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115673

Sigma-Aldrich

2-Bromo-3′-methoxyacetophenone

98%

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Synonym(s):
3′-Methoxyphenacyl bromide
Linear Formula:
CH3OC6H4COCH2Br
CAS Number:
Molecular Weight:
229.07
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

60-62 °C (lit.)

storage temp.

2-8°C

SMILES string

COc1cccc(c1)C(=O)CBr

InChI

1S/C9H9BrO2/c1-12-8-4-2-3-7(5-8)9(11)6-10/h2-5H,6H2,1H3

InChI key

IOOHBIFQNQQUFI-UHFFFAOYSA-N

Related Categories

Application

2-bromo-3′-methoxyacetophenone, an alkylating agent, has been used to stabilize clopidogrel active metabolite (AM) in human plasma. It has also been used in the derivatisation of active metabolites in blood to ensure its stability during sample processing and storage.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Nagy A Farid et al.
Rapid communications in mass spectrometry : RCM, 21(2), 169-179 (2006-12-13)
Two fast and sensitive liquid chromatography/tandem mass spectrometry (LC/MS/MS)-based bioanalytical assays were developed and validated to quantify the active and three inactive metabolites of prasugrel. Prasugrel is a novel thienopyridine prodrug that is metabolized to the pharmacologically active metabolite in
Makoto Takahashi et al.
Journal of pharmaceutical and biomedical analysis, 48(4), 1219-1224 (2008-10-03)
A quantitative method for the determination of clopidogrel active metabolite (AM) in human plasma was developed and validated using liquid chromatography-tandem mass spectrometry (LC-MS/MS). Clopidogrel AM contains a thiol group, thus requiring stabilization in biological samples. The alkylating reagent 2-bromo-3'-methoxyacetophenone
Jinfang Jiang et al.
Frontiers in pharmacology, 8, 846-846 (2017-12-07)
Vicagrel, a structural analog of clopidogrel, is now being developed as a thienopyridine antiplatelet agent in a phase II clinical trial in China. Some studies have shown that vicagrel undergoes complete first-pass metabolism in human intestine, generating the hydrolytic metabolite
Jin-Zi Ji et al.
Biochemical pharmacology, 183, 114313-114313 (2020-11-03)
Variability in P-glycoprotein (P-gp) efflux transporting activity was supposed to be involved in altered intestinal absorption and bioavailability of clopidogrel in patients; however, reliable evidence is still lacking. In this study, we sought to determine whether P-gp could play an
Hongwei Yao et al.
Biochemical pharmacology, 180, 114142-114142 (2020-07-13)
Patients with diabetic mellitus tend to have a poor response to clopidogrel (Clop) due to reduced generation of active metabolite (Clop-AM). However, the underlying mechanism is not elucidated. A type 2 diabetic mellitus (T2DM) rat model was established by combining

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