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thionicotinamide
amino-3-pyridylmethane-1-thione

Supplier Sponsors

Name:pyridine-3-carbothioamide
CAS Number: 4621-66-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:225-036-6
FDA UNII: 6A0HXX0753
Nikkaji Web:J124.097H
Beilstein Number:0109593
MDL:MFCD00006399
XlogP3:0.70 (est)
Molecular Weight:138.19282000
Formula:C6 H6 N2 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 278.87 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.004000 mmHg @ 25.00 °C. (est)
Flash Point: 252.00 °F. TCC ( 122.50 °C. ) (est)
logP (o/w): 0.670
Soluble in:
 water, 2.324e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Endeavour Specialty Chemicals
Thionicotinamide
Speciality Chemical Product Groups
Robinson Brothers
Thionicotinamide
https://www.robinsonbrothers.uk/chemistry-competences
Santa Cruz Biotechnology
For experimental / research use only.
pyridine-3-carbothioamide
TCI AMERICA
For experimental / research use only.
Thionicotinamide >98.0%(HPLC)(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD25 105 mg/kg
Journal of Pharmaceutical Sciences. Vol. 64, Pg. 528, 1975.

oral-mouse LD50 1750 mg/kg
Journal of Organic Chemistry. Vol. 19, Pg. 753, 1954.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for thionicotinamide usage levels up to:
 not for fragrance use.
 
Recommendation for thionicotinamide flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):4621-66-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :737155
National Institute of Allergy and Infectious Diseases:Data
pyridine-3-carbothioamide
Chemidplus:0004621663
RTECS:QS4488000 for cas# 4621-66-3
 
References:
 pyridine-3-carbothioamide
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):737155
Pubchem (sid):134986188
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2933.39.9100
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 amino-3-pyridylmethane-1-thione
 nicotinamide, thio-
 nicotinothioamide
 pyridine-3-carbothioamide
 pyridine-3-carbothioic acid amide
 pyridine-3-thiocarboxamide
3-pyridinecarbothioamide
3-pyridinethiocarboxamide
3-pyridylthiocarboxamide
 thio-3-pyridinecarboxamide
3-thioamidopyridine
3-thiocarbamoylpyridine
 

Articles:

