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2-吡嗪羧酸

    级别和纯度:
  • ≥98%
有货

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货号 (SKU) 包装规格 是否现货 价格 数量
P106883-5g
5g 现货 Stock Image
P106883-10g
10g 期货 Stock Image
P106883-25g
25g 现货 Stock Image
P106883-100g
100g 现货 Stock Image
P106883-500g
500g 现货 Stock Image
P106883-1kg
1kg 期货 Stock Image

基本描述

别名 吡嗪甲酸
英文别名 BP-30070 | EN300-19900 | 2WB23298SP | 2-pyrazinic acid | pyrazinoicacid | VGL | PYRAZINE CARBOXYLIC ACID | MLS000069596 | Pyrazinic acid | CHEBI:71311 | HMS3371F05 | Pyrazine-2-carboxylic acid | 2-Carboxypyrazine | HMS2234J12 | pyrazine 2-carboxylic acid
规格或纯度 ≥98%
英文名称 2-Pyrazinecarboxylic acid
运输条件 常规运输
产品介绍

能升华,溶于热水,醇溶解度:1g/120g无水乙醇,不溶于乙醚、氯仿、苯等, 溶于冷水。

纯度 ≥98%

关联靶点(人)

NAPRT Tchem 烟酸磷酸核糖基转移酶(Nicotinate phosphoribosyltransferase) (2 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
KDM4A Tchem Lysine-specific demethylase 4A (52245 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GMNN Tbio Geminin (128009 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Hcar2 Hydroxycarboxylic acid receptor 2 (55 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycobacterium avium (4587 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycobacterium kansasii (6484 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycobacterium tuberculosis (203094 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycobacterium tuberculosis variant bovis (1746 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
clpP ATP-dependent Clp protease proteolytic subunit (245 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 488179593
EC号 202-718-1
分子类型 小分子
IIUPAC Name pyrazine-2-carboxylic acid
INCHI 1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)
InChi Key NIPZZXUFJPQHNH-UHFFFAOYSA-N
Smiles C1=CN=C(C=N1)C(=O)O
Isomeric SMILES C1=CN=C(C=N1)C(=O)O
分子量 124.1
Beilstein号 112305
Reaxy-Rn 112305
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=112305&ln=

化学和物理性质

溶解性 Solubility in hot Water:almost transparency
密度 1.403
熔点 222-225°C
分子量 124.100 g/mol
XLogP3 0.100
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 4
可旋转键计数Rotatable Bond Count 1
精确质量Exact Mass 124.027 Da
单同位素质量Monoisotopic Mass 124.027 Da
拓扑极表面积Topological Polar Surface Area 63.100 Ų
重原子数Heavy Atom Count 9
形式电荷Formal Charge 0
复杂度Complexity 116.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS07
信号词 警告
危险声明

H302: 吞食有害

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理(请参阅此标签上的...)。

P330: 漱口

P302+P352: 如皮肤沾染:用水充分清洗。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P301+P317: 如果被吞咽:请寻求医疗帮助。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany 3
Merck Index 8970
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

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找到10个结果

批号(Lot Number) 证书类型 货号
A2206831 分析证书 P106883
A2206833 分析证书 P106883
A2206925 分析证书 P106883
G2524115 分析证书 P106883
C2110193 分析证书 P106883
C2110194 分析证书 P106883
C2110195 分析证书 P106883
B2317098 分析证书 P106883
D2324717 分析证书 P106883
J2417288 分析证书 P106883

