3-aminopyridine

3-pyridylamine

CAS: 462-08-8 C5 H6 N2 MW: 94.11682000

Identification

Name3-aminopyridine
CAS Number462-08-8
EINECS207-322-2
FDA UNII69JE8P2L84
Molecular FormulaC5 H6 N2
Molecular Weight94.11682000
MDL NumberMFCD00006400
Nikkaji NumberJ1.535K
Beilstein105692
XlogP30.10 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 64.50 °C. @ 760.00 mm Hg
Boiling Point 252.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.437000 mmHg @ 20.00 °C. (est)
Flash Point 259.00 °F. TCC ( 126.00 °C. ) (est)
logP (o/w) 0.110
Soluble in water, 1.00E+06 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-bird - wild LD50 13300 ug/kg
Dermal Toxicitysubcutaneous-mouse LD50 30 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for 3-aminopyridine usage levels up tonot for fragrance use.
Recommendation for 3-aminopyridine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

3- amino-pyridine pyridin-3-amine pyridin-3-ylamine 3- pyridinamine 3- pyridylamine PubMed: Synthesis, spectroscopic, thermal and structural properties of [M(3-aminopyridine)2Ni(μ-CN)2(CN)2]n (M(II)=Co and Cu) heteropolynuclear cyano-bridged complexes. PubMed: Fluorescent 1:2 demultiplexer and half-subtractor based on the hydrolysis of N-salicylidene-3-aminopyridine. PubMed: Fragment-based design of 3-aminopyridine-derived amides as potent inhibitors of human nicotinamide phosphoribosyltransferase (NAMPT). PubMed: The six-membered-ring azomethine N-((E)-{5-[(E)-(pyridin-3-ylimino)methyl]thiophen-2-yl}methylidene)pyridin-3-amine. PubMed: catena-Poly[[dichloridomercury(II)]-μ-{N-[(E)-pyridin-2-yl-methyl-idene-κN]pyridin-3-amine-κ(2)N(1):N(3)}]. PubMed: catena-Poly[[[iodidocopper(I)]-{μ-N-[(pyridin-2-yl-κN)methyl-idene]pyridin-3-amine-κ(2)N(3):N(1)}] acetonitrile hemisolvate]. PubMed: Solvation effect on the NH stretching vibrations of solvated aminopyrazine, 2-aminopyridine, and 3-aminopyridine clusters. PubMed: Radiochemotherapy plus 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) in advanced-stage cervical and vaginal cancers. PubMed: Bis[μ-N-(pyridin-2-ylmeth-yl)pyridin-3-amine-κ(2) N:N']disilver(I) bis-(perchlorate) dimethyl sulfoxide disolvate. PubMed: Management of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone-induced methemoglobinemia. PubMed: 5,6-Dimethyl-4-(thio-phen-2-yl)-1H-pyrazolo-[3,4-b]pyridin-3-amine. PubMed: A phase I and pharmacokinetic study of oral 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) in the treatment of advanced-stage solid cancers: a California Cancer Consortium Study. PubMed: Ribonucleotide reductase inhibition by metal complexes of Triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone): a combined experimental and theoretical study. PubMed: Phase II trial of the ribonucleotide reductase inhibitor 3-aminopyridine-2-carboxaldehydethiosemicarbazone plus gemcitabine in patients with advanced biliary tract cancer. PubMed: Anharmonic vibrational analysis of 3,4-diaminopyridine and 3-aminopyridine by density functional theory calculations. PubMed: Synthesis, DNA-PK inhibition, anti-platelet activity studies of 2-(N-substituted-3-aminopyridine)-substituted-1,3-benzoxazines and DNA-PK and PI3K inhibition, homology modelling studies of 2-morpholino-(7,8-di and 8-substituted)-1,3-benzoxazines. PubMed: Population pharmacokinetics of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (Triapine®) in cancer patients. PubMed: Two new zinc(II) acetates with 3- and 4-aminopyridine: syntheses and structural properties. PubMed: Cytotoxic Evaluation of 3-Aminopyridine-2-Carboxaldehyde Thiosemicarbazone, 3-AP, in Peripheral Blood Lymphocytes of Patients with Refractory Solid Tumors using Electron Paramagnetic Resonance. PubMed: Synthesis and spectroscopic studies of the charge transfer complexes of 2- and 3-aminopyridine. PubMed: Well-designed strategy to construct helical silver(I) coordination polymers from flexible unsymmetrical bis(pyridyl) ligands: