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2-氨基-4-甲基吡啶, 诱导性 NOS 抑制剂

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货号 (SKU) 包装规格 是否现货 价格 数量
A107214-25g
25g 现货 Stock Image
A107214-100g
100g 现货 Stock Image
A107214-250g
250g 现货 Stock Image
A107214-500g
500g 现货 Stock Image

基本描述

别名 2-氨基-4-皮考林
英文别名 A0402 | BRD-K74039237-001-01-7 | WLN: T6NJ BZ D1 | AKOS000119085 | FT-0661940 | Tocris-1020 | W-45 | 4-methylpyridyl amine | STK385035 | 4M2AP | DTXCID9024720 | Ascensil | DTXSID1044720 | Methyl-4 amino-2-pyridine | NSC-176165 | 4-METHYLPYRIDIN-2-AMINE, 6
规格或纯度 Moligand™, ≥98%
英文名称 2-Amino-4-picoline
生化机理 2- 氨基 -4- 甲基吡啶体外抑制小鼠原始264.7细胞诱导型 no 合酶活性。
应用 A potent inhibitor of NOS2 (iNOS)
储存温度 2-8°C储存,充氩
运输条件 冰袋运输
作用类型 抑制剂
作用机制 诱导性 NOS 抑制剂
产品介绍

2-Amino-4-methylpyridine is a potent inhibitor of NOS2 (iNOS) in vitro.A potent inhibitor of NOS2 (iNOS)

Product Description:

2-Amino-4-methylpyridine acts as ligand and forms methoxo-bridged copper(II) complexes.


Product Application:

2-Amino-4-methylpyridine has been used in the synthesis of 2-amino-4-methyl-pyridinium 2-hy¬droxy¬benzoate.

纯度 ≥98%

关联靶点(人)

NOS2 Tchem 一氧化氮合酶,可诱导(Nitric oxide synthase, inducible) (5 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)
NOS1 Tchem 一氧化氮合酶,脑(Nitric oxide synthase, brain) (4 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)
NOS3 Tchem 一氧化氮合酶,内皮(Nitric oxide synthase, endothelial) (4 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)
NOS1 Tchem Nitric-oxide synthase, brain (1786 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NOS3 Tchem Nitric-oxide synthase, endothelial (1452 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 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
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NOS1 Tchem Nitric oxide sythases; iNOS & nNOS (685 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)

Nos2 Nitric oxide synthase, inducible (3573 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 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

EC号 211-780-9
分子类型 小分子
IIUPAC Name 4-methylpyridin-2-amine
INCHI 1S/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8)
InChi Key ORLGLBZRQYOWNA-UHFFFAOYSA-N
Smiles CC1=CC(=NC=C1)N
Isomeric SMILES CC1=CC(=NC=C1)N
UN Number 2811
分子量 108.14
Beilstein号 107066
Reaxy-Rn 107066
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=107066&ln=

化学和物理性质

溶解性 Soluble in water (41 mg/ml at 20 °C), lower alcohols (slightly), chloroform, ethyl acetate, and DMF.
密度 1.068
敏感性 对湿度敏感
闪点(℉) 244.4 °F
闪点(℃) 118 °C
沸点 230°C
熔点 96-101°C
分子量 108.140 g/mol
XLogP3 0.600
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 2
可旋转键计数Rotatable Bond Count 0
精确质量Exact Mass 108.069 Da
单同位素质量Monoisotopic Mass 108.069 Da
拓扑极表面积Topological Polar Surface Area 38.900 Ų
重原子数Heavy Atom Count 8
形式电荷Formal Charge 0
复杂度Complexity 72.900
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 GHS06,   GHS07,   GHS08
信号词 危险
危险声明

H301: 吞咽会中毒

H311: 皮肤接触有毒

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H331: 吸入会中毒

H335: 可能引起呼吸道刺激

H373: 通过长时间或反复暴露对器官造成损害

预防措施声明

P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。

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。

P361+P364: 立即脱掉所有沾染的衣服,清洗后方可重新使用。

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+P316: 如果吞咽:立即寻求紧急医疗救助。

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。

P316: 立即寻求紧急医疗救助。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany 3
RTECS TJ5150000
Merck Index 466
个人防护装备 Eyeshields,Faceshields,Gloves,type P2 (EN 143) respirator cartridges