PubMed:Suppression of Cytosolic NADPH Pool by Thionicotinamide Increases Oxidative Stress and Synergizes with Chemotherapy.
PubMed:Boronic acid-containing CXCR1/2 antagonists: Optimization of metabolic stability, in vivo evaluation, and a proposed receptor binding model.
PubMed:Electrochemistry, surface plasmon resonance, and quartz crystal microbalance: an associative study on cytochrome c adsorption on pyridine tail-group monolayers on gold.
PubMed:Spectrophotometric method for the assay of steroid 5α-reductase activity of rat liver and prostate microsomes.
PubMed:[Development of super high-sensitive measurement of proteins by combination of ELISA and enzyme cycling methods].
PubMed:Enhanced degradation of dihydrofolate reductase through inhibition of NAD kinase by nicotinamide analogs.
PubMed:Thermodynamic, kinetic, surface pKa, and structural aspects of self-assembled monolayers of thio compounds on gold.
PubMed:Ascorbic acid reduction of compound I of mammalian catalases proceeds via specific binding to the NADPH binding pocket.
PubMed:Structural and kinetic isotope effect studies of nicotinamidase (Pnc1) from Saccharomyces cerevisiae.
PubMed:Elucidating the structure-activity relationships of the vasorelaxation and antioxidation properties of thionicotinic acid derivatives.
PubMed:Novel bUT-B2 urea transporter isoform is constitutively activated.
PubMed:Transhydrogenation reactions catalyzed by mitochondrial NADH-ubiquinone oxidoreductase (Complex I).
PubMed:Determinants of substrate specificity for saccharopine dehydrogenase from Saccharomyces cerevisiae.
PubMed:Molecular cloning and characterization of a novel lactate dehydrogenase gene from Clonorchis sinensis.
PubMed:Electron transfer kinetics and mechanistic study of the thionicotinamide coordinated to the pentacyanoferrate(III)/(II) complexes: a model system for the in vitro activation of thioamides anti-tuberculosis drugs.
PubMed:Kinetic study of the enzymatic cycling reaction conducted with 3alpha-hydroxysteroid dehydrogenase in the presence of excessive thio-NAD(+) and NADH.
PubMed:Urea transport in MDCK cells that are stably transfected with UT-A1.
PubMed:Interactions between transhydrogenase and thio-nicotinamide Analogues of NAD(H) and NADP(H) underline the importance of nucleotide conformational changes in coupling to proton translocation.
PubMed:EPYLRFamide-mediated reduction of acetylcholine-induced inward currents in Helix lucorum-identified neurones: role of NAADP-dependent and IP3-dependent Ca2+ release from internal stores, calmodulin and Ca2+/calmodulin-dependent protein kinase II.
PubMed:Tartrate dehydrogenase catalyzes the stepwise oxidative decarboxylation of D-malate with both NAD and thio-NAD.
PubMed:Structures of D-glyceraldehyde-3-phosphate dehydrogenase complexed with coenzyme analogues.
PubMed:The determination of ketone bodies: preanalytical, analytical and physiological considerations.
PubMed:Mycobacterium tuberculosis lipoamide dehydrogenase is encoded by Rv0462 and not by the lpdA or lpdB genes.
PubMed:Interaction of NADP(H) with oxidized and reduced P450 reductase during catalysis. Studies with nucleotide analogues.
PubMed:UT-A urea transporter protein expressed in liver: upregulation by uremia.
PubMed:InsP3, but not novel Ca2+ releasers, contributes to agonist-initiated contraction in rabbit airway smooth muscle.
PubMed:Thio-NADP is not an antagonist of NAADP.
PubMed:Azotobacter vinelandii glucose 6-phosphate dehydrogenase properties of NAD- and NADP-linked reactions.
PubMed:Nicotinate-adenine dinucleotide phosphate-induced Ca(2+)-release does not behave as a Ca(2+)-induced Ca(2+)-release system.
PubMed:Palmitoyl-CoA potentiates the Ca2+ release elicited by cyclic ADP-ribose.
PubMed:Purification and characterization of Azotobacter vinelandii glucose-6-phosphate dehydrogenase: dual coenzyme specificity.
PubMed:Nicotinate adenine dinucleotide phosphate (NAADP) triggers a specific calcium release system in sea urchin eggs.
PubMed:The urease inhibitor acetohydroxamic acid is transported by the urea pathway in rat terminal IMCD.
