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MilliporeSigma

222712

Sigma-Aldrich

2-Fluorocinnamic acid

98%

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About This Item

Linear Formula:
FC6H4CH=CHCO2H
CAS Number:
Molecular Weight:
166.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

178-180 °C (lit.)

functional group

carboxylic acid
fluoro

SMILES string

OC(=O)\C=C\c1ccccc1F

InChI

1S/C9H7FO2/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6H,(H,11,12)/b6-5+

InChI key

IOUDZAFBPDDAMK-AATRIKPKSA-N

Application

2-Fluorocinnamic acid was used in the synthesis of acrylamide[1].

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Alexandre L'Heureux et al.
Bioorganic & medicinal chemistry letters, 15(2), 363-366 (2004-12-18)
Replacement of the morpholinyl moiety in (S,E)-N-[1-(3-morpholinophenyl)ethyl]-3-phenylacrylamide (1) with heteroaryl groups led to the identification of (S,E)-N-1-[3-(6-fluoropyridin-3-yl)phenyl]ethyl-3-(2-fluorophenyl)acrylamide (5) as a potent KCNQ2 potassium channel opener. Among this series of heteroaryl substituted acrylamides, (S,E)-N-1-[3-(1H-pyrazol-1-yl)phenyl]ethyl-3-(2-fluorophenyl)acrylamide (9) exhibits balanced potency and efficacy. The
Marina Marinović et al.
Molecules (Basel, Switzerland), 25(19) (2020-09-27)
Harmicines represent hybrid compounds composed of β-carboline alkaloid harmine and cinnamic acid derivatives (CADs). In this paper we report the synthesis of amide-type harmicines and the evaluation of their biological activity. N-harmicines 5a-f and O-harmicines 6a-h were prepared by a

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