1904-69-4

Basic information

• Product Name: 2-(Methylaminomethyl)aniline
• Synonyms: 2-(Methylaminomethyl)aniline;N-Methyl-2-aminobenzenemethanamine;2-AMino-N-Methyl-benzylaMine;2-amino-N-methylBenzenemethanamine;2-[(METHYLAMINO)METHYL]ANILINE(WXG02169)
• CAS NO: 1904-69-4
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19
• Mol File: 1904-69-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(Methylaminomethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Methylaminomethyl)aniline(1904-69-4)
• EPA Substance Registry System: 2-(Methylaminomethyl)aniline(1904-69-4)

Safety Data

• Hazardous Substances Data: 1904-69-4(Hazardous Substances Data)

Upstream product

• 5190-68-1 4-chloroquinazoline 
• 56222-08-3 (2-nitrobenzyl)methylamine 
• 33100-15-1 2-(2-aminoethyl)nitrobenzene 
• 74-89-5 methylamine 
• 552-89-6 2-nitro-benzaldehyde 
• 4141-08-6 2-Amino-N-methylbenzamid 
• 1904-71-8 2-(methylaminomethyl)aniline dihydrochloride 
• 616-38-6 carbonic acid dimethyl ester 
• 4403-69-4 2-amino-1-benzylamine 
• 698-19-1 N-methyl-2-bromobenzylamine 
• 612-23-7 2-nitrobenzyl chloride 
• 529-23-7 o-aminobenzaldehyde 
• 66486-62-2 (2-amino-benzylidene)-methyl-amine 
• 163915-96-6 (2-nitrophenyl)methyl methanesulfonate 

Downstream Products

• 119810-30-9 2-[(2-Amino-benzyl)-methyl-amino]-1-phenyl-ethanone 
• 24365-65-9 3-methyl-3,4-dihydro-2(1H)-quinazolinone 
• 287735-58-4 4-methyl-2,4-diphenyl-4,4a,5,6-tetrahydro-1H[1,3,5]triazino[1,2-a]quinazoline-1,3(2H)-dione 
• 287735-61-9 15-methyl-3,13-diphenyl-3,5,13,15-tetraazatetracyclo[10.2.1.0^1,5.0^6,11]pentadeca-6⁽¹¹⁾,7,9-triene-2,4,14-trione 
• 142141-36-4 1-(o-fluorobenzyl)-3-methyl-3,4-dihydro-2(1H)-quinazolinone 
• 65514-97-8 N-(2-Aminobenzyl)-2-(methylamino)-1-phenyl-1-ethanol 
• 24526-64-5 nomifensine 
• 868783-63-5 tert-butyl (2-aminobenzyl)(methyl)carbamate 
• 1093176-65-8 N-benzenesulfonyl-N-(2-(N-benzenesulfonylamino)benzyl)methylamine 
• 89664-20-0 (R)-(-)-2-Methyl-4-phenyl-8-amino-1,2,3,4-tetrahydroisochinolin 
• 89664-18-6 (S)-(+)-2-Methyl-4-phenyl-8-amino-1,2,3,4-tetrahydroisochinolin 
• 1049798-05-1 C₁₅H₁₈N₂O₂S 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AND USES THEREOF

Provided herein are novel heterocyclic compounds, for example, compounds having Formula I, I-P, II, lI-P, or III. Also provided herein are pharmaceutical compositions comprising the compounds and methods of using the same, for example, in inhibiting aldehyde dehydrogenases and/or for treating various cancers, cancer metastasis, type 2 diabetes, pulmonary arterial hypertension (PAH) or neointimal hyperplasia (NIH).

