190377-15-2

Basic information

• Product Name: 1H-Imidazol-2-amine, 4-(4-methoxyphenyl)-1-methyl-
• CAS NO: 190377-15-2
• Molecular Formula: C11H13N3O
• Molecular Weight: 203.244
• Mol File: 190377-15-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Imidazol-2-amine, 4-(4-methoxyphenyl)-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazol-2-amine, 4-(4-methoxyphenyl)-1-methyl-(190377-15-2)
• EPA Substance Registry System: 1H-Imidazol-2-amine, 4-(4-methoxyphenyl)-1-methyl-(190377-15-2)

Safety Data

• Hazardous Substances Data: 190377-15-2(Hazardous Substances Data)

Upstream product

• 931-61-3 N-methylpyrimidin-2-amine 
• 42245-42-1 methyl 3-(4-methoxyphenyl)glycidate 
• 5703-26-4 4-Methoxyphenylacetaldehyde 
• 97561-04-1 Potassium; 3-(4-methoxy-phenyl)-oxirane-2-carboxylate 
• 29705-80-4 1-(4-methoxyphenyl)-2-(methylamino)ethan-1-one hydrochloride 
• 2986-20-1 S-ethylisothiourea 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 13882-27-4 ethyl imidothiocarbamate hydroiodide 

Relevant articles and documents

Efficient Preparation of Alkaloids Polycarpine and Polycarpaurines A and C

An efficient method for the preparation of alkaloids polycarpine and polycarpaurines A and C via microwave-assisted three-step one-pot reaction as the key step has been developed. This is the first report about the synthesis of polycarpaurines A and C. Starting from commercially available p-methoxybenzaldehyde, polycarpine and polycarpaurine A were obtained over seven steps with 40 and 24 % overall yield, respectively. Polycarpine could convert to polycarpaurine C in 72% yield in the presence of NaHSO3. The structure of polycarpine and polycarpaurines A and C was confirmed by1H NMR,13C NMR, and HRMS.

First discovery of polycarpine, polycarpaurines A and C, and their derivatives as novel antiviral and antiphytopathogenic fungus agents

Marine natural products polycarpine, polycarpaurines A and C, and their derivatives were designed, synthesized, and characterized on the basis of 1H NMR and mass spectroscopy. The antiviral and antiphytopathogenic fungus activities of these alkaloids were first evaluated. Polycarpine derivative 1g displayed excellent in vivo antiviral activity against TMV (inactivation inhibitory effect, 57%/500 μg mL-1 and 19%/100 μg mL-1; curative inhibitory effect, 62%/500 μg mL-1 and 23%/100 μg mL-1; and protection inhibitory effect, 56%/500 μg mL-1 and 29%/100 μg mL-1), which is evidently higher than the activity of ribavirin (inactivation inhibitory effect, 37%/500 μg mL-1 and 9%/100 μg mL-1; curative inhibitory effect, 36%/500 μg mL-1 and 13%/100 μg mL-1; and protection inhibitory effect, 39%/500 μg mL-1 and 17%/100 μg mL-1), thus emerging as a new lead compound for antiviral research against TMV. Fungicidal testing in vitro showed that most of the compounds displayed good fungicidal activity against plant pathogenic fungi. Further in vivo fungicidal testing indicated that compounds 6a, 6f, and 8a-c displayed good fungicidal activity. Current results provide support for the development of polycarpine alkaloids as novel agrochemicals.

Efficient one-pot, two-step, microwave-assisted procedure for the synthesis of polysubstituted 2-aminoimidazoles

(Diagram presented) A microwave-assisted, one-pot, two-step protocol was developed for the construction of polysubstituted 2-aminoimidazoles. This process involves the sequential formation of imidazo[1,2-a]pyrimidinium salts from readily available 2-amino