PubMed:Crystal structures of chicken liver dihydrofolate reductase: binary thioNADP+ and ternary thioNADP+.biopterin complexes.
PubMed:Selectivity in the binding of NAD(P)+ analogues to NAD- and NADP-dependent pig heart isocitrate dehydrogenases. A nuclear magnetic resonance study.
PubMed:The effect of methimazole on thioamide bioactivation and toxicity.
PubMed:Multiple isotope effects with alternative dinucleotide substrates as a probe of the malic enzyme reaction.
PubMed:Analogues of NADP(+) as inhibitors and coenzymes for NADP(+) malic enzyme from maize leaves.
PubMed:The S-oxidation of thioamides by rat liver microsomes.
PubMed:Kinetic mechanism of the endogenous lactate dehydrogenase activity of duck epsilon-crystallin.
PubMed:The metabolism of thionicotinamide in the rat.
PubMed:Clinical usefulness of malate dehydrogenase and its mitochondrial isoenzyme in comparison with aspartate aminotransferase and its mitochondrial isoenzyme in sera of patients with liver disease.
PubMed:In vitro evaluation of nicotinamide riboside analogs against Haemophilus influenzae.
PubMed:Distance between the substrate and regulatory reduced coenzyme binding sites of bovine liver glutamate dehydrogenase by resonance energy transfer.
PubMed:Regulation of coenzyme utilization by mitochondrial NAD(P)-dependent malic enzyme.
PubMed:Assay of creatine kinase in microtiter plates using thio-NAD to allow monitoring at 405 nM.
PubMed:ALT reagent with thionicotinamide adenine dinucleotide.
PubMed:Isolation, characterization, and biological activity of ferredoxin-NAD+ reductase from the methane oxidizer Methylosinus trichosporium OB3b.
PubMed:Substrate specificity of nicotinamide methyltransferase isolated from porcine liver.
PubMed:The mechanism of peroxidase-mediated cytotoxicity. II. Role of the heme moiety.
PubMed:Inhibitory effects of niacin and its analogues on induction of ornithine decarboxylase activity by diethylnitrosamine in rat liver.
PubMed:Distances among coenzyme and metal sites of NADP+-dependent isocitrate dehydrogenase using resonance energy transfer.
PubMed:Interactions of nicotinamide-adenine dinucleotide phosphate analogues and fragments with pigeon liver malic enzyme. Synergistic effect between the nicotinamide and adenine moieties.
PubMed:[Simultaneous assay of serum lactate dehydrogenase activities depending on NAD (N) and thio-NAD (T), and the clinical significance of N/T values].
PubMed:A one-step enzymatic assay for the measurement of 17 beta-hydroxy- and 17-oxo-steroid profiles in biological samples.
PubMed:Simultaneous determination of multiple forms of lactate dehydrogenase based on NAD and thio-NAD.
PubMed:Studies on NADH(NADPH)-cytochrome c reductase (FMN-containing) from yeast: steady-state kinetic properties of the flavoenzyme from top-fermenting ale yeast.
PubMed:Protonation mechanism and location of rate-determining steps for the Ascaris suum nicotinamide adenine dinucleotide-malic enzyme reaction from isotope effects and pH studies.
PubMed:Cytochemical localization of nicotinamide adenine dinucleotide phosphatase (NADPase) in bovine Leydig cells.
PubMed:The redox state of activated bleomycin.
PubMed:Kinetic and spectroscopic studies of transhydrogenase activity and nucleotide site of lipoamide dehydrogenase.
PubMed:Variation of transition-state structure as a function of the nucleotide in reactions catalyzed by dehydrogenases. 2. Formate dehydrogenase.
PubMed:Synthesis and properties of (4-13C)NAD+. Observation of its binding to yeast alcohol dehydrogenase by 13C-NMR spectroscopy.
PubMed:Bovine lens aldehyde dehydrogenase. Kinetics and mechanism.
PubMed:Adenosine diphosphoribose transfer reactions catalyzed by Bungarus fasciatus venom NAD glycohydrolase.
PubMed:Use of transferred nuclear Overhauser effect measurements to compare binding of coenzyme analogues to dihydrofolate reductase.
PubMed:Oxidation of the 17-aldol (20 beta hydroxy-21-aldehyde) intermediate of corticosteroid metabolism to hydroxy acids by homogeneous human liver aldehyde dehydrogenases.