Eco-friendly reactions in PEG-400: A highly efficient and green approach for stereoselective access to multisubstituted 3,4-dihydro-2(1: H)-quinazolines using 2-aminobenzylamines

An efficient and stereoselective synthesis of novel 3,4-dihydro-2(1H)-quinazolines has been developed through cyclization reactions of 2-aminobenzylamines with α-oxoketene dithioacetals using PEG-400 as an inexpensive, easy to handle, non-toxic and recycl

Stable and Rapid Thiol Bioconjugation by Light-Triggered Thiomaleimide Ring Hydrolysis

Maleimide-mediated thiol-specific derivatization of biomolecules is one of the most efficacious bioconjugation approaches currently available. Alarmingly, however, recent work demonstrates that the resulting thiomaleimide conjugates are susceptible to breakdown via thiol exchange reactions. Herein, we report a new class of maleimides, namely o-CH2NHiPr phenyl maleimides, that undergo unprecedentedly rapid ring hydrolysis after thiol conjugation to form stable thiol exchange-resistant conjugates. Furthermore, we overcome the problem of low shelf lives of maleimide reagents owing to their propensity to undergo ring hydrolysis prior to bioconjugation by developing a photocaged version of this scaffold that resists ring hydrolysis. UV irradiation of thiol bioconjugates formed with this photocaged maleimide unleashes rapid thiomaleimide ring hydrolysis to yield the desired stable conjugates within 1 h under gentle, ice-cold conditions.

Quinazolinones, Quinazolinthiones, and Quinazolinimines as Nitric Oxide Synthase Inhibitors: Synthetic Study and Biological Evaluation

The synthesis of different compounds with a quinazolinone, quinazolinthione, or quinazolinimine skeleton and their in vitro biological evaluation as inhibitors of inducible and neuronal nitric oxide synthase (iNOS and nNOS) isoforms are described. These d

Three-component (Domino) reaction affording substituted pyrroloquinazolines: Cyclization regioselectivity and stereoselectivity

The cyclization involving 2-(aminomethyl)aniline, methyl 3,3,3-trifluoropyruvate, and various oxo compound afforded linearly annulated pyrroloquinazolines, for example, (2R,3aS)-2-hydroxy-3a-phenyl-2- trifluoromethyl-3,3a,4,9-tetrahydropyrrolo[2,1-b]quina

Sustainable synthesis of diverse privileged heterocycles by palladium-catalyzed aerobic oxidative isocyanide insertion

Heterocycles containing a guanidine moiety are of great importance in medicinal chemistry (Scheme 1).[1] As a result, several methods for the synthesis of these "privileged scaffolds" have been reported.[2, 3] Classical approaches, such as the addition of diamines to isothiocyanates followed by condensation and the coupling of diamines with cyanogen bromide,[2, 4] have some clear limitations, such as the availability and toxicity of reagents. Moreover, these procedures suffer from poor atom and/or step efficiency, thus making them unattractive from a sustainability point of view.

4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors

Novel 4-phenyl tetrahydroisoquinolines that inhibit both dopamine and norepinephrine transporters were designed and prepared. In this Letter, we describe the synthesis, in vitro activity and associated structure-activity relationships of this series. We also report the ex vivo NET occupancy of a representative compound, 41.

The endocyclic restriction test: The geometries of nucleophilic substitutions at sulfur(VI) and sulfur(II)

(Chemical Equation Presented) The trajectories for nucleophilic substitutions at sulfur(VI) and sulfur(II) have been investigated by the endocyclic restriction test. On the basis of double-labeling experiments, the sulfur(VI) transfer in the conversion of 1 to 2 is found to be intramolecular, while the sulfur(VI) transfer in the conversion of 3 to 4 and the sulfur(II) transfer in the conversion of 5 to 6 are found to be intermolecular. These results are taken to be consistent with transition structures for these sulfur transfer reactions which require a large angle between the entering and leaving group, a geometry analogous to apical group positions in trigonal bipyramidal transition states.

NEW COMPOUNDS

The present invention encompasses compounds of general Formula (I) wherein R2, R3, Q, W, X, Y and Z are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation

Experimental and computational studies on the mechanism of N-heterocycle C-H activation by Rh(I)

Evidence is presented for a proposed mechanism of C-H activation of 3-methyl-3,4-dihydroquinazoline (1) by (PCy3)2RhCl. One intermediate (3), a coordination complex of 1 with (PCy3) 2RhCl, was identified along t