syntheses, structures, and properties. PubMed: The maximum tolerated dose and biologic effects of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP) in combination with irinotecan for patients with refractory solid tumors. PubMed: Evaluation of electrophilic heteroaromatic substitution: synthesis of heteroaromatic-fused pyrimidine derivatives via sequential three-component heterocyclization. PubMed: Phase I trial of pelvic radiation, weekly cisplatin, and 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) for locally advanced cervical cancer. PubMed: Fluorescence properties and cellular distribution of the investigational anticancer drug triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone) and its zinc(II) complex. PubMed: Three-dimensional hydrogen-bonded structures in the 1:1 proton-transfer compounds of L-tartaric acid with the associative-group monosubstituted pyridines 3-aminopyridine, 3-carboxypyridine (nicotinic acid) and 2-carboxypyridine (picolinic acid). PubMed: Spectroscopic characterization of charge transfer complexes of 2,3-diaminopyridine with chloranilic acid and dihydroxy-p-benzoquinone in polar solvent. PubMed: Impact of metal coordination on cytotoxicity of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (triapine) and novel insights into terminal dimethylation. PubMed: DCLAK11, a multi-tyrosine kinase inhibitor, exhibits potent antitumor and antiangiogenic activity in vitro. PubMed: The significance of the temporal bond polarizabilty relaxation of 2- and 3-aminopyridine by 514.5 nm excitation for the nonresonant Raman virtual states. PubMed: Distinct mechanisms of cell-kill by triapine and its terminally dimethylated derivative Dp44mT due to a loss or gain of activity of their copper(II) complexes. PubMed: PnuC and the utilization of the nicotinamide riboside analog 3-aminopyridine in Haemophilus influenzae. PubMed: Synaptic facilitation by 3-aminopyridine and its antagonism by verapamil and diltiazem. PubMed: Two salts of 5-sulfosalicylic acid and 3-aminopyridine. PubMed: Differential responses of synaptosomal cation movements and respiration to the convulsants penicillin, pentylenetetrazol and 3-aminopyridine. PubMed: Preparation of 3-aminopyridine 1,N6-ethenoadenine dinucleotide and 3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate. PubMed: Studies of yeast alcohol dehydrogenase with 3-aminopyridine monucleotide. PubMed: Oxidation and cleavage of 3-aminopyridine adenine dinucleotide phosphate with periodate. PubMed: Periodate-oxidized 3-aminopyridine adenine dinucleotide phosphate as a fluorescent affinity label for pigeon liver malic enzyme. PubMed: 3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate: a fluorescent reagent for NADP-requiring enzymes. PubMed: Preparation of 3-aminopyridine adenine dinucleotide and 3-aminopyridine adenine dinucleotide phosphate. PubMed: A novel diazonium-sulfhydryl reaction in the inactivation of yeast alcohol dehydrogenase by diazotized 3-aminopyridine adenine dinucleotide. PubMed: Effects of 3-aminopyridine-induced seizures on platelet eicosanoid synthesis. PubMed: The anticonvulsive effect of non-NMDA antagonist GYKI 52466 on 3-aminopyridine-induced primary and secondary cortical ictal activity in rat. PubMed: Synthesis, cytotoxicity, antimicrobial and anti-biofilm activities of novel pyrazolo[3,4-b]pyridine and pyrimidine functionalized 1,2,3-triazole derivatives. PubMed: 6-Methyl-pyridin-3-amine. PubMed: Inhibition of human cancer cell growth by periodate-oxidized 3-aminopyridine adenine dinucleotide phosphate. PubMed: Early ultrastructural changes in the cerebral cortex of albino rats subjected to 3-aminopyridine seizures. PubMed: Synthesis of novel 1,2,3-triazole tagged pyrazolo[3,4-b]pyridine derivatives and their cytotoxic activity. PubMed: Complexes of Trypanosoma cruzi sterol 14α-demethylase (CYP51) with two pyridine-based drug candidates for Chagas disease: