4-Hydroxy-7-methoxyquinolin-2(1H)-one

Name: 4-Hydroxy-7-methoxyquinolin-2(1H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 27037-34-9
Cat. No. CS-0097851
Purity≥97%
MDL No.MFCD00101261

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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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4-Hydroxy-7-methoxyquinolin-2(1H)-one|CS-0097851

Structure of 27037-34-9

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General Information

CAS No. 27037-34-9
Cat. No. CS-0097851
Purity ≥97%
MDL No. MFCD00101261
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉NO₃
Molecular Weight 191.18
Synonym(s) 4-Hydroxy-7-methoxy-1H-quinolin-2-one
SMILES O=C1NC2=C(C=CC(OC)=C2)C(O)=C1

Description

4-Hydroxy-7-methoxyquinolin-2(1H)-one features a fused quinoline core with strategically positioned hydroxyl and methoxy groups, enabling robust hydrogen bonding and enhanced solubility in polar solvents. This scaffold integrates readily into bioactive molecules, offering tunable electronic properties for medicinal chemistry applications.

Application

4-Hydroxy-7-methoxyquinolin-2(1H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinolone-based scaffolds. Its ortho-hydroxyl and methoxy groups provide complementary sites for derivatization, including metal-catalyzed coupling reactions and glycosylation. The compound exhibits good bench stability and facilitates purification via standard chromatographic methods, supporting its use in multi-step syntheses of bioactive molecules.

Synthesis

Route1
- 141-82-2
- 536-90-3
- ~78%
- In-stock
  
  27037-34-9
References
- Faber; Steininger; Kappe Journal of Heterocyclic Chemistry, 1985 , vol. 22, # 4 p. 1081 - 1087
Route2
- 15116-23-1
- ~73%
- In-stock
  
  27037-34-9
References
- Shobana, N.; Yeshoda, P.; Shanmugam, P. Tetrahedron, 1989 , vol. 45, # 3 p. 757 - 762
Route3
- 52994-51-1
- 536-90-3
- ~72%
- In-stock
  
  27037-34-9
References
- Knierzinger; Wolfbeis Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 2 p. 225 - 229

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 62.32
LogP 1.2423
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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4-Hydroxy-7-methoxyquinolin-2(1H)-one

CAS No. 27037-34-9

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