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Merck

235202

4-Bromomethyl-7-methoxycoumarin

97%

Synonym(s):

BMC, Br-Mmc

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About This Item

Empirical Formula (Hill Notation):
C11H9BrO3
CAS Number:
35231-44-8
Molecular Weight:
269.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854087
EC Number:
252-448-3
Beilstein/REAXYS Number:
187211
MDL number:
MFCD00006869
Assay:
97%
Form:
solid

Key Documents

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InChI key

CTENSLORRMFPDH-UHFFFAOYSA-N

InChI

1S/C11H9BrO3/c1-14-8-2-3-9-7(6-12)4-11(13)15-10(9)5-8/h2-5H,6H2,1H3

SMILES string

COc1ccc2C(CBr)=CC(=O)Oc2c1

assay

97%

form

solid

Quality Level

200

solubility

chloroform: soluble 20 mg/mL, clear, colorless to faintly yellow

fluorescence

λex 322 nm; λem 395 nm (after derivatization)

functional group

bromo, ester

Related Categories

Application

4-Bromomethyl-7-methoxycoumarin has been used:
  • as derivatization reagent in determination of 5-fluorouracil (5-FU) in human plasma by HPLC-tandem mass spectrometry
  • as derivatization reagent in fluorescence detection of sodium monofluoroacetate (MFA-Na) in biological samples by HPLC
  • in the synthesis of new caged derivatives of hydrolysis-resistant 8-bromoadenosine cyclic 3′,5′-monophosphate (8-Br-cAMP) and 8-bromoguanosine cyclic 3′,5′-monophosphate (8-Br-cGMP)
  • in TLC and HPLC separation and fluorometric analysis of a wide range of naturally occurring acids, including bile and thromboxane B2
Fluorescent label for fatty acids.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000316436
0000316436
0000131291
0000115676
0000115675

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V Hagen et al.
Journal of photochemistry and photobiology. B, Biology, 53(1-3), 91-102 (2000-02-15)
New caged derivatives of hydrolysis-resistant 8-bromoadenosine cyclic 3',5'-monophosphate (8-Br-cAMP) and 8-bromoguanosine cyclic 3',5'-monophosphate (8-Br-cGMP) are described. The compounds are the axial and equatorial isomers of the (7-methoxycoumarin-4-yl)methyl (MCM) esters of cyclic nucleotides. Synthesis is accomplished by treatment of 4-bromomethyl-7-methoxycoumarin with
Brisa S Fernandes et al.
BMC medicine, 13, 289-289 (2015-12-02)
The neurotrophic hypothesis postulates that mood disorders such as bipolar disorder (BD) are associated with a lower expression of brain-derived neurotrophic factor (BDNF). However, its role in peripheral blood as a biomarker of disease activity and of stage for BD
D Allen Roberts et al.
BMC medicine, 13, 285-285 (2015-12-04)
Globally, countries are increasingly prioritizing the reduction of health inequalities and provision of universal health coverage. While national benchmarking has become more common, such work at subnational levels is rare. The timely and rigorous measurement of local levels and trends
Analytical Letters, 26, 429-429 (1993)
J H Wolf et al.
Journal of pharmaceutical and biomedical analysis, 10(2-3), 99-107 (1992-02-01)
A major part of modern analytical problem solving deals with the trace level determination of organic compounds and contaminants in biomedical, food and environmental samples. In the analysis of these samples chromatographic techniques play a predominant role. Unfortunately, however, even
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