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Merck

235202

4-Bromomethyl-7-methoxycoumarin

97%

Sinonimo/i:

BMC, Br-Mmc

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C11H9BrO3
Numero CAS:
35231-44-8
Peso molecolare:
269.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854087
EC Number:
252-448-3
Beilstein/REAXYS Number:
187211
MDL number:
MFCD00006869

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Nome del prodotto

4-Bromomethyl-7-methoxycoumarin, 97%

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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Questo articolo
M9771G2761B4153
4-Bromomethyl-7-methoxycoumarin 97%

Sigma-Aldrich

235202

4-Bromomethyl-7-methoxycoumarin

N-Methoxysuccinyl-Ala-Ala-Pro-Val-7-amido-4-methylcoumarin elastase substrate

Sigma-Aldrich

M9771

N-Methoxysuccinyl-Ala-Ala-Pro-Val-7-amido-4-methylcoumarin

Gly-Pro-7-amido-4-methylcoumarin hydrobromide dipeptidylpeptidase IV substrate

Sigma-Aldrich

G2761

Gly-Pro-7-amido-4-methylcoumarin hydrobromide

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride ~95%

Sigma-Aldrich

B4153

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride

assay

97%

assay

≥98% (HPLC)

assay

≥97% (TLC)

assay

~95%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

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

solubility

chloroform: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless to light yellow

solubility

methanol: 50 mg/mL, clear, colorless

mp

213-215 °C (lit.)

mp

-

mp

-

mp

-

form

solid

form

powder

form

powder

form

powder

fluorescence

λex 322 nm; λem 395 nm (after derivatization)

fluorescence

-

fluorescence

-

fluorescence

-

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[1]
  • as derivatization reagent in fluorescence detection of sodium monofluoroacetate (MFA-Na) in biological samples by HPLC[2]
  • 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)[3]
  • in TLC and HPLC separation and fluorometric analysis of a wide range of naturally occurring acids, including bile[4] and thromboxane B2[5]
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

Classe di stoccaggio

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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Certificati d'analisi (COA)

Lot/Batch Number
0000316436
0000316436
0000131291
0000115675
0000115676

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Analytical Letters, 26, 429-429 (1993)
Brisa S Fernandes et al.
BMC medicine, 13, 289-289 (2015-12-02)
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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
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