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Merck
CN
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文件

D7148

Sigma-Aldrich

3,4-二氨基吡啶

≥98%

别名:

3,4-DAP, 4,5-二氨基吡啶, DAP, 二氨吡啶, 吡啶-4,5-二胺

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About This Item

经验公式（希尔记法）:
C5H7N3
CAS号:
54-96-6
分子量:
109.13
Beilstein:
110232
EC 号:
200-220-9
MDL编号:
MFCD00006401
UNSPSC代码:
12352100
PubChem化学物质编号:
57654120
NACRES:
NA.22

质量水平

100

检测方案

≥98%

形式

powder

mp

216-218 °C (lit.)

SMILES字符串

Nc1ccncc1N

InChI

1S/C5H7N3/c6-4-1-2-8-3-5(4)7/h1-3H,7H2,(H2,6,8)

InChI key

OYTKINVCDFNREN-UHFFFAOYSA-N

基因信息

human ... KCNA1(3736) , KCNA10(3744) , KCNA2(3737) , KCNA3(3738) , KCNA4(3739) , KCNA5(3741) , KCNA6(3742) , KCNA7(3743) , KCNB1(3745) , KCNB2(9312) , KCNC1(3746) , KCNC2(3747) , KCNC3(3748) , KCNC4(3749) , KCND1(3750) , KCND2(3751) , KCND3(3752) , KCNF1(3754) , KCNG1(3755) , KCNG2(26251) , KCNG3(170850) , KCNG4(93107) , KCNH1(3756) , KCNH2(3757) , KCNH3(23416) , KCNH4(23415) , KCNH5(27133) , KCNH6(81033) , KCNH7(90134) , KCNH8(131096) , KCNQ1(3784) , KCNQ2(3785) , KCNQ3(3786) , KCNQ4(9132) , KCNQ5(56479) , KCNS1(3787) , KCNS2(3788) , KCNS3(3790) , KCNV1(27012) , KCNV2(169522)

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相关类别

应用

3,4-二氨基吡啶可用作制备以下物质的杂环构建单元：      
  • 咪唑并[4,5-c]吡啶，一种用于制备 CP-885316 的重要支架。     
  • 9-氮杂双环烷衍生物，其被用作酰化和氮杂-莫里塔-贝利斯-希尔曼反应的有效有机催化剂。      
  • 2-苯基吡啶并[3,4-b]吡嗪，通过在苯/乙酸溶剂中与 α-甲基亚磺酰基苯乙酮缩合反应而生成。

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险分类

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Irrit. 2

WGK

WGK 3

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Raman Tandon et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(20), 6435-6442 (2013-03-19)
New heterocyclic derivatives of 9-azajulolidine have been synthesized and characterized with respect to their nucleophilicity and Lewis basicity. The Lewis basicity of these bases as quantified through their theoretically calculated methyl-cation affinities correlate well with the experimentally measured reaction rates
Synthesis of 2-Arylpyrido [3, 4-b] pyrazine Derivatives through Condensation of 3, 4-Diaminopyridine with ?-Keto Sulfoxides
Kano S and Yuasa Y
Journal of Heterocyclic Chemistry, 20(3), 769-770 (1983)
Monika Cecilija Žužek et al.
Toxicology letters, 281, 95-101 (2017-09-25)
The effects of natural polymeric alkylpyridinium salt (nPoly-3-APS), a potent acetylcholinesterase inhibitor isolated from the marine sponge Reniera sarai, were studied on isolated mouse phrenic nerve-hemidiaphragm muscle preparations using electrophysiological approaches. nPoly-3-APS inhibited nerve-evoked isometric muscle twitch and tetanic contraction
Regioselective Synthesis of an Imidazo [4, 5-c] pyridine through Selective Acylation of 3, 4-Diaminopyridine: Synthesis of CP-885,316
Caron S, et al.
Organic Process Research & Development, 10(2), 257-261 (2006)
Xuejing Song et al.
Materials (Basel, Switzerland), 11(10) (2018-10-27)
Pyrazine derivatives quinoxaline and pyridopyrazine were selected as the acceptors, and benzocarbazole was used as the donor to synthesize four different D⁻A⁻D compounds. The results showed that 2,3-bis(decyloxy)pyridine[3,4-b]pyrazine (DPP) exhibited stronger electron-withdrawing ability than that of 2,3-bis(decyloxy)quinoxaline (DPx), because DPP
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