메뉴 건너뛰기




Volumn 42, Issue 4, 1999, Pages 691-705

3-(piperazinylpropyl)indoles: Selective, orally bioavailable h5-HT(1D) receptor agonists as potential antimigraine agents

Author keywords

[No Author keywords available]

Indexed keywords

1 [2 (3 FLUOROPHENYL)ETHYL] 4 [3 [5 (1,2,4 TRIAZOL 4 YL) 1H INDOL 3 YL]PROPYL]PIPERAZINE; 3 (PIPERAZINYLPROPYL)INDOLE DERIVATIVE; ANTIMIGRAINE AGENT; ELETRIPTAN; NARATRIPTAN; RIZATRIPTAN; SEROTONIN 1D AGONIST; SUMATRIPTAN; UNCLASSIFIED DRUG; ZOLMITRIPTAN;

EID: 0033602138     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm980569z     Document Type: Article
Times cited : (30)

References (42)
  • 1
    • 12044259455 scopus 로고
    • Sumatriptan in the treatment of migraine
    • (a) Ferrari, M. D. Sumatriptan in the treatment of migraine. Neurology 1993, 43 (Suppl. 3), S43-S47.
    • (1993) Neurology , vol.43 , Issue.3 SUPPL.
    • Ferrari, M.D.1
  • 2
    • 0028344125 scopus 로고
    • Sumatriptan, a reappraisal of its pharmacology and therapeutic efficacy in the acute treatment of migraine and cluster headache
    • (b) Plosker, G. L.; McTavish, D. Sumatriptan, A reappraisal of its pharmacology and therapeutic efficacy in the acute treatment of migraine and cluster headache. Drugs 1994, 47, 622-651.
    • (1994) Drugs , vol.47 , pp. 622-651
    • Plosker, G.L.1    McTavish, D.2
  • 5
    • 0030961840 scopus 로고    scopus 로고
    • 5-HT receptor classification and nomenclature: Towards a harmonization with the human genome
    • 1Dβ, respectively; see: Hoyer, D.; Martin, G. 5-HT receptor classification and nomenclature: towards a harmonization with the human genome. Neuropharmacology 1997, 36, 419-428.
    • (1997) Neuropharmacology , vol.36 , pp. 419-428
    • Hoyer, D.1    Martin, G.2
  • 6
    • 0002329973 scopus 로고    scopus 로고
    • 1D receptors: Pharmacology and therapeutic potential
    • 1D receptors: Pharmacology and therapeutic potential. Serotonin 1996, 1, 19-29.
    • (1996) Serotonin , vol.1 , pp. 19-29
    • Hamel, E.1
  • 8
    • 0029874729 scopus 로고    scopus 로고
    • 1B receptor-mediated responses in stably transfected C6-glial cells by ketanserin and GR 127,935
    • 1B receptor-mediated responses in stably transfected C6-glial cells by ketanserin and GR 127,935. Eur. J. Pharmacol. 1996, 300, 141-145.
    • (1996) Eur. J. Pharmacol. , vol.300 , pp. 141-145
    • Pauwels, P.J.1    Colpaert, F.C.2
  • 14
    • 0029151705 scopus 로고
    • A comparison of the contractile effects of 5-hydroxytryptamine, sumatriptan and MK-462 on human coronary artery in vitro
    • Ferro, A.; Longmore, J.; Hill, R. G.; Brown, M. J. A comparison of the contractile effects of 5-hydroxytryptamine, Sumatriptan and MK-462 on human coronary artery in vitro. Br. J. Clin. Pharmacol. 1995, 40, 245-251.
    • (1995) Br. J. Clin. Pharmacol. , vol.40 , pp. 245-251
    • Ferro, A.1    Longmore, J.2    Hill, R.G.3    Brown, M.J.4
  • 17
    • 0028816276 scopus 로고
    • Cardiovascular adverse reactions to sumatriptan. Cause for concern?
