pyrazinamide
2-(aminocarbonyl)pyrazine
 
Notes:
a pyrazine that is used therapeutically as an antitubercular agent.
  • BOC Sciences
    • BOC Sciences
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      Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecule and chiral compounds.
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      Product(s):
      98-96-4 Pyrazinamide >98%
      Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent. It is a prodrug that stops the growth of Mycobacterium tuberculosis. It was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium
       
       
  • Glentham Life Sciences
  • Penta International
    • Penta International Corporation
      Chemistry innovation
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      Product(s):
      16-88080 PYRAZINAMIDE USP
       
  • Synerzine
    • Synerzine, Inc.
      Innovation. Customization. Aroma Ingredients.
      Synerzine is a leading supplier of flavor and fragrance ingredients.
      Synerzine expresses what we have grown to embody as an organization - the synergy and connection between raw ingredients, science, technology, and the final product. Our experienced team is passionate about bringing our customers high-quality innovative ingredients that they can trust.
      Building upon our 44 year history, the Synerzine team provides customers around the globe with convenient access to over 1200 high-quality aroma ingredients. We actively engage with customers to add a wide array of new products and services on a regular basis. Our aim is to delight every customer with our exceptional services, large product selection, customization and the highest quality and safety standards. We provide our customers with true value designed to help them bring their products to market faster.
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      Product(s):
      512AM Pyrazinamide
       
Synonyms   Articles   Notes   Search
CAS Number: 98-96-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 202-717-6
FDA UNII: 2KNI5N06TI
Nikkaji Web: J3.990J
Beilstein Number: 0112306
MDL: MFCD00006132
XlogP3: -0.60 (est)
Molecular Weight: 123.11505000
Formula: C5 H5 N3 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 192.00 °C. @ 760.00 mm Hg
Boiling Point: 357.00 to  358.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.000027 mmHg @ 25.00 °C. (est)
Flash Point: 338.00 °F. TCC ( 169.90 °C. ) (est)
logP (o/w): -0.600
Soluble in:
 alcohol
 water, 1.50E+04 mg/L @ 25 °C (est)
 water, 1.50E+04 mg/L @ 25 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Pyrazinamide >98%
Odor: characteristic
Use: Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent. It is a prodrug that stops the growth of Mycobacterium tuberculosis. It was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium
Glentham Life Sciences
Pyrazinecarboxamide, BP, Ph. Eur., USP grade
Glentham Life Sciences
Pyrazinecarboxamide
Penta International
PYRAZINAMIDE USP
Santa Cruz Biotechnology
For experimental / research use only.
Pyrazinamide ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Pyrazinecarboxamide
Synerzine
Pyrazinamide
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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 LD50  1680 mg/kg
Chemotherapia. Vol. 5, Pg. 39, 1962.

oral-mouse LDLo  3000 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA
American Review of Tuberculosis. Vol. 70, Pg. 423, 1954.

oral-rat LDLo  3000 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA
American Review of Tuberculosis. Vol. 70, Pg. 423, 1954.

Dermal Toxicity:
subcutaneous-mouse LD50 2973 mg/kg
Drugs in Japan Vol. -, Pg. 1038, 1995.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for pyrazinamide usage levels up to:
 not for fragrance use.
 
