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Volumn 59, Issue 5, 2004, Pages 381-388

Design, synthesis and anticonvulsive activity of analogs of γ-vinyl GABA

Author keywords

vinyl GABA; Anticonvulsive activity; GABA; Synthesis; Vigabatrin

Indexed keywords

4 (2 PROPYLPENTANOYLAMINO)HEX 5 ENOIC ACID METHYL ESTER; 4 (4 AMINOBUTYRYLAMINO)HEX 5 ENOIC ACID METHYL ESTER; 4 (4 AMINOHEX 5 ENOYLAMINO)HEX 5 ENOIC ACID; 4 (4 AMINOHEX 5 ENOYLAMINO)HEX 5 ENOIC ACID METHYL ESTER; 4 (5 AMINOHEPT 6 ENOYLAMINO)BUTYRIC ACID; 4 (5 AMINOHEPT 6 ENOYLAMINO)BUTYRIC ACID METHYL ESTER; 4 [(PIPERIDINE 3 CARBONYL)AMINO]HEX 5 ENOIC ACID; 4 [(PIPERIDINE 4 CARBONYL)AMINO]HEX 5 ENOIC ACID; 4 AMINOBUTYRIC ACID; ANTICONVULSIVE AGENT; BICUCULLINE; ISONIPECOTIC ACID; NIPECOTIC ACID; PENTETRAZOLE; PICROTOXIN; UNCLASSIFIED DRUG; VALPROIC ACID; VIGABATRIN; VIGABATRIN DERIVATIVE;

EID: 2142790539     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.farmac.2004.01.011     Document Type: Article
Times cited : (10)

