3-[(Methylamino)methyl]phenol

Base Information

• Chemical Name: 3-[(Methylamino)methyl]phenol
• CAS No.: 123926-62-5
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• European Community (EC) Number: 846-026-3
• DSSTox Substance ID: DTXSID80440622
• Wikidata: Q82256980
• ChEMBL ID: CHEMBL4575500
• Mol file: 123926-62-5.mol

Synonyms:3-[(methylamino)methyl]phenol;123926-62-5;3-(methylaminomethyl)phenol;Phenol, 3-[(methylamino)methyl]-;3-((Methylamino)methyl)phenol;MFCD09733571;3-[(Methylamino)methyl]-phenol;N-methyl-3-hydroxybenzylamine;3-Methylaminomethylphenol;SCHEMBL1488015;CHEMBL4575500;DTXSID80440622;JVUOJMODQRWSRP-UHFFFAOYSA-N;STK502898;AKOS000139794;NS-01067;SY018671;BB 0240781;CS-0205745;FT-0678946;EN300-45560;A890635;Z102766970

Chemical Property of 3-[(Methylamino)methyl]phenol

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 157-159 °C
• Boiling Point: 244.498oC at 760 mmHg
• PKA: 9.44±0.10(Predicted)
• Flash Point: 114.664oC
• PSA: 32.26000
• Density: 1.059g/cm3
• LogP: 1.50250
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

98%min ^*data from raw suppliers

3-[(Methylamino)methyl]phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC1=CC(=CC=C1)O
• Uses: 3-[(Methylamino)methyl]phenol is used to prepare arylbenzofuran-based molecules as multipotent Alzheimer’s disease modifying agents.

Technology Process of 3-[(Methylamino)methyl]phenol

There total 7 articles about 3-[(Methylamino)methyl]phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

meta-hydroxybenzaldehyde (100-83-4) + methylamine (74-89-5) → N-(3-hydroxybenzyl)methylamine (123926-62-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 0 ℃; for 3.5h;

DOI:10.1016/j.bmcl.2007.08.017

Reference yield: 93.5%

methylamine hydrochloride (593-51-1) + meta-hydroxybenzaldehyde (100-83-4) → N-(3-hydroxybenzyl)methylamine (123926-62-5)

Guidance literature:

methylamine hydrochloride; With potassium carbonate; In methanol; for 0.5h;

meta-hydroxybenzaldehyde; In methanol; at 20 ℃; for 2h;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2021.128409

Reference yield: 80.0%

3-(Methylimino-methyl)-phenol (7221-33-2) → N-(3-hydroxybenzyl)methylamine (123926-62-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 5 ℃; for 20h;

DOI:10.1021/jm9810046

upstream raw materials:

3-(Methylimino-methyl)-phenol

meta-hydroxybenzaldehyde

methylamine

methylamine hydrochloride

Downstream raw materials:

N-(3-hydroxybenzyl)-N-methyl-2-<3-(4-iodophenyl)propionamido>acetamide

3-[[(methyl)(3-phenoxypropyl)amino]methyl]phenol

1-(2-hydroxy-4-{7-[(3-hydroxybenzyl)methylamino]heptyloxy}phenyl)ethanone

(Z)-6-{3-[(3-hydroxybenzyl)methylamino]propoxy}-2-naphthalen-1-ylmethylenebenzofuran-3-one

Refernces

• 1、 Ren, Yan,Su, Yaning,Sun, Liming,He, Sudan,Meng, Lingjun,Liao, Daohong,Liu, Xiao,Ma, Yongfen,Liu, Chunyan,Li, Sisi,Ruan, Hanying,Lei, Xiaoguang,Wang, Xiaodong,Zhang, Zhiyuan. "Discovery of a Highly Potent, Selective, and Metabolically Stable Inhibitor of Receptor-Interacting Protein 1 (RIP1) for the Treatment of Systemic Inflammatory Response Syndrome". . p. 972 - 986. Retrieved 2017/02/19.
• 2、 Pechulis, Anthony D.,Beck, James P.,Curry, Matt A.,Wolf, Mark A.,Harms, Arthur E.,Xi, Ning,Opalka, Chet,Sweet, Mark P.,Yang, Zhicai,Vellekoop, A. Samuel,Klos, Andrew M.,Crocker, Peter J.,Hassler, Carla,Laws, Mia,Kitchen, Douglas B.,Smith, Mark A.,Olson, Richard E.,Liu, Shuang,Molino, Bruce F.. "4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors". . p. 7219 - 7222. Retrieved 2013/01/15.