Recommendation for pyrazinamide flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 98-96-4
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 1046
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 pyrazine-2-carboxamide
Chemidplus: 0000098964
EPA/NOAA CAMEO: hazardous materials
RTECS: UQ2275000 for cas# 98-96-4
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References:
 pyrazine-2-carboxamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 1046
Pubchem (sid): 134971473
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C01956
HMDB (The Human Metabolome Database): Search
YMDB (Yeast Metabolome Database): YMDB00976
Export Tariff Code: 2933.90.4100
MedlinePlusSupp: View
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•the rifampicin-pyrazinamide combination is known as rifater (merrell dow). •pyrazinamide is commercially available alone and in fixed combination with isoniazid and rifampin.
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2-(aminocarbonyl)pyrazine
2-carbamyl pyrazine
2-carbamylpyrazine
a-pyrazinamide
 pyrazine carboxylamide
 pyrazine-2-carboxamide
2-pyrazinecarboxamide
 pyrazinecarboxylic acid amide
 pyrazinoic acid amide
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Articles:
PubMed: Multiple drug-susceptibility screening in Mycobacterium bovis: new nucleotide polymorphisms in the embB gene among ethambutol susceptible strains.
PubMed: Impact of food intake on the pharmacokinetics of first-line antituberculosis drugs in Taiwanese tuberculosis patients.
PubMed: A review of tuberculosis: Focus on bedaquiline.
PubMed: Provisional CDC guidelines for the use and safety monitoring of bedaquiline fumarate (Sirturo) for the treatment of multidrug-resistant tuberculosis.
PubMed: Development and validation of a hydrophilic interaction liquid chromatography-tandem mass spectrometry method for the simultaneous determination of five first-line antituberculosis drugs in plasma.
PubMed: Impact of a shortage of first-line antituberculosis medication on tuberculosis control - United States, 2012-2013.
PubMed: Pharmacokinetics of first-line tuberculosis drugs in Tanzanian patients.
PubMed: Optimization of a reversed-phase-high-performance thin-layer chromatography method for the separation of isoniazid, ethambutol, rifampicin and pyrazinamide in fixed-dose combination antituberculosis tablets.
PubMed: [Pulmonary paragonimiasis].
PubMed: Tuberculosis (HIV-negative people).
PubMed: Impact of food and antacids on the pharmacokinetics of anti-tuberculosis drugs: systematic review and meta-analysis.
PubMed: Tuberculosis (HIV-negative people).
PubMed: Molecular detection of drug-resistant Mycobacterium tuberculosis with a scanning-frame oligonucleotide microarray.
PubMed: Discovery of pyrazine carboxamide CB1 antagonists: the introduction of a hydroxyl group improves the pharmaceutical properties and in vivo efficacy of the series.
PubMed: Differential effects of pyrazinamide and clofibrate on gene expression of rat hepatic alpha-amino-beta-carboxymuconate-epsilon-semialdehyde decarboxylase, a key enzyme of the tryptophan-NAD pathway.
PubMed: Molecular typing and virulence markers of Yersinia enterocolitica strains from human, animal and food origins isolated between 1968 and 2000 in Brazil.
PubMed: Human Mycobacterium bovis infection in the United Kingdom: Incidence, risks, control measures and review of the zoonotic aspects of bovine tuberculosis.
PubMed: [Pellagra].
PubMed: A cholesterol-rich diet accelerates bacteriologic sterilization in pulmonary tuberculosis.
PubMed: Antioxidant action of Moringa oleifera Lam. (drumstick) against antitubercular drugs induced lipid peroxidation in rats.
PubMed: Hepatoprotective activity of Moringa oleifera on antitubercular drug-induced liver damage in rats.
PubMed: Treatment of tuberculous infection and disease in children: the North American perspective.
PubMed: Evaluation of the teratogenic potential of pyrazinamide in Wistar rats.
PubMed: Detection of substandard fixed-dose combination tuberculosis drugs using thin-layer chromatography.
PubMed: Rifapentine: its role in the treatment of tuberculosis.
PubMed: Pharmacokinetics of isoniazid under fasting conditions, with food, and with antacids.
PubMed: Pharmacokinetics of rifampin under fasting conditions, with food, and with antacids.
PubMed: Pharmacokinetics of pyrazinamide under fasting conditions, with food, and with antacids.
PubMed: Probenecid, sulfinpyrazone and pyrazinamide do not inhibit urinary excretion of the beta 2-adrenoceptor agonist clenbuterol in cattle.
PubMed: [Characteristics of Yersinia strains from clinical material and from other sources. I. Selected biochemical properties].
PubMed: Three-in-one TB drug approved.
PubMed: Study of the effect of concomitant food on the bioavailability of rifampicin, isoniazid and pyrazinamide.
PubMed: Molecular characterization of Yersinia enterocolitica by pulsed-field gel electrophoresis and hybridization of DNA fragments to ail and pYV probes.
PubMed: From the Food and Drug Administration.
PubMed: Molecular characterization of Yersinia strains isolated from human and environmental sources.
PubMed: Clinical pharmacokinetic considerations in the treatment of patients with leprosy.
PubMed: Package inserts for antituberculosis drugs and tuberculins.
PubMed: Toxicity of morphazinamide compared with pyrazinamide.
PubMed: [Liver damage after administration of pyrazinamide in animal experiments. 3. Biochemical changes in liver tissue and blood serum].
PubMed: Invitation to the gout. A consideration of the role of various predisposing and provocative factors in the genesis of acute gouty arthritis.
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