    • Ottervanger, J. P.; Stricker, B. H. Ch. Cardiovascular adverse reactions to Sumatriptan. Cause for concern? CNS Drugs 1995, 3 (2), 90-98.
    • (1995) CNS Drugs , vol.3 , Issue.2 , pp. 90-98
    • Ottervanger, J.P.1    Stricker, B.H.Ch.2
  • 18
    • 0027419370 scopus 로고
    • Clinical and experimental effects of sumatriptan in humans
    • (a) Ferrari, M. D.; Saxena, P. R. Clinical and experimental effects of Sumatriptan in humans. Trends Pharmacol. Sci. 1993, 14, 129-133.
    • (1993) Trends Pharmacol. Sci. , vol.14 , pp. 129-133
    • Ferrari, M.D.1    Saxena, P.R.2
  • 19
    • 0027619348 scopus 로고
    • Neurogenic inflammation in the pathophysiology and treatment of migraine
    • (b) Moskowitz, M. A. Neurogenic inflammation in the pathophysiology and treatment of migraine. Neurology 1993, 43 (Suppl. 3), S16-S20.
    • (1993) Neurology , vol.43 , Issue.3 SUPPL.
    • Moskowitz, M.A.1
  • 20
    • 0030826076 scopus 로고    scopus 로고
    • 1B/1D agonists: Structure-activity relationship and preclinical pharmacological distinctions
    • 1B/1D agonists: Structure-activity relationship and preclinical pharmacological distinctions. Curr. Med. Chem. 1997, 4, 295-312.
    • (1997) Curr. Med. Chem. , vol.4 , pp. 295-312
    • Yevich, J.P.1    Yocca, F.D.2
  • 21
    • 0029813854 scopus 로고    scopus 로고
    • Differential expression of sumatriptan-sensitive 5-hydroxytryptamine receptors in human trigeminal ganglia and cerebral blood vessels
    • Bouchelet, I.; Cohen, Z.; Case, B.; Seguela, P.; Hamel, E. Differential expression of sumatriptan-sensitive 5-hydroxytryptamine receptors in human trigeminal ganglia and cerebral blood vessels. Mol. Pharmacol. 1996, 50, 219-223.
    • (1996) Mol. Pharmacol. , vol.50 , pp. 219-223
    • Bouchelet, I.1    Cohen, Z.2    Case, B.3    Seguela, P.4    Hamel, E.5
  • 26
    • 37049079345 scopus 로고
    • Deconjugation of α,β-unsaturated esters and an intramolecular michael reaction of bis-α,β-unsaturated esters with trialkylsilyl trifluoromethane-sulfonate in the presence of tertiary amine: Synthesis of (±)-Ricciocarpin A
    • (b) Ihara, M.; Suzuki, S.; Taniguchi, N.; Fukumoto, K. Deconjugation of α,β-unsaturated esters and an intramolecular michael reaction of bis-α,β-unsaturated esters with trialkylsilyl trifluoromethane-sulfonate in the presence of tertiary amine: Synthesis of (±)-Ricciocarpin A. J. Chem. Soc., Perkin Trans. 1 1993, 2251-2258.
    • (1993) J. Chem. Soc., Perkin Trans. 1 , pp. 2251-2258
    • Ihara, M.1    Suzuki, S.2    Taniguchi, N.3    Fukumoto, K.4
  • 30
    • 0030573977 scopus 로고    scopus 로고
    • Synthesis of a 1-benzylpiperazin-2-one nitrone and its reaction with alkynes and alkenes
    • Bernotas, R. C.; Adams, G. Synthesis of a 1-benzylpiperazin-2-one nitrone and its reaction with alkynes and alkenes. Tetrahedron Lett. 1996, 37 (41), 7339-7342.
    • (1996) Tetrahedron Lett. , vol.37 , Issue.41 , pp. 7339-7342
    • Bernotas, R.C.1    Adams, G.2