structural basis for pathogen selectivity. PubMed: A phase 2 consortium (P2C) trial of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP) for advanced adenocarcinoma of the pancreas. PubMed: A Phase II study of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP) and gemcitabine in advanced pancreatic carcinoma. A trial of the Princess Margaret hospital Phase II consortium. PubMed: A phase I trial of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone in combination with gemcitabine for patients with advanced cancer. PubMed: Phase I and pharmacokinetic study of the ribonucleotide reductase inhibitor, 3-aminopyridine-2-carboxaldehyde thiosemicarbazone, administered by 96-hour intravenous continuous infusion. PubMed: Site-directed enzyme inactivation studies of 3-aminopyridine 1,N6-ethenoadenine dinucleotide. PubMed: Selective inactivation of NADPH-cytochrome P-450 (c) reductase by diazotized 3-aminopyridine adenine dinucleotide phosphate. PubMed: Spectral characterization of a fluorescent nicotinamide adenine dinucleotide analog: 3-aminopyridine adenine dinucleotide. PubMed: Convulsive effects of 3-aminopyridine on cortical neurones. PubMed: Studies of 3-aminopyridine adenine dinucleotide phosphate. PubMed: Phase I study of the ribonucleotide reductase inhibitor 3-aminopyridine-2-carboxaldehyde-thiosemicarbazone (3-AP) in combination with high dose cytarabine in patients with advanced myeloid leukemia. PubMed: A multicenter phase II trial of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, Triapine) and gemcitabine in advanced non-small-cell lung cancer with pharmacokinetic evaluation using peripheral blood mononuclear cells. PubMed: Neuroprotective activity of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (PAN-811), a cancer therapeutic agent. PubMed: PAN-811 (3-aminopyridine-2-carboxaldehyde thiosemicarbazone), a novel neuroprotectant, elicits its function in primary neuronal cultures by up-regulating Bcl-2 expression. PubMed: Sensitive determination of propoxur by spectrophotometry using 3-aminopyridine. PubMed: Potent antibacterial activity of oligo-3-aminopyridine against Staphylococcus aureus and Enterococcus faecalis. PubMed: Phase I and pharmacokinetic study of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP) using a single intravenous dose schedule. PubMed: Development of a parenteral formulation of an investigational anticancer drug, 3-aminopyridine-2-carboxaldehyde thiosemicarbazone. PubMed: [Comparison of 2-aminopyridine, 3-aminopyridine and 4-aminopyridine hydrochlorides and iodomethylates by the degree of decrease in curare toxicity]. PubMed: Formation and reactivity of 3-diazopyridinium cations and influence on their reductive electrografting on glassy carbon. PubMed: Synthesis and biological evaluation of novel alkyl amide functionalized trifluoromethyl substituted pyrazolo[3,4-b]pyridine derivatives as potential anticancer agents. PubMed: Triapine and a more potent dimethyl derivative induce endoplasmic reticulum stress in cancer cells. PubMed: Hysteretic Spin Crossover in Two-Dimensional (2D) Hofmann-Type Coordination Polymers. PubMed: Aminopyridine derivatives controlled the assembly and various properties of Cu-BTC metal-organic frameworks. PubMed: A dimeric cobalt(II)-suberate complex with 3-aminopyridine. PubMed: Allergic contact dermatitis to the hair dye 6-methoxy-2-methylamino-3-aminopyridine HCl (INCI HC Blue no. 7) without cross-sensitivity to PPD. PubMed: Photoinduced electron-transfer processes based on novel bipyridine-Ru(II) complex: properties of cis-[Ru(2,2'-bipyridine)2(5,6-bis(3-amidopyridine)-7-oxanorbornene)](PF6)2 and cis-[Ru(2,2'-bipyridine)2(3-aminopyridine)2](PF6)2 complexes. PubMed: The conversion of [(4-chloro-5H-1,2,3-dithiazol-5-ylidene)amino]azines into azine fused thiazole-2-carbonitriles. PubMed: Synthesis and antimicrobial evaluation of some novel bis-α,β-unsaturated ketones, nicotinonitrile, 