此产品的引用文献

引用文献

1. Groll M, Berkers CR, Ploegh HL, Ovaa H.  (2006)  Crystal structure of the boronic acid-based proteasome inhibitor bortezomib in complex with the yeast 20S proteasome..  Structure,  14  (3): (451-6).  [PMID:16531229]
2. Mary Margaret Wade,Ying Zhang.  (2004-07-24)  Anaerobic incubation conditions enhance pyrazinamide activity against Mycobacterium tuberculosis..  Journal of medical microbiology,  53  ((Pt 8)): (769-773).  [PMID:15272064]
3. Takashi Iwanaga,Masanobu Sato,Tomoji Maeda,Toshio Ogihara,Ikumi Tamai.  (2006-10-18)  Concentration-dependent mode of interaction of angiotensin II receptor blockers with uric acid transporter..  The Journal of pharmacology and experimental therapeutics,  320  ((1)): (211-217).  [PMID:17043154]
4. Oren Zimhony,Catherine Vilchèze,Masayoshi Arai,John T Welch,William R Jacobs.  (2006-11-15)  Pyrazinoic acid and its n-propyl ester inhibit fatty acid synthase type I in replicating tubercle bacilli..  Antimicrobial agents and chemotherapy,  51  ((2)): (752-754).  [PMID:17101678]
5. Silvana C Ngo,Oren Zimhony,Woo Jin Chung,Halimah Sayahi,William R Jacobs,John T Welch.  (2007-05-09)  Inhibition of isolated Mycobacterium tuberculosis fatty acid synthase I by pyrazinamide analogs..  Antimicrobial agents and chemotherapy,  51  ((7)): (2430-2435).  [PMID:17485499]
6. Bruce A Ellsworth,Ying Wang,Yeheng Zhu,Annapurna Pendri,Samuel W Gerritz,Chongqing Sun,Kenneth E Carlson,Liya Kang,Rose A Baska,Yifan Yang,Qi Huang,Neil T Burford,Mary Jane Cullen,Susan Johnghar,Kamelia Behnia,Mary Ann Pelleymounter,William N Washburn,William R Ewing.  (2007-05-22)  Discovery of pyrazine carboxamide CB1 antagonists: the introduction of a hydroxyl group improves the pharmaceutical properties and in vivo efficacy of the series..  Bioorganic & medicinal chemistry letters,  17  ((14)): (3978-3982).  [PMID:17513109]
7. Tawfik Gharbaoui,Philip J Skinner,Young-Jun Shin,Claudia Averbuj,Jae-Kyu Jung,Benjamin R Johnson,Tracy Duong,Marc Decaire,Jane Uy,Martin C Cherrier,Peter J Webb,Susan Y Tamura,Ning Zou,Nathalie Rodriguez,P Douglas Boatman,Carleton R Sage,Andrew Lindstrom,Jerry Xu,Thomas O Schrader,Brian M Smith,Ruoping Chen,Jeremy G Richman,Daniel T Connolly,Steven L Colletti,James R Tata,Graeme Semple.  (2007-06-26)  Agonist lead identification for the high affinity niacin receptor GPR109a..  Bioorganic & medicinal chemistry letters,  17  ((17)): (4914-4919).  [PMID:17588745]
8. Stefania Tanase,Patricia Marques-Gallego,Wesley R Browne,Ronald Hage,Elisabeth Bouwman,Ben L Feringa,Jan Reedijk.  (2008-04-03)  Mechanistic implications of the active species involved in the oxidation of hydrocarbons by iron complexes of pyrazine-2-carboxylic acid..  Dalton transactions (Cambridge, England : 2003),  ((15)(15)): (2026-2033).  [PMID:18382780]
9. Keisuke Kagami,Kenji Onda,Kitaro Oka,Toshihiko Hirano.  (2008-07-01)  Suppression of blood lipid concentrations by volatile Maillard reaction products..  Nutrition (Burbank, Los Angeles County, Calif.),  24  ((11-12)): (1159-1166).  [PMID:18586457]
10. Wolfgang Holzer,Gernot A Eller,Barbara Datterl,Daniela Habicht.  (2009-04-30)  Derivatives of pyrazinecarboxylic acid: 1H, 13C and 15N NMR spectroscopic investigations..  Magnetic resonance in chemistry : MRC,  47  ((7)): (617-624).  [PMID:19402051]
