7-Fluoro-4-hydroxy-2H-chromen-2-one

Name: 7-Fluoro-4-hydroxy-2H-chromen-2-one
Brand: ChemScene
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CAS No. 2145-27-9
Cat. No. CS-0101671
Molecule weight180.13
Purity≥97%
MDL No.MFCD11845381

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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7-Fluoro-4-hydroxy-2H-chromen-2-one|CS-0101671

Structure of 2145-27-9

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General Information

CAS No. 2145-27-9
Cat. No. CS-0101671
Purity ≥97%
MDL No. MFCD11845381
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅FO₃
Molecular Weight 180.13
Synonym(s) 7-Fluoro-4-hydroxycoumarin
SMILES O=C1C=C(C2=C(C=C(C=C2)F)O1)O

Description

7-Fluoro-4-hydroxy-2H-chromen-2-one features a fluorinated chromenone core with a phenolic hydroxyl group, offering enhanced electronic effects and metabolic stability. This scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitors and fluorescent probes, due to its planar structure and polarity.

Application

7-Fluoro-4-hydroxy-2H-chromen-2-one serves as a versatile scaffold for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its fluorinated chromenone core enables enhanced metabolic stability and modulated electronic properties, while the phenolic hydroxyl group facilitates direct derivatization or metal-catalyzed coupling reactions. The compound exhibits good bench stability and compatibility with standard purification techniques, making it a practical building block in medicinal chemistry campaigns targeting kinase inhibitors and CNS agents.

Synthesis

Route1
- In-stock
  
  1481-27-2
- 105-58-8
- ~53%
- In-stock
  
  2145-27-9
References
- Nolan, Karen A.; Doncaster, Jeremy R.; Dunstan, Mark S.; Scott, Katherine A.; Frenkel, A. David; Siegel, David; Ross, David; Barnes, John; Levy, Colin; Leys, David; Whitehead, Roger C.; Stratford, Ian J.; Bryce, Richard A. Journal of Medicinal Chemistry, 2009 , vol. 52, # 22 p. 7142 - 7156
Route2
- In-stock
  
  372-20-3
- ~%
- In-stock
  
  2145-27-9
References
- American Cyanamid Company Patent: US5484763 A1, 1996 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 50.44
LogP 1.6377
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Coumarin compounds

Key Words

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7-Fluoro-4-hydroxy-2H-chromen-2-one

CAS No. 2145-27-9

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