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经验公式(希尔记法):
C11H7BrO3
化学文摘社编号:
分子量:
267.08
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
产品名称
3-(溴乙酰基)香豆素, 97%
InChI
1S/C11H7BrO3/c12-6-9(13)8-5-7-3-1-2-4-10(7)15-11(8)14/h1-5H,6H2
SMILES string
BrCC(=O)C1=Cc2ccccc2OC1=O
InChI key
NTYOLVNSXVYRTJ-UHFFFAOYSA-N
assay
97%
form
solid
mp
164-168 °C (lit.)
functional group
bromo
ester
ketone
Quality Level
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
General description
3-(Bromoacetyl)coumarin can be synthesized via the bromination of 3-acetylcoumarin in chloroform.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
"Synthesis and Antibacterial Activity of Quinolone-Based Compounds Containing a Coumarin Moiety"
Emami S, et al.
Arch. Pharm. (Weinheim), 341(01), 42-48 (2008)
"Synthesis and Oral Hypoglycemic Activity of 3-[5'-Methyl-2'-aryl-3'-(thiazol-2"-yl amino) thiazolidin-4'-one] coumarin Derivatives"
Kini D and Ghate M
Journal of Chemistry, 8(01), 386- 390 (2011)
Saman Khan et al.
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
Saman Khan et al.
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
Ewa Poboży et al.
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.
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