6-Chloro-1,2,3,4-tetrahydroisoquinoline

Name: 6-Chloro-1,2,3,4-tetrahydroisoquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 33537-99-4
Cat. No. CS-W005061
Molecule weight167.64
Purity≥95%
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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6-Chloro-1,2,3,4-tetrahydroisoquinoline|CS-W005061

Structure of 33537-99-4

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General Information

CAS No. 33537-99-4
Cat. No. CS-W005061
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀ClN
Molecular Weight 167.64
Synonym(s) 6-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
SMILES ClC1=CC2=C(CNCC2)C=C1

Description

6-Chloro-1,2,3,4-tetrahydroisoquinoline is a bench-stable heterocyclic scaffold featuring a chlorinated aromatic ring fused to a saturated nitrogen-containing core. This electron-deficient framework integrates readily into medicinal chemistry libraries, serving as a key building block for bioactive compounds. Its defined steric profile and compatibility with diverse coupling reactions enable efficient synthesis of targeted pharmacophores.

Application

6-Chloro-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the aromatic ring and amine nitrogen. Its chlorine substituent facilitates palladium-catalyzed cross-coupling reactions and acts as a handle for further derivatization. The saturated core provides metabolic stability and favorable pharmacokinetic properties, making it a practical scaffold for API development. Bench-stable and readily purified, it functions effectively in standard synthetic workflows.

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

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Computational Chemistry Data

TPSA 12.03
LogP 1.9857
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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6-Chloro-1,2,3,4-tetrahydroisoquinoline

CAS No. 33537-99-4

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