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D7148

Sigma-Aldrich

3,4-Diaminopyridine

≥98%

Sinônimo(s):

3,4-DAP, 4,5-Diaminopyridine, Amifampridine, DAP, Pyridine-4,5-diamine

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1 G
R$ 292,00
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R$ 995,00

About This Item

Fórmula empírica (Notação de Hill):
C5H7N3
Número CAS:
54-96-6
Peso molecular:
109.13
Beilstein:
110232
Número CE:
200-220-9
Número MDL:
MFCD00006401
Código UNSPSC:
12352100
ID de substância PubChem:
57654120
NACRES:
NA.22

R$ 292,00

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Ensaio

≥98%

Formulário

powder

pf

216-218 °C (lit.)

cadeia de caracteres SMILES

Nc1ccncc1N

InChI

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

chave InChI

OYTKINVCDFNREN-UHFFFAOYSA-N

Informações sobre genes

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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Descrição geral

3,4-Diaminopyridine, also known as Amifampridine, is a heterocyclic compounds commonly used as a building block during the used for synthesis of Imidazo[4,5-c]pyridine and Co(III) Schiff base complexes.

Aplicação

3,4-Diaminopyridine can be used as a heterocyclic building block to prepare:      
  • Imidazo[4,5-c]pyridine, an important scaffold used for the preparation of CP-885316.[1]     
  • 9-Azajulolidine derivatives, which are used as efficient organocatalysts for acylation and aza-Morita-Baylis-Hillman reaction.[2]      
  • 2-Phenylpyrido[3,4-b]pyrazine by condensation reaction with α-methylsulfinylacetophenone in benzene/acetic acid as a solvent.[3]

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H300 + H330,H311,H319

Classificações de perigo

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

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
BCCL5276
BCCH4243
BCCD6340
BCCB1729
BCBZ9128

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4-Aminopyridine

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
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)
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
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)
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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