1-Phenyl-3,4-dihydroisoquinoline

Name: 1-Phenyl-3,4-dihydroisoquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 52250-50-7
Cat. No. CS-0001472
Purity≥96%
MDL No.MFCD01817309

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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1-Phenyl-3,4-dihydroisoquinoline|CS-0001472

Structure of 52250-50-7

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General Information

CAS No. 52250-50-7
Cat. No. CS-0001472
Purity ≥96%
MDL No. MFCD01817309
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₃N
Molecular Weight 207.27
Synonym(s) None
SMILES C1(C2=CC=CC=C2)=NCCC3=C1C=CC=C3

Description

1-Phenyl-3,4-dihydroisoquinoline is a nitrogen-containing heterocycle featuring a fused benzene and piperidine-like ring system. This scaffold integrates a phenyl group at the 1-position, enhancing π-stacking potential and electronic delocalization. The saturated dihydroisoquinoline core offers improved metabolic stability compared to fully aromatic analogs. The compound serves as a privileged structural motif in medicinal chemistry, particularly for CNS-targeted therapeutics and kinase inhibitors. Its planar geometry facilitates interactions with hydrophobic enzyme pockets.

Application

1-Phenyl-3,4-dihydroisoquinoline serves as a versatile scaffold in medicinal chemistry, enabling the construction of bioactive heterocycles through standard functionalization at the dihydroisoquinoline core. Its stability under routine synthetic conditions and tolerance to common reaction environments facilitate downstream derivatization. The molecule functions as a key building block for exploring pharmacologically relevant structures, particularly in CNS-targeted compound libraries.

Synthesis

Route1
- 3278-14-6
- ~94%
- In-stock
  
  52250-50-7
References
- Movassaghi, Mohammad; Hill, Matthew D. Organic Letters, 2008 , vol. 10, # 16 p. 3485 - 3488
Route2
- In-stock
  
  22990-19-8
- ~40%
- In-stock
  
  52250-50-7
References
- Ajzert, Ilona K.; Takacs, Kalman Liebigs Annalen der Chemie, 1987 , p. 1061 - 1064
Route3
- In-stock
  
  22990-19-8
- ~0%
- In-stock
  
  52250-50-7
- In-stock
  
  22990-19-8
References
- Ghislieri, Diego; Green, Anthony P.; Pontini, Marta; Willies, Simon C.; Rowles, Ian; Frank, Annika; Grogan, Gideon; Turner, Nicholas J. Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10863 - 10869

Safety Information

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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 12.36
LogP 3.0801
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Phenyl-3,4-dihydroisoquinoline

CAS No. 52250-50-7

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