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Coumarin

Catalog Number
ACM91645
CAS
91-64-5
Structure
IUPAC Name
Chromen-2-one
Synonyms
5,6-Benzo-2-pyrone
Molecular Weight
146.14
Molecular Formula
C9H6O2
Canonical SMILES
C1=CC=C2C(=C1)C=CC(=O)O2
InChI
InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H
InChI Key
ZYGHJZDHTFUPRJ-UHFFFAOYSA-N
Boiling Point
298 °C(lit.)
Melting Point
68-73 °C(lit.)
Flash Point
162 °C
Purity
99%
Density
0.935 g/cm³
Solubility
Freely soluble in oils
Appearance
Solid
Storage
Store below +30 °C
Active Content
95%
Physical State
Crystalline powder
Typical Applications
Use as perfume.
Spec Sheet
Case Study

Coumarin Used for the Synthesis of Ferrocene-Coumarin Conjugates for Anticancer Applications

Coumarin Used for the Synthesis of Ferrocene-Coumarin Conjugates for Anticancer Applications Taner, Bilge, et al. Inorganica Chimica Acta 578 (2025): 122534.

Coumarin, a naturally occurring benzopyrone derivative, plays a central role in the synthesis of ferrocene-coumarin conjugates with promising therapeutic applications. In a recent study, two novel ferrocene-appended coumarin derivatives, FcL1 and FcL2, were synthesized and evaluated for their cytotoxic effects against colorectal cancer cells. These conjugates demonstrated selective anticancer activity, inducing cytotoxicity in malignant cells while exhibiting minimal toxicity toward healthy counterparts.
The synthetic procedure involved a condensation reaction between ferrocene carboxaldehyde and a coumarin intermediate in anhydrous ethanol. Both precursors (3 mmol each) were combined and stirred in 60 mL of calcium hydride-treated ethanol. The reaction mixture was maintained at 100 °C for 16 hours, with progress monitored via thin-layer chromatography. Upon completion, the reaction mixture was filtered and washed with cold ethanol, yielding the target ferrocene-coumarin derivatives.
Coumarin's structural versatility and conjugation ability facilitate its role as a core scaffold in drug design, particularly for anticancer agents. Its integration with ferrocene, a redox-active organometallic moiety, enhances biological activity through synergistic mechanisms. These findings underscore the potential of coumarin as a key component in the development of targeted metal-based chemotherapeutics.

Custom Q&A

What is the CAS number for Coumarin?

The CAS number for Coumarin is 91-64-5.

What are some synonyms for Coumarin?

Some synonyms for Coumarin include 2-Oxo-1,2-benzopyran and Chromen-2-one.

What is the molecular weight of Coumarin?

The molecular weight of Coumarin is 146.14.

What is the molecular formula of Coumarin?

The molecular formula of Coumarin is C9H6O2.

What is the SMILES notation for Coumarin?

The SMILES notation for Coumarin is C1=CC=C2C(=C1)C=CC(=O)O2.

What is the InChI for Coumarin?

The InChI for Coumarin is InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H.

What is the boiling point of Coumarin?

The boiling point of Coumarin is 298 °C.

What is the melting point of Coumarin?

The melting point of Coumarin is 68-73 °C.

What is the purity of Coumarin?

The purity of Coumarin is 98%+.

What are the typical applications of Coumarin?

The typical application of Coumarin is for use as a perfume.

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