1,2-dihydropyridine-3-carbonitrile, fused thieno[2,3-b]pyridine and pyrazolo[3,4-b]pyridine derivatives. PubMed: A phase I study of the novel ribonucleotide reductase inhibitor 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, Triapine) in combination with the nucleoside analog fludarabine for patients with refractory acute leukemias and aggressive myeloproliferative disorders. PubMed: Triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone) induces apoptosis in ovarian cancer cells. PubMed: Triapine (3-aminopyridine-2-carboxaldehyde- thiosemicarbazone): A potent inhibitor of ribonucleotide reductase activity with broad spectrum antitumor activity. PubMed: In vitro and in vivo radiosensitization induced by the ribonucleotide reductase inhibitor Triapine (3-aminopyridine-2-carboxaldehyde-thiosemicarbazone). PubMed: Triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone; 3-AP): an inhibitor of ribonucleotide reductase with antineoplastic activity. PubMed: Synthesis and biological evaluation of a water soluble phosphate prodrug of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP). PubMed: Uridine modulates neuronal activity and inhibits spike-wave discharges of absence epileptic Long Evans and Wistar Albino Glaxo/Rijswijk rats. PubMed: 3-[(E)-(Pyridin-3-yl-imino)-meth-yl]phenol. PubMed: Synthesis and binding of 3-aminopyridine derivatives at central nicotinic receptors. PubMed: Selective inactivation of rabbit muscle glycerophosphate dehydrogenase by diazotized 3-aminopyridine adenine dinucleotide. PubMed: Experimental evaluation of anti-inflammatory activity of 3,4-dimethoxyphenylethylamino-3-aminopyridine (Compound 64-92). PubMed: Interactions of 3-aminopyridine adenine dinucleotide with dehydrogenases. PubMed: Mechanistic studies of semicarbazone triapine targeting human ribonucleotide reductase in vitro and in mammalian cells: tyrosyl radical quenching not involving reactive oxygen species. PubMed: Bis(3-aminopyridine-kappaN)(4,4'-dimethyl-2,2'-bipyridine-kappa2N,N')(perchlorato-kappaO)copper(II) perchlorate. PubMed: Ribonucleotide reductase inhibition restores platinum-sensitivity in platinum-resistant ovarian cancer: a Gynecologic Oncology Group Study. PubMed: Emissive behavior, cytotoxic activity, cellular uptake, and PEGylation properties of new luminescent rhenium(I) polypyridine poly(ethylene glycol) complexes. PubMed: Deoxynucleoside salvage facilitates DNA repair during ribonucleotide reductase blockade in human cervical cancers. PubMed: Kinetic studies on the oxidation of oxyhemoglobin by biologically active iron thiosemicarbazone complexes: relevance to iron-chelator-induced methemoglobinemia. PubMed: Radiosensitization of human cervical cancer cells by inhibiting ribonucleotide reductase: enhanced radiation response at low-dose rates. PubMed: Triapine-mediated ABCB1 induction via PKC induces widespread therapy unresponsiveness but is not underlying acquired triapine resistance. PubMed: Trypanotoxic activity of thiosemicarbazone iron chelators. PubMed: Role of ruthenium oxidation states in ligand-to-ligand charge transfer processes. PubMed: A phase II trial of sequential ribonucleotide reductase inhibition in aggressive myeloproliferative neoplasms. PubMed: Molecular docking study of the binding of aminopyridines within the K+ channel. PubMed: Studies of NAD kinase and NMN:ATP adenylyltransferase in Haemophilus influenzae. PubMed: Ribonucleotide reductase inhibition enhances chemoradiosensitivity of human cervical cancers. PubMed: Hydrogen bonding patterns in the cocrystals of 5-nitrouracil with several donor and acceptor molecules. PubMed: In vitro evaluation of nicotinamide riboside analogs against Haemophilus influenzae. PubMed: Probing the dynamic nature of water molecules and their influences on ligand binding in a model binding site. PubMed: Triapine disrupts CtIP-mediated homologous recombination repair and sensitizes