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Pyrazinamide/吡嗪酰胺 {[allProObj[0].p_purity_real_show]}

货号:A132133 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)。

Pyrazinamide/吡嗪酰胺 化学结构 CAS号:98-96-4
Pyrazinamide/吡嗪酰胺 化学结构
CAS号:98-96-4
Pyrazinamide/吡嗪酰胺 3D分子结构
CAS号:98-96-4
Pyrazinamide/吡嗪酰胺 化学结构 CAS号:98-96-4
Pyrazinamide/吡嗪酰胺 3D分子结构 CAS号:98-96-4
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Pyrazinamide/吡嗪酰胺 纯度/质量文件 产品仅供科研

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Pyrazinamide/吡嗪酰胺 生物活性

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].

Pyrazinamide/吡嗪酰胺 细胞实验

Cell Line
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

Pyrazinamide/吡嗪酰胺 动物实验

Species
Animal Model
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

Pyrazinamide/吡嗪酰胺 临床研究

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 <<

Pyrazinamide/吡嗪酰胺 参考文献

[1]Shi W, Zhang X, Jiang X, et al. Pyrazinamide inhibits trans-translation in Mycobacterium tuberculosis. Science. 2011;333(6049):1630–1632

[2]Zhang Y, Mitchison D. The curious characteristics of pyrazinamide: a review. Int J Tuberc Lung Dis. 2003;7(1):6–21

[3]Zimhony O, Cox JS, Welch JT, Vilchèze C, Jacobs WR Jr. Pyrazinamide inhibits the eukaryotic-like fatty acid synthetase I (FASI) of Mycobacterium tuberculosis. Nat Med. 2000;6(9):1043–1047

[4]Sun X, Li Y, He W, et al. Pyrazinamide and derivatives block ethylene biosynthesis by inhibiting ACC oxidase. Nat Commun. 2017;8:15758. Published 2017 Jun 12

Pyrazinamide/吡嗪酰胺 实验方案

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

Pyrazinamide/吡嗪酰胺 技术信息

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

请根据您的动物给药指南选择适当的溶解方案。
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
方案 一
方案 二
方案 三
配制的工作液建议现用现配,短期内尽快用完。 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
方案 一
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