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P57204

Sigma-Aldrich

哒嗪

98%

别名:

1,2-二氮杂苯, 1,2-噻嗪, 邻噻嗪

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About This Item

经验公式（希尔记法）:
C4H4N2
CAS号:
289-80-5
分子量:
80.09
Beilstein:
103906
EC 号:
206-025-5
MDL编号:
MFCD00006463
UNSPSC代码:
12352100
PubChem化学物质编号:
24898697
NACRES:
NA.22

质量水平

100

方案

98%

折射率

n20/D 1.524 (lit.)

沸点

208 °C (lit.)

mp

−8 °C (lit.)

密度

1.103 g/mL at 25 °C (lit.)

SMILES字符串

c1ccnnc1

InChI

1S/C4H4N2/c1-2-4-6-5-3-1/h1-4H

InChI key

PBMFSQRYOILNGV-UHFFFAOYSA-N

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相关类别

一般描述

哒嗪是一种单碱式1,2-二嗪化合物，通常可通过1,4-二羰基与肼反应进行制备。哒嗪环存在于如克雷达嗪、吡哆醇等多种除草剂，以及如头孢唑仑、奥拉帕利、他拉唑帕利和卡达拉嗪等多种药物中。

应用

哒嗪可用于：
  • 作为构建单元，用于合成可作为GSK-3抑制剂的N-苯基-4-吡唑并[1,5-b]哒嗪-3-基-嘧啶-2-胺衍生物。
  • 作为合成具有重要药用价值的吡咯并[1,2-b]哒嗪衍生物的起始材料。
  • 在酸性条件下制备可作为钢铁缓蚀剂的1-（6-乙氧基-6-氧代己基）哒嗪-1-溴化铵和1-（2-溴乙酰基）哒嗪溴化铵离子液体。

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

185.0 °F - closed cup

闪点(°C)

85 °C - closed cup

个人防护装备

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SDBB1139
STBK6033
STBK0897
STBJ5863
STBJ3265

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Jeffrey R Reimers et al.
Physical chemistry chemical physics : PCCP, 14(25), 8791-8802 (2012-04-26)
A unified picture is presented of water interacting with pyridine, pyridazine, pyrimidine, and pyrazine on the S(1) manifold in both gas-phase dimers and in aqueous solution. As (n,π*) excitation to the S(1) state removes electrons from the ground-state hydrogen bond
Six membered heterocyclic compounds with two or more heteroatoms
Heterocyclic Chemistry (2010)
Scott S Walker et al.
Antimicrobial agents and chemotherapy, 55(11), 5099-5106 (2011-08-17)
The echinocandins are a class of semisynthetic natural products that target β-1,3-glucan synthase (GS). Their proven clinical efficacy combined with minimal safety issues has made the echinocandins an important asset in the management of fungal infection in a variety of
N-Phenyl-4-pyrazolo [1, 5-b] pyridazin-3-ylpyrimidin-2-amines as potent and selective inhibitors of glycogen synthase kinase 3 with good cellular efficacy
Tavares FX, et al.
Journal of Medicinal Chemistry, 47(19), 4716-4730 (2004)
Alessio Raimondi et al.
Inorganic chemistry, 51(5), 2966-2975 (2012-03-01)
A series of [Re(2)(μ-ER)(2)(CO)(6)(μ-pydz)] complexes have been synthesized (E = S, R = C(6)H(5), 2; E = O, R = C(6)F(5), 3; C(6)H(5), 4; CH(3), and 5; H, 6), starting either from [Re(CO)(5)O(3)SCF(3)] (for 2 and 4), [Re(2)(μ-OR)(3)(CO)(6)](-) (for 3
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