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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:
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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

187305-5G:
187305-100G:
187305-VAR:
187305-BULK:
187305-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9915
STBK4773
STBG7217
STBF0429V
STBC9460V

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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)
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)
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.
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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