101712-97-4

Basic information

• Product Name: 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI)
• Synonyms: 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI);2-(1-Methylethyl)-1(2H)-isoquinolinone;2-Isopropyl-1(2H)-isoquinolinone;2-isopropyl-1-isoquinolinone;1(2H)-Isoquinolinone, 2-(1-Methylethyl)-;2-Isopropylisoquinolin-1(2H)-one
• CAS NO: 101712-97-4
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• Product Categories: QUINOLINONE
• Mol File: 101712-97-4.mol

Chemical Properties

• Boiling Point: 324.8 °C at 760 mmHg
• Flash Point: 148.9 °C
• Appearance: /
• Density: 1.106
• CAS DataBase Reference: 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI)(101712-97-4)
• EPA Substance Registry System: 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI)(101712-97-4)

Safety Data

• Hazardous Substances Data: 101712-97-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI) is used as a pharmaceutical intermediate for the synthesis of various drugs and active pharmaceutical ingredients. Its unique structure and functional groups allow for the development of new compounds with potential therapeutic effects.
Used in Organic Synthesis:
In the field of organic synthesis, 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI) serves as a key building block for the creation of more complex organic molecules. Its reactivity and structural features make it a valuable component in the synthesis of a wide range of organic compounds, including natural products, agrochemicals, and specialty chemicals.
Used in Medicinal Chemistry:
1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI) is utilized in medicinal chemistry for the design and development of novel therapeutic agents. Its potential biological activities and interactions with other molecules make it a subject of interest for researchers working on drug discovery and the optimization of lead compounds.
Used in Drug Discovery:
In drug discovery, 1(2H)-Isoquinolinone,2-(1-methylethyl)-(9CI) is employed as a starting material or a scaffold for the development of new drugs. Its structural features and functional groups can be modified to explore various biological targets and pathways, leading to the identification of potential drug candidates with improved efficacy and selectivity.

Upstream product

• 79979-28-5 2-isopropylisoquinolinium 
• 64141-91-9 2-methyl-N-(1-methylethyl)benzamide 
• 5440-69-7 N-isopropylbenzamide 
• 127787-35-3 N-Isopropyl-N-trimethylsilanylmethyl-benzamide 
• 872-36-6 vinylene carbonate 
• 75-30-9 2-iodo-propane 
• 491-30-5 1-isoquinolone 
• 127787-41-1 2-Formyl-N-isopropyl-N-trimethylsilanylmethyl-benzamide 

Relevant articles and documents

Rhodium-Catalyzed Annulative Coupling Using Vinylene Carbonate as an Oxidizing Acetylene Surrogate

Transition-metal-catalyzed C-H activation and subsequent oxidative cyclization with alkynes has been a powerful tool for the synthesis of polycyclic aromatic compounds. Despite the substantial progress in this field, it is still a significant challenge to establish synthetic methodologies for the construction of nonsubstituted vinylene-fused aromatics. We herein report a Rh(III)-catalyzed C-H/N-H annulation with vinylene carbonate as an acetylene surrogate. Vinylene carbonate also acts as an internal oxidant to regenerate the Rh(III) species in situ; thus, no external oxidant is required to trigger the oxidative annulation. This protocol is applicable to the direct synthesis of various N-heteroaromatics.

Discovery of isoquinolinone indole acetic acids as antagonists of chemoattractant receptor homologous molecule expressed on TH2 cells (CRTH2) for the treatment of allergic inflammatory diseases

Previously we reported the discovery of CRA-898 (1), a diazine indole acetic acid containing CRTH2 antagonist. This compound had good in vitro and in vivo potency, low rates of metabolism, moderate permeability, and good oral bioavailability in rodents. H

Directed lithiations: The effect of varying directing group orientation on competitive efficiencies for a series of tertiary amide, secondary amide, and alkoxide directed ortho lithiations

Significant differences for competitive efficiencies in directed ortho lithiations for single functional groups in three series, the secondary benzamides 1-4, the tertiary benzamides 5-11, and the benzylic alcohols 12-17, are reported. For both amide seri

α'-SILYLATED TERTIARY BENZAMIDES AS DUAL ORTHO- AND α'-CARBANION SYNTHONS. CARBODESILYLATIVE ROUTES TO ISOQUINOLINE AND DIBENZOQUINOLIZIDINE DERIVATIVES

α'-Silylated benzamides 4a display both ortho (6)- and α'-carbanion (5h, 15) reactivities which are translated into new synthetic routes for isoquinoline (8, 18, 19) and protoberberine (11, 12) derivatives.

Kinetics of the Oxidation of Isoquinolinium Cations by Ferricyanide Ion

The rates of the ferricyanide oxidation of a number of isoquinolinium cations have been investigated in the range pH 11-14 in 20percent CH3CN-80percent H2O at 25 deg C (ionic strength 1.0).The oxidation of the 2-methylisoquinolinium cation is kinetically first order in each of ferricyanide ion and isoquinolinium cation but is subject to pronounced inhibition by the ferrocyanide ion reaction product.Second-order rate constants evaluated from initial reaction rates display a pH dependence which is consistent with rate-determining ferricyanide attack on the pseudobase alkoxide ion derived from the isoquinolinium cation.Ferrocyanide ion inhibition is shown to be consistent with this initial electron transfer being a reversible process.Similar observations are made for a number of substituted isoquinolinium cations.Substituent effects are shown to be consistent with electron abstraction from the endocyclic nitrogen atom rather than the exocyclic oxyanion of these pseudobase alkoxide ions.The initially formed radical then undergoes a base-catalyzed deprotonation from C-1, and this is confirmed by deuterium kinetic isotope effects when a deuterium label is present at C-1.The combination of these pH effects leads to ferrocyanide ion inhibition becoming less pronounced with increasing pH.These observations have prompted us to reinvestigate the ferricyanide ion oxidation of some of the 5-nitroisoquinolinium cations that we have previously studied.We find that ferrocyanide ion inhibition is observable when the initial rates of these reactions are examined in the stopped-flow spectrophotometer.Detailed kinetic analysis of these oxidations is shown to be consistent with the reaction scheme detailed above for the 2-methylisoquinolinium cation.In the light of this work, we must now withdraw our earlier claim for rate-determining hydride abstraction in these reactions.Substituent effects on the oxidation of these isoquinolinium cations allow the development of a relationship which can be used to predict the pH-rate profile for the ferricyanide ion oxidation of any isoquinolinium cation for which pKR+ for pseudobase formation is available, provided that steric hindrance from the N substituent is not significant.