4-aminopyridine
inhibition of voltage-gated K+ channels. Not known as an AChE inhibitor. No inhibition at concentrations up to 0.5 mM, but dimers with tether can be stong inhibitors see Bivalent-4-Aminopyridine-12i<\/A>
General
Type :
Chemical_Nomenclature : pyridin-4-amine
Canonical SMILES : C1=CN=CC=C1N
InChI : InChI=1S\/C5H6N2\/c6-5-1-3-7-4-2-5\/h1-4H,(H2,6,7)
InChIKey : NUKYPUAOHBNCPY-UHFFFAOYSA-N
Other name(s) : pyridin-4-amine || Fampridine || 4-Pyridinamine || CHEMBL284348 || Dalfampridine || CHEBI:34385
MW : 94.11
Formula : C5H6N2
CAS_number : 504-24-5
PubChem : 1727
UniChem : NUKYPUAOHBNCPY-UHFFFAOYSA-N
Target
Families : No family
Protein : No protein
References (31)
| Title : Treatment with pentylenetetrazole (PTZ) and 4-aminopyridine (4-AP) differently affects survival, locomotor activity, and biochemical markers in Drosophila melanogaster - Soares_2018_Mol.Cell.Biochem_442_129 |
| Author(s) : Soares DCS , Portela JLR , Roos DH , Rodrigues NR , Gomes KK , Macedo GE , Posser T , Franco JL , Hassan W , Puntel RL |
| Ref : Molecular & Cellular Biochemistry , 442 :129 , 2018 |
| Abstract : |
| PubMedSearch : Soares_2018_Mol.Cell.Biochem_442_129 |
| PubMedID: 28994023 |
| Title : Synthesis, evaluation and molecular dynamics study of some new 4-aminopyridine semicarbazones as an antiamnesic and cognition enhancing agents - Sinha_2013_Bioorg.Med.Chem_21_5451 |
| Author(s) : Sinha SK , Shrivastava SK |
| Ref : Bioorganic & Medicinal Chemistry , 21 :5451 , 2013 |
| Abstract : |
| PubMedSearch : Sinha_2013_Bioorg.Med.Chem_21_5451 |
| PubMedID: 23810675 |
| Title : 4-Aminopyridine derivatives with anticholinesterase and antiamnesic activity - Scipione_2008_Bioorg.Med.Chem.Lett_18_309 |
| Author(s) : Scipione L , De Vita D , Musella A , Flammini L , Bertoni S , Barocelli E |
| Ref : Bioorganic & Medicinal Chemistry Lett , 18 :309 , 2008 |
| Abstract : |
| PubMedSearch : Scipione_2008_Bioorg.Med.Chem.Lett_18_309 |
| PubMedID: 18023348 |
| Title : 4-Aminopyridine derivatives with antiamnesic activity - Andreani_2000_Eur.J.Med.Chem_35_77 |
| Author(s) : Andreani A , Leoni A , Locatelli A , Morigi R , Rambaldi M , Pietra C , Villetti G |
| Ref : Eur Journal of Medicinal Chemistry , 35 :77 , 2000 |
| Abstract : |
| PubMedSearch : Andreani_2000_Eur.J.Med.Chem_35_77 |
| PubMedID: 10733605 |
| Title : Dual-site binding of bivalent 4-aminopyridine- and 4-aminoquinoline-based AChE inhibitors: contribution of the hydrophobic alkylene tether to monomer and dimer affinities - Han_1999_Bioorg.Med.Chem_7_2569 |
| Author(s) : Han YF , Li CP , Chow E , Wang H , Pang YP , Carlier PR |
| Ref : Bioorganic & Medicinal Chemistry , 7 :2569 , 1999 |
| Abstract : |
| PubMedSearch : Han_1999_Bioorg.Med.Chem_7_2569 |
| PubMedID: 10632067 |
| Title : Effects of the potassium channel blockers, apamin and 4-aminopyridine, on scopolamine-induced deficits in the delayed matching to position task in rats: a comparison with the cholinesterase inhibitor E2020 - Poorheidari_1998_Psychopharmacology_135_242 |
| Author(s) : Poorheidari G , Stanhope KJ , Pratt JA |
| Ref : Psychopharmacology , 135 :242 , 1998 |
| Abstract : |
| PubMedSearch : Poorheidari_1998_Psychopharmacology_135_242 |
| PubMedID: 9498727 |
| Title : 4-Aminopyridine is superior to 3,4-diaminopyridine in the treatment of patients with multiple sclerosis - Polman_1994_Arch.Neurol_51_1136 |
| Author(s) : Polman CH , Bertelsmann FW , de Waal R , van Diemen HA , Uitdehaag BM , van Loenen AC , Koetsier JC |
| Ref : Archives of Neurology , 51 :1136 , 1994 |
| Abstract : |
| PubMedSearch : Polman_1994_Arch.Neurol_51_1136 |
| PubMedID: 7980110 |
| Title : A correlation between quantal content and decay time of endplate currents in frog muscles with intact cholinesterase - Giniatullin_1993_J.Physiol_466_95 |
