Welcome to LookChem.com Sign In|Join Free

Cas Database

50593-73-2

50593-73-2

Identification

  • Product Name:Quinoline,4-chloro-6-methoxy-2-methyl-

  • CAS Number: 50593-73-2

  • EINECS:

  • Molecular Weight:207.659

  • Molecular Formula: C11H10ClNO

  • HS Code:2933499090

  • Mol File:50593-73-2.mol

Synonyms:Quinaldine,4-chloro-6-methoxy- (6CI);4-Chloro-6-methoxy-2-methylquinoline;4-Chloro-6-methoxyquinaldine;6-Methoxy-4-chloroquinalidine;

Post Buying Request Now
Entrust LookChem procurement to find high-quality suppliers faster

Safety information and MSDS

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline
  • Packaging:500mg
  • Price:$ 110
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline
  • Packaging:5 g
  • Price:$ 712
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline
  • Packaging:1 g
  • Price:$ 248
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-Chloro-6-methoxy-2-methyl-quinoline
  • Packaging:1g
  • Price:$ 210
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Crysdot
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline 97%
  • Packaging:25g
  • Price:$ 1705
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Crysdot
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline 97%
  • Packaging:5g
  • Price:$ 707
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Crysdot
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline 97%
  • Packaging:10g
  • Price:$ 945
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Crysdot
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline 97%
  • Packaging:1g
  • Price:$ 329
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:CHESS?
  • Product Description:KP000721:4-Chloro-6-methoxy-2-methyl-quinoline 97
  • Packaging:1 g
  • Price:$ 336
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Chemenu
  • Product Description:4-Chloro-6-methoxy-2-methylquinoline 97%
  • Packaging:25g
  • Price:$ 1594
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 18 Articles be found

-

Voropaeva,Garbar

, (1970)

-

Synthesis of 6-methoxy-N 2,N 2,N 4,N 4,N 5,N 5-hexamethylquinoline-2,4,5-triamine - A new representative of quinoline proton sponges

Dyablo, Olga V.,Pozharskii, Alexander F.,Shmoilova, Elena A.,Savchenko, Aleksey O.

, p. 250 - 258 (2015)

[Figure not available: see fulltext.] We report the synthesis of 4-chloro-2-methyl-5-nitro- and 2,4-dichloro-5-nitroquinolines, containing methoxy groups at positions 6 and 8. The reaction of these compounds with dimethylamine solution in alcohol was shown to produce not only aminodehalogenation products, but also resulted in nucleophilic substitution of the methoxy groups. The reduction of 6-methoxy-N 2,N 2,N 4,N 4-tetramethyl-5-nitroquinoline-2,4-diamine with subsequent methylation gave 6-methoxy-N 2,N 2,N 4,N 4,N 5,N 5-hexamethylquinoline-2,4,5-triamine, a new representative of quinoline proton sponges.

Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines

Huang, Guang,Murillo Solano, Claribel,Melendez, Joel,Shaw, Justin,Collins, Jennifer,Banks, Robert,Arshadi, Arash Keshavarzi,Boonhok, Rachasak,Min, Hui,Miao, Jun,Chakrabarti, Debopam,Yuan, Yu

, p. 11756 - 11785 (2020/11/26)

There is an urgent need to develop new efficacious antimalarials to address the emerging drug-resistant clinical cases. Our previous phenotypic screening identified styrylquinoline UCF501 as a promising antimalarial compound. To optimize UCF501, we herein report a detailed structure-activity relationship study of 2-arylvinylquinolines, leading to the discovery of potent, low nanomolar antiplasmodial compounds against a Plasmodium falciparum CQ-resistant Dd2 strain, with excellent selectivity profiles (resistance index 200). Several metabolically stable 2-arylvinylquinolines are identified as fast-acting agents that kill asexual blood-stage parasites at the trophozoite phase, and the most promising compound 24 also demonstrates transmission blocking potential. Additionally, the monophosphate salt of 24 exhibits excellent in vivo antimalarial efficacy in the murine model without noticeable toxicity. Thus, the 2-arylvinylquinolines represent a promising class of antimalarial drug leads.

