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3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER, also known as ethyl 3-oxo-3-(pyridin-3-yl)propanoate, is an organic compound with the chemical formula C11H11NO3. It is a pyridine derivative that features an ester functional group, making it a versatile intermediate in organic synthesis. 3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER is particularly significant in the pharmaceutical industry for its role in the synthesis of various drugs, as well as its potential in medicinal chemistry for the development of new pyridine-containing therapeutic agents.

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  • 6283-81-4 Structure
  • Basic information

    1. Product Name: 3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER
    2. Synonyms: TIMTEC-BB SBB010886;ETHYL 3-OXO-3-(3-PYRIDYL)PROPIONATE;ETHYL-3-PYRIDOYL ACETATE;3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER;ethyl 3-oxo-3-pyridin-3-ylpropanoate(SALTDATA: FREE);Ethyl 3-oxo-3-(3-pyridinyl)propionate;3-keto-3-(3-pyridyl)propionic acid ethyl ester;3-oxo-3-(3-pyridyl)propanoic acid ethyl ester
    3. CAS NO:6283-81-4
    4. Molecular Formula: C10H11NO3
    5. Molecular Weight: 193.2
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 6283-81-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 298 °C at 760 mmHg
    3. Flash Point: 134.1 °C
    4. Appearance: /
    5. Density: 1.155 g/cm3
    6. Vapor Pressure: 0.0013mmHg at 25°C
    7. Refractive Index: 1.51
    8. Storage Temp.: Sealed in dry,Store in freezer, under -20°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER(6283-81-4)
    12. EPA Substance Registry System: 3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER(6283-81-4)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 6283-81-4(Hazardous Substances Data)

6283-81-4 Usage

Uses

Used in Pharmaceutical Industry:
3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER is used as a key intermediate for the synthesis of a variety of drugs. Its ester functional group facilitates the formation of ester bonds in organic synthesis, which is crucial for creating new drug molecules with specific therapeutic properties.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER is utilized as a building block for the development of new drugs that incorporate pyridine moieties. The presence of the pyridine ring in a drug molecule can impart unique pharmacological activities, making this compound an essential component in the design and synthesis of novel therapeutic agents.
Used in Organic Synthesis:
3-OXO-3-PYRIDIN-3-YL-PROPIONIC ACID ETHYL ESTER is also used as a building block in the production of other organic compounds. Its ester functional group allows for various chemical reactions, enabling the synthesis of a wide range of organic molecules with diverse applications in different industries, including but not limited to pharmaceuticals, agrochemicals, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 6283-81-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,8 and 3 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 6283-81:
(6*6)+(5*2)+(4*8)+(3*3)+(2*8)+(1*1)=104
104 % 10 = 4
So 6283-81-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H11NO3/c1-2-14-10(13)6-9(12)8-4-3-5-11-7-8/h3-5,7H,2,6H2,1H3

6283-81-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl 3-oxo-3-(pyridin-3-yl)propanoate

1.2 Other means of identification

Product number -
Other names ethyl 3-oxo-3-pyridin-3-ylpropanoate

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:6283-81-4 SDS

6283-81-4Relevant articles and documents

Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters

Chen, Jiajia,Joseph, Devaneyan,Xia, Yuanzhi,Lee, Sunwoo

, p. 5943 - 5953 (2021/04/02)

Activated primary, secondary, and tertiary amides were coupled with enolizable esters in the presence of LiHMDS to obtain good yields of β-ketoesters at room temperature. Notably, this protocol provides an efficient, mild, and high chemoselectivity method

Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes

Bai, Feifei,Fang, Jianguo,Song, Zi-Long,Zhang, Baoxin

, p. 2214 - 2231 (2020/03/06)

