1,2,3,4-Tetrahydroquinoline-8-carbonitrile

Name: 1,2,3,4-Tetrahydroquinoline-8-carbonitrile
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 50741-37-2
Cat. No. CS-0155816
Purity≥98%
MDL No.MFCD13179088

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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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1,2,3,4-Tetrahydroquinoline-8-carbonitrile|CS-0155816

Structure of 50741-37-2

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General Information

CAS No. 50741-37-2
Cat. No. CS-0155816
Purity ≥98%
MDL No. MFCD13179088
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂
Molecular Weight 158.20
Synonym(s) 1,2,3,4-tetrahydro-8-Quinolinecarbonitrile
SMILES C1=CC2=C(C(=C1)C#N)NCCC2

Description

This tetrahydroquinoline derivative features a rigid, electron-rich heterocyclic core paired with a terminal nitrile group. The scaffold integrates seamlessly into medicinal chemistry campaigns, offering enhanced metabolic stability and favorable membrane permeability. Its bench-stable nature enables straightforward handling in synthetic workflows.

Application

1,2,3,4-Tetrahydroquinoline-8-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its nitrile group offers high functional group tolerance and facilitates downstream transformations such as amidation or hydrolysis. The saturated quinoline core provides structural rigidity and favorable pharmacophore properties, while the compound exhibits excellent bench stability and ease of purification—ideal for iterative synthesis campaigns in API development.

Synthesis

Route1
- In-stock
  
  635-46-1
- 545-06-2
- ~68%
- In-stock
  
  50741-37-2
References
- Shionogi and Co., Ltd. Patent: US4774331 A1, 1988 ;
Route2
- 556-64-9
- In-stock
  
  635-46-1
- ~%
- In-stock
  
  50741-37-2
References
- Adachi, Makoto; Sugasawa, Tsutomu Synthetic Communications, 1990 , vol. 20, # 1 p. 71 - 84

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 35.82
LogP 1.91638
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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1,2,3,4-Tetrahydroquinoline-8-carbonitrile

CAS No. 50741-37-2

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