77479-03-9

Basic information

• Product Name: 3,3'-(3,6-dihydropyrazine-2,5-diyl)dipropanoic acid
• Synonyms: 3,3'-(3,6-dihydropyrazine-2,5-diyl)dipropanoic acid
• CAS NO: 77479-03-9
• Molecular Formula: C10H14N2O4
• Molecular Weight: 226.22916
• Mol File: 77479-03-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 469.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.38±0.1 g/cm3(Predicted)
• PKA: 3.84±0.10(Predicted)
• CAS DataBase Reference: 3,3'-(3,6-dihydropyrazine-2,5-diyl)dipropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-(3,6-dihydropyrazine-2,5-diyl)dipropanoic acid(77479-03-9)
• EPA Substance Registry System: 3,3'-(3,6-dihydropyrazine-2,5-diyl)dipropanoic acid(77479-03-9)

Safety Data

• Hazardous Substances Data: 77479-03-9(Hazardous Substances Data)

Upstream product

• 106-60-5 ALA 
• 75-07-0 acetaldehyde 
• 5451-09-2 5-aminolevulinic acid hydrochloride 

Downstream Products

• 77479-02-8 pyrazine-2,5-dipropionic acid 

Relevant articles and documents

Reaction of acetaldehyde with 5-aminolevulinic acid via dihydropyrazine derivative

When a solution of 5-aminolevulinic acid (ALA) was incubated with acetaldehyde at neutral pH, a product was generated. This product was identified as 3-ethylpyrazine-2,5-dipropanoic acid (ETPY). ETPY was stable at neutral pH. It has been reported that ALA dimerizes at neutral pH generating 3,6-dihydro-pyrazine-2,5-dipropanoic acid (DHPY), and subsequently resulting in pyrazine-2,5-dipropanoic acid (PY) by autoxidation. In the present reaction, DHPY generated from ALA reacted with acetaldehyde, resulting in ETPY. Preadministration of ALA 3 min prior to acetaldehyde injection supressed the toxicity of acetaldehyde in male mice. These results suggest that ALA may be useful as a scavenger for acetaldehyde.

The nonenzymatic cyclic dimerisation of 5-aminolevulinic acid

The nonenzymatic cyclic dimerisation of 5-aminolevulinic aid (5-ALA) leads to the formation of a pyrazine (3) and, under some circumstances, pseudo-porphobilinogen (1). On the other hand, the enzyme-catalysed process leads to porphobilinogen (PBG). The products of the former reaction were identified from their NMR spectra and mechanisms for their formation are proposed.