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批号(Lot Number) 证书类型 货号
J2126304 分析证书 A107214
J2126330 分析证书 A107214
J2126331 分析证书 A107214
J2126335 分析证书 A107214
A2330396 分析证书 A107214
A2330397 分析证书 A107214
A2330405 分析证书 A107214

此产品的引用文献

引用文献

1. Faraci WS, Nagel AA, Verdries KA, Vincent LA, Xu H, Nichols LE, Labasi JM, Salter ED, Pettipher ER.  (1996)  2-Amino-4-methylpyridine as a potent inhibitor of inducible NO synthase activity in vitro and in vivo..  Br J Pharmacol,  119  (6): (1101-8).  [PMID:8937711]
2. M Vlaskovska,I Krushkov.  (1989-01-01)  [Study of the effect of analgeton on the release of beta-endorphin and its effect on chronic hyperalgesia]..  Eksperimentalna meditsina i morfologiia,  28  ((3)): (14-21).  [PMID:2530083]
3. K Simeonova,I Lambev,I Krushkov.  (1987-01-01)  [Baroreflex effects on systolic arterial pressure and the intersystolic period in a comparative study of aminton and phenylephrine]..  Eksperimentalna meditsina i morfologiia,  26  ((4)): (18-22).  [PMID:3446484]
4. M W Fryer,W E Glover.  (1997-11-14)  Effects of 4-methyl-2-aminopyridine on [3H]-noradrenaline overflow and contractility of isolated rabbit arteries..  General pharmacology,  29  ((4)): (657-663).  [PMID:9352318]
5. Sheela Sharma,Betty P Wilkinson,Pu Gao,Vernon E Steele.  (2002-06-26)  Differential activity of NO synthase inhibitors as chemopreventive agents in a primary rat tracheal epithelial cell transformation system..  Neoplasia (New York, N.Y.),  ((4)): (332-336).  [PMID:12082549]
6. Sherif Y Saad,Tawfeeg A O Najjar,Mohammed H Daba,Ammar C Al-Rikabi.  (2003-04-04)  Inhibition of nitric oxide synthase aggravates cisplatin-induced nephrotoxicity: effect of 2-amino-4-methylpyridine..  Chemotherapy,  48  ((6)): (309-315).  [PMID:12673106]
7. Ravil R Petrov,Ruben S Vardanyan,Yeon S Lee,Shou-wu Ma,Peg Davis,Lucinda J Begay,Josephine Y Lai,Frank Porreca,Victor J Hruby.  (2006-07-11)  Synthesis and evaluation of 3-aminopropionyl substituted fentanyl analogues for opioid activity..  Bioorganic & medicinal chemistry letters,  16  ((18)): (4946-4950).  [PMID:16828552]
8. Elsa D Garcin,Andrew S Arvai,Robin J Rosenfeld,Matt D Kroeger,Brian R Crane,Gunilla Andersson,Glen Andrews,Peter J Hamley,Philip R Mallinder,David J Nicholls,Stephen A St-Gallay,Alan C Tinker,Nigel P Gensmantel,Antonio Mete,David R Cheshire,Stephen Connolly,Dennis J Stuehr,Anders Aberg,Alan V Wallace,John A Tainer,Elizabeth D Getzoff.  (2008-10-14)  Anchored plasticity opens doors for selective inhibitor design in nitric oxide synthase..  Nature chemical biology,  ((11)): (700-707).  [PMID:18849972]
9. Ullvi Bluhm,Jean-Luc Boucher,Uwe Buss,Bernd Clement,Friederike Friedrich,Ulrich Girreser,Dieter Heber,Thanh Lam,Michel Lepoivre,Mojgan Rostaie-Gerylow,Ulrich Wolschendorf.  (2009-01-16)  Synthesis and evaluation of pyrido[1,2-a]pyrimidines as inhibitors of nitric oxide synthases..  European journal of medicinal chemistry,  44  ((7)): (2877-2887).  [PMID:19144449]
10. Somnath Ray Choudhury,Biswajit Dey,Suranjana Das,Arturo Robertazzi,Atish Dipankar Jana,Chih-Yuan Chen,Hon Man Lee,Patrick Gamez,Subrata Mukhopadhyay.  (2009-09-18)  Robust recognition of malonate and 2-amino-4-picolinium in conjunction with M(II) as a triad (M = Ni/Co/Mn): role of this highly stable hydrogen-bonded motif in driving supramolecular self-assembly..  Dalton transactions (Cambridge, England : 2003),  ((37)(37)): (7617-7624).  [PMID:19759933]