ovarian cancer cells to PARP and topoisomerase inhibitors. PubMed: Alkyl substituted 2'-benzoylpyridine thiosemicarbazone chelators with potent and selective anti-neoplastic activity: novel ligands that limit methemoglobin formation. PubMed: Two different hydrogen bond donor ligands together: a selectivity improvement in organometallic {Re(CO)3} anion hosts. PubMed: Synthesis of 3-hydroxypyridines using ruthenium-catalyzed ring-closing olefin metathesis. PubMed: Regioselective cobalt-catalyzed formation of bicyclic 3- and 4-aminopyridines. PubMed: A phase I study of prolonged infusion of triapine in combination with fixed dose rate gemcitabine in patients with advanced solid tumors. PubMed: Aryl- and heteroaryl-thiosemicarbazone derivatives and their metal complexes: a pharmacological template. PubMed: Iron-targeting antitumor activity of gallium compounds and novel insights into triapine(®)-metal complexes. PubMed: Mechanisms underlying reductant-induced reactive oxygen species formation by anticancer copper(II) compounds. PubMed: Iron chelators for the treatment of cancer. PubMed: Selective effects of subarachnoid hemorrhage on cerebral vascular responses to 4-aminopyridine in rats. PubMed: Effects of intracellularly applied aminopyridine on firing activities and synaptic responses of electrophysiologically identified cell types in the motor cortex of cats. PubMed: Interaction of 4-aminopyridine with [3H]phencyclidine receptors in rat brain homogenates. PubMed: [Presynaptic effects of aminopyridines on the neuromuscular junction of vertebrates]. PubMed: A study of the action of tetanus toxin at rat soleus neuromuscular junctions. PubMed: Actions of potassium channel blockers on guinea-pig lateral olfactory tract axons. PubMed: Stimulation of substantia nigra pars reticulata suppresses neocortical seizures. PubMed: Structural requirements of the ASBT by 3D-QSAR analysis using aminopyridine conjugates of chenodeoxycholic acid. PubMed: A dose escalation and pharmacodynamic study of triapine and radiation in patients with locally advanced pancreas cancer. PubMed: Modulating radiation resistance by inhibiting ribonucleotide reductase in cancers with virally or mutationally silenced p53 protein. PubMed: Methemoglobin formation by triapine, di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone (Dp44mT), and other anticancer thiosemicarbazones: identification of novel thiosemicarbazones and therapeutics that prevent this effect. PubMed: Coenzyme binding during catalysis is beneficial for the stability of 4-hydroxyacetophenone monooxygenase. PubMed: Interaction of 2-Amino-, 3-Amino-, and 4-Aminopyridines with Chromium and Manganese Ferrocyanides. PubMed: Pyridine-Containing schiff base derivatives for the struxtural determination of long-chain aldehydes by gas chromatography combined with mass spectrometry. PubMed: Kinetic studies of Haemophilus influenzae 6-phosphogluconate dehydrogenase. PubMed: The anticancer thiosemicarbazones Dp44mT and triapine lack inhibitory effects as catalytic inhibitors or poisons of DNA topoisomerase IIα. PubMed: PAN-811 provides neuroprotection against glutamate toxicity by suppressing activation of JNK and p38 MAPK. PubMed: Examining the out-of-center distortion in the [NbOF5]2- anion. PubMed: Photodependent inhibition of bovine spleen NAD+ glycohydrolase by 8-azido carbocyclic analogs of NAD+. PubMed: Effect of pyridine nucleotide on the oxidative half-reaction of Escherichia coli thioredoxin reductase. PubMed: Anticonvulsive effect of urethane on aminopyridine-induced epileptiform activity. PubMed: Methylenetetrahydrofolate dehydrogenase - methenyltetrahydrofolate cyclohydrolase - formyltetrahydrofolate synthetase from porcine liver: evidence to support a common dehydrogenase-cyclohydrolase site. PubMed: Comutagenic effect of norharman with aminopyridine derivatives. PubMed: Effect of epileptogenic agents on the incorporation of 