PubMed:Regulation of coenzyme utilization by bovine liver glutamate dehydrogenase: investigations using thionicotinamide analogues of NAD and NADP in a dual wavelength assay.
PubMed:Negative cooperativity between folinic acid and coenzyme in their binding to Lactobacillus casei dihydrofolate reductase.
PubMed:Effects of coenzyme binding on histidine residues of Lactobacillus casei dihydrofolate reductase.
PubMed:Dual nucleotide specificity of bovine glutamate dehydrogenase. The role of negative co-operativity.
PubMed:Energy-linked mitochondrial transhydrogenation from NADPH to NADP analogs.
PubMed:Effect of pH on the mitochondrial energy-linked and non-energy-linked transhydrogenation reactions.
PubMed:Energy-linked transhydrogenation from NADPH to [14C]NADP.
PubMed:Phosphorus-31 nuclear magnetic resonance studies of the binding of oxidized coenzymes to Lactobacillus casei dihydrofolate reductase.
PubMed:Proton nuclear magnetic resonance saturation transfer studies of coenzyme binding to Lactobacillus casei dihydrofolate reductase.
PubMed:Binding of coenzyme analogues to Lactobacillus casei dihydrofolate reductase: binary and ternary complexes.
PubMed:Self-inactivation of an erythrocyte NAD glycohydrolase.
PubMed:Kinetic studies of multifunctional reactions catalysed by lipoamide dehydrogenase.
PubMed:Simultaneous analysis of NAD- and NADP-linked activities of dual nucleotide-specific dehydrogenases. Application to Leuconostoc mesenteroides glucose-6-phosphate dehydrogenase.
PubMed:Mercury complexes of thionicotinamide adenine dinucleotide.
PubMed:Fluorescence properties of reduced thionicotinamide--adenine dinucleotide and of its complex with octopine dehydrogenase.
PubMed:Circular dichroic properties and conformation of thionicotinamide dinucleotides bound to horse-liver alcohol dehydrogenase.
PubMed:Circular dichroic properties and conformation of thionicotinamide dinucleotides.
PubMed:Further studies on the properties of glucose 6-phosphate dehydrogenase from the coccidium Eimeria stiedai (Protozoa).
PubMed:Fluorescence energy transfer between heterologous active sites of affinity-labeled aspartokinase of Escherichia coli.
PubMed:Application of nicotin amide-adenine dinucleotide analogs for clinical enzymology: alcohol dehydrogenase activity in liver injury.
PubMed:Application of nicotinamide-adenine dinucleotide analogs for clinical enzymology: a spectrophotometric method for clinical analysis of lactate dehydrogenase patterns with the use of a nicotinamide-adenine dinucleotide analog.
PubMed:Demonstration and possible function of NADH:NAD+ transhydrogenase from ascaris muscle mitochondria.
PubMed:Human liver akdehyde dehydrogenase. Kinetics of aldehyde oxidation.
PubMed:Treatment of psoriasis with 6-aminonicotinamide.
PubMed:Separation behaviour of nicotinamide and thionicotinamide derivatives on Dowex 1-X8.
PubMed:Covalent binding of 3-pyridinealdehyde nicotinamide adenine dinucleotide and substrate to glyceraldehyde 3-phosphate dehydrogenase.
PubMed:3Alpha-hydroxysteroid dehydrogenase from Pseudomonas testosteroni: kinetic properties with NAD and its thionicotinamide analogue.
PubMed:Thionicotinamide-NADP, a nucleotide analog interfering with ferredoxin-NADP reductase-ferredoxin interaction.
PubMed:Carbohydrate metabolism during morphogenesis of Coprinus lagopus (sensu Buller).
PubMed:[Pharmacologic and biochemical properties of thionicotinamide (thio-NA) and its NAD (P)-analogues].
PubMed:CO(2) Metabolism in Corn Roots. II. Intracellular Distribution of Enzymes.
PubMed:Nicotinamide-adenine dinucleotide pyrophosphatase in the growing and aging mosquito.
PubMed:Comparative aspects of some bacterial dehydrogenases and transhydrogenases.
PubMed:THE THIONICOTINAMIDE ANALOGS OF DPN AND TPN. II. ENZYME STUDIES.
PubMed:THE THIONICOTINAMIDE ANALOGS OF DPN AND TPN. I. PREPARATION AND ANALYSIS.
PubMed:Coenzyme analogs. II. Photochemical inactivation of reducd thionicotinamide adenine dinucleotide.
PubMed:Coenzyme analogs. I. Preparation and properties of thionicotinamide methiodide.
 
Notes:
None found
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