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

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

CAS No. 3470-53-9
Cat. No. CS-W008519
Purity≥96%
MDL No.MFCD00099462

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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-Amino-3,4-dihydronaphthalen-1(2H)-one|CS-W008519

Structure of 3470-53-9

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General Information

CAS No. 3470-53-9
Cat. No. CS-W008519
Purity ≥96%
MDL No. MFCD00099462
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁NO
Molecular Weight 161.20
Synonym(s) 6-Amino-3,4-dihydro-1(2H)-naphthalenone
SMILES O=C1CCCC2=C1C=CC(N)=C2

Description

6-Amino-3,4-dihydronaphthalen-1(2H)-one features a fused bicyclic core with a strategically positioned amino group that enhances reactivity in synthetic transformations. This electron-rich scaffold serves as a key intermediate in the construction of complex heterocycles and bioactive molecules. The compound exhibits favorable solubility and stability under standard bench conditions, enabling straightforward handling in process development workflows.

Application

6-Amino-3,4-dihydronaphthalen-1(2H)-one serves as a versatile scaffold for heterocyclic synthesis and medicinal chemistry campaigns. Its ortho-amino ketone functionality enables direct derivatization via condensation, cyclization, or transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for multi-step synthetic sequences in API development and target-oriented synthesis.

Synthesis

Route1
- In-stock
  
  3470-50-6
- ~70%
- In-stock
  
  3470-53-9
References
- Cui, Li-Qian; Dong, Zhi-Lei; Liu, Kai; Zhang, Chi Organic Letters, 2011 , vol. 13, # 24 p. 6488 - 6491
Route2
- In-stock
  
  88611-67-0
- ~99%
- In-stock
  
  3470-53-9
References
- Harris III, Ralph N.; Stabler, Russel S.; Repke, David B.; Kress, James M.; Walker, Keith A.; Martin, Renee S.; Brothers, Julie M.; Ilnicka, Mariola; Lee, Simon W.; Mirzadegan, Tara Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 11 p. 3436 - 3440
Route3
- 1116358-98-5
- ~92%
- In-stock
  
  3470-53-9
References
- Lim, Ju-Ok; Jin, Mi-Kyoung; Ryu, HyungChul; Kang, Dong Wook; Lee, Jeewoo; Pearce, Larry V.; Tran, Richard; Toth, Attila; Blumberg, Peter M. European Journal of Medicinal Chemistry, 2009 , vol. 44, # 1 p. 322 - 331

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.09
LogP 1.7878
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 3470-53-9

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