6-Fluoro-3,4-dihydroquinolin-2(1H)-one

Name: 6-Fluoro-3,4-dihydroquinolin-2(1H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 75893-82-2
Cat. No. CS-0197416
Molecule weight165.16
Purity≥95%
MDL No.None

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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-3,4-dihydroquinolin-2(1H)-one|CS-0197416

Structure of 75893-82-2

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General Information

CAS No. 75893-82-2
Cat. No. CS-0197416
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈FNO
Molecular Weight 165.16
Synonym(s) 6-fluoro-3,4-dihydrocarbostyril
SMILES C1CC(=O)NC2=CC=C(C=C12)F

Description

6-Fluoro-3,4-dihydroquinolin-2(1H)-one features a fluorinated quinolinone core with enhanced metabolic stability and improved membrane permeability. This scaffold integrates a polar carbonyl group with a strategically positioned fluorine atom, enabling strong hydrogen bonding and favorable electronic interactions in biological targets. The compound serves as a key intermediate in medicinal chemistry for developing kinase inhibitors and CNS-active agents.

Application

6-Fluoro-3,4-dihydroquinolin-2(1H)-one serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its fluorinated aromatic core enables enhanced metabolic stability and modulated electronic properties, while the enolizable carbonyl facilitates nucleophilic additions and condensation reactions. Bench-stable and compatible with standard coupling protocols, it functions effectively in the synthesis of bioactive scaffolds and API intermediates requiring controlled polarity and hydrogen-bonding capacity.

Synthesis

Route1
- 771-19-7
- ~72%
- In-stock
  
  75893-82-2
References
- Kikugawa, Yasuo; Matsumoto, Kazuhiro; Mitsui, Kimiyo; Sakamoto, Takeshi Journal of the Chemical Society, Chemical Communications, 1992 , # 12 p. 921 - 922
Route2
- In-stock
  
  61272-76-2
- 140-88-5
- ~50%
- In-stock
  
  75893-82-2
References
- Zhou, Wang; Zhang, Liangren; Jiao, Ning Tetrahedron, 2009 , vol. 65, # 10 p. 1982 - 1987

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 1.7104
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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6-Fluoro-3,4-dihydroquinolin-2(1H)-one

CAS No. 75893-82-2

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