6-Fluoro-4-hydroxyquinolin-2(1H)-one

Name: 6-Fluoro-4-hydroxyquinolin-2(1H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1677-37-8
Cat. No. CS-0084840
Purity≥97%
MDL No.MFCD12923124

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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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6-Fluoro-4-hydroxyquinolin-2(1H)-one|CS-0084840

Structure of 1677-37-8

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General Information

CAS No. 1677-37-8
Cat. No. CS-0084840
Purity ≥97%
MDL No. MFCD12923124
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆FNO₂
Molecular Weight 179.15
Synonym(s) 6-Fluoro-2,4-dihydroxyquinoline
SMILES O=C1NC2=C(C=C(F)C=C2)C(O)=C1

Description

6-Fluoro-4-hydroxyquinolin-2(1H)-one features a fluorinated quinolinone core with a strategically positioned hydroxyl group, enhancing its electronic profile for use in medicinal chemistry. The electron-withdrawing fluorine at the 6-position modulates reactivity and metabolic stability, while the enolic hydroxyl supports hydrogen bonding in target interactions. This scaffold serves as a key building block in developing kinase inhibitors and fluorescent probes.

Application

6-Fluoro-4-hydroxyquinolin-2(1H)-one serves as a versatile scaffold in medicinal chemistry, enabling direct functionalization at the C4 position via nucleophilic substitution or transition-metal-catalyzed coupling. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the hydroxyl group provides a handle for derivatization. This compound exhibits bench stability and compatibility with standard purification methods, facilitating integration into multi-step syntheses of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 1677-29-8
- ~75%
- In-stock
  
  1677-37-8
References
- Chinese Chemical Letters, , vol. 21, # 5 p. 542 - 546
Route2
- 141-82-2
- 371-40-4
- ~86%
- In-stock
  
  1677-37-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 1 p. 86 - 93

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 53.09
LogP 1.3728
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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6-Fluoro-4-hydroxyquinolin-2(1H)-one

CAS No. 1677-37-8

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