3H-glycine into proteins in the cat's cerebral cortex. PubMed: Development of new mitomycin C and porfiromycin analogues. PubMed: Reactions of the Neurospora crassa nitrate reductase with NAD(P) analogs. PubMed: Uridine release during aminopyridine-induced epilepsy. PubMed: Phase II study of 3-AP Triapine in patients with recurrent or metastatic head and neck squamous cell carcinoma. PubMed: Magnetism and crystal structure of an N3O3-coordinated iron(II) complex. PubMed: Conformational change of Arabidopsis thaliana thioredoxin reductase after binding of pyridine nucleotide and thioredoxin. PubMed: Thioredoxin reductase-thioredoxin fusion enzyme from Mycobacterium leprae: comparison with the separately expressed thioredoxin reductase. PubMed: Evidence for two conformational states of thioredoxin reductase from Escherichia coli: use of intrinsic and extrinsic quenchers of flavin fluorescence as probes to observe domain rotation. PubMed: Binding of the 2',5'-ADP subsite stimulates cyclohydrolase activity of human NADP(+)-dependent methylenetetrahydrofolate dehydrogenase/cyclohydrolase. PubMed: Inactivation of rat ovarian 20 alpha-hydroxysteroid dehydrogenase by N-alkylmaleimides. PubMed: Interaction of Triapine and related thiosemicarbazones with iron(III)/(II) and gallium(III): a comparative solution equilibrium study. PubMed: The iron-chelating drug triapine causes pronounced mitochondrial thiol redox stress. PubMed: PAN-811 inhibits oxidative stress-induced cell death of human Alzheimer's disease-derived and age-matched olfactory neuroepithelial cells via suppression of intracellular reactive oxygen species. PubMed: Synthesis, a case of isostructural packing, and antimicrobial activity of silver(I)quinoxaline nitrate, silver(I)(2,5-dimethylpyrazine) nitrate and two related silver aminopyridine compounds. PubMed: A Ferrous-Triapine complex mediates formation of reactive oxygen species that inactivate human ribonucleotide reductase. PubMed: Inhibitors of ribonucleotide reductase. Comparative effects of amino- and hydroxy-substituted pyridine-2-carboxaldehyde thiosemicarbazones. PubMed: Electron paramagnetic resonance study of peripheral blood mononuclear cells from patients with refractory solid tumors treated with Triapine. PubMed: Future of toxicology--iron chelators and differing modes of action and toxicity: the changing face of iron chelation therapy. PubMed: Structure-function relationships for a new series of pyridine-2-carboxaldehyde thiosemicarbazones on ribonucleotide reductase activity and tumor cell growth in culture and in vivo. PubMed: Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone. PubMed: Inhibitory mechanisms of heterocyclic carboxaldehyde thiosemicabazones for two forms of human ribonucleotide reductase. PubMed: Insights into the origin of solid-state photochromism and thermochromism of N-salicylideneanils: the intriguing case of aminopyridines. PubMed: A phase II trial of triapine (NSC# 663249) and gemcitabine as second line treatment of advanced non-small cell lung cancer: Eastern Cooperative Oncology Group Study 1503. PubMed: Toward a facile one-step construction of quantum dots containing Zn8S cores. PubMed: Synthesis and antioxidant activity evaluation of new 7-aryl or 7-heteroarylamino-2,3-dimethylbenzo[b]thiophenes obtained by Buchwald-Hartwig C-N cross-coupling. PubMed: Synthesis and characterization of the face-sharing bioctahedral [Mo2O6F3]3- anion. PubMed: catena-Poly[bis[(eta2-1-allyl-3-aminopyridinium)copper(I)]-di-mu-chloro-copper(I)-di-mu-chloro-copper(I)-di-mu-chloro]. PubMed: Three new polynuclear copper(II) complexes with the symmetric [Cu(mu1,1-N3)2Cu]2+ core and pyridine derivatives: syntheses, structure, and magnetic behavior. PubMed: The nature of the receptor site for the reversible K+ channel blocking by aminopyridines. PubMed: Pharmacological characterization of the discriminative stimulus effects of the potassium