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255920

Sigma-Aldrich

1,1'-(偶氮二羰基)二哌啶

99%

别名:

1,1′-偶氮双（N，N-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:
10465-81-3
分子量:
252.31
Beilstein:
261917
MDL號碼:
MFCD00010111
分類程式碼代碼:
12352005
PubChem物質ID:
24855495
NACRES:
NA.22

品質等級

200

化驗

99%

形狀

solid

mp

134-136 °C (lit.)

官能基

azo

SMILES 字串

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 密鑰

OQJBFFCUFALWQL-BUHFOSPRSA-N

應用

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。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBP0556
SHBL3313
SHBJ4730
SHBH0672V
SHBG5846V

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Hiroki Sato et al.
Bioorganic & medicinal chemistry, 10(5), 1595-1610 (2002-03-12)
Structure--activity relationship studies of 1beta-methyl-2-[(3S,5R)-5-(4-aminomethylphenyl)pyrrolidin-3-ylthio]carbapenems, especially those pertaining to the relationship between antibacterial activity and side-chain structure were conducted. These studies suggested that the trans-(3S,5R)-5-phenylpyrrolidin-3-ylthio side-chain and the aminomethyl group at the 4-position of the phenyl ring play a key
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
Tetrahedron Letters, 34, 1639-1639 (1993)
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.
E A Bump et al.
International journal of radiation oncology, biology, physics, 29(2), 249-253 (1994-05-15)
To determine whether biological effects of radiation, such as apoptosis, that differ from classical clonogenic cell killing, can be modified with agents that would not be expected to modify classical clonogenic cell killing. This would expand the range of potential
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Reagents for the Mitsunobu Reaction

One of the most powerful and widely used carboncarbon bond forming reactions in organic synthesis is the Mitsunobu reaction.

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