6-Amino-3,4-dihydroquinoline-2(1H)-one

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

CAS No. 22246-13-5
Cat. No. CS-B1127
Purity≥97%
MDL No.MFCD00559318

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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6-Amino-3,4-dihydroquinoline-2(1H)-one|CS-B1127

Structure of 22246-13-5

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General Information

CAS No. 22246-13-5
Cat. No. CS-B1127
Purity ≥97%
MDL No. MFCD00559318
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂O
Molecular Weight 162.19
Synonym(s) 6-Amino-3,4-dihydro-1H-quinolin-2-one; 6-Amino-3,4-dihydrocarbostyril; 6-Amino-3,4-dihydroquinolin-2(1H)-one; 6-AMINO-3,4-DIHYDRO-2(1H)-QUINOLINONE
SMILES O=C1NC2=C(C=C(N)C=C2)CC1

Description

6-Amino-3,4-dihydroquinoline-2(1H)-one features a fused heterocyclic core with a strategically positioned amino group enabling direct functionalization. This scaffold delivers enhanced solubility and reactivity in synthetic transformations, particularly useful in medicinal chemistry for constructing bioactive analogs. The compound exhibits bench-stable handling under standard conditions and integrates readily into multi-step synthesis workflows.

Application

6-Amino-3,4-dihydroquinoline-2(1H)-one serves as a versatile scaffold for medicinal chemistry and synthetic intermediate development. Its dual functionality—amine and carbonyl groups—enables straightforward derivatization via amidation, alkylation, or coupling reactions. The compound exhibits good bench stability and facilitates access to quinoline-based heterocycles relevant in drug discovery programs.

Synthesis

Route1
- In-stock
  
  22246-16-8
- ~87%
- In-stock
  
  22246-13-5
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 16 p. 4606 - 4609
Route2
- In-stock
  
  553-03-7
- ~%
- In-stock
  
  22246-13-5
References
- Proceedings of the Imperial Academy (Tokyo), , vol. 15, p. 148,153 Chem. Zentralbl., , vol. 110, # II p. 3089

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

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Computational Chemistry Data

TPSA 55.12
LogP 1.1535
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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6-Amino-3,4-dihydroquinoline-2(1H)-one

CAS No. 22246-13-5

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