References (24)
  • 1
    • 0019839152 scopus 로고
    • γ-Aminobutyric acid agonist, antagonist and uptake inhibitors, design and therapeutic aspects
    • Krogsgaard-Larsen P. γ-Aminobutyric acid agonist, antagonist and uptake inhibitors, design and therapeutic aspects. J. Med. Chem. 24:1981;1377-1383
    • (1981) J. Med. Chem. , vol.24 , pp. 1377-1383
    • Krogsgaard-Larsen, P.1
  • 2
    • 0026077751 scopus 로고
    • Preparation and anticonvulsant activity of a series of functionalized .alpha.-heteroatom-substituted amino acids
    • Kohn H., Sawhney K.N., LeGall P., Robertson D.W., Leander J.D. Preparation and anticonvulsant activity of a series of functionalized.alpha.- heteroatom-substituted amino acids. J. Med. Chem. 34:1991;2444-2452
    • (1991) J. Med. Chem. , vol.34 , pp. 2444-2452
    • Kohn, H.1    Sawhney, K.N.2    Legall, P.3    Robertson, D.W.4    Leander, J.D.5
  • 3
    • 0025238774 scopus 로고
    • Preparation and anticonvulsant activity of a series of functionalized .alpha.-aromatic and .alpha.-heteroaromatic amino acids
    • Kohn H., Sawhney K.N., LeGall P., Conley J.D., Robertson D.W., Leander J.D. Preparation and anticonvulsant activity of a series of functionalized. alpha.-aromatic and.alpha.-heteroaromatic amino acids. J. Med. Chem. 33:1990;919-926
    • (1990) J. Med. Chem. , vol.33 , pp. 919-926
    • Kohn, H.1    Sawhney, K.N.2    Legall, P.3    Conley, J.D.4    Robertson, D.W.5    Leander, J.D.6
  • 4
    • 0025738829 scopus 로고
    • Synthesis and anticonvulsant activity of 2-iminohydantoins
    • Kwon C.H., Iqbal M.T., Wurpel J.N.D. Synthesis and anticonvulsant activity of 2-iminohydantoins. J. Med. Chem. 34:1991;1845-1849
    • (1991) J. Med. Chem. , vol.34 , pp. 1845-1849
    • Kwon, C.H.1    Iqbal, M.T.2    Wurpel, J.N.D.3
  • 6
    • 0028152905 scopus 로고
    • Cost of epilepsy in the United States: A model based on incidence and prognosis
    • Begley C.E., Annegers J.F., Lairson D.R., Reynolds T.F., Hauser W.A. Cost of epilepsy in the United States: a model based on incidence and prognosis. Epilepsia. 35:1994;1230-1243
    • (1994) Epilepsia , vol.35 , pp. 1230-1243
    • Begley, C.E.1    Annegers, J.F.2    Lairson, D.R.3    Reynolds, T.F.4    Hauser, W.A.5
  • 7
    • 0021332620 scopus 로고
    • Teratogenicity of antiepileptic drug combinations with special emphasis on epoxidation (of carbamazepine)
    • Lindhout D., Höppener R.J.E.A., Mcinardi H. Teratogenicity of antiepileptic drug combinations with special emphasis on epoxidation (of carbamazepine). Epilepsia. 25:1984;77-83
    • (1984) Epilepsia , vol.25 , pp. 77-83
    • Lindhout, D.1    Höppener, R.J.E.A.2    McInardi, H.3
  • 8
    • 12444291980 scopus 로고    scopus 로고
    • D.A. Williams, Lemke T.L. fifth edi Philadelphia: Lippincott Williams & Wilkins
    • Leduc B.W. Foye's Principles of Medicinal Chemistry. Williams D.A., Lemke T.L. fifth edi:2002;384-407 Lippincott Williams & Wilkins, Philadelphia
    • (2002) Foye's Principles of Medicinal Chemistry , pp. 384-407
    • Leduc, B.W.1
  • 9
    • 0026012420 scopus 로고
    • GABA-uptake inhibitors: Construction of a general pharmacophore model and successful prediction of a new representative
    • N'Goka V., Schlewer G., Linget J.-M., Chambon J.-P., Wermuth C.-G. GABA-uptake inhibitors: construction of a general pharmacophore model and successful prediction of a new representative. J. Med. Chem. 34:1991;2547-2557
    • (1991) J. Med. Chem. , vol.34 , pp. 2547-2557
    • N'Goka, V.1    Schlewer, G.2    Linget, J.-M.3    Chambon, J.-P.4    Wermuth, C.-G.5
  • 11
    • 0021673384 scopus 로고
    • Evaluation of isonicotinyl γ-amino butyric acid (GABA) and nicotinyl-GABA as pro-drugs of GABA
    • Matsuyama K., Gomita Y., Yamashita C. Evaluation of isonicotinyl γ-amino butyric acid (GABA) and nicotinyl-GABA as pro-drugs of GABA. Chem. Pharm. Bull. 32:1984;4089-4095
    • (1984) Chem. Pharm. Bull. , vol.32 , pp. 4089-4095
    • Matsuyama, K.1    Gomita, Y.2    Yamashita, C.3
  • 12
    • 0025963645 scopus 로고
    • Synthesis and anticonvulsant activity of 1-acyl-2-pyrrolidinone derivatives
    • Sasaki H., Mori Y., Nakamura J., Shibasaki J. Synthesis and anticonvulsant activity of 1-acyl-2-pyrrolidinone derivatives. J. Med. Chem. 34:1991;628-633