| Author(s) : Giniatullin RA , Khazipov RN , Vyskocil F |
| Ref : The Journal of Physiology , 466 :95 , 1993 |
| Abstract : |
| PubMedSearch : Giniatullin_1993_J.Physiol_466_95 |
| PubMedID: 8410718 |
| Title : Comparison of 4-aminopyridine and tetrahydroaminoacridine on basal forebrain neurons - Griffith_1990_J.Pharmacol.Exp.Ther_255_986 |
| Author(s) : Griffith WH , Sim JA |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 255 :986 , 1990 |
| Abstract : |
| PubMedSearch : Griffith_1990_J.Pharmacol.Exp.Ther_255_986 |
| PubMedID: 2262916 |
| Title : 4-Aminopyridine interrupts the modulation of acetylcholine release mediated by muscarinic and opiate receptors - Torocsik_1990_J.Neurosci.Res_27_228 |
| Author(s) : Torocsik A , Vizi ES |
| Ref : Journal of Neuroscience Research , 27 :228 , 1990 |
| Abstract : |
| PubMedSearch : Torocsik_1990_J.Neurosci.Res_27_228 |
| PubMedID: 2174982 |
| Title : Effects of new 4-aminopyridine derivatives on neuromuscular transmission and on smooth muscle contractility - Berger_1989_Arzneimittelforschung_39_762 |
| Author(s) : Berger SG , Waser PG , Hofmann A |
| Ref : Arzneimittelforschung , 39 :762 , 1989 |
| Abstract : |
| PubMedSearch : Berger_1989_Arzneimittelforschung_39_762 |
| PubMedID: 2551304 |
| Title : Distribution of the 4-aminopyridine derivative 3-methoxy-4-aminopyridine in mice - Berger_1989_Neuropharmacol_28_191 |
| Author(s) : Berger SG , Waser PG , Chang Sin-Ren A |
| Ref : Neuropharmacology , 28 :191 , 1989 |
| Abstract : |
| PubMedSearch : Berger_1989_Neuropharmacol_28_191 |
| PubMedID: 2716971 |
| Title : Tetrahydroaminoacridine but not 4-aminopyridine inhibits high-affinity choline uptake in striatal and hippocampal synaptosomes - Buyukuysal_1989_Brain.Res_482_371 |
| Author(s) : Buyukuysal RL , Wurtman RJ |
| Ref : Brain Research , 482 :371 , 1989 |
| Abstract : |
| PubMedSearch : Buyukuysal_1989_Brain.Res_482_371 |
| PubMedID: 2539887 |
| Title : [Effects of polymethylene derivatives of 4-aminopyridine on functional properties of hippocampal neurons] - Chepkova_1989_Biull.Eksp.Biol.Med_108_449 |
| Author(s) : Chepkova AN , Doreuli NV , Skrebitskii VG |
| Ref : Biulleten Eksperimentalnoi Biologii i Meditsiny , 108 :449 , 1989 |
| Abstract : |
| PubMedSearch : Chepkova_1989_Biull.Eksp.Biol.Med_108_449 |
| PubMedID: 2557101 |
| Title : Changes in cytosolic free calcium with 1,2,3,4-tetrahydro-5-aminoacridine, 4-aminopyridine and 3,4-diaminopyridine - Gibson_1988_Biochem.Pharmacol_37_4191 |
| Author(s) : Gibson GE , Manger T |
| Ref : Biochemical Pharmacology , 37 :4191 , 1988 |
| Abstract : |
| PubMedSearch : Gibson_1988_Biochem.Pharmacol_37_4191 |
| PubMedID: 2847755 |
| Title : The effects of tetraethylammonium ions, 4-aminopyridine or quinidine on K+-currents in single smooth muscle cells of the rabbit portal vein - Beech_1987_Biomed.Biochim.Acta_46_S673 |
| Author(s) : Beech DJ , Bolton TB |
| Ref : Biomedica Biochimica Acta , 46 :S673 , 1987 |
| Abstract : |
| PubMedSearch : Beech_1987_Biomed.Biochim.Acta_46_S673 |
| PubMedID: 2449198 |
| Title : Effects of 4-aminopyridine on the action potential and the after-hyperpolarization of cat spinal motoneurons - Zhang_1986_Can.J.Physiol.Pharmacol_64_1402 |
| Author(s) : Zhang L , Krnjevic K |
| Ref : Canadian Journal of Physiology & Pharmacology , 64 :1402 , 1986 |
| Abstract : |
| PubMedSearch : Zhang_1986_Can.J.Physiol.Pharmacol_64_1402 |
| PubMedID: 2431750 |
| Title : Noradrenergic modulation of 4-aminopyridine-induced acetylcholine release from rat cerebral cortex - Magnani_1985_Pharmacol.Res.Commun_17_653 |
| Author(s) : Magnani M , Mantovani P , Pepeu G |
| Ref : Pharmacol Res Commun , 17 :653 , 1985 |
| Abstract : |