Myobacterium Tuberculosis-Thioredoxin Reductase Inhibitor as an Antitubercular Agent

-

, (2020/05/06)

The invention relates to Mycobacterium tuberculosis-thioredoxin reductase inhibitors, processes for the preparation thereof, drugs containing said compounds, and the use of said compounds for manufacturing drugs.

ANTIMALARIAL COMPOUNDS

-

, (2020/10/20)

Antimalarial compounds of the formula: in which n is 1 or 2; X is C or N; R1 is a moiety comprising a secondary amine and a tertiary amine joined by a C2 to C4 alkyl chain; and R2 is CF3, F, or H, or an analog, combination, derivative, prodrug, stereoisomer, or pharmaceutically acceptable salt thereof. Pharmaceutical compounds including the antimalarial compounds. Methods of treating or preventing malaria comprising administering an effective amount of the antimalarial compounds.

Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinoneoxidoreductase-2 (NQO2)

Hussein, Buthaina,Ikhmais, Balqis,Kadirvel, Manikandan,Magwaza, Rachael N.,Halbert, Gavin,Bryce, Richard A.,Stratford, Ian J.,Freeman, Sally

, (2019/09/10)

(NRH):quinone oxidoreductase 2 (NQO2) is associated with various processes involved in cancer initiation and progression probably via the production of ROS during quinone metabolism. Thus, there is a need to develop inhibitors of NQO2 that are active in v

Syntheses and evaluation of new Quinoline derivatives for inhibition of hnRNP K in regulating oncogene c-myc transcription

Shu, Bing,Zeng, Ping,Kang, Shuangshuang,Li, Peng-Hui,Hu, Dexuan,Kuang, Guotao,Cao, Jiaojiao,Li, Xiaoya,Zhang, Meiling,An, Lin-Kun,Huang, Zhi-Shu,Li, Ding

, p. 1 - 17 (2019/01/04)

Aberrant overexpression of heterogeneous nuclear ribonucleoprotein K (hnRNP K) is a key feature in oncogenesis and progression of many human cancers. hnRNP K has been found to be a transcriptional activator to up-regulate c-myc gene transcription, a critical proto-oncogene for regulation of cell growth and differentiation. Therefore, down-regulation of c-myc transcription by inhibiting hnRNP K through disrupting its binding to c-myc gene promoter is a potential approach for cancer therapy. In the present study, we synthesized and screened a series of Quinoline derivatives and evaluated their binding affinity for hnRNP K. Among these derivatives, (E)-1-(4-methoxyphenyl)-3-(4-morpholino-6-nitroquinolin-2-yl)prop-2-en-1-one (compound 25) was determined to be the first-reported hnRNP K binding ligand with its KD values of 4.6 and 2.6 μM measured with SPR and MST, respectively. Subsequent evaluation showed that the binding of compound 25 to hnRNP K could disrupt its unfolding of c-myc promoter i-motif, resulting in down-regulation of c-myc transcription. Compound 25 showed a selective anti-proliferative effect on human cancer cell lines with IC50 values ranged from 1.36 to 3.59 μM. Compound 25 exhibited good tumor growth inhibition in a Hela xenograft tumor model, which might be related to its binding with hnRNP K. These findings illustrated that inhibition of DNA-binding protein hnRNP K by compound 25 could be a new and selective strategy of regulating oncogene transcription instead of targeting promoter DNA secondary structures such as G-quadruplexes or i-motifs.

Process route upstream and downstream products

Process route

6-methoxy-2-methylquinolin-4-ol
15644-90-3

6-methoxy-2-methylquinolin-4-ol

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
6-methoxy-2-methylquinolin-4-ol; With trichlorophosphate; at 105 ℃; for 2h;
With sodium hydrogencarbonate; In water; Cooling with ice;
92%
6-methoxy-2-methylquinolin-4-ol; With trichlorophosphate; for 2h; Heating / reflux;
With sodium hydroxide; In water; at 0 ℃;
89%
With trichlorophosphate; at 110 ℃;
86%
With trichlorophosphate; at 100 ℃; for 1h;
64.5%
With trichlorophosphate; at 75 ℃;
With trichlorophosphate;
With trichlorophosphate; Reflux;
With trichlorophosphate; at 80 ℃; for 4h;
8 g
With trichlorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide; at 0 - 100 ℃; for 4h;
With trichlorophosphate; for 3h; Reflux;
With trichlorophosphate; at 105 ℃; for 2h;
With trichlorophosphate; at 105 ℃; for 2h;
6-methoxy-2-methylquinolin-4(1H)-one
58596-37-5

6-methoxy-2-methylquinolin-4(1H)-one

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
With trichlorophosphate; at 0 - 80 ℃;
94%
With trichlorophosphate; at 0 ℃; for 1.5h; Reflux;
86%
With 2,6-dimethylpyridine; dmap; phosphorus pentachloride; for 2h; Reflux;
84%
With trichlorophosphate; for 2h; Heating;
73.9%
With trichlorophosphate; for 15h; Reflux;
1.87 g
With trichlorophosphate; at 100 ℃;
4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: ethanol / 4 h / 90 °C
2: mineral oil / 0.5 h / 250 °C
3: trichlorophosphate / 1 h / 100 °C
With trichlorophosphate; In ethanol; mineral oil;
Multi-step reaction with 2 steps
1.1: 336 h / 20 °C
1.2: 0.5 h / Reflux
2.1: trichlorophosphate / 15 h / Reflux
With trichlorophosphate; 1.1: |Conrad-Limpach Synthesis / 1.2: |Conrad-Limpach Synthesis;
Multi-step reaction with 3 steps
1: ethanol / 4 h / Reflux
2: diphenylether / 1 h / 250 °C
3: trichlorophosphate / 100 °C
With trichlorophosphate; In diphenylether; ethanol;
Multi-step reaction with 2 steps
1.1: magnesium sulfate; acetic acid / ethanol / 90 °C
1.2: 270 °C
2.1: trichlorophosphate / Reflux
With magnesium sulfate; acetic acid; trichlorophosphate; In ethanol;
Multi-step reaction with 2 steps
1: polyphosphoric acid / 2 h / 150 °C
2: trichlorophosphate / 4 h / 80 °C
With trichlorophosphate;
Multi-step reaction with 3 steps
1: magnesium sulfate; acetic acid / ethanol / 4 h / 90 °C
2: diphenylether / 250 °C
3: trichlorophosphate / 2 h / Heating
With magnesium sulfate; acetic acid; trichlorophosphate; In diphenylether; ethanol;
Multi-step reaction with 2 steps
1: PPA / 12 h / 120 °C
2: trichlorophosphate / 1,4-dioxane; N,N-dimethyl-formamide / 4 h / 0 - 100 °C
With trichlorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1: acetic acid / toluene / 20 h / Reflux; Dean-Stark
2: trichlorophosphate / 1.5 h / 0 °C / Reflux
With acetic acid; trichlorophosphate; In toluene;
Multi-step reaction with 3 steps
1: methanol / 7 h / 40 °C
2: diphenylether / 0.5 h / Reflux
3: trichlorophosphate / 3 h / Reflux
With trichlorophosphate; In methanol; diphenylether;
Multi-step reaction with 2 steps
1.1: acetic acid; magnesium sulfate / ethanol / 6 h / 90 °C
1.2: 0.5 h / 270 °C
2.1: trichlorophosphate / 2 h / 105 °C
With magnesium sulfate; acetic acid; trichlorophosphate; In ethanol;
Multi-step reaction with 2 steps
1: polyphosphoric acid / 2 h / 150 °C
2: trichlorophosphate / 2 h / 105 °C
With trichlorophosphate;
Multi-step reaction with 3 steps
1: magnesium sulfate / acetic acid; ethanol / 6 h / 90 °C
2: DOWTHERM / 0.33 h / 270 °C
3: trichlorophosphate / 2 h / 105 °C
With magnesium sulfate; trichlorophosphate; In ethanol; acetic acid;
ethyl 3-((4-methoxyphenyl)amino)but-2-enoate
33240-23-2

ethyl 3-((4-methoxyphenyl)amino)but-2-enoate

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: mineral oil / 0.5 h / 250 °C
2: trichlorophosphate / 1 h / 100 °C
With trichlorophosphate; In mineral oil;
Multi-step reaction with 2 steps
1: diphenylether / 250 °C
2: trichlorophosphate / 2 h / Heating
With trichlorophosphate; In diphenylether;
Multi-step reaction with 2 steps
1: diphenylether / 0.5 h / Reflux
2: trichlorophosphate / 3 h / Reflux
With trichlorophosphate; In diphenylether;
4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
With trichlorophosphate; at 140 ℃;
ethyl 3-[(4-methoxyphenyl)imino]butanoate
80056-93-5

ethyl 3-[(4-methoxyphenyl)imino]butanoate

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: diphenylether / 1 h / 250 °C
2: trichlorophosphate / 100 °C
With trichlorophosphate; In diphenylether;
5-(1'-((4'-methoxyphenyl)amino)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

5-(1'-((4'-methoxyphenyl)amino)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: diphenylether / 0.5 h / 200 °C / Microwave irradiation
2: trichlorophosphate / 110 °C
With trichlorophosphate; In diphenylether;
4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 1.) HCl, 2.) acetic anhydride, sulphuric acid
2: phosphorous oxychloride / 75 °C
With hydrogenchloride; sulfuric acid; acetic anhydride; trichlorophosphate;
C<sub>12</sub>H<sub>15</sub>NO<sub>3</sub>

C12H15NO3

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: DOWTHERM / 0.33 h / 270 °C
2: trichlorophosphate / 2 h / 105 °C
With trichlorophosphate;
6-methoxy-2-methylquinolin-4-ol
15644-90-3

6-methoxy-2-methylquinolin-4-ol

4-chloro-6-methoxy-2-methylquinoline
50593-73-2

4-chloro-6-methoxy-2-methylquinoline

Conditions
Conditions Yield
at 140 ℃;
at 140 ℃;

Global suppliers and manufacturers

Global( 13) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Hangzhou Dingyan Chem Co., Ltd
  • Business Type:Manufacturers
  • Contact Tel:86-571-86465881,86-571-87157530,86-571-88025800
  • Emails:sales@dingyanchem.com
  • Main Products:95
  • Country:China (Mainland)
  • Finetech Industry Limited
  • Business Type:Trading Company
  • Contact Tel:86-27-87465837
  • Emails:sales@finetechnology-ind.com
  • Main Products:29
  • Country:China (Mainland)
  • Antimex Chemical Limied
  • Business Type:Lab/Research institutions
  • Contact Tel:0086-21-50563169
  • Emails:anthony@antimex.com
  • Main Products:163
  • Country:China (Mainland)
  • GZ HONESTCHEM CO., LTD
  • Business Type:Trading Company
  • Contact Tel:+8615013270415
  • Emails:1415961510@qq.com
  • Main Products:69
  • Country:China (Mainland)
  • ENAO Chemical Co, Limited
  • Business Type:Lab/Research institutions
  • Contact Tel:86--15307605669
  • Emails:sales@enaochem.com
  • Main Products:1
  • Country:China (Mainland)
  • NovaChemistry
  • Business Type:Trading Company
  • Contact Tel:+44 (0)208 191 7890
  • Emails:info@novachemistry.com
  • Main Products:1
  • Country:United Kingdom
close
Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 50593-73-2
Post Buying Request Now
close
Remarks: The blank with*must be completed