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3-METHYLISOQUINOLIN-1(2H)-ONE, a heterocyclic organic compound with the molecular formula C10H9NO, is structurally akin to quinoline. It is renowned for its versatile reactivity and pharmacological potential, which makes it a pivotal precursor in the synthesis of a variety of drugs and bioactive molecules within the pharmaceutical industry. Beyond its applications in medicine, 3-METHYLISOQUINOLIN-1(2H)-ONE has also garnered interest for its potential anti-inflammatory and antioxidant properties, positioning it as a promising candidate for the development of innovative therapeutic agents. Moreover, its utility extends to the realm of organic synthesis, where it serves as a crucial intermediate in crafting intricate molecular architectures.

7114-80-9

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7114-80-9 Usage

Uses

Used in Pharmaceutical Industry:
3-METHYLISOQUINOLIN-1(2H)-ONE is utilized as a key precursor for the synthesis of various drugs and bioactive molecules, leveraging its versatile reactivity and pharmacological properties to contribute to the development of new medications.
Used in Organic Synthesis:
In the field of organic synthesis, 3-METHYLISOQUINOLIN-1(2H)-ONE is employed as a crucial intermediate, playing a significant role in the preparation of complex molecular structures, thereby facilitating advancements in chemical research and compound design.
Used in Research and Development of Therapeutic Agents:
3-METHYLISOQUINOLIN-1(2H)-ONE is studied for its potential anti-inflammatory and antioxidant properties, making it a valuable compound in the research and development of new therapeutic agents aimed at treating various inflammatory and oxidative stress-related conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 7114-80-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,1,1 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 7114-80:
(6*7)+(5*1)+(4*1)+(3*4)+(2*8)+(1*0)=79
79 % 10 = 9
So 7114-80-9 is a valid CAS Registry Number.

7114-80-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methyl-2H-isoquinolin-1-one

1.2 Other means of identification

Product number -
Other names 3-methyl-1-isoquinolinol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7114-80-9 SDS

7114-80-9Relevant academic research and scientific papers

Rhodium(III)-Catalyzed C-H Activation: Annulation of Petrochemical Feedstocks for the Construction of Isoquinolone Scaffolds

Barber, Joyann S.,Kong, Dehuan,Li, Wei,McAlpine, Indrawan J.,Nair, Sajiv K.,Sakata, Sylvie K.,Sun, Nicole,Patman, Ryan L.

supporting information, p. 202 - 206 (2021/01/14)

We describe a simple and robust procedure for the Rh(III)-catalyzed [4+2] cycloaddition of feedstock gases enabled through C-H activation. A diverse set of 3,4-dihydroisoquinolones and 3-methylisoquinolones have been prepared in good to excellent yields.

Synthesis of rhodium(III)-catalyzed isoquinoline derivatives from allyl carbonates and benzimidates with hydrogen evolution

Dong, Lin,Li, Chao,Liu, Man,Xu, Hui-Bei,Zhang, Jing

, p. 1412 - 1416 (2020/03/03)

A novel Rh(iii)-catalyzed cascade C-H activation/cyclization approach to access isoquinoline derivatives from benzimidates and available allyl carbonates with the liberation of H2 has been realized. Allyl carbonates were first used as a versati

Iron-catalysed 1,2-acyl migration of tertiary α-azido ketones and 2-azido-1,3-dicarbonyl compounds

Yang, Tonghao,Lin, Yajun,Yang, Chaoqun,Yu, Wei

supporting information, p. 6097 - 6102 (2019/11/20)

Iron-catalysed 1,2-acyl migration of tertiary α-azido ketones and 2-azido-1,3-dicarbonyl compounds provides a simple and atom-economical approach toward enamides and isoquinolones. This paper reports two catalyst systems for these transformations which employ iron(ii) complexes [Fe(dpbz)]Br2 (dpbz = 1,2-bis(diphenylphosphino)benzene) and FeBr2/Et3N, respectively. [Fe(dpbz)]Br2 was found to be highly effective at converting 2-azido-2,3-dihydro-1H-inden-1-ones to isoquinolones. The reagent combination of FeBr2/Et3N, on the other hand, exhibited a broader catalytic scope, owing to the beneficial effect of Et3N. This latter catalyst system enables 2-azido-2-methyl-1,3-dicarbonyl compounds to be converted to the corresponding enamides under mild conditions in good yields.

Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

Yang, Tonghao,Fan, Xing,Zhao, Xiaopeng,Yu, Wei

, p. 1875 - 1879 (2018/04/16)

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

USE OF DDX3 INHIBITORS AS ANTIPROLIFERATIVE AGENTS

-

, (2017/10/30)

The present invention refers to compounds of formula I or II endowed with DDX3 inhibitory activity, relative pharmaceutical compositions and their use as antihyperproliferative agents. (I) or (II)

HUMAN HELICASE DDX3 INHIBITORS AS THERAPEUTIC AGENTS

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, (2016/09/22)

The present invention refers to compounds endowed with RNA helicase DDX3 inhibitory activity of formula I and II and their therapeutic use, in particular for the treatment of viral diseases.

Synthesis of functionalized isoquinolin-1(2H)-ones by copper-catalyzed α-arylation of ketones with 2-halobenzamides

Shi, Yan,Zhu, Xuebin,Mao, Haibin,Hu, Hongwen,Zhu, Chengjian,Cheng, Yixiang

supporting information, p. 11553 - 11557 (2013/09/12)

Copper is key: A concise route to isoquinolin-1(2H)-ones from simple and readily available starting materials is provided by an efficient copper-catalyzed annulation of ketones with 2-halobenzamides. The method is applicable to a wide range of ketones con

The design, synthesis and structure-activity relationships of 1-aryl-4-aminoalkylisoquinolines: A novel series of CRF-1 receptor antagonists

Yoon, Taeyoung,De Lombaert, Stephane,Brodbeck, Robbin,Gulianello, Michael,Chandrasekhar, Jayaraman,Horvath, Raymond F.,Ge, Ping,Kershaw, Mark T.,Krause, James E.,Kehne, John,Hoffman, Diane,Doller, Dario,Hodgetts, Kevin J.

, p. 891 - 896 (2008/09/18)

The design, synthesis and structure-activity relationships of a novel series of CRF-1 receptor antagonist, the 1-aryl-4-alkylaminoisoquinolines, is described. The effects of substitution on the aromatic ring, the amino group and the isoquinoline core on C

1-ARYL-4-SUBSTITUTED ISOQUINOLINES

-

Page/Page column 61, (2010/02/14)

1-Aryl-4-substituted isoquinolines analogues of Formula (I) and Formula (II) are provided, as follows : wherein R1, R2, R3, R8, R9, A and Ar are defined herein. Such compounds are ligands of C5a receptors. Preferred compounds of Formula (I) and (II) bind to C5a receptors with high affinity and exhibit neutral antagonist or inverse agonist activity at C5a receptors. The present invention also relates to pharmaceutical compositions compositions comprising such compounds, and to the use of such compounds in treating a variety of inflammatory, cardiovascular, and immune system disorders. In addition, the present invention provides labeled 1-aryl-4-substituted isoquinolines, which are useful as probes for the localization of C5a receptors.

Poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors based on a tetrahydro-1(2H)-isoquinolinone Scaffold: Synthesis, biological evaluation and X-ray crystal structure

Peukert, Stefan,Schwahn, Uwe,Guessregen, Stefan,Schreuder, Herman,Hofmeister, Armin

, p. 1550 - 1554 (2007/10/03)

The synthesis, activity and physical properties of two series of novel potent tetrahydro-1(2H)-isoquinolinone based PARP-1 inhibitors are described. The new structural classes with a non-planar ring system interact specifically with the PARP-1 protein at the nicotinamide-binding site. Georg Thieme Verlag Stuttgart.

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