2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-amine

Name: 2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 14097-37-1
Cat. No. CS-0074750
Purity≥97%
MDL No.None

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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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2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-amine|CS-0074750

Structure of 14097-37-1

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General Information

CAS No. 14097-37-1
Cat. No. CS-0074750
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₄N₂
Molecular Weight 162.23
Synonym(s) 6-Amino-2-methyl-1,2,3,4-tetrahydroisoquinoline
SMILES NC1=CC=C2CN(C)CCC2=C1

Description

2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-amine features a fused heterocyclic core with a primary amine at the 6-position and a methyl group at the 2-position, conferring enhanced electron density and steric profile. This scaffold serves as a key building block in bioactive molecule synthesis, particularly for CNS-targeted compounds and alkaloid analogs, offering improved solubility and metabolic stability under standard bench conditions.

Application

2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-amine serves as a versatile building block for the synthesis of bioactive alkaloids and pharmaceutical intermediates. Its amine functionality enables straightforward derivatization, while the tetrahydroisoquinoline core offers robust stability and compatibility with standard coupling reactions. The methyl substitution enhances metabolic stability and facilitates selective functionalization, making it well-suited for medicinal chemistry applications requiring moderate lipophilicity and defined stereochemical control.

Synthesis

Route1
- 1231163-94-2
- ~69%
- In-stock
  
  14097-37-1
References
- ASTEX THERAPEUTICS LIMITED Patent: WO2007/72041 A1, 2007 ; Location in patent: Page/Page column 67 ; WO 2007/072041 A1
Route2
- In-stock
  
  14097-36-0
- ~%
- In-stock
  
  14097-37-1
References
- Chan, Wai N.; Hadley, Michael S.; Harling, John D.; Herdon, Hugh J.; Jerman, Jeffrey C.; Orlek, Barry S.; Stean, Tania O.; Thompson, Mervyn; Upton, Neil; Ward, Robert W. Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 20 p. 2903 - 2906

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-H319
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 29.26
LogP 1.2567
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-amine

CAS No. 14097-37-1

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