11. Marta Filipa Simões,Emília Valente,M José Rodríguez Gómez,Elsa Anes,Luís Constantino.  (2009-06-06)  Lipophilic pyrazinoic acid amide and ester prodrugs stability, activation and activity against M. tuberculosis..  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences,  37  ((3-4)): (257-263).  [PMID:19491013]
12. João P S Fernandes,Kerly F M Pasqualoto,Veni M A Felli,Elizabeth I Ferreira,Carlos A Brandt.  (2010-01-26)  QSAR modeling of a set of pyrazinoate esters as antituberculosis prodrugs..  Archiv der Pharmazie,  343  ((2)): (91-97).  [PMID:20099263]
13. Anthony D Baughn,Jiaoyu Deng,Catherine Vilchèze,Angelica Riestra,John T Welch,William R Jacobs,Oren Zimhony.  (2010-09-30)  Mutually exclusive genotypes for pyrazinamide and 5-chloropyrazinamide resistance reveal a potential resistance-proofing strategy..  Antimicrobial agents and chemotherapy,  54  ((12)): (5323-5328).  [PMID:20876380]
14. Ping Lu,Anna C Haagsma,Hoang Pham,Janneke J Maaskant,Selena Mol,Holger Lill,Dirk Bald.  (2011-08-31)  Pyrazinoic acid decreases the proton motive force, respiratory ATP synthesis activity, and cellular ATP levels..  Antimicrobial agents and chemotherapy,  55  ((11)): (5354-5357).  [PMID:21876062]
15. Stewart T Cole.  (2011-09-17)  Microbiology. Pyrazinamide--old TB drug finds new target..  Science (New York, N.Y.),  333  ((6049)): (1583-1584).  [PMID:21921185]
16. Martin Dolezal,Diana Kesetovic,Jan Zitko.  (2011-11-15)  Antimycobacterial evaluation of pyrazinoic acid reversible derivatives..  Current pharmaceutical design,  17  ((32)): (3506-3514).  [PMID:22074423]
17. Mirko Zimic,Sebastian Loli,Robert H Gilman,Andrés Gutierrez,Patricia Fuentes,Milagros Cotrina,Daniela Kirwan,Patricia Sheen.  (2012-03-01)  A new approach for pyrazinamide susceptibility testing in Mycobacterium tuberculosis..  Microbial drug resistance (Larchmont, N.Y.),  18  ((4)): (372-375).  [PMID:22372927]
18. Hyun Kim,Keigo Shibayama,Emiko Rimbara,Shigetarou Mori.  (2014-06-21)  Biochemical characterization of quinolinic acid phosphoribosyltransferase from Mycobacterium tuberculosis H37Rv and inhibition of its activity by pyrazinamide..  PloS one,  ((6)): (e100062-e100062).  [PMID:24949952]
19. W Ebeid,M Salim,E Elkady,A Elzahr,R El-Bagary,G Patonay.  (2015-07-21)  Simultaneous determination of valsartan, amlodipine besylate and hydrochlorothiazide using capillary zone electrophoresis (CZE)..  Die Pharmazie,  70  ((6)): (368-373).  [PMID:26189296]
20. Beatriz E Bolívar,John T Welch.  (2017-02-22)  Studies of the Binding of Modest Modulators of the Human Enzyme, Sirtuin\u20056, by STD NMR..  Chembiochem : a European journal of chemical biology,  18  ((10)): (931-940).  [PMID:28222243]
21. Shirou Itagaki,Soji Shimamoto,Mitsuru Sugawara,Michiya Kobayashi,Katsumi Miyazaki,Takeshi Hirano,Ken Iseki.  (2005-08-09)  Phenolsulfonphthalein transport by potential-sensitive urate transport system..  European journal of pharmacology,  518  ((2-3)): (83-89).  [PMID:16083873]
22. Rustam Z Khaliullin,Alexis T Bell,Martin Head-Gordon.  (2006-07-21)  A density functional theory study of the mechanism of free radical generation in the system vanadate/PCA/H2O2..  The journal of physical chemistry. B,  109  ((38)): (17984-17992).  [PMID:16853308]
23. Jhy-Wen Wu,Tung-Hu Tsai.  (2007-06-02)  Effect of silibinin on the pharmacokinetics of pyrazinamide and pyrazinoic acid in rats..  Drug metabolism and disposition: the biological fate of chemicals,  35  ((9)): (1603-1610).  [PMID:17540707]
