2220-06-6

Basic information

• Product Name: 2-(4-METHOXY-6-METHYL-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-YL)-1-PHENYL-ETHANONE
• Synonyms: 2-(4-METHOXY-6-METHYL-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-YL)-1-PHENYL-ETHANONE
• CAS NO: 2220-06-6
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.38504
• Mol File: 2220-06-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-METHOXY-6-METHYL-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-YL)-1-PHENYL-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHOXY-6-METHYL-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-YL)-1-PHENYL-ETHANONE(2220-06-6)
• EPA Substance Registry System: 2-(4-METHOXY-6-METHYL-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-YL)-1-PHENYL-ETHANONE(2220-06-6)

Safety Data

• Hazardous Substances Data: 2220-06-6(Hazardous Substances Data)

Usage

Classification

Synthetic designer drug

Properties

a. Stimulating and psychoactive effects
b. Selective serotonin-norepinephrine-dopamine releasing agent

Structural Relations

a. Belongs to the cathinone class of compounds
b. Structurally related to pyrovalerone

Effects

a. Increased energy
b. Alertness
c. Euphoria

Mechanism of Action

a. Increases levels of neurotransmitters (serotonin, norepinephrine, dopamine) in the brain

Medical Use

Not approved for medical use

Recreational Use

Primarily used as a recreational drug

Availability

Commonly sold and distributed online

Health Risks

Significant health risks associated with its use

Potential for Abuse

Known for its potential for abuse

Legal Status

Illegal in many jurisdictions, with serious health and legal consequences for its use.

Upstream product

• 128-62-1 noscapine 
• 82-54-2 4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-ol 
• 30936-27-7 4-methoxy-6-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide 
• 98-86-2 acetophenone 
• 10018-19-6 cotarnine chloride 

Relevant articles and documents

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Metal-Free Activation of C(sp3)–H Bond, and a Practical and Rapid Synthesis of Privileged 1-Substituted 1,2,3,4-Tetrahydroisoquinolines

The reaction of cotarnine and acyl/aryl ketones in “green” solvents provides an efficient approach to an array of privileged 1,2,3,4-tetrahydroisoquinolines in excellent yields by metal-free activation of C(sp3)–H bonds. This one-pot procedure takes place under base-free conditions at room temperature, and tolerates a wide range of functionalities. The reaction is highly chemoselective, can be performed on a multi-gram scale, and pure products are isolated by simple filtration without workup. Interestingly, the complementary two-step procedure from cotarnine halide salts gives the Mannich products in good yields. The scope was elaborated to 9-bromocotarnine salts to access a range of 9-bromonoscapine-derived analogues. The methodology has been developed considering the structural similarity of cotarnine derivatives to noscapinoids, which represent an emerging class of microtubule-modulating anticancer agents.