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Merck
CN

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

mp

213-215 °C (lit.)

solubility

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

fluorescence

λex 322 nm; λem 395 nm (after derivatization)

functional group

bromo, ester

Quality Level

200

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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
0000115675
0000115676

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Analytical Letters, 26, 429-429 (1993)
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
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
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
Muhammad R Afzal et al.
Circulation research, 117(6), 558-575 (2015-07-15)
Notwithstanding the uncertainties about the outcomes of bone marrow cell (BMC) therapy for heart repair, further insights are critically needed to improve this promising approach. To delineate the true effect of BMC therapy for cardiac repair and gain insights for
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