Assay
97%
form
solid
mp
164-168 °C (lit.)
SMILES string
BrCC(=O)C1=Cc2ccccc2OC1=O
InChI
1S/C11H7BrO3/c12-6-9(13)8-5-7-3-1-2-4-10(7)15-11(8)14/h1-5H,6H2
InChI key
NTYOLVNSXVYRTJ-UHFFFAOYSA-N
Related Categories
General description
3-(Bromoacetyl)coumarin can be synthesized via the bromination of 3-acetylcoumarin in chloroform.
Application
3-(bromoacetyl)coumarin may be used in the synthesis of the following:
- 3-(bromoacetyl)coumarin oxime via reaction with hydroxylamine hydrochloride in methanol
- 3-(bromoacetyl)coumarin-O-methyloxime via reaction with O-benzylhydroxylammonium chloride/diluted HCl in methanol
- 3-(bromoacetyl)coumarin-O-benzyloxime via reaction with O-benzyl hydroxylamine hydrochloride in methanol
- 3-[2′-(2′′-arylidenehydrazinyl)thiazolyl]coumarins via reaction with benzaldehyde thiosemicarbazones
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
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)
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"Synthesis and Oral Hypoglycemic Activity of 3-[5'-Methyl-2'-aryl-3'-(thiazol-2"-yl amino) thiazolidin-4'-one] coumarin Derivatives"
Journal of Chemistry, 8(01), 386- 390 (2011)
"Synthesis and Antibacterial Activity of Quinolone-Based Compounds Containing a Coumarin Moiety"
Arch. Pharm. (Weinheim), 341(01), 42-48 (2008)
Chemico-biological interactions, 290, 64-76 (2018-05-29)
Coumarin is an important bioactive pharmacophore. It is found in plants as a secondary metabolite and exhibits diverse pharmacological properties including anticancer effects against different malignancies. Therapeutic efficacy of coumarin derivatives depends on the pattern of substitution and conjugation with
Mikrochimica acta, 172(3-4), 409-417 (2011-04-08)
Perfluorinated carboxylic acids (PFCAs) represent an important group of persistent perfluorinated organic compounds commonly determined in environmental and biological samples. A reversed-phase HPLC method was developed based on derivatization of the PFCAs with the commercially available fluorescent reagent 3-bromoacetyl coumarin.
Bioorganic chemistry, 99, 103818-103818 (2020-04-11)
Targeted therapy is a new strategy for cancer treatment that targets chemical entities specific to cancer cells than normal ones. One of the features associated with malignancy is the elevated copper which plays an integral role in angiogenesis. Work is
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