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Merck

255920

Sigma-Aldrich

1,1′-(偶氮二羰基)二哌啶

99%

别名:

1,1′-偶氮双(NN-五亚甲基甲酰胺), ADD, NSC 356027, SR 4077, 偶氮二甲酰二哌啶

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About This Item

经验公式(希尔记法):
C12H20N4O2
CAS号:
分子量:
252.31
Beilstein:
261917
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

99%

表单

solid

mp

134-136 °C (lit.)

官能团

azo

SMILES字符串

O=C(\N=N\C(=O)N1CCCCC1)N2CCCCC2

InChI

1S/C12H20N4O2/c17-11(15-7-3-1-4-8-15)13-14-12(18)16-9-5-2-6-10-16/h1-10H2/b14-13+

InChI key

OQJBFFCUFALWQL-BUHFOSPRSA-N

应用

制备用反应物:
  • 多氟烷基化三吡唑甲烷配体

  • 通过 Mitsunobu 糖基化的 (-)-潮霉素 A
  • 通过 Mitsunobu 反应光学活性 α,α-二取代氨基酸
  • 通过 [2 + 2] 环加成反应合成叠氮-β-内酰胺类
  • 糖基二硫化物
  • 吡啶醚类 PPAR 激动剂
  • 组合新糖肽合成的 S-糖基氨基酸构件
  • 组胺 H3 受体拮抗剂

反应物用于:
  • Mitsunobu 翻转反应
广泛用于 Mitsunobu 反应的试剂
用于研究芳基硼酸通过铜催化加成得到偶氮二甲酸衍生物,从而生成芳基取代酰肼的反应。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Dougherty, J.M.; et al.
Tetrahedron, 61, 6218-6218 (2005)
Takeshi Uemura et al.
The Journal of organic chemistry, 70(21), 8631-8634 (2005-10-08)
The addition of arylboronic acids 1 to azodicarboxylates 2 in the presence of a catalytic amount of a copper salt under mild reaction conditions gives aryl-substituted hydrazines 3 in high yields. The reaction is tolerant of a wide variety of
M A Baker et al.
Radiation research, 113(2), 346-355 (1988-02-01)
The mechanism of radiosensitization by diazenedicarboxylic acid bis(N),N-piperidide (SR 4077), a less toxic analog of diamide, was studied using Chinese hamster ovary cells. SR 4077 gave an average SER of 1.58 for postirradiation incubations of 0.5, 1.0, or 2.0 h.
Tetrahedron Letters, 34, 1639-1639 (1993)
E A Bump et al.
International journal of radiation oncology, biology, physics, 12(8), 1533-1535 (1986-08-01)
Several analogs of the glutathione (GSH) oxidizing reagent diamide [diazenedicarboxylic acid bis(N,N'-diethylamide)] were tested as radiosensitizers of aerobic cells. In general, radiosensitization correlates with the rate of reaction with cellular reducing agents and occurs only when the reductive capacity of

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