11. Biswarup Saha,Md Maidul Islam,Susmita Paul,Saheli Samanta,Shayoni Ray,Chitta Ranjan Santra,Somnath Ray Choudhury,Biswajit Dey,Amrita Das,Somnath Ghosh,Subrata Mukhopadhyay,Gopinatha Suresh Kumar,Parimal Karmakar.  (2010-04-13)  DNA binding ability and hydrogen peroxide induced nuclease activity of a novel Cu(II) complex with malonate as the primary ligand and protonated 2-amino-4-picoline as the counterion..  The journal of physical chemistry. B,  114  ((17)): (5851-5861).  [PMID:20380411]
12. Jonita Stankevičiūtė, Justas Vaitekūnas, Vytautas Petkevičius, Renata Gasparavičiūtė, Daiva Tauraitė, Rolandas Meškys,.  (2016-12-17)  Oxyfunctionalization of pyridine derivatives using whole cells of Burkholderia sp. MAK1..  Scientific reports,  ( 39129-39129 ).  [PMID:27982075]
13. N Kiloh,A L Harvey,W E Glover.  (1981-03-05)  Actions of 4-methyl-2-aminopyridine on neuromuscular transmission and contractility of skeletal muscle..  European journal of pharmacology,  70  ((1)): (53-57).  [PMID:6260515]
14. F Bergmann,R Elam.  (1980-10-01)  On the mechanism of action of 2-amino-4-methylpyridine, a morphine-like analgesic..  Archives internationales de pharmacodynamie et de therapie,  247  ((2)): (275-282).  [PMID:6449914]
15. W E Glover.  (1981-04-24)  Cholinergic effect of 4-aminopyridine and adrenergic effect of 4-methyl-2-aminopyridine in cardiac muscle..  European journal of pharmacology,  71  ((1)): (21-31).  [PMID:7238587]
16. I Panova,I Kurshkov,P Uzunov.  (1981-01-01)  [Effect of aminton on noradrenaline and adrenaline depots in the rat heart]..  Eksperimentalna meditsina i morfologiia,  20  ((3)): (166-170).  [PMID:7308123]
17. E R Pettipher,T A Hibbs,M A Smith,R J Griffiths.  (1997-08-01)  Analgesic activity of 2-amino-4-methylpyridine, a novel NO synthase inhibitor..  Inflammation research : official journal of the European Histamine Research Society ... [et al.],  46 Suppl 2  (S135-S136).  [PMID:9297548]
18. Eun-Ae Jo,Ji-Hyun Lee,Chul-Ho Jun.  (2008-11-15)  Rhodium(I)-catalyzed one-pot synthesis of dialkyl ketones from methanol and alkenes through directed sp3 C-H bond activation of N-methylamine..  Chemical communications (Cambridge, England),  (44)  ((44)): (5779-5781).  [PMID:19009079]
19.  (2009-11-04)  Guide to Receptors and Channels (GRAC), 4th Edition..  British journal of pharmacology,  158 Suppl 1  (S1-254).  [PMID:19883461]
20. Madhukar Hemamalini,Hoong-Kun Fun.  (2010-01-01)  2-Amino-4-methyl-pyridinium 2-hy-droxy-benzoate..  Acta crystallographica. Section E, Structure reports online,  66  ((Pt 8)): (o2151-o2152).  [PMID:21588437]
21. G Anandha Babu,P Ramasamy.  (2011-09-02)  Growth and characterization of 2-amino-4-picolinium toluene sulfonate single crystal..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  82  ((1)): (521-526).  [PMID:21880542]
22. I Bryndal,E Kucharska,W Sąsiadek,M Wandas,T Lis,J Lorenc,J Hanuza.  (2012-09-04)  Molecular and crystal structures, vibrational studies and quantum chemical calculations of 3 and 5-nitroderivatives of 2-amino-4-methylpyridine..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  96  (952-962).  [PMID:22939283]
23. Xiaopeng Wei, Shuang Chen, Guoyuan Zheng, Qiule Zhao, Shuyi Mo, Jilin Wang, Disheng Yao, Nan Tian, Fei Long.  (2024)  Synthesis, crystal structure, thermal stability, and photovoltaic properties of organic-inorganic hybridized copper-based perovskite single crystals modulated by organics.  JOURNAL OF MOLECULAR STRUCTURE,  1304  (137634).  [10.1016/j.molstruc.2024.137634]

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