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经验公式(希尔记法):
C9H9N5 · xHCl
化学文摘社编号:
分子量:
187.20 (free base basis)
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
产品名称
(4-(1,2,4,5-四嗪-3-基)苯基)甲胺 盐酸盐, 95%
InChI
1S/C9H9N5.ClH/c10-5-7-1-3-8(4-2-7)9-13-11-6-12-14-9;/h1-4,6H,5,10H2;1H
SMILES string
NCC1=CC=C(C2=NN=CN=N2)C=C1.[H]Cl
InChI key
FAAUXGMWUKVOPI-UHFFFAOYSA-N
assay
95%
form
solid
reaction suitability
reaction type: click chemistry
reagent type: linker
mp
206-225 °C (decomposition)
functional group
amine
storage temp.
−20°C
Quality Level
Application
胺官能化四嗪可用于反电子需求Diels-Alder环加成反应。四嗪将与张力较大的烯烃反应,如反式环辛烯、降冰片烯和环丙烯,产生稳定的共价键。已证明四嗪可用于许多生物成像和生物共轭应用的生物正交反应。
General description
4-(1,2,4,5-四嗪-3-基)苯基)甲胺是一种1,2,4,5-四嗪衍生物,能够与张力较大的烯烃发生[4+2] Diels-Alder环加成反应,这使其在生物正交标记和细胞检测应用中非常实用。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Synthesis and evaluation of a series of 1, 2, 4, 5-tetrazines for bioorthogonal conjugation
Karver MR, et al.
Bioconjugate Chemistry, 22(11), 2263-2270 (2011)
Thermally Induced Silane Dehydrocoupling on Silicon Nanostructures.
Kim D, et al.
Angewandte Chemie (International Edition in English), 55(22), 6423-6427 (2016)
A Bone-Seeking trans-Cyclooctene for Pretargeting and Bioorthogonal Chemistry: A Proof of Concept Study Using 99mTc-and 177Lu-Labeled Tetrazines.
Yazdani A, et al.
Journal of Medicinal Chemistry, 59(20), 9381-9389 (2016)
Mark R Karver et al.
Bioconjugate chemistry, 22(11), 2263-2270 (2011-09-29)
1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pair combination has been applied to bioorthogonal labeling and cell detection applications; however
Neal K Devaraj et al.
Bioconjugate chemistry, 19(12), 2297-2299 (2008-12-05)
Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueous media. Her2/neu receptors on live human breast
实验方案
Protocol for GC Analysis of Bacterial Acid Methyl Esters (BAMEs) on Equity®-1
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