4-(2-Aminoethyl)-2-methoxyphenol

Base Information

• Chemical Name: 4-(2-Aminoethyl)-2-methoxyphenol
• CAS No.: 554-52-9
• Molecular Formula: C9H13 N O2
• Molecular Weight: 167.208
• Hs Code.: 2922509090
• European Community (EC) Number: 611-267-3
• UNII: JCH2767EDP
• DSSTox Substance ID: DTXSID40862189
• Nikkaji Number: J31.076J
• Wikipedia: 3-Methoxytyramine
• Wikidata: Q4634167
• Metabolomics Workbench ID: 37030
• ChEMBL ID: CHEMBL1160785
• Mol file: 554-52-9.mol

Synonyms:3-methoxytyramine;3-methoxytyramine hydrochloride;3-O-METHYLDOPAMINE;methoxytyramine

Chemical Property of 4-(2-Aminoethyl)-2-methoxyphenol

Chemical Property:

• Vapor Pressure: 3.07E-05mmHg at 25°C
• Melting Point: 89 °C
• Boiling Point: 304.5°Cat760mmHg
• PKA: 9.57±0.31(Predicted)
• Flash Point: 138°C
• PSA: 55.48000
• Density: 1.127g/cm³
• LogP: 1.60230
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Acetonitrile (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99.9% ^*data from raw suppliers

4-?(2-?Aminoethyl)?-?2-?methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CCN)O
• Uses: 4-?(2-?Aminoethyl)?-?2-?methoxyphenol is a respective metabolite to dopamine and is being biologically study in Parkinson’s disease, and Wilms’ tumors.

Technology Process of 4-(2-Aminoethyl)-2-methoxyphenol

There total 28 articles about 4-(2-Aminoethyl)-2-methoxyphenol 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: 82.0%

(E)-2-methoxy-4-(2-nitrovinyl)phenol (22568-51-0) → 3-Methoxytyramine (554-52-9)

Guidance literature:

(E)-2-methoxy-4-(2-nitrovinyl)phenol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 8.33h; Reflux;

With water; sodium hydrogencarbonate; at 0 ℃; for 3h; Reflux;

DOI:10.1039/d1ra05671a

Reference yield: 79.0%

4-hydroxy-3-methoxyphenylacetonitrile (4468-59-1) → 3-Methoxytyramine (554-52-9)

Guidance literature:

With hydrogen; Ra-Ni; In ethanol; ammonia; at 70 ℃; under 6080 - 7600 Torr;

DOI:10.1002/ardp.19813141203

Reference yield: 25.0%

vanillalnitromethane (6178-42-3) → 3-Methoxytyramine (554-52-9)

Guidance literature:

With diisobutylaluminium hydride; In 1,4-dioxane; at 60 ℃;

DOI:10.1007/BF00605201

upstream raw materials:

3-methoxy-4-benzyloxy-ω-nitrostyrolene

vanillalnitromethane

(4-acetoxy-3-methoxy-phenyl)-acetonitrile

2-(3,4-dimethoxyphenyl)-ethylamine

Downstream raw materials:

4-benzyloxy-3-methoxy-benzoic acid-(4-hydroxy-3-methoxy-phenethylamide)

1-[1-(4-chlorophenyl)cyclobutyl]-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline oxalate

N-[2-(3-methoxy-4-hydroxy-phenyl)ethyl]phthalimide

(S)-2-(3-benzoylphenyl)-N-(4-hydroxy-3-methoxyphenethyl)propanamide

Refernces

• 1、 Fan, Tian-Yun,Yang, Yu-Xin,Zeng, Qing-Xuan,Wang, Xue-Lei,Wei, Wei,Guo, Xi-Xi,Zhao, Li-Ping,Song, Dan-Qing,Wang, Yan-Xiang,Wang, Li,Hong, Bin. "Structure–activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents". . . Retrieved 2021/06/01.
• 2、 Fan, Qi-Qi,He, Yun-Gang,Huang, Yong-Kang,Luo, Yong-Qiang,Shi, Xiao-Xin,Zheng, Bo,Zhu, Xing-Liang. "Copper(ii)-catalyzed and acid-promoted highly regioselective oxidation of tautomerizable C(sp3)-H bonds adjacent to 3,4-dihydroisoquinolines using air (O2) as a clean oxidant". . p. 29702 - 29710. Retrieved 2021/10/08.