13174-24-8

Basic information

• Product Name: BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE
• Synonyms: BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE;N-Benzyl-1-(3,4-diMethoxyphenyl)MethanaMine
• CAS NO: 13174-24-8
• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33
• Mol File: 13174-24-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 372°Cat760mmHg
• Flash Point: 156.6°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 9.89E-06mmHg at 25°C
• Refractive Index: 1.557
• PKA: 8.30±0.20(Predicted)
• CAS DataBase Reference: BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE(13174-24-8)
• EPA Substance Registry System: BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE(13174-24-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 13174-24-8(Hazardous Substances Data)

Usage

General Description

Benzyl-(3,4-dimethoxy-benzyl)-amine is a chemical compound that belongs to the class of organic compounds known as benzene and substituted derivatives. It is also classified as an amine and a derivative of anisole. BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE consists of a benzyl group, which is a toluene with the hydrogen atom on the benzene ring substituted by a phenyl group, and a 3,4-dimethoxybenzyl group attached to an amine. BENZYL-(3,4-DIMETHOXY-BENZYL)-AMINE is primarily used in organic synthesis and pharmaceutical research as a building block for the production of various drugs and pharmaceuticals.

InChI:InChI=1/C16H19NO2/c1-18-15-9-8-14(10-16(15)19-2)12-17-11-13-6-4-3-5-7-13/h3-10,17H,11-12H2,1-2H3

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 100-46-9 benzylamine 
• 33859-00-6 N-benzyl-(3,4-dimethoxyphenyl)methanimine 
• 33859-00-6 benzyl-veratryliden-amine 

Downstream Products

• 114041-14-4 2,3-Dihydro-5,6-dimethoxy-2-(phenylmethyl)-1H-isoindole 
• 94271-54-2 diethyl (3,4-dimethoxybenzylamino)malonate 
• 94271-50-8 2-[(2-Chloro-acetyl)-(3,4-dimethoxy-benzyl)-amino]-malonic acid diethyl ester 
• 94271-46-2 1-(3,4-Dimethoxy-benzyl)-4-oxo-azetidine-2,2-dicarboxylic acid diethyl ester 
• 94271-44-0 1-(3,4-Dimethoxy-benzyl)-4-oxo-azetidine-2-carboxylic acid ethyl ester 
• 774539-01-4 2,6-dichloro-4,8-di-(N-benzyl-N-3',4'-dimethoxybenzylamino)pyrimido[5,4-d]pyrimidine 
• 206125-93-1 2-[Benzyl-(3,4-dimethoxy-benzyl)-amino]-1-(4-methoxy-phenyl)-ethanone 
• 94271-49-5 diethyl N-benzyl-N-(3,4-dimethoxybenzyl)aminomalonate 

Relevant articles and documents

Secondary amines: Synthesis and effect of length of spacer linking two phenyl rings on biological activity

N-Benzyl benzylamines (1a-11a) and N-benzyl anilines (1b-11b) were synthesized by sodium borohydride reduction of aldimines of benzylamine and aniline respectively. The products were characterized on the basis of elemental analysis and spectral studies and screened for antifungal potential against four fungi and evaluated for nematicidal activity against two nematodes. The former compounds were found to be more effective as compared to the latter thus indicating an enhancement of biological activity due to introduction of an extra methylene group between two phenyl rings of aromatic secondary amines.

Resistance-modifying agents. 11. Pyrimido[5,4-d]pyrimidine modulators of antitumor drug activity. Synthesis and structure-activity relationships for nucleoside transport inhibition and binding to α1-acid glycoprotein

The cardiovascular and antithrombotic agent dipyridamole (DP) has potential therapeutic utility as a modulator of the activity of antimetabolite antitumor agents by virtue of its inhibition of nucleoside transport. However, the activity of DP can be compromised by binding to the acute phase serum protein, α1-acid glycoprotein (AGP). Analogues of DP were synthesized and evaluated as inhibitors of 3H-thymidine uptake into L1210 leukamia cells in the presence and absence of 5 mg/mL AGP. Compounds with potency similar to that of DP were identified where the piperidino substituents at the 4,8-positions were replaced by 4?-methoxybenzylamino, 3?,4?-dimethoxybenzylamino, or piperonylamino groups. Replacement of the diethanolamino groups at the 2,6-positions of DP by alkylamino or alkoxy substituents was tolerated, although at least one oxygen-bearing function (hydroxyl or alkoxy) was required in the side chain for activity comparable to that of DP. Whereas AGP completely ablated the activity of DP, the majority of the newer compounds synthesized retained significant activity in the presence of excess AGP, although replacement of the piperidino groups at the 4,8-positions by N-methylbenzylamino substituents did, in some cases, restore susceptibility to AGP. Selected compounds have been demonstrated to prevent rescue from antifolate cytotoxicity, mediated by nucleoside salvage.

Resistance-modifying agents. Part 7: 2,6-Disubstituted-4,8-dibenzylaminopyrimido[5,4-d]pyrimidines that inhibit nucleoside transport in the presence of α1-acid glycoprotein (AGP)

The synthesis and biological evaluation of potent 4,8-dibenzylaminopyrimidopyrimidine nucleoside transport inhibitors, with reduced binding to α1-acid glycoprotein, is reported. (C) 2000 Elsevier Science Ltd. All rights reserved.