D7148

3,4-Diaminopyridine

≥98%

• Synonym(s): 3,4-DAP, 4,5-Diaminopyridine, Amifampridine, DAP, Pyridine-4,5-diamine
• Empirical Formula (Hill Notation): C₅H₇N₃
• CAS Number: 54-96-6
• Molecular Weight: 109.13
• Beilstein/REAXYS Number: 110232
• EC Number: 200-220-9
• MDL number: MFCD00006401
• UNSPSC Code: 12352100
• PubChem Substance ID: 57654120
• NACRES: NA.22

Properties

• assay: ≥98%
• form: powder
• mp: 216-218 °C (lit.)
• SMILES string: Nc1ccncc1N
• InChI: 1S/C5H7N3/c6-4-1-2-8-3-5(4)7/h1-3H,7H2,(H2,6,8)
• InChI key: OYTKINVCDFNREN-UHFFFAOYSA-N
• Gene Information: 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)

Description

General description

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.

Application

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.     
• 9-Azajulolidine derivatives, which are used as efficient organocatalysts for acylation and aza-Morita-Baylis-Hillman reaction.      
• 2-Phenylpyrido[3,4-b]pyrazine by condensation reaction with α-methylsulfinylacetophenone in benzene/acetic acid as a solvent.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H330,H311,H319
• pcodes: P260 - P264 - P280 - P302 + P352 + P312 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Irrit. 2
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges