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1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI) is a chemical compound characterized by the molecular formula C10H8BrNO. It is an isoquinolinone derivative featuring a bromine atom at the 6th position and a methyl group at the 2nd position. This unique structure and reactivity make it a promising candidate for various applications in organic synthesis and medicinal chemistry.

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  • 864866-92-2 Structure
  • Basic information

    1. Product Name: 1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI)
    2. Synonyms: 1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI);6-Bromo-2-methylisoquinolin-1(2H)-one;6-broMo-2-Methyl-1,2-dihydroisoquinolin-1-one;6-Bromo-2-methyl-2H-isoquinolin-1-one;6-Bromo-2-methylisoquinolin-1(2H)
    3. CAS NO:864866-92-2
    4. Molecular Formula: C10H8BrNO
    5. Molecular Weight: 238.083
    6. EINECS: N/A
    7. Product Categories: QUINOLINONE
    8. Mol File: 864866-92-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 373°C at 760 mmHg
    3. Flash Point: 179.4°C
    4. Appearance: /
    5. Density: 1.553g/cm3
    6. Vapor Pressure: 9.23E-06mmHg at 25°C
    7. Refractive Index: 1.624
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. PKA: -2.50±0.70(Predicted)
    11. CAS DataBase Reference: 1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI)(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI)(864866-92-2)
    13. EPA Substance Registry System: 1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI)(864866-92-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 864866-92-2(Hazardous Substances Data)

864866-92-2 Usage

Uses

Used in Organic Synthesis:
1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI) is used as a building block for the synthesis of various organic compounds. Its functional groups and unique structure allow for the creation of a wide range of chemical products, making it a valuable intermediate in the production process.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI) is utilized for its potential applications in the development of new drugs. Its unique structure and reactivity contribute to the design and synthesis of pharmaceuticals with novel properties and therapeutic effects.
Used in Pharmaceutical Production:
1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI) serves as a valuable intermediate in the production of diverse pharmaceuticals. Its functional groups and unique structure enable the development of innovative drugs with improved efficacy and targeted therapeutic action.
Used in Research and Development:
1(2H)-Isoquinolinone,6-bromo-2-methyl-(9CI) is of interest to researchers and chemists for its potential applications in the development of new materials and drugs. Its unique properties and reactivity provide a foundation for exploring new chemical reactions and synthesizing novel compounds with potential applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 864866-92-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,6,4,8,6 and 6 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 864866-92:
(8*8)+(7*6)+(6*4)+(5*8)+(4*6)+(3*6)+(2*9)+(1*2)=232
232 % 10 = 2
So 864866-92-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H8BrNO/c1-12-5-4-7-6-8(11)2-3-9(7)10(12)13/h2-6H,1H3

864866-92-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-Bromo-2-methylisoquinolin-1(2H)-one

1.2 Other means of identification

Product number -
Other names 6-bromo-2-methylisoquinolin-1-one

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:864866-92-2 SDS

864866-92-2Downstream Products

864866-92-2Relevant articles and documents

Identification of 2-Aminopyrimidine Derivatives as FLT3 Kinase Inhibitors with High Selectivity over c-KIT

Tong, Lexian,Wang, Peipei,Li, Xuemei,Dong, Xiaowu,Hu, Xiaobei,Wang, Chang,Liu, Tao,Li, Jia,Zhou, Yubo

, p. 3229 - 3248 (2022/02/23)

Herein, we report two promising compounds 30 and 36 possessing nanomolar FLT3 inhibitory activities (IC50 = 1.5-7.2 nM), high selectivity over c-KIT (>1000-fold), and excellent anti-AML activity (MV4-11 IC50 = 0.8-3.2 nM). Furthermore, these two compounds efficiently inhibited the growth of multiple mutant BaF3 cells expressing FLT3-ITD, FLT3-D835V/F, FLT3-F691L, FLT3-ITD-F691L, and FLT3-ITD-D835Y. Oral administration of 30 and 36 at 6 mg/kg/d could significantly suppress tumor growth in the MV4-11 cell-inoculated xenograft model, exhibiting tumor growth inhibitory rates of 83.5% and 95.1%, respectively. Importantly, 36 could prolong the mouse survival time in the FLT3-ITD-TKD dual mutation syngeneic mouse model (BaF3-FLT3-ITD-D835Y) at a dose of 6 mg/kg p.o. bid/4W. No clear myelosuppression was observed in the treated group of 36 in the MPO strain of zebrafish, even at 10 μM. In summary, our data demonstrated that 36 may represent a promising candidate for the treatment of FLT3 mutant AML.

Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations

Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo

supporting information, p. 7738 - 7744 (2021/05/07)

Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.

Harnessing selective PET and EnT catalysis by chlorophyll to synthesizeN-alkylated quinoline-2(1H)-ones, isoquinoline-1(2H)-ones and 1,2,4-trioxanes

Banu, Saira,Singh, Kuldeep,Tyagi, Shaifali,Yadav, Anjali,Yadav, Prem P.

supporting information, p. 9433 - 9438 (2021/11/17)

Photocatalytic syntheses of quinoline-2(1H)-ones, isoquinoline-1(2H)-ones and 1,2,4-trioxanes were achieved by selective photo-induced electron transfer (PET) and energy transfer (EnT), respectively, by chlorophyll under visible light irradiation. Quinoli

ARYL SULFONAMIDES AS SMALL MOLECULE STAT3 INHIBITORS

-

Paragraph 00253; 00255, (2021/01/29)

The present disclosure provides pharmaceutical compositions comprising aryl sulfonamide Stat3 small molecule inhibitors and certain pharmaceutically acceptable salts thereof, and methods of their use for treating cancer.

Deprotonated Salicylaldehyde as Visible Light Photocatalyst

Zhuang, Yan-Jun,Qu, Jian-Ping,Kang, Yan-Biao

, p. 4386 - 4397 (2020/03/05)

Salicylaldehyde is established as an efficient visible light photocatalyst for the first time. Compared to other simple aldehyde analogies, salicylaldehyde has a unique deprotonative red-shift from 324 to 417 nm and gives rise to the remarkable increase of fluorescence quantum from 0.0368 to 0.4632, thus enabling salicylaldehyde as a visible light (>400 nm) photocatalyst. The experimental investigations suggest that the reactive radical species are generated by sensitization of the substrates by the deprotonated salicylaldehyde through an energy-transfer pathway. Consequently, the C-C cleaving alkylation reactions of N-hydroxyphthalimide esters proceed smoothly in the presence of as low as 1 mol % of salicylaldehyde under the visible-light irradiation, affording desired alkylation products with up to 99% yields. Application in visible-light induced aerobic oxidation of N-alkylpyridinium salts is also reported.

N2-carbamylaryl-2-aminopyrimidine derivative and medical application thereof

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Paragraph 0135-0136, (2020/10/28)

The invention provides an N2-carbamylaryl-2-aminopyrimidine derivative and a medical application thereof. The N2-carbamylaryl-2-aminopyrimidine derivative provided by the invention comprises an optical isomer of the N2-carbamylaryl-2-aminopyrimidine derivative and pharmaceutically acceptable salt thereof. Pharmacodynamic research shows that the traditional Chinese medicine composition has no toxicor side effect, the compound has an FLT3 inhibitory activity. The proliferation inhibition activity is realized on various leukemia cell strains; a medium inhibition effect is achieved on breast cancer cells; moreover, the polypeptide is effective for multiple mutations of AML, such as internal tandem repeat mutation of a near-membrane structural domain and D835 point mutation of an activated ring in a kinase structural domain, almost has no inhibition effect on c-KIT, can overcome drug resistance brought by clinical point mutation, can reduce toxic and side effects of bone marrow inhibition,and can be applied to preparation of antitumor drugs. The structures of the general formulas Ia and Ib of the N2-carbamylaryl-2-aminopyrimidine derivative are shown in the specification,

METHODS AND COMPOUNDS FOR TREATING DISORDERS

-

Page/Page column 133-134, (2019/08/26)

The present invention relates to methods and compositions for the treatment of BAF-related disorders such as cancers and viral infections.

Carbene-catalyzed aerobic oxidation of isoquinolinium salts: Efficient synthesis of isoquinolinones

Wang, Guanjie,Hu, Wanyao,Hu, Zhouli,Zhang, Yuxia,Yao, Wei,Li, Lin,Fu, Zhenqian,Huang, Wei

, p. 3302 - 3307 (2018/07/29)

A mild and environmentally friendly carbene-catalyzed aerobic oxidation of isoquinolinium salts was successfully realized. Accordingly, a diverse set of isoquinolinones and phenanthridinones was efficiently prepared in good to excellent yields. The mechanistic study indicates that the formation of an aza-Breslow intermediate is the crucial step in this transformation. This reaction features ambient air as the sole oxidant and oxygen source, a broad substrate scope, and excellent functional-group tolerance and proceeds under mild reaction conditions. Furthermore, a highly efficient synthesis of bioactive molecules and natural products including N-methylcrinasiadine, N-isopentylcrinasiadine, N-phenethylcrinasiadine, isoindolo[2,1-b]isoquinolin-5(7H)-one, PJ-34, rac-Gusanlung D, rosettacin, 8-oxopseudopalmatine and ilicifoline B was accomplished.

Visible-Light-Mediated Aerobic Oxidation of N-Alkylpyridinium Salts under Organic Photocatalysis

Jin, Yunhe,Ou, Lunyu,Yang, Haijun,Fu, Hua

supporting information, p. 14237 - 14243 (2017/10/17)

Quinolones and isoquinolones exhibit diverse biological and pharmaceutical activities, and their synthesis is highly desirable under mild conditions. Here, a highly efficient and environmentally friendly visible light-mediated aerobic oxidation of readily available N-alkylpyridinium salts has been developed with Eosin Y as the organic photocatalyst and air as the terminal oxidant, and the reaction provided quinolones and isoquinolones in good yields. The method shows numerous advantages including mild and environmentally friendly conditions, high efficiency, tolerance of wide functional groups and low cost. Furthermore, 4-desoxylonimide with important pharmaceutical activities was effectively prepared by using our method. Therefore, the present method should provide a novel and useful strategy for synthesis and modification of N-heterocycles.

Gold vs Rhodium Catalysis: Tuning Reactivity through Catalyst Control in the C-H Alkynylation of Isoquinolones

Shaikh, Aslam C.,Shinde, Dinesh R.,Patil, Nitin T.

supporting information, p. 1056 - 1059 (2016/03/15)

A site-selective C-4/C-8 alkynylation of isoquinolones catalyzed by gold and rhodium complexes is reported. A broad range of synthetically useful functional groups (-F, -Cl, -Br, -CF3, -OMe, alkyl, etc.) were tolerated, providing an efficient a

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