    • (1991) J. Med. Chem. , vol.34 , pp. 628-633
    • Sasaki, H.1    Mori, Y.2    Nakamura, J.3    Shibasaki, J.4
  • 13
    • 0026808733 scopus 로고
    • Preparation of 5-alkenyl- and 5-dienyl-2-pyrrolinone derivatives
    • Smith M.B., Kwon T.W. Preparation of 5-alkenyl- and 5-dienyl-2- pyrrolinone derivatives. Synth. Commu. 22:1992;2865-2873
    • (1992) Synth. Commu. , vol.22 , pp. 2865-2873
    • Smith, M.B.1    Kwon, T.W.2
  • 14
    • 0032248214 scopus 로고    scopus 로고
    • The effect of N-alkyloxycarbonyl group on the anticonvulsant activities of N-alkyloxycarbonyl-α-amino-N-methylsuccinimides
    • Jung K., Son K., Kim M., Lee J., Choi J., Lee E.-S., Park M. The effect of N-alkyloxycarbonyl group on the anticonvulsant activities of N-alkyloxycarbonyl-α-amino-N-methylsuccinimides. Arch. Pharm. Res. 21:(6):1998;759-763
    • (1998) Arch. Pharm. Res. , vol.21 , Issue.6 , pp. 759-763
    • Jung, K.1    Son, K.2    Kim, M.3    Lee, J.4    Choi, J.5    Lee, E.-S.6    Park, M.7
  • 15
    • 0032240452 scopus 로고    scopus 로고
    • The effect of N-alkyloxycarbonyl group on the anticonvulsant activities of N-alkyloxycarbonyl-α-aminoglutarimides
    • Son K., Jung K., Kim M., Lee J., Choi J., Lee E.-S., Park M. The effect of N-alkyloxycarbonyl group on the anticonvulsant activities of N-alkyloxycarbonyl-α-aminoglutarimides. Arch. Pharm. Res. 21:(6):1998;764-768
    • (1998) Arch. Pharm. Res. , vol.21 , Issue.6 , pp. 764-768
    • Son, K.1    Jung, K.2    Kim, M.3    Lee, J.4    Choi, J.5    Lee, E.-S.6    Park, M.7
  • 16
    • 0033203543 scopus 로고    scopus 로고
    • The effect of N-substituted alkyl groups on anticonvulsant activities of N-Cbz-α-amino-N-alkylglutarimides
    • Lee J., Son K., Kim M., Jung G., Choi J., Lee E.-S., Park M. The effect of N-substituted alkyl groups on anticonvulsant activities of N-Cbz-α-amino-N-alkylglutarimides. Arch. Pharm. Res. 22:(5):1999;491-495
    • (1999) Arch. Pharm. Res. , vol.22 , Issue.5 , pp. 491-495
    • Lee, J.1    Son, K.2    Kim, M.3    Jung, G.4    Choi, J.5    Lee, E.-S.6    Park, M.7
  • 18
    • 84961017291 scopus 로고
    • On the relationship of brain γ-amino butyric acid to convulsions
    • Maynert E.W., Kaji H.K. On the relationship of brain γ-amino butyric acid to convulsions. J. Pharmacol. Exp. Ther. 137:1962;114-121
    • (1962) J. Pharmacol. Exp. Ther. , vol.137 , pp. 114-121
    • Maynert, E.W.1    Kaji, H.K.2
  • 19
    • 0018836970 scopus 로고
    • Cetyl GABA: Effect on convulsant thresholds in mice and acute toxicity
    • Frey H.H., Löscher W. Cetyl GABA: Effect on convulsant thresholds in mice and acute toxicity. Neuropharmacology. 19:1980;217-220
    • (1980) Neuropharmacology , vol.19 , pp. 217-220
    • Frey, H.H.1    Löscher, W.2
  • 20
    • 0021337779 scopus 로고
    • Gamma-Aminobutyric acid esters 1. Synthesis, brain uptake, and pharmacological studies of aliphatic and steroid esters of gamma-aminobutyric acid
    • Shashoua V.E., Jacob J.N., Ridge R., Campbell A., Baldessarini R.J. gamma-Aminobutyric acid esters 1. Synthesis, brain uptake, and pharmacological studies of aliphatic and steroid esters of gamma-aminobutyric acid. J. Med. Chem. 27:1984;659-664
    • (1984) J. Med. Chem. , vol.27 , pp. 659-664
    • Shashoua, V.E.1    Jacob, J.N.2    Ridge, R.3    Campbell, A.4    Baldessarini, R.J.5
  • 21
    • 0021991097 scopus 로고
    • Gamma-Aminobutyric acid esters 2. Synthesis, brain uptake, and pharmacological properties of lipid esters of gamma-aminobutyric acid
    • Jacob J.N., Shashoua V.E., Campbell A., Baldessarini R.J. gamma-Aminobutyric acid esters 2. Synthesis, brain uptake, and pharmacological properties of lipid esters of gamma-aminobutyric acid. J. Med. Chem. 28:1985;106-110
    • (1985) J. Med. Chem. , vol.28 , pp. 106-110
    • Jacob, J.N.1    Shashoua, V.E.2    Campbell, A.3    Baldessarini, R.J.4
  • 24
    • 0033492089 scopus 로고    scopus 로고
    • SGB-017 (ADCI): A Novel Anticonvulsant with a Dual Mechanism of Action
    • Lin S.S., Sun L.R. SGB-017 (ADCI): A Novel Anticonvulsant with a Dual Mechanism of Action. CNS Drug Reviews. 5:(4):1999;365-378
    • (1999) CNS Drug Reviews , vol.5 , Issue.4 , pp. 365-378
    • Lin, S.S.1    Sun, L.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.