24. Y Sheeena Mary,Hema Tresa Varghese,C Yohannan Panicker,Martin Dolezal.  (2008-03-21)  Vibrational spectroscopic studies and ab initio calculations of a substituted amide of pyrazine-2-carboxylic acid--C12H10ClN3O..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  71  ((2)): (725-730).  [PMID:18353710]
25. Michael J Munchhof,Amy S Antipas,Laura C Blumberg,William H Brissette,Matthew F Brown,Jeffrey M Casavant,Jonathan L Doty,James Driscoll,Thomas M Harris,Lilli A Wolf-Gouveia,Christopher S Jones,Qifang Li,Robert G Linde,Paul D Lira,Anthony Marfat,Eric McElroy,Mark Mitton-Fry,Sandra P McCurdy,Lawrence A Reiter,Sharon L Ripp,Andrei Shavnya,Lisa M Thomasco,Kristen A Trevena.  (2009-02-03)  The identification of orally bioavailable thrombopoietin agonists..  Bioorganic & medicinal chemistry letters,  19  ((5)): (1428-1430).  [PMID:19186055]
26. Iwao Akashi,Keisuke Kagami,Toshihiko Hirano,Kitaro Oka.  (2009-03-21)  Protective effects of coffee-derived compounds on lipopolysaccharide/D-galactosamine induced acute liver injury in rats..  The Journal of pharmacy and pharmacology,  61  ((4)): (473-478).  [PMID:19298694]
27. Mohamed Abdel-Aziz,Hamdy M Abdel-Rahman.  (2010-05-22)  Synthesis and anti-mycobacterial evaluation of some pyrazine-2-carboxylic acid hydrazide derivatives..  European journal of medicinal chemistry,  45  ((8)): (3384-3388).  [PMID:20488590]
28. Masanobu Sato,Tomohiko Wakayama,Hideaki Mamada,Yoshiyuki Shirasaka,Takeo Nakanishi,Ikumi Tamai.  (2010-11-16)  Identification and functional characterization of uric acid transporter Urat1 (Slc22a12) in rats..  Biochimica et biophysica acta,  1808  ((6)): (1441-1447).  [PMID:21074513]
29. Halimah Sayahi,Oren Zimhony,William R Jacobs,Alexander Shekhtman,John T Welch.  (2011-07-22)  Pyrazinamide, but not pyrazinoic acid, is a competitive inhibitor of NADPH binding to Mycobacterium tuberculosis fatty acid synthase I..  Bioorganic & medicinal chemistry letters,  21  ((16)): (4804-4807).  [PMID:21775138]
30. Mirko Zimic,Patricia Fuentes,Robert H Gilman,Andrés H Gutiérrez,Daniela Kirwan,Patricia Sheen.  (2011-10-19)  Pyrazinoic acid efflux rate in Mycobacterium tuberculosis is a better proxy of pyrazinamide resistance..  Tuberculosis (Edinburgh, Scotland),  92  ((1)): (84-91).  [PMID:22004792]
31. H J Kim,H K Kwak,J Lee,Y J Yun,J S Lee,M S Lee,S Y Min,S K Park,H S Kang,Y H Maeng,S Y Kim,S Y Kim,Y H Kook,Y R Kim,K H Lee.  (2012-01-13)  Patterns of pncA mutations in drug-resistant Mycobacterium tuberculosis isolated from patients in South Korea..  The international journal of tuberculosis and lung disease : the official journal of the International Union against Tuberculosis and Lung Disease,  16  ((1)): (98-103).  [PMID:22236853]
32. Hu Lei, Liu Su, Song Jie, Jiang Yetao, He Aiyong, Xu Jiaxing.  (2020)  Zirconium-Containing Organic–Inorganic Nanohybrid as a Highly Efficient Catalyst for the Selective Synthesis of Biomass-Derived 2,5-Dihydroxymethylfuran in Isopropanol.  Waste and Biomass Valorization,  11  (7): (3485-3499).  [10.1007/s12649-019-00703-z]
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34. Lei Hu, Ning Li, Xiaoli Dai, Yuqi Guo, Yetao Jiang, Aiyong He, Jiaxing Xu.  (2019)  Highly efficient production of 2,5-dihydroxymethylfuran from biomass-derived 5-hydroxymethylfurfural over an amorphous and mesoporous zirconium phosphonate catalyst.  Journal of Energy Chemistry,  37  (82).  [10.1016/j.jechem.2018.12.001]

溶液计算器