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A38207

Sigma-Aldrich

2-Aminoacetophenone hydrochloride

99%

Synonym(s):

ω-Aminoacetophenone hydrochloride, Phenacylamine hydrochloride

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About This Item

Linear Formula:
C6H5COCH2NH2 · HCl
CAS Number:
5468-37-1
Molecular Weight:
171.62
Beilstein:
3563173
EC Number:
226-787-2
MDL number:
MFCD00012873
UNSPSC Code:
12352100
PubChem Substance ID:
24890815
NACRES:
NA.22

Assay

99%

form

crystals

mp

194 °C (dec.) (lit.)

SMILES string

Cl.NCC(=O)c1ccccc1

InChI

1S/C8H9NO.ClH/c9-6-8(10)7-4-2-1-3-5-7;/h1-5H,6,9H2;1H

InChI key

CVXGFPPAIUELDV-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dopamine beta-hydroxylase: activity and inhibition in the presence of beta-substituted phenethylamines.
J P Klinman et al.
Biochemistry, 21(1), 67-75 (1982-01-05)
Yasumasa Iwai et al.
Chemical & pharmaceutical bulletin, 50(3), 441-443 (2002-03-26)
The new coupling reaction of phenacylamines with silylstannane and lithium diisopropylamide (LDA) is reported. The treatment of a phenacylamine iodide 1 with (trimethylsilyl)tributylstannane (Me3SiSnBu3) and cesium fluoride (CsF) gave a dimerization product 2 having no iodine atom. Reaction of 1
J B Mangold et al.
The Journal of biological chemistry, 259(12), 7772-7779 (1984-06-25)
Functionalization of the beta-carbon of phenethylamines has been shown to produce a new class of substrate/inhibitor of dopamine beta-monooxygenase. Whereas both beta-hydroxy- and beta- chlorophenethylamine are converted to alpha-aminoacetophenone at comparable rates, only the latter conversion is accompanied by concomitant
M J Bossard et al.
The Journal of biological chemistry, 265(10), 5640-5647 (1990-04-05)
A mechanism for beta-chlorophenethylamine inhibition of dopamine beta-monooxygenase has been postulated in which bound alpha-aminoacetophenone is generated followed by an intramolecular redox reaction to yield a ketone-derived radical cation as the inhibitory species (Mangold, J.B., and Klinman, J.P. (1984) J.
Frank Sporkert et al.
Forensic science international, 133(1-2), 39-46 (2003-05-14)
A sensitive and reproducible method for the quantitative determination of cathinone (CTN), norpseudoephedrine (NPE, cathine) and norephedrine (NE) from hair was developed. The compounds were extracted for 4 hours with phosphate buffer pH 2.0, followed by a standard solid phase
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