174727-36-7

Basic information

• Product Name: ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE
• Synonyms: ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE;ethyl 3-(2,6-dichloropyridin-3-yl)-3-oxopropanoate, 2,6-dichloronicotinoylacetic acid ethyl ester, ethyl 2-(2,6-dichloronicotinoyl)acetate, ethyl 2,6-dichloronicotinoylacetate;3-Pyridinepropanoic acid, 2,6-dichloro-β-oxo-, ethyl ester
• CAS NO: 174727-36-7
• Molecular Formula: C₁₀H₉Cl₂NO₃
• Molecular Weight: 262.09
• Mol File: 174727-36-7.mol

Chemical Properties

• Boiling Point: 354.2±37.0 °C(Predicted)
• Appearance: /
• Density: 1.371±0.06 g/cm3(Predicted)
• PKA: 9.18±0.50(Predicted)
• CAS DataBase Reference: ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE(174727-36-7)
• EPA Substance Registry System: ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE(174727-36-7)

Safety Data

• Hazardous Substances Data: 174727-36-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE is used as an intermediate in the synthesis of various pharmaceuticals due to its potential biological activities. Its unique structure and properties contribute to the development of new drugs with therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE is used as an active ingredient in the creation of pesticides. Its insecticidal, fungicidal, and bactericidal properties make it a valuable component in controlling pests and diseases in agriculture.
Used in Research and Development:
ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE is also utilized as a research compound in various scientific studies. Its unique chemical properties and potential applications in different fields make it an important subject of investigation for researchers working on new chemical compounds and their applications.

Upstream product

• 38496-18-3 2,6-dichloropyridine-3-carboxylic acid 
• 6148-64-7 ethyl potassium malonate 
• 1071-46-1 hydrogen ethyl malonate 
• 58584-83-1 2,6-dichloronicotinoyl chloride 

Downstream Products

• 157373-27-8 ethyl 2-[(2,6-dichloropyridin-3-yl)carbonyl]-3-ethoxyacrylate 
• 174726-87-5 ethyl 7-chloro-4-oxo-1-(1,3-thiazol-2-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate 
• 175414-77-4 vosaroxin 

Relevant articles and documents

Anticancer and anti-inflammatory activities of 1,8-naphthyridine-3-carboxamide derivatives

Several 1,8-naphthyridine-3-carboxamide derivatives (8-23) were synthesized and tested for in vitro cytotoxicity against eight cancer cell lines and a normal cell line. Compound 12 exhibited high cytotoxicity (IC50 = 1.37 μM) in HBL-100 (breast) cell line while compounds 17 (IC50 = 3.7 μM) and 22 (IC50 = 3.0 μM) have shown high cytotoxicity in KB (oral) and SW-620 (colon) cell lines, respectively. The synthesized 1,8-naphthyridine-3-carboxamides were also evaluated for anti-inflammatory and myeloprotective activities, indicated by modulation in cytokine and chemokine levels secreted by dendritic cells.

7-SUBSTITUTED 1-ARYL-NAPHTHYRIDINE-3-CARBOXYLIC ACID AMIDES AND USE THEREOF

The present application relates to novel 7-substituted 1-arylnaphthyridine-3-carboxamides, to processes for their preparation, to their use, alone or in combinations, for the treatment and/or prevention of diseases, and to their use for the production of medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of cardiovascular disorders and/or renal disorders.

Synthesis and in vitro antitumor activity of novel naphthyridinone derivatives

A series of naphthyridinone derivatives based on 1a (a precursor of Voreloxin) were designed and synthesized. Seven compounds having >70% inhibition against HL60 at 30 μmol/L were further evaluated for their in vitro antitumor activity by SRB assay. Results reveal that thiazol-2-yl and 3-aminomethyl-4-benzyloxyimino-3-methylpyrrolidin-1-yl groups are optimal at the N-1 and C-7 positions of naphthyridinone core, respectively. 10j exhibits broad-spectrum activity (IC50: 100-fold more potent than the two references against eight of these cell lines.

ANTINEOPLASTIC DERIVATIVES, PREPARATION THEREOF AND THERAPEUTIC USE THEREOF

The disclosure concerns heterobicyclic compounds of general formula (I) and acid addition salts, hydrates and solvates thereof, as well as enantiomers, diastereoisomers and mixtures thereof. Methods for preparing the compounds, pharmaceutical compositions, and methods of treatment also are disclosed.

STABLE SNS-595 COMPOSITIONS AND METHODS OF PREPARATION

Methods of preparing substantially pure SNS-595 substance are disclosed. Also provided are compositions comprising SNS-595 substance that are substantially pure and essentially free of visible particles.

1,8-Naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activity

A number of 1-propargyl-1,8-naphthyridine-3-carboxamide derivatives (15-35) have been synthesized and screened for their in vitro cytotoxicity and anti-inflammatory activity. Compounds 22, 31 and 34 have shown high cytotoxicity against a number of cancer cell lines, while compound 24 showed significant anti-inflammatory activity.

TETRACYCLIC IMIDAZOLE ANALOGS

The present invention provides tetracyclic imidazole analogs which may inhibit cell proliferation and/or induce cell apoptosis. The present invention also provides methods of preparing these compounds, and methods of using the same.

Synthesis and Structure-Activity Relationships of Novel 7-Substituted 1,4-Dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic Acids as Antitumor Agents. Part 2

We have previously reported that a series of 7-substituted 6-fluoro-1,4-dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acids possess moderate cytotoxic activity. In a further attempt to find clinically useful antitumor agents, we investigated the structure-activity relationships (SARs) of a new series of compounds obtained by changing the C-6 position of the fluorine atom in addition to the C-5 and C-7 positions and evaluating their cytotoxic activity against several murine and human tumor cell lines. Our results showed that the 6-unsubstituted 1,8-naphthyridine structure had the most potent cytotoxic activity against murine P388 leukemia twice that of the 6-fluoro analogue. In addition, introduction of an amino group at the C-5 position did not have any substantial effect on the cytotoxic activity, while both the 5-chloro and 5-trifluoromethyl groups decreased the cytotoxic activity by 5- to 10-fold. Moreover, aminopyrrolidine derivatives at the C-7 position showed more potent cytotoxic activity than other amines or carbon derivatives. Among the 7-(3-aminopyrrolidinyl) derivatives, the trans-3-methoxy-4-methylaminopyrrolidinyl derivative (271) was determined to have potent cytotoxic activity in both in vitro and in vivo assays and high water solubility. Finally, the (S,S)-isomer (AG-7352, 3) of 271, with a cytotoxic activity against human tumor cell lines more potent than that of etoposide, was selected for further development.

Antibacterial compounds

Antibacterials having formula (I) and salts, prodrugs, and salts of prodrugs thereof, processes for making the compounds and intermediates used in the processes, compositions containing the compounds, and methods of prophylaxis and treatment of bacterial infections using the compounds are disclosed.

DEHALOGENO COMPOUNDS

3-(1-Aminocycloalkyl)pyrrolidinyl-substituted-6-dehalodeno(hydrogen-substituted)quinolon carboxylic acid derivatives having specific substitunets as represented by the following formula (I), its salts, and hydrates thereof exhibit a broad and potent antibacterial activity on gram-negative and gram-positive bacteria, in particular, resistant bacteria typified by gram-positive cocci, including MRSA, PRSP and VRE . Thus these compounds are usable as drugs.