyl)-piperazin-1-yl}-methyl]-3-(2-bromophenyl)-pyrrolidine-2,5-dione (16) with ED(50) of 26.4mg/kg. These molecules were more potent and also less neurotoxic than phenytoin which was used as reference antiepileptic drug.
2.Synthesis and anticonvulsant properties of new N-[(4-arylpiperazin-1-yl)-methyl] derivatives of 3-aryl pyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione.
Obniska J1, Zagorska A. Farmaco. 2003 Dec;58(12):1227-34.
A series of N-[(4-arylpiperazin-1-yl)-methyl] derivatives of 3-arylpyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione were synthesized and tested for anticonvulsant activity in the maximum electroshock seizure (MES) and metrazole seizure threshold (sc.MET) tests. The most potent in the series were N-[[4-(3-chlorophenyl)-piperazin-1-yl]-methyl]-3-(2-chlorophenyl)-pyrrolidine-2,5-dione (ED50=14.18 mg/kg) and N-[[4-(2-methoxyphenyl)-piperazin-1-yl]-methyl]-3-(3-bromophenyl)-pyrrolidine-2,5-dione (ED50=33.64 mg/kg). Structures of the novel compounds were confirmed by elemental and spectral analyses.
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