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                同义名:
                    
                        
                            吡嗪-2-酰胺
                            
                             / Pyrazinoic acid amide; Pyrazinecarboxamide
                            
                        
                    
                
                
                
                    
                     
                
            
Pyrazinamide 是一种有效的口服抗结核化合物,通过结核分枝杆菌 pncA 基因编码的酶转化为活性吡嗪酸(POA)。
 
                                 
                                
                            

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| 描述 | Pyrazinamide (PZA) is an important sterilising tuberculosis drug that helps to shorten the duration of current chemotherapy regimens for tuberculosis. PZA is more active against old than against actively growing cultures. The highly diverse mutations in the PZase gene (pncA) that lead to loss of PZase activity cause PZA resistance[2]. PZA markedly inhibited the activity of M. tuberculosis FASI (the eukaryotic-like fas1 gene), the biosynthesis of C16 to C24/C26 fatty acids from acetyl-CoA[3]. PZA is hydrolyzed intracellularly to pyrazinoic acid (POA) by pyrazinamidase (PZase, encoded by pncA), an enzyme frequently lost in PZA-resistant strains, but the target of POA in Mycobacterium tuberculosis has remained elusive[1]. In plant cells, PZA is converted to pyrazinecarboxylic acid (POA), suppressing the activity of 1-aminocyclopropane-1-carboxylic acid oxidase (ACO), the enzyme catalysing the final step of ethylene formation[4]. | 
| Concentration | Treated Time | Description | References | |
| Human-induced pluripotent stem cell (iPSC)-derived macrophages (iPSDM) | 100 mg/L | 24 hours | To evaluate the disruptive effect of pyrazinamide on intrabacterial pH homeostasis in M. tuberculosis. Results showed that PZA significantly reduced intrabacterial pH. | mBio. 2022 Apr 26;13(2):e0011722 | 
| Human monocyte-derived macrophages (MDM) | 100 mg/L | 24 hours | To evaluate the disruptive effect of pyrazinamide on intrabacterial pH homeostasis in M. tuberculosis. Results showed that PZA significantly reduced intrabacterial pH. | mBio. 2022 Apr 26;13(2):e0011722 | 
| Arabidopsis suspension cultured cells PSB-D | 500 µM | 24 hours | To detect the conversion of pyrazinamide (PZA) to pyrazinecarboxylic acid (POA) in plant cells and validate POA as the active form of PZA inhibiting ethylene biosynthesis. | Nat Commun. 2017 Jun 12;8:15758 | 
| Administration | Dosage | Frequency | Description | References | ||
| C3HeB/FeJ and BALB/c mice | Tuberculosis model | Oral | 150 mg/kg | 5 times per week for 8 weeks | To evaluate the bactericidal and sterilizing activity of the TBI-166, BDQ, and PZA combination regimen in tuberculosis models. Results showed that the regimen achieved culture negativity in lungs after 4 weeks and no relapse after 8 weeks of treatment. | Antimicrob Agents Chemother. 2022 Sep 20;66(9):e0065822 | 
| Arabidopsis thaliana | Eto1-2 mutant | Culture medium treatment | 50 µM | Continuous treatment for 3 days | To evaluate the inhibitory effect of PZA on ethylene biosynthesis, finding that PZA specifically suppresses the short-root and short-hypocotyl phenotype of the ethylene overproducing mutant eto1-2. | Nat Commun. 2017 Jun 12;8:15758 | 
| NCT号 | 适应症或疾病 | 临床期 | 招募状态 | 预计完成时间 | 地点 | 
| NCT01994460 | Pulmonary Tuberculosis Without... 展开 >> Resistance to Rifampicin 收起 << | Phase 2 | Unknown | June 2016 | Korea, Republic of ... 展开 >> Seoul National University Bundang Hospital Recruiting Seongnam, Kyunggi, Korea, Republic of, 463-707 Contact: Jong Sun Park, MD 031-787-7054 jspark.im@gmail.com Principal Investigator: Jong Sun Park, MD National Medical Center Recruiting Seoul, Korea, Republic of, 100-799 Contact: Ji Yeon Lee, MD 82222607284 jedidiah125@gmail.com Principal Investigator: Ji Yeon Lee, MD SMG-SNU Boramae Medical Center Recruiting Seoul, Korea, Republic of, 156-707 Contact: Deog Kyeom Kim, MD 02-870-2228 kimdkmd@gmail.com Principal Investigator: Deog Kyeom Kim, MD 收起 << | 
| NCT02958709 | Tuberculosis, Meningeal | Phase 1 Phase 2 | Recruiting | June 2019 | India ... 展开 >> Byramji Jeejeebhoy Government Medical College and Sassoon Hospital Recruiting Pune, Maharashtra, India, 411001 Contact: Chhaya Valvi, MD chhayavalvi@gmail.com Contact: Vidya Mave, MD, MPH & TM 919503646148 vidyamave@gmail.com National Institute of Research in TB and Institute of Child Health Not yet recruiting Chennai, Tamil Nadu, India, 600031 Contact: Bella Devaleenal, MBBS 919841746690 bella.d@nirt.res.in Contact: Syed Hissar, MD, MPH 919442927242 syed.hissar@nirt.res.in Malawi UNC Project- Malawi Not yet recruiting Lilongwe, Lilongwe District, Malawi Contact: Mina Hosseinipour, MD,MPH 2651750610 mina_hosseinipour@med.unc.edu Contact: Tisungane Mvalo, MBBS, FCPaed 2651750610 tmvalo@unclilongwe.org 收起 << | 
| NCT02153528 | Tuberculosis, Pulmonary | Phase 3 | Completed | - | Bangladesh ... 展开 >> Damien Foundation Bangladesh TB project in Greater Mymensingh district (8 selected clinics) Dhaka, Greater Mymensingh district, Bangladesh 收起 << | 
| 计算器 | ||||
| 存储液制备 |  | 1mg | 5mg | 10mg | 
| 1 mM 5 mM 10 mM | 8.12mL 1.62mL 0.81mL | 40.61mL 8.12mL 4.06mL | 81.23mL 16.25mL 8.12mL | |
| CAS号 | 98-96-4 | 
| 分子式 | C5H5N3O | 
| 分子量 | 123.11 | 
| SMILES Code | NC(=O)C1=CN=CC=N1 | 
| MDL No. | MFCD00006132 | 
| 别名 | 吡嗪-2-酰胺 ;Pyrazinoic acid amide; Pyrazinecarboxamide; NSC 14911; MK 56; α-Pyrazinamide; Aldinamide | 
| 运输 | 蓝冰 | 
| InChI Key | IPEHBUMCGVEMRF-UHFFFAOYSA-N | 
| Pubchem ID | 1046 | 
| 存储条件 | In solvent -20°C: 3-6个月 -80°C: 12个月 Pure form Sealed in dry, room temperature | 
| 溶解方案 | DMSO: 50 mg/mL(406.13 mM),注意:DMSO长时间开封后,会吸水并导致溶解能力下降,请避免使用长期开封的DMSO H2O: 6.5 mg/mL(52.8 mM),配合低频超声助溶 以下溶解方案都请先按照体外实验的方式配制澄清的储备液,再依次添加助溶剂: ——为保证实验结果的可靠性,澄清的储备液可以根据储存条件,适当保存;体内实验的工作液,建议现用现配,当天使用; 以下溶剂前显示的百分比是指该溶剂在终溶液中的体积占比;如在配制过程中出现沉淀、析出现象,可以通过加热和/或超声的方式助溶 
 
 
 
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