| PubMedSearch : Magnani_1985_Pharmacol.Res.Commun_17_653 |
| PubMedID: 2996031 |
| Title : Brain uptake indices of guanidine and 4-aminopyridine - Deutsch_1984_Life.Sci_34_2279 |
| Author(s) : Deutsch SI , Oldendorf WH , Davis KL |
| Ref : Life Sciences , 34 :2279 , 1984 |
| Abstract : |
| PubMedSearch : Deutsch_1984_Life.Sci_34_2279 |
| PubMedID: 6727563 |
| Title : Cholinergic drugs and 4-aminopyridine alter hypoxic-induced behavioral deficits - Gibson_1983_Pharmacol.Biochem.Behav_18_909 |
| Author(s) : Gibson GE , Pelmas CJ , Peterson C |
| Ref : Pharmacol Biochem Behav , 18 :909 , 1983 |
| Abstract : |
| PubMedSearch : Gibson_1983_Pharmacol.Biochem.Behav_18_909 |
| PubMedID: 6136988 |
| Title : Effects of 4-aminopyridine on acetylcholine output from the cerebral cortex of the rat in vivo - Casamenti_1982_Br.J.Pharmacol_76_439 |
| Author(s) : Casamenti F , Corradetti R , Loffelholz K , Mantovani P , Pepeu G |
| Ref : British Journal of Pharmacology , 76 :439 , 1982 |
| Abstract : |
| PubMedSearch : Casamenti_1982_Br.J.Pharmacol_76_439 |
| PubMedID: 7104518 |
| Title : Acetylcholine changes underlying transmission of a single nerve impulse in the presence of 4-aminopyridine in Torpedo - Corthay_1982_J.Physiol_325_461 |
| Author(s) : Corthay J , Dunant Y , Loctin F |
| Ref : The Journal of Physiology , 325 :461 , 1982 |
| Abstract : |
| PubMedSearch : Corthay_1982_J.Physiol_325_461 |
| PubMedID: 6286942 |
| Title : Clinical Trials with Choline and 4-Aminopyridine in HuntingtonS Chorea - |
| Author(s) : Aquilonius SM , Eckernas SA |
| Ref : Advances in Behavioral Biology , 25 :871 , 1981 |
| PubMedID: |
| Title : Potency of 3,4-diaminopyridine and 4-aminopyridine on mammalian neuromuscular transmission and the effect of pH changes - |
| Author(s) : Molgo J , Lundh H , Thesleff S |
| Ref : European Journal of Pharmacology , 61 :25 , 1980 |
| PubMedID: 6101553 |
| Title : Cholinergic mechanisms in heart: interactions with 4-aminopyridine - Freeman_1979_J.Pharmacol.Exp.Ther_210_7 |
| Author(s) : Freeman SE |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 210 :7 , 1979 |
| Abstract : |
| PubMedSearch : Freeman_1979_J.Pharmacol.Exp.Ther_210_7 |
| PubMedID: 448650 |
| Title : Effect of tetrahydroaminoacridine and 4-aminopyridine on recovery from ketamine-diazepam anesthesia in the macacus rhesus monkey - Martinez-Aguirre_1979_Acta.Anaesthesiol.Belg_30_231 |
| Author(s) : Martinez-Aguirre E , Crul JF |
| Ref : Acta Anaesthesiol Belg , 30 :231 , 1979 |
| Abstract : |
| PubMedSearch : Martinez-Aguirre_1979_Acta.Anaesthesiol.Belg_30_231 |
| PubMedID: 121511 |
| Title : 4-Aminopyridine and evoked transmitter release from motor nerve endings - Illes_1978_Br.J.Pharmacol_64_623 |
| Author(s) : Illes P , Thesleff S |
| Ref : British Journal of Pharmacology , 64 :623 , 1978 |
| Abstract : |
| PubMedSearch : Illes_1978_Br.J.Pharmacol_64_623 |
| PubMedID: 31961 |
| Title : The mode of action of 4-aminopyridine and guanidine on transmitter release from motor nerve terminals - |
| Author(s) : Lundh H , Thesleff S |
| Ref : European Journal of Pharmacology , 42 :411 , 1977 |
| PubMedID: 15849 |
| Title : Antagonism of the paralysis produced by botulinum toxin in the rat. The effects of tetraethylammonium, guanidine and 4-aminopyridine - Lundh_1977_J.Neurol.Sci_32_29 |
| Author(s) : Lundh H , Leander S , Thesleff S |
| Ref : Journal of Neurology Sci , 32 :29 , 1977 |
| Abstract : |
| PubMedSearch : Lundh_1977_J.Neurol.Sci_32_29 |
| PubMedID: 194021 |
| Title : The effect of 4-aminopyridine on acetylcholine release - Vizi_1977_J.Neural.Transm_41_265 |
| Author(s) : Vizi ES , van Dijk J , Foldes FF |
| Ref : J Neural Transm , 41 :265 , 1977 |
| Abstract : |
| PubMedSearch : Vizi_1977_J.Neural.Transm_41_265 |
| PubMedID: 925687 |