3,5-Diamino-6-chloropyrazine-2-carboxylic acid

Base Information

• Chemical Name: 3,5-Diamino-6-chloropyrazine-2-carboxylic acid
• CAS No.: 4878-36-8
• Molecular Formula: C5H5ClN4O2
• Molecular Weight: 188.573
• Hs Code.: 2933990090
• European Community (EC) Number: 811-241-3
• UNII: 5WS823P8MP
• DSSTox Substance ID: DTXSID80197604
• Nikkaji Number: J3.310.231C
• Wikidata: Q83070430
• Mol file: 4878-36-8.mol

Synonyms:3,5-diamino-6-chloro-pyrazine acid

Chemical Property of 3,5-Diamino-6-chloropyrazine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.82E-10mmHg at 25°C
• Melting Point: 212-213 °C(Solv: acetone (67-64-1))
• Boiling Point: 480.5°C at 760 mmHg
• PKA: 3.94±0.10(Predicted)
• Flash Point: 244.4°C
• PSA: 115.12000
• Density: 1.797g/cm³
• LogP: 1.15500
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 188.0101031
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99%, ^*data from raw suppliers

3,5-Diamino-6-chloropyrazine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(N=C(C(=N1)Cl)N)N)C(=O)O
• Uses: 3,5-Diamino-6-chloropyrazine-2-carboxylic Acid is used in the study of insulin secretion in relation to amiloride. Also, used as β-blockers and diuretics and impurities in pharmaceuticals determination.

Technology Process of 3,5-Diamino-6-chloropyrazine-2-carboxylic acid

There total 4 articles about 3,5-Diamino-6-chloropyrazine-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (1458-01-1) → 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (4878-36-8)

Guidance literature:

3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester; With methanol; lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 72h;

With hydrogenchloride; water; In tetrahydrofuran; methanol;

Reference yield: 57.0%

amiloride (2609-46-3) → 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (4878-36-8)

Guidance literature:

In sodium hydroxide; at 90 ℃; for 7h; pH=13.5;

DOI:10.3797/scipharm.aut-04-10

Reference yield:

3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (1458-01-1) → 3,5-diamino-6-chloro-pyrazinecarboxylic acid 2-methylhydrazide (80364-48-3) + 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid (4878-36-8)

Guidance literature:

In diethylene glycol dimethyl ether; at 100 ℃; for 16h;

DOI:10.1002/jhet.5570180533

upstream raw materials:

3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester

amiloride

Downstream raw materials:

C₁₈H₁₆ClN₉O

((S)-5-[2-(4-benzyloxy-phenyl)-acetylamino]-1-{[(3,5-diamino-6-chloro-pyrazine-2-carbonyl)-amino]-methyl}-pentyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "SUBSTITUTED BENZIMIDAZOLIUM COMPOUNDS USEFUL IN THE TREATMENT OF RESPIRATORY DISEASES". Page/Page column 19. . Retrieved 2016/11/07.
• 2、 -. "NOVEL TETRA- AND PENTASUBSTITUTED BENZIMIDAZOLIUM COMPOUNDS". Paragraph 0153-0154. . Retrieved 2015/02/18.