187305
4-Methoxyphenethylamine
≥98%
Synonym(s):
2-(4-Methoxyphenyl)ethylamine, 4-Methoxyphenethylamine
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About This Item
Linear Formula:
CH3OC6H4CH2CH2NH2
CAS Number:
Molecular Weight:
151.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-245-5
Beilstein/REAXYS Number:
508967
MDL number:
Assay:
≥98%
Form:
liquid
InChI key
LTPVSOCPYWDIFU-UHFFFAOYSA-N
InChI
1S/C9H13NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6-7,10H2,1H3
SMILES string
COc1ccc(CCN)cc1
assay
≥98%
form
liquid
Quality Level
bp
138-140 °C/20 mmHg (lit.), 254-256 °C
density
1.031 g/mL at 20 °C (lit.)
functional group
amine
Related Categories
General description
4-Methoxyphenethylamine inhibits the monoamine oxidase-catalyzed deamination of both tyramine and tryptamine.
4-Methoxyphenethylamine is used as a precursor for the synthesis of other organic compounds by the alkylation reaction.
4-Methoxyphenethylamine is used as a precursor for the synthesis of other organic compounds by the alkylation reaction.
Application
4-Methoxyphenethylamine was used in the synthesis of :
- pyrrolo[3,2-c]carbazole
- poly(4-methoxyphenethylamine), required for the immobilization of nitrogenated bases and oligonucleotides
- organopolyphosphazenes such as poly[bis(4-methoxy benzylamino)polyphosphazene] and poly[bis(4-methoxyphenethylamino)polyphosphazene]
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Synthesis and characterization of novel polyorganophosphazenes substituted with 4-methoxybenzylamine and 4-methoxyphenethylamine for in vitro release of indomethacin and 5-fluorouracil.
Gudasi KB, et al.
Reactive functional Polymers, 66(10), 1149-1157 (2006)
GC--MS analysis of N-(bromodimethoxybenzyl)-2-, 3-, and 4-methoxyphenethylamines: Inverse analogues of the psychoactive 25B-NBOMe drug
Almalki AJ, et al.
Forensic Chemistry, 21, 100277-100277 (2020)
Electrochemical Investigation of oligonucleotide-DNA hybridization on poly(4-methoxyphenethylamine).
Francielle B Silva et al.
International journal of molecular sciences, 9(7), 1173-1188 (2009-03-28)
This work describes the immobilization of purine and pyrimidine bases and immobilization/hybridization of synthetic oligonucleotides on graphite electrodes modified with poly(4-methoxyphenethylamine) produced in acid medium. The immobilization of adenine, guanine, cytosine and thymine on these modified electrodes was efficient, producing
F Peter Guengerich et al.
The Journal of biological chemistry, 277(37), 33711-33719 (2002-07-03)
Cytochrome P450 (P450) 2D6 is involved in the oxidation of a large fraction ( approximately 30%) of drugs used by humans and also catalyzes the O-demethylation of the model substrates 3- and 4-methoxyphenethylamine followed by subsequent ring hydroxylation to dopamine.
F Peter Guengerich et al.
Biochemistry, 42(5), 1245-1253 (2003-02-05)
Human cytochrome P450 (P450) 2D6 is an important enzyme involved in the metabolism of drugs, many of which are amines or contain other basic nitrogen atoms. Asp301 has generally been considered to be involved in electrostatic docking with the basic
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