1721-94-4

Basic information

• Product Name: 1,3-dimethylisoquinoline
• Synonyms: 1,3-dimethylisoquinoline
• CAS NO: 1721-94-4
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21174
• EINECS: 217-018-1
• Mol File: 1721-94-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 264.8°Cat760mmHg
• Flash Point: 108.9°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.0156mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 1,3-dimethylisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethylisoquinoline(1721-94-4)
• EPA Substance Registry System: 1,3-dimethylisoquinoline(1721-94-4)

Safety Data

• Hazardous Substances Data: 1721-94-4(Hazardous Substances Data)

Usage

Molecular structure

A heterocyclic compound with a fused benzene and pyridine ring.

Functional groups

Two methyl groups attached to the isoquinoline core.

Derivative

A derivative of the parent compound isoquinoline.

Physical state

Likely a solid at room temperature, based on its molecular weight and structure.

Color

Not specified in the material provided.

Solubility

Not specified in the material provided, but likely soluble in organic solvents due to its nonpolar nature.

Applications

Used as a building block in organic synthesis, particularly for the formation of pharmaceuticals, agrochemicals, and other fine chemicals.

Biological activity

Exhibits the ability to inhibit certain enzymes and receptors.

Research focus

Has been the subject of research in drug discovery and development due to its potential pharmacological properties.

InChI:InChI=1/C11H11N/c1-8-7-10-5-3-4-6-11(10)9(2)12-8/h3-7H,1-2H3

Upstream product

• 300-57-2 allylbenzene 
• 75-05-8 acetonitrile 
• 1159003-52-7 C₁₄H₁₅NO 
• 101640-65-7 1-(2-acetylphenyl)propane-2-one 
• 21791-89-9 (2E,3E)-3-methyl-4-phenylbut-3-en-2-one oxime 
• 14603-94-2 2-acetylamino-2-methyl-3-phenyl-propionic acid 
• 88422-85-9 1,3-dimethyl-3,4-dihydroisoquinoline 
• 67-56-1 methanol 
• 1125-80-0 3-methylisoquinoline 
• 108-22-5 Isopropenyl acetate 
• 19433-17-1 (E)‐1‐phenylethan‐1‐one O‐acetyl oxime 
• 19164-66-0 1-Acetoxy-1-methyl-1,2-dihydro-benzocyclobuten 
• 64664-07-9 1-(2-allylphenyl)ethan-1-one 
• 103-79-7 1-phenyl-acetone 

Downstream Products

• 68696-17-3 1,1-diphenyl-2-(3-methyl-1-isoquinolyl)ethanol 
• 76594-28-0 2,4,6-Trimethyl-benzenesulfonate2-amino-1,3-dimethyl-isoquinolinium; 
• 581811-41-8 N-(4-tert-butylbenzyl)-N'-(1,3-dimethyl-5-isoquinolinyl)urea 
• 581811-65-6 N-(1,3-dimethyl-5-isoquinolinyl)-N'-[3-fluoro-4-(trifluoromethyl)benzyl]urea 
• 581811-33-8 N-(4-bromobenzyl)-N'-(1,3-dimethyl-5-isoquinolinyl)urea 
• 581813-08-3 5-amino-1,3-dimethylisoquinoline 

Relevant articles and documents

A Simple Preparation of 1,3-Dimethylisoquinoline and its Derivatives

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Simple and Clean Photo-induced Methylation of Heteroarenes with MeOH

Heteroarene methylation utilizing a cheap and safe methylation source without involving transition metals represents an important yet challenging objective. Here, a simple and clean catalyst-free protocol for the methylation of various heteroarenes (including six- and five-membered types) is described under light irradiation. This protocol employs cheap, readily available, and abundant MeOH as both the solvent and the methylation source. It was found that adding dichloromethane (DCM) as a co-solvent could significantly increase the yield of the methylation products. Heteroarenes bearing various functional groups could be methylated and tri-deuteromethylated successfully. Deuterium labeling studies suggested that the newly generated methyl group in the products consisted of two hydrogens from the methyl group and one hydrogen from the OH group in MeOH.

Rh-catalyzed sequential oxidative C-H activation/annulation with geminal-substituted vinyl acetates to access isoquinolines

The concise synthesis of 3-substituted or non-C3-substituted isoquinolines through Rh-catalyzed sequential oxidative C-H activation/annulation with geminal-substituted vinyl acetates was developed with good functional group tolerance. The protocol was successfully applied to the total synthesis of the natural product papaverine.

AgOTf and TfOH co-catalyzed isoquinoline synthesis via redox reactions of O-alkyl oximes

Under AgOTf and Br?nsted acid co-catalysis, O-alkyl o-alkynylbenzaldoxime derivatives undergo a cyclization-induced N-O cleavage to produce isoquinolines with the simultaneous oxidation of O-alkyl group. This redox-based method provides a general access t