
CAS Number98-96-4
Synonyms5-25-04-00178 (Beilstein Handbook Reference); Pyrafat; 2-Pyrazinecarboxamide; 2-(Aminocarbonyl)pyrazine; pyrazinamide; Aldinamide; Zinamide; a-Pyrazinamide; pyrazinoic acid amide; Tebrazid; Aldinamid; MFCD00006132; pyrazinecarboxylic acid amide; Pyrazinecarboxamide; EINECS 202-717-6; Rifater; Pyrazinamide (TN); pyrazine-2-carboxamide; pyrazine-2-carboxylic acid amide
Molecular FormulaC5H5N3O
Molecular Weight123.11
Purity98.00%
Density1.4±0.1 g/cm3
Boiling Point273.3±43.0 °C at 760 mmHg
Melting Point189-191 °C (lit.)
Appearancepowder
EINECS202-717-6
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 98-96-4 |
| Catalog No. | 2A-9018103 |
| Chinese Name | 吡嗪酰胺 |
| Synonyms | 5-25-04-00178 (Beilstein Handbook Reference); Pyrafat; 2-Pyrazinecarboxamide; 2-(Aminocarbonyl)pyrazine; pyrazinamide; Aldinamide; Zinamide; a-Pyrazinamide; pyrazinoic acid amide; Tebrazid; Aldinamid; MFCD00006132; pyrazinecarboxylic acid amide; Pyrazinecarboxamide; EINECS 202-717-6; Rifater; Pyrazinamide (TN); pyrazine-2-carboxamide; pyrazine-2-carboxylic acid amide |
| Molecular Formula | C5H5N3O |
| Molecular Weight | 123.11 |
| Purity | 98.00 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 273.3±43.0 °C at 760 mmHg |
| Melting Point | 189-191 °C (lit.) |
| Appearance | powder |
| Water Solubility | 15 mg/mL |
| Storage Condition | -20°C Freezer |
| Application | Pyrazinamide is an anti-tuberculosis antibiotic. |
| EINECS | 202-717-6 |
| HTC | 2933599090 |
| PubChem ID | 24278648 |
| MDL Number | MFCD00006132 |
| SMILES | NC(=O)c1cnccn1 |
| InChI | 1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9) |
| InChI Key | IPEHBUMCGVEMRF-UHFFFAOYSA-N |
| Beilstein/REAXYS | 112306 |
| NACRES Code | NA.85 |
| UNSPSC | 41116107 |
| Hazard Symbols | Transport |
| MSDS | msds/18103_1_98_96_4.pdf |
| Bioactivity | Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent.Target: AntibacterialPyrazinamide is a prodrug that stops the growth of Mycobacterium tuberculosis. Pyrazinoic acid was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium to synthesise fatty acids although this has been discounted. It was also suggested that the accumulation of pyrazinoic acid disrupts membrane potential and interferes with energy production, necessary for survival of M. tuberculosis at an acidic site of infection. Pyrazinoic acid binds to the ribosomal protein S1 (RpsA) and inhibits trans-translation. This may explain the ability of the drug to kill dormant mycobacteria [1-4]. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection References [1]. Zhang, Y. and D. Mitchison, The curious characteristics of pyrazinamide: a review. Int J Tuberc Lung Dis, 2003. 7(1): p. 6-21. [2]. Zimhony, O., et al., Pyrazinamide inhibits the eukaryotic-like fatty acid synthetase I (FASI) of Mycobacterium tuberculosis. Nat Med, 2000. 6(9): p. 1043-7. [3]. Boshoff, H.I., V. Mizrahi, and C.E. Barry, 3rd, Effects of pyrazinamide on fatty acid synthesis by whole mycobacterial cells and purified fatty acid synthase I. J Bacteriol, 2002. 184(8): p. 2167-72. [4]. Shi, W., et al., Pyrazinamide inhibits trans-translation in Mycobacterium tuberculosis. Science, 2011. 333(6049): p. 1630-2. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 273.3±43.0 °C at 760 mmHg Melting Point 189-191 °C(lit.) Molecular Formula C5H5N3O Molecular Weight 123.113 Flash Point 119.1±28.2 °C Exact Mass 123.043259 PSA 68.87000 LogP -0.83 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.648 InChIKey IPEHBUMCGVEMRF-UHFFFAOYSA-N SMILES NC(=O)c1cnccn1 Storage condition -20°C Freezer Water Solubility 15 mg/mL |
| Use of | Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent.Target: AntibacterialPyrazinamide is a prodrug that stops the growth of Mycobacterium tuberculosis. Pyrazinoic acid was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium to synthesise fatty acids although this has been discounted. It was also suggested that the accumulation of pyrazinoic acid disrupts membrane potential and interferes with energy production, necessary for survival of M. tuberculosis at an acidic site of infection. Pyrazinoic acid binds to the ribosomal protein S1 (RpsA) and inhibits trans-translation. This may explain the ability of the drug to kill dormant mycobacteria [1-4]. Properties Articles143 Name pyrazinecarboxamide Synonym More Synonyms pyrazinamide Biological Activity Description Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent.Target: AntibacterialPyrazinamide is a prodrug that stops the growth of Mycobacterium tuberculosis. Pyrazinoic acid was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium to synthesise fatty acids although this has been discounted. It was also suggested that the accumulation of pyrazinoic acid disrupts membrane potential and interferes with energy production, necessary for survival of M. tuberculosis at an acidic site of infection. Pyrazinoic acid binds to the ribosomal protein S1 (RpsA) and inhibits trans-translation. This may explain the ability of the drug to kill dormant mycobacteria [1-4]. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection References [1]. Zhang, Y. and D. Mitchison, The curious characteristics of pyrazinamide: a review. Int J Tuberc Lung Dis, 2003. 7(1): p. 6-21. [2]. Zimhony, O., et al., Pyrazinamide inhibits the eukaryotic-like fatty acid synthetase I (FASI) of Mycobacterium tuberculosis. Nat Med, 2000. 6(9): p. 1043-7. [3]. Boshoff, H.I., V. Mizrahi, and C.E. Barry, 3rd, Effects of pyrazinamide on fatty acid synthesis by whole mycobacterial cells and purified fatty acid synthase I. J Bacteriol, 2002. 184(8): p. 2167-72. [4]. Shi, W., et al., Pyrazinamide inhibits trans-translation in Mycobacterium tuberculosis. Science, 2011. 333(6049): p. 1630-2. Chemical & Physical Properties Molecular Formula C5H5N3O Exact Mass 123.043259 PSA 68.87000 LogP -0.83 Index of Refraction 1.648 InChIKey IPEHBUMCGVEMRF-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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