110189-06-5

Basic information

• Product Name: naamidine A
• Synonyms: naamidine A
• CAS NO: 110189-06-5
• Molecular Formula: C₂₃H₂₃N₅O₄
• Molecular Weight: 433.45982
• Mol File: 110189-06-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 633.1°Cat760mmHg
• Flash Point: 336.7°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 1.26E-16mmHg at 25°C
• Refractive Index: 1.665
• PKA: 9.96±0.15(Predicted)
• CAS DataBase Reference: naamidine A(CAS DataBase Reference)
• NIST Chemistry Reference: naamidine A(110189-06-5)
• EPA Substance Registry System: naamidine A(110189-06-5)

Safety Data

• Hazardous Substances Data: 110189-06-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C23H23N5O4/c1-27-19(13-15-4-8-16(29)9-5-15)18(12-14-6-10-17(32-3)11-7-14)24-22(27)25-20-21(30)28(2)23(31)26-20/h4-11,29H,12-13H2,1-3H3,(H,24,25,26,31)

Upstream product

• 3659-97-0 1-methylparabanic acid 
• 110189-03-2 4-((2-amino-4-(4-methoxybenzyl)-1-methyl-1H-imidazol-5-yl)methyl)phenol 
• 2130-96-3 O-benzyl-N-tert-butoxycarbonyl-L-tyrosine 
• 64263-81-6 N-(tert-butyloxycarbonyl)-N-methyl-O-(phenylmethyl)-L-tyrosine 
• 60-18-4 L-tyrosine 
• 3978-80-1 Boc-Tyr-OH 
• 123-11-5 4-methoxy-benzaldehyde 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 
• 876945-78-7 3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid 
• 38769-92-5 4-methoxybenzylmagnesium chloride 
• 247088-45-5 (RS)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 
• 876945-81-2 5-(4-(benzyloxy)benzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazol-2-amine 
• 876945-80-1 tert-butyl (1-(4-(benzyloxy)phenyl)-4-(4-methoxyphenyl)-3-oxobutan-2-yl)(methyl)carbamate 
• 876945-79-8 tert-butyl (3-(4-(benzyloxy)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)(methyl)carbamate 

Downstream Products

• 110189-08-7 5-Hydroxy-4-[5-(4-hydroxy-benzyl)-4-(4-methoxy-benzyl)-1-methyl-1H-imidazol-2-ylamino]-1-methyl-imidazolidin-2-one 
• 110189-03-2 4-((2-amino-4-(4-methoxybenzyl)-1-methyl-1H-imidazol-5-yl)methyl)phenol 
• 110189-07-6 Acetic acid 4-[5-(4-methoxy-benzyl)-3-methyl-2-(1-methyl-2,5-dioxo-2,5-dihydro-1H-imidazol-4-ylamino)-3H-imidazol-4-ylmethyl]-phenyl ester 

Related news

Theoretical study on the electronic structures and intramolecular charge transfer of naamine A, naamidine A (cas 110189-06-5) and naamidine G08/08/2019

The ground and excited states of naamine A, naamidine A and naamidine G have been investigated using the density functional theory and the time-dependent density functional theory methods. The geometric structures of naamine A, naamidine A and naamidine G in their ground and excited states are c...detailed

Relevant articles and documents

Naamines and naamidines as novel agents against a plant virus and phytopathogenic fungi

Naamines, naamidines and various derivatives of these marine natural products were synthesized and characterized by means of nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. The activities of these alkaloids against a plant virus and phytopathogenic fungi were evaluated for the first time. A benzyloxy naamine derivative 15d displayed excellent in vivo activity against tobacco mosaic virus at 500 μg/mL (inactivation activity, 46%; curative activity, 49%; and protective activity, 41%); its activities were higher than the corresponding activities of the commercial plant virucide ribavirin (32%, 35%, and 34%, respectively), making it a promising new lead compound for antiviral research. In vitro assays revealed that the test compounds exhibited very good antifungal activity against 14 kinds of phytopathogenic fungi. Again, the benzyloxy naamine derivative 15d exhibited broad-spectrum fungicidal activity, emerging as a new lead compound for fungicidal research. Additional in vivo assays indicated that many of the compounds displayed inhibitory effects >30%.

COMPOSITIONS AND METHODS COMPRISING SUBSTITUTED 2-AMINOIMIDAZOLES

The present invention presents 2-(acylamino)imidazoles with therapeutic activity, including selective activity against cancer cells, and compositions comprising them. Methods of using and preparing the 2-(acylamino)imidazoles are also presented.

A concise total synthesis of naamidine A

A total synthesis of naamidine A is reported. Key benefits of the described pathway include its brevity, its synthetic ease, and its flexibility with respect to the preparation of analogues. Formation of the 2-aminoimidazole core is achieved by condensati