caffeidine

Base Information

• Chemical Name: caffeidine
• CAS No.: 20041-90-1
• Molecular Formula: C7H12 N4 O
• Molecular Weight: 168.198
• Hs Code.: 2934999090
• Mol file: 20041-90-1.mol

Synonyms:Imidazole-5-carboxamide,N,1-dimethyl-4-(methylamino)- (8CI); Caffeidine

Chemical Property of caffeidine

Chemical Property:

• Vapor Pressure: 2.32E-08mmHg at 25°C
• Boiling Point: 452°Cat760mmHg
• Flash Point: 227.2°C
• PSA: 62.44000
• Density: 1.23g/cm³
• LogP: 0.46920
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99.90% ^*data from raw suppliers

Caffeidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Caffeidine is an impurity of Caffeine (C080100), a xanthine alkaloid that acts as a stimulant drug and a reversible acetylcholinesterase inhibitor. Caffeidine have also shown inhibitory activity towards cyclic nucleotide phosphodiesterases.

Technology Process of caffeidine

There total 7 articles about caffeidine 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: 56.0%

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (58-08-2,138455-22-8,95789-13-2) → caffeidine (20041-90-1)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 3h; Reflux;

DOI:10.1039/c2ob06926a

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (58-08-2,138455-22-8,95789-13-2) + methylamine (74-89-5) → caffeidine (20041-90-1) + 1,1'-(((methylazanediyl)bis(methylene))bis(1-methyl-1H-imidazole-5,4-diyl))bis(1,3-dimethylurea) + 4-(((4-(1,3-dimethylureido)-1-methyl-1H-imidazol-5-yl)methyl)(methyl)amino)-N,1-dimethyl-1H-imidazole-5-carboxamide + 1,4,6,8-tetramethyl-1,4,5,6,7,8-hexahydro-9H-imidazo[4,5-f][1,3,5]triazocin-9-one + 1,3,7-trimethyl-1,2,3,7-tetrahydro-6H-purin-6-one + 4,4'-(methylenebis(methylazanediyl))bis(N,1-dimethyl-1H-imidazole-5-carboxamide)

Guidance literature:

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione; With sodium hydroxide; at 80 ℃; for 3.46667h;

formaldehyd; for 1h;

methylamine; With hydrogenchloride; In water; for 1h; pH=Ca. 5;

DOI:10.1002/chem.202002196

Reference yield:

→ caffeidine (20041-90-1)

Guidance literature:

With water;

upstream raw materials:

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

formaldehyd

methylamine

Downstream raw materials:

1,3,7-Trimethyl-2-((E)-styryl)-1,2,3,7-tetrahydro-purin-6-one; compound with picric acid

Picric acid; compound with 1,3,7-trimethyl-2-((E)-propenyl)-1,2,3,7-tetrahydro-purin-6-one

2-(2,4-Dimethyl-phenyl)-1,3,7-trimethyl-1,2,3,7-tetrahydro-purin-6-one; hydrochloride

2-(4-Methoxy-phenyl)-1,3,7-trimethyl-1,2,3,7-tetrahydro-purin-6-one; hydrochloride

Refernces

• 1、 Qi, Ji,Yin, Jingjun,Li, Donghong,Chen, Song,Liu, Zhenguo. "Development of a One-Step Synthesis of 5-Amino-1 H-imidazole-4-carboxamide". . p. 591 - 596. Retrieved 2021.
• 2、 Clark, Peter G. K.,Lein, Matthias,Keyzers, Robert A.. "Studies of the H-D exchange mechanism of malonganenone B". scheme or table. p. 1725 - 1729. Retrieved 2012/04/11.