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115673

Sigma-Aldrich

2-Bromo-3′-methoxyacetophenone

98%

Synonym(s):

3′-Methoxyphenacyl bromide

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About This Item

Linear Formula:
CH3OC6H4COCH2Br
CAS Number:
5000-65-7
Molecular Weight:
229.07
EC Number:
225-666-1
MDL number:
MFCD00000199
UNSPSC Code:
12352100
PubChem Substance ID:
24847234
NACRES:
NA.22

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

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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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
Bogumił Ramotowski et al.
Thrombosis and haemostasis, 120(3), 449-456 (2020-01-16)
Cigarette smoking is associated with enhanced clopidogrel effect and platelet inhibition. However, the effect of smoking cessation on clopidogrel pharmacokinetics (PK) and pharmacodynamics (PD) is unknown. We aimed to determine the effect of smoking cessation, confirmed by cotinine measurement, on
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
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
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
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