  • 31
    • 0019138696 scopus 로고
    • Alkylation of protected piperazinone dianions
    • Kane, J. M.; Carr, A. A. Alkylation of protected piperazinone dianions. Tetrahedron Lett. 1980, 21, 3019-3020.
    • (1980) Tetrahedron Lett. , vol.21 , pp. 3019-3020
    • Kane, J.M.1    Carr, A.A.2
  • 33
    • 0344920451 scopus 로고    scopus 로고
    • note
    • 35S]GTPγS is resistant to this GTPase, it accumulates in the membrane and can be measured by virtue of its radiolabel. See, for example, ref 24.
  • 34
    • 0027313323 scopus 로고
    • 35S]GTPγS binding mediated by human muscarinic m1-m4 receptors: Antagonist studies
    • 35S]GTPγS binding mediated by human muscarinic m1-m4 receptors: Antagonist studies. Br. J. Pharmacol. 1993, 109, 1120-1127.
    • (1993) Br. J. Pharmacol. , vol.109 , pp. 1120-1127
    • Lazereno, S.1    Birdsall, N.J.M.2
  • 35
    • 0029151766 scopus 로고
    • Neurogenic model of migraine
    • Inflammation of the dura in animals, induced by electrical stimulation of the trigeminal ganglion, has been proposed as a possible model of migraine in humans; see: Buzzi, M. G.; Bonamini, M.; Moskowitz, M. A. Neurogenic model of migraine. Cephalgia 1995, 15, 277-280.
    • (1995) Cephalgia , vol.15 , pp. 277-280
    • Buzzi, M.G.1    Bonamini, M.2    Moskowitz, M.A.3
  • 36
    • 0344058132 scopus 로고    scopus 로고
    • note
    • 50 130 nM; maximal efficacy 101% relative to 5-HT).
  • 37
    • 0345351730 scopus 로고    scopus 로고
    • note
    • 1D receptor can be found in the Supporting Information.
  • 39
    • 0345351729 scopus 로고    scopus 로고
    • note
    • 50 440 nM; maximal efficacy 71% relative to 5-HT).
  • 40
    • 84986980040 scopus 로고
    • Synthesis and insecticidal activity of lipophilic amides. Part 4: The effect of substituents on the phenyl group of 6-phenylhexa-2,4-dienamides
    • Elliot, M.; Farnham, A. W.; Janes, N. F.; Johnson, D. M.; Pulman, D. A. Synthesis and insecticidal activity of lipophilic amides. Part 4: The effect of substituents on the phenyl group of 6-phenylhexa-2,4-dienamides. Pestic. Sci. 1987, 18 (4), 223-228.
    • (1987) Pestic. Sci. , vol.18 , Issue.4 , pp. 223-228
    • Elliot, M.1    Farnham, A.W.2    Janes, N.F.3    Johnson, D.M.4    Pulman, D.A.5
  • 41
    • 0002216838 scopus 로고
    • A convenient synthesis of tert-butyl N-(2-bromoethyl) carbamate
    • (a) Beylin, V. G.; Goel, O. P. A convenient synthesis of tert-butyl N-(2-bromoethyl) carbamate. Org. Prep. Proced. Int. 1987, 19 (1), 78-80.
    • (1987) Org. Prep. Proced. Int. , vol.19 , Issue.1 , pp. 78-80
    • Beylin, V.G.1    Goel, O.P.2
  • 42
    • 33845280343 scopus 로고
    • Synthesis of azocine derivatives from thioaldehyde Diels-Alder adducts
    • (b) Vedejs, E.; Stults, J. S. Synthesis of azocine derivatives from thioaldehyde Diels-Alder adducts. J. Org. Chem. 1988, 53, 2226-2232.
    • (1988) J. Org. Chem. , vol.53 , pp. 2226-2232
    • Vedejs, E.1    Stults, J.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.