CAS 61563-24-4

7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline

Description:

7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline is a bicyclic organic compound characterized by its isoquinoline structure, which consists of a fused benzene and pyridine ring. The presence of two chlorine atoms at the 7 and 8 positions contributes to its unique reactivity and potential biological activity. This compound is typically a solid at room temperature and is soluble in organic solvents, reflecting its hydrophobic nature. It may exhibit various pharmacological properties, making it of interest in medicinal chemistry, particularly in the development of drugs targeting neurological disorders. The tetrahydroisoquinoline framework is known for its role in various natural products and synthetic compounds, often associated with alkaloids. As with many chlorinated compounds, it is important to handle 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline with care due to potential toxicity and environmental concerns. Its synthesis and applications are subjects of ongoing research, particularly in the fields of organic synthesis and drug discovery.

Formula: C₉H₉Cl₂N

InChI: InChI=1S/C9H9Cl2N/c10-8-2-1-6-3-4-12-5-7(6)9(8)11/h1-2,12H,3-5H2

InChI key: InChIKey=WFPUBEDBBOGGIQ-UHFFFAOYSA-N

SMILES: ClC1=C2C(=CC=C1Cl)CCNC2

Synonyms:

• Isoquinoline, 7,8-dichloro-1,2,3,4-tetrahydro-
• 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline

7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline

CAS: 61563-24-4

7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline (7,8-DCT) is a natural compound that can be found in the leaves of the plant "Erythroxylum coca". It has been studied for its potential use as an anticancer drug. 7,8-DCT inhibits the growth of prostate cancer cells and has shown inhibitory properties on α2-adrenergic receptors. This compound also inhibits bacterial growth by disrupting fatty acid biosynthesis and reducing its uptake by mitochondria. 7,8-DCT has also been shown to have antimicrobial resistance. 7,8-DCT is a structural analog of cocaine and acts as a competitive inhibitor to inhibit the enzyme fatty acid amide hydrolase (FAAH). The inhibition of FAAH leads to increased levels of anandamide which is known to modulate pain perception. !-- -->

Formula: C₉H₉Cl₂N

Purity: Min. 95%

Molecular weight: 202.08 g/mol

Ref: 3D-LCA56324