16928-30-6

Basic information

• Product Name: Methanamine, N-[(3-methoxyphenyl)methylene]-
• CAS NO: 16928-30-6
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Mol File: 16928-30-6.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Methanamine, N-[(3-methoxyphenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanamine, N-[(3-methoxyphenyl)methylene]-(16928-30-6)
• EPA Substance Registry System: Methanamine, N-[(3-methoxyphenyl)methylene]-(16928-30-6)

Safety Data

• Hazardous Substances Data: 16928-30-6(Hazardous Substances Data)

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 
• 70972-90-6 N-Chlor-N-methyl-m-methoxy-benzylamin 
• 41789-95-1 1-(3-methoxyphenyl)-N-methylmethanamine 

Downstream Products

• 41789-95-1 1-(3-methoxyphenyl)-N-methylmethanamine 
• 1219730-68-3 3-(4-bromophenyl)-1-(3-methoxybenzyl)-1-methylurea 
• 1219726-03-0 3-(4-(1H-pyrazol-4-yl)phenyl)-1-(3-methoxybenzyl)-1-methylurea 
• 1415240-64-0 C₁₈H₂₀FNO 
• 1415240-63-9 C₁₈H₂₁NO 
• 1415240-62-8 C₁₇H₁₇F₂NO 
• 59645-78-2 7-methoxy-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline 
• 1415240-59-3 C₁₇H₁₉NO 
• 1415240-47-9 C₁₈H₂₂FNO₂ 
• 1291728-47-6 C₁₈H₂₃NO₂ 

Relevant articles and documents

Mechanosynthesis of N-methyl imines using recyclable imidazole-based acid-scavenger: In situ formed ionic liquid as catalyst and dehydrating agent

1,1′-(1,4-Butanediyl)bis(imidazole) was prepared by a modified method and its application as an efficient promoter was demonstrated for the mechanosynthesis of N-methyl imines using ball milling as a non-conventional process under solvent-free conditions. In this new protocol design, the bis-imidazole acted as a recyclable acid-scavenging agent. This efficient approach to the N-methyl imines displays a combination of the synthetic virtues of a non-conventional condensation reaction with ecological benefits and convenience of a facile mechanosynthetic process. The current method has advantages such as reduced waste by avoiding solvent, exclusion of hazardous materials during the reaction, elimination of handling an anhydrous gas in an evacuated container or a solution of methylamine in ethanol, good yields for relatively unreactive benzaldehydes containing electron-donating substituents, short reaction times, and metal- and acid-free conditions. Furthermore, the promoter was easily regenerated and reused several times with no significant loss of activity.

A telescopic one-pot synthesis of β-lactam rings using amines as a convenient source of imines

A facile synthetic approach to substituted β-lactams was designed, using secondary benzylic amines and acid chlorides as starting materials. The reactions proceeded smoothly and all the products were obtained in good yields.

Synthesis and biological evaluation of urea derivatives as highly potent and selective rho kinase inhibitors

RhoA and its downstream effector ROCK mediate stress fiber formation and cell contraction through their effects on the phosphorylation of myosin light chain (MLC). Inhibition of the RhoA/ROCK pathway has proven to be a promising strategy for several indications such as cardiovascular disease, glaucoma, and inflammatory disease. In 2010, our group reported urea-based ROCK inhibitors as potential antiglaucoma agents. These compounds showed potent IC50 values in enzymatic and cell-based assays and significant intraocular pressure (IOP)-lowering effects in rats (～7 mmHg).(22) To develop more advanced ROCK inhibitors targeting various potential applications (such as myocardial infarction, erectile dysfunction, multiple sclerosis, etc.) in addition to glaucoma, a thorough SAR for this urea-based scaffold was studied. The detailed optimization process, counter-screening, and in vitro and in vivo DMPK studies are discussed. Potent and selective ROCK inhibitors with various in vivo pharmacokinetic properties were discovered.