channel blocker 4-aminopyridine in rats. PubMed: Equilibrium analyses of the active-site asymmetry in enterococcal NADH oxidase: role of the cysteine-sulfenic acid redox center. PubMed: Mapping of residues in the NADP(H)-binding site of proton-translocating nicotinamide nucleotide transhydrogenase from Escherichia coli. A study of structure and function. PubMed: Crystallization and preliminary X-ray diffraction studies of homoserine dehydrogenase from Saccharomyces cerevisiae. PubMed: Characterization of H. parasuis periplasmic nucleotide pyrophosphatase as a potential target enzyme for inhibition of growth. PubMed: The olivocerebellar projection mediates ibogaine-induced degeneration of Purkinje cells: a model of indirect, trans-synaptic excitotoxicity. PubMed: The cyclic GMP-mediated calcium release pathway in sea urchin eggs is not required for the rise in calcium during fertilization. PubMed: Nitric oxide synthase inhibitor facilitates aminopyridine induced neocortical seizure. PubMed: Regulation of membrane potential and diameter by voltage-dependent K+ channels in rabbit myogenic cerebral arteries. PubMed: DT-diaphorase. Redox potential, steady-state, and rapid reaction studies. PubMed: ADP-ribosylation and de-ADP-ribosylation of the rho protein by Clostridium botulinum exoenzyme C3. Regulation by EDTA, guanine nucleotides and pH. PubMed: Kinetic mechanism of the endogenous lactate dehydrogenase activity of duck epsilon-crystallin. PubMed: On the active form of 4-aminopyridine: block of K+ currents in rabbit Schwann cells. PubMed: An aminopyridine-sensitive, early outward current recorded in vivo in neurons of the precruciate cortex of cats using single-electrode voltage-clamp techniques. PubMed: Analysis of the molecular electrostatic potential for the prediction of N-oxidation and biological activity of substituted pyridines. PubMed: Phorbol esters that activate protein kinase C induce long-term changes of membrane excitability and postsynaptic currents in neocortical neurons. PubMed: Modulation of aminopyridine block of potassium currents in squid axon. PubMed: Intramembranous organization of lobster excitatory neuromuscular synapses. PubMed: Electrophysiological study of mammalian neurons from ventral mesencephalon grown in primary dissociated cell culture. PubMed: Potential use of biaromatic L-phenylalanyl derivatives as therapeutic agents in the treatment of sickle cell disease. PubMed: Actions of adenine dinucleotides on the vas deferens, guinea-pig taenia caeci and bladder. PubMed: Calcium-dependent action potentials in mouse spinal cord neurons in cell culture. PubMed: Properties of tetraethylammonium ion-resistant K+ channels in the photoreceptor membrane of the giant barnacle. PubMed: On modelling the variability of interspike intervals during epileptic unit activity. PubMed: Cancerostatics. IV. On the synthesis of some noval 1-Azacarbazole derivatives as antineoplastic agents. PubMed: A study of tetanic and post-tetanic potentiation of miniature end-plate potentials at the frog neuromuscular junction. PubMed: Barium ions block the acetylcholine evoked slow H-response in the neurones of Helix pomatia L. PubMed: Effects of phenytoin on the cyclic nucleotide system in the motor nerve terminal. PubMed: The actions of aminopyridines on avian muscle. PubMed: The potentiating effects of 4-aminopyridine on adrenergic transmission in the rabbit vas deferens. PubMed: Effect of novel arecoline thiazolidinones as muscarinic receptor 1 agonist in Alzheimer's dementia models. PubMed: Theoretical prediction of relative and absolute pKa values of aminopyridines. PubMed: Surface complexation modeling of the sorption of 2-, 3-, and 4-aminopyridine by montmorillonite. PubMed: Rational modelling of the voltage-dependent K+ channel inactivation by aminopyridines. PubMed: Topoisomerase II antagonism and anticancer activity of coordinated derivatives of [RuCl(2)(C(6)H(6))(dmso)]. PubMed: Apoptosis induced by picolinic acid-related compounds in HL-60 cells. PubMed: General rules for the packing of hydrogen-bonded crystals as derived from the analysis of squaric acid anions: aminoaromatic nitrogen base co-crystals. PubMed: Theoretical analysis of the molecular determinants responsible for the K(+) channel blocking by aminopyridines. PubMed: Determination of the midpoint potential of the FAD and FMN flavin cofactors and of the 3Fe-4S cluster of glutamate synthase. PubMed: Effects of chronic, intrauterine organic and inorganic mercury intoxication on the epileptogenicity of developing rat. PubMed: Synthesis and characterization of a fluorescent substrate for the N-arachidonoylethanolamine (anandamide) transmembrane carrier. PubMed: Chronic low-dose maternal exposure to methylmercury enhances epileptogenicity in developing rats. PubMed: Porcine recombinant dihydropyrimidine dehydrogenase: comparison of the spectroscopic and catalytic properties of the wild-type and C671A mutant enzymes. PubMed: Nitric oxide synthase inhibitor facilitates focal seizures induced by aminopyridine in rat. PubMed: Inhibition studies on the involvement of flavoprotein reductases in menadione- and nitrofurantoin-stimulated oxyradical production by hepatic microsomes of flounder (Platichthys flesus). PubMed: Matrix isolation applied to the 252Cf plasma-desorption mass spectrometry of underivatized oligosaccharides. PubMed: Adsorption of aminopyridines to phosphatidylserine membranes. PubMed: Nonpolar interactions in the modification of an essential sulfhydryl of sorbitol dehydrogenase by N-alkylmaleimides. PubMed: Properties of depolarizing plateau potentials in aminopyridine-induced ictal seizure foci of cat motor cortex. PubMed: The reactivity of chicken liver xanthine dehydrogenase with molecular oxygen. PubMed: Transient outward current (IA) in clonal anterior pituitary cells: blockade by aminopyridine analogs. PubMed: Mechanism of aminopyridine-induced ictal seizure activity in the cat neocortex. PubMed: Modelling the interaction of small organic molecules with biomacromolecules. II. A generalized concept for biological interactions. PubMed: The effects of aminopyridines on the cortical evoked potentials. PubMed: Drosophila mutants reveal two components of fast outward current. PubMed: Barbiturate reduction of calcium-dependent action potentials: correlation with anesthetic action. PubMed: Tetrodotoxin-resistant propagating action potentials in presynaptic axon of the lobster. PubMed: Comparative study of aminopyridine-induced seizure activities in primary and mirror foci of cat's cortex. PubMed: Aminopyridine--induced seizure activity. PubMed: Calcium channels in the high resistivity axonal membrane of photoreceptors of the giant barnacle. PubMed: Aminopyridine-induced seizure activity. PubMed: Tetrodotoxin-resistant dendritic spikes in avian Purkinje cells. PubMed: Purification and kinetic characterization of Haemophilus parasuis malate dehydrogenase. PubMed: Purification and properties of milk xanthine dehydrogenase. PubMed: Rapid reaction studies on the reduction and oxidation of chicken liver xanthine dehydrogenase by the xanthine/urate and NAD/NADH couples. PubMed: Simultaneous inactivation of the catalytic activities of yeast glutathione reductase by N-alkylmaleimides. PubMed: Formation of a tyrosyl radical in xanthine oxidase. PubMed: Quinone reductase reaction catalyzed by Streptococcus faecalis NADH peroxidase. PubMed: Lipoamide dehydrogenase from pig heart. Pyridine nucleotide induced changes in monoalkylated two-electron reduced enzyme. PubMed: Evaluation of mRNA by Q-RTPCR and protein expression by AQUA of the M2 subunit of ribonucleotide reductase (RRM2) in human tumors. PubMed: A phase I study of Triapine in combination with doxorubicin in patients with advanced solid tumors. 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