62882-00-2

Basic information

• Product Name: 8-METHYL-ISOQUINOLINE
• Synonyms: 8-METHYL-ISOQUINOLINE;Isoquinoline, 8-methyl-
• CAS NO: 62882-00-2
• Molecular Formula: C₁₀H₉N
• Molecular Weight: 143.18516
• EINECS: 263-747-3
• Product Categories: Isoquinoline Derivertives
• Mol File: 62882-00-2.mol

Chemical Properties

• Melting Point: 205°C
• Boiling Point: 246.29°C (estimate)
• Flash Point: 107.7°C
• Appearance: /
• Density: 1.0584 (estimate)
• Vapor Pressure: 0.0218mmHg at 25°C
• Refractive Index: 1.6125 (estimate)
• PKA: 5?+-.0.23(Predicted)
• CAS DataBase Reference: 8-METHYL-ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHYL-ISOQUINOLINE(62882-00-2)
• EPA Substance Registry System: 8-METHYL-ISOQUINOLINE(62882-00-2)

Safety Data

• Hazardous Substances Data: 62882-00-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
8-Methyl-isoquinoline is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of novel drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 8-Methyl-isoquinoline is used as a precursor in the production of agrochemicals, aiding in the creation of compounds that can protect crops from pests and diseases.
Used in Organic Chemistry Research:
8-Methyl-isoquinoline serves as a versatile building block in organic chemistry research, enabling the exploration of new chemical reactions and the synthesis of organic materials with unique properties.
Used in Antioxidant and Anti-Inflammatory Studies:
Due to its potential antioxidant and anti-inflammatory properties, 8-Methyl-isoquinoline is used in scientific studies aimed at understanding its effects and possible applications in medicine and healthcare.

InChI:InChI=1/C10H9N/c1-8-3-2-4-9-5-6-11-7-10(8)9/h2-7H,1H3

Upstream product

• 645-36-3 2,2-diethoxy-ethanamine 
• 529-20-4 2-methylphenyl aldehyde 
• 7344-34-5 4-methyl-1H-indene 
• 54879-71-9 (2,2-Dimethoxy-ethyl)-[1-o-tolyl-meth-(Z)-ylidene]-amine 
• 22483-09-6 2,2-dimethoxyethylamine 
• 109245-75-2 o-methylbenzylideneaminoethanaldiethoxyacetal 
• 84900-35-6 2,4,6-Trimethyl-benzenesulfonate2-amino-8-methyl-isoquinolinium; 

Downstream Products

• 84900-35-6 2,4,6-Trimethyl-benzenesulfonate2-amino-8-methyl-isoquinolinium; 
• 174873-81-5 1-chloro-8-methylisoquinoline 
• 863290-51-1 1-(3,4-dimethoxy-benzyl)-8-methyl-isoquinoline 
• 863290-43-1 2-benzoyl-1-cyano-8-methyl-1,2-dihydroisoquinoline 

Relevant articles and documents

Synthesis of Indole-Dihydroisoquinoline Sulfonyl Ureas via Three-Component Reactions

Isoquinolines activated with sulfamoyl chlorides were reacted with indoles in a 3-component reaction to generate a library of dihydroisoquinoline derivatives. Using a differential protecting group strategy, products could be further derivatised. Synthesis of isoquinoline starting materials using several different methods is also described.

SMALL MOLECULE ACTIVATORS OF NICOTINAMIDE PHOSPHORIBOSYLTRANSFERASE (NAMPT) AND USES THEREOF

Provided herein are small molecule activators of Nicotinamide Phosphoribosyltransferase (NAMPT), compositions comprising the compounds, and methods of using the compounds and compositions.

Synthesis and radioligand binding studies of C-5- and C-8-substituted 1-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,2,3,4-tetrahydroisoquinoliniums as SK channel blockers related to N-methyl-laudanosine and N-methyl-noscapine

The synthesis and the 125I-apamin binding studies of original C-5- and C-8-substituted 1-(3,4-dimethoxy-benzyl)-2,2-dimethyl-1,2,3,4- tetrahydroisoquinoliniums and 1-(3,4-dimethoxy-benzyl)-6,6-dimethyl-4,5,6,7- tetrahydrothieno[2,3-c]pyridiniums were performed in order to find a reversible and selective SK channel blocker structurally related to N-methyl-laudanosine and N-methyl-noscapine. A bulky alkyl substituent in the C-8 position of the tetrahydroisoquinoline produces a clear increase in the affinity for the apamin sensitive binding sites. The presence of an electron-withdrawing group in the C-5 and C-8 positions is not a suitable substitution for the affinity of drugs structurally related to N-methyl-laudanosine. Thiophenic analogues and 8-methoxy derivatives possess a poor affinity for the apamin sensitive binding sites. Electrophysiological studies performed with the most effective compound showed a blockade of the apamin sensitive afterhyperpolarization in rat dopaminergic neurons.

8,8′-Dialkyl-1,1′-biisoquinolines: Preparation, absolute configuration and unexpected racemization behaviour

A series of 8,8′-dialkyl-1,1′-biisoquinolines, in which methyl, ethyl and isopropyl groups are introduced for enhancing the transannular steric hindrance, are synthesized. The atropisomeric biisoquinolines are separated into both enantiomers, of which the absolute configurations and the optical stabilities are determined. Contrary to prior expectations, the racemization behaviour is inversely proportional to the steric size of the alkyl groups. The Royal Society of Chemistry 1999.

Synthesis and resolution of 1,1-bi-8-methylisoquinoline: Formation of an optically active complex with high chiral recognition

The synthesis and resolution of 1,1-bi-8-methylisoquinoline (±)-5 is reported. An optically active palladium complex with high chiral recognition was formed during the complexation between a chiral palladium complex and the two enantiomers of (±)-5. The free energy barrier ΔGF(≠) for interconversion of enantiomers was estimated to be 97,2 KJ/mol at 40°C.

Preparation of optically active 8,8′-disubstituted 1,1′-biisoquinoline

Synthesis of 1,1′-biisoquinolines having substituents in the 8,8′-positions and their resolution by hplc on a chiral column on a preparative scale are described.

Synthesis of Isoquinolines from Indenes

A general procedure for the synthesis of isoquinolines from appropriately substituted indenes is described.Ozonolysis of the indenes followed by reductive workup gives intermediate homophthalaldehydes which are treated with ammonium hydroxide to give the isoquinolines.This "one-pot", three-step reaction sequence was applied to the formation of all of the mono-C-methyl-substituted isoquinolines in a regiospecific manner.The procedure is applicable to both electron-withdrawing and electron-donating substituents on the indene system.In this manner the 6- and 7-nitro-,-bromo-, and -iodoisoquinolines were prepared.