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187305

Sigma-Aldrich

4-Methoxyphenethylamine

≥98%

Synonym(s):

2-(4-Methoxyphenyl)ethylamine, 4-Methoxyphenethylamine

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About This Item

Linear Formula:
CH3OC6H4CH2CH2NH2
CAS Number:
55-81-2
Molecular Weight:
151.21
Beilstein/REAXYS Number:
508967
EC Number:
200-245-5
MDL number:
MFCD00008192
UNSPSC Code:
12352100
PubChem Substance ID:
24851266
NACRES:
NA.22

Quality Level

100

assay

≥98%

form

liquid

refractive index

n20/D 1.538 (lit.)

bp

138-140 °C/20 mmHg (lit.)
254-256 °C

density

1.031 g/mL at 20 °C (lit.)

functional group

amine

SMILES string

COc1ccc(CCN)cc1

InChI

1S/C9H13NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6-7,10H2,1H3

InChI key

LTPVSOCPYWDIFU-UHFFFAOYSA-N

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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.

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]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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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Certificates of Analysis (COA)

Lot/Batch Number
STBK4773
STBG7217
STBF0429V
STBC9460V
STBC8669V

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3-Hydroxy-4-methoxyphenethylamine hydrochloride

Sigma-Aldrich

H3132

3-Hydroxy-4-methoxyphenethylamine hydrochloride

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)
W J Keller et al.
Journal of pharmaceutical sciences, 65(10), 1539-1540 (1976-10-01)
It has been established that the oxidative deamination of tyramine by monoamine xodase is inhibited by (+/-)-4-methoxy-beta-hydroxyphenethylamine and its N-methylated derivatives. This particular series of compounds does not inhibit the action of monoamine oxidase when tryptamine is used as the
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
The Pummerer cyclization route to the ibophyllidine alkaloids. Total synthesis of (?)-deethylibophyllidine.
Catena J, et al.
Tetrahedron Letters, 35(25), 4433-4436 (1994)
T Kuramoto et al.
Journal of neuroscience research, 6(1), 37-48 (1981-01-01)
K+-sensitive liquid ion exchange electrode systems respond with a slow potential change to acetylcholine, choline, anticholinergic drugs, biogenic amines, and glutamic acid. The response threshold has been defined, and in most cases it is at extremely low concentrations (10(-7)-10(-5)M). The
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