Oxidative stress is implicated in the pathogenesis of a wide variety of neurodegenerative disorders, and accordingly, dietary supplement of exogenous antioxidants or/and upregulation of the endogenous antioxidant defense system are promising for therapeutic intervention or chemoprevention of neurodegenerative diseases. Nrf2, a master regulator of the cellular antioxidant machinery, cardinally participates in the transcription of cytoprotective genes against oxidative/electrophilic stresses. Herein, we report the synthesis of 59 structurally diverse dithiolethiones and evaluation of their neuroprotection against 6-hydroxydopamine-or H2O2-induced oxidative damages in PC12 cells, a neuron-like rat pheochromocytoma cell line. Initial screening identified compounds 10 and 11 having low cytotoxicity but conferring remarkable protection on PC12 cells from oxidative-mediated damages. Further studies demonstrated that both compounds upregulated a battery of antioxidant genes as well as corresponding genes' products. Significantly, silence of Nrf2 expression abolishes cytoprotection of 10 and 11, indicating targeting Nrf2 activation is pivotal for their cellular functions. Taken together, the two lead compounds discovered here with potent neuroprotective functions against oxidative stress via Nrf2 activation merit further development as therapeutic or chemopreventive candidates for neurodegenerative disorders.

Oxazole-based drug molecule for hospital sterilization, and preparation method thereof

-

Paragraph 0043; 0044; 0045; 0046; 0047; 0048; 0049, (2019/10/01)

The invention discloses an oxazole-based drug molecule for hospital sterilization, and a preparation method thereof, and belongs to the technical field of synthesis of antibacterial drugs. According to the technical scheme, the oxazole-based drug molecule

Compounds with coumarin-biphenyl skeleton, and preparation method and application of compounds

-

Paragraph 0038; 0081-0082, (2019/09/14)

The invention belongs to the field of pharmaceutical chemistry, and discloses compounds with a coumarin-biphenyl skeleton, and a preparation method and application of the compounds. The compounds havefollowing structural general formulae. The preparation method of the two compounds is simple and reliable, and the total yield is 40% or above. Preliminary pharmacological experiments show that the compounds have a certain relaxation effect on an in-vitro arterial blood vessel of a rat, and can be used for development of antihypertensive drugs.

6-AMINO-2,4-DIHYDROPYRANO [2,3-C] PYRAZOLES AND METHODS OF USE

-

Paragraph 0097-0099; 0102, (2018/10/25)

The present invention generally relates to 6-amino-2,4-dihydropyrano [2,3-c] pyrazoles as a ubiquitin specific protease 7 (USP7) inhibitor useful for the treatment of diseases mediated by malfunction of USP7, such as inflammation, cancer, and immunological disorders. The invention described herein also pertains to pharmaceutical compositions and methods for treating diseases mediated by malfunction of USP7, in mammals using compounds disclosed herein.

Method for synthesizing 3-acetylpyridine by using high-performance catalyst

-

Paragraph 0040; 0045; 0050; 0054-0055; 0060; 0065, (2019/01/14)

In order to solve the technical problems of complicated raw materials and flow, danger and low yield of a traditional 3-acetylpyridine synthesis method in the prior art, the invention provides a method for synthesizing 3-acetylpyridine by using a high-performance catalyst. The method comprises the concrete steps of carrying out transesterification: adopting niacin as a raw material, and carrying out transesterification on the niacin and ethyl acetate under the catalysis of the high-efficiency catalyst for transesterification, wherein the high-efficiency catalyst for transesterification is titanium dioxide and sodium ethoxide; carrying out condensation reaction: after completely carrying out transesterification, adding new ethyl acetate and a high-efficiency catalyst for condensation reaction so as to carry out condensation reaction, and obtaining a midbody I, wherein the high-efficiency catalyst for condensation reaction is sodium ethoxide or a mixture of the sodium ethoxide and titanium dioxide; hydrolyzing and refining: carrying out acid hydrolysis on the obtained midbody I so as to obtain a 3-acetylpyridine crude product, and refining to obtain a 3-acetylpyridine finished product. The synthesis method provided by the invention has the characteristics of short synthesis route, high yield, low cost, high product purity, simplicity in operation, suitability for large-scale industrial production and the like.

The synthesis and evaluation of triazolopyrimidines as anti-tubercular agents

Zuniga, Edison S.,Korkegian, Aaron,Mullen, Steven,Hembre, Erik J.,Ornstein, Paul L.,Cortez, Guillermo,Biswas, Kallolmay,Kumar, Naresh,Cramer, Jeffrey,Masquelin, Thierry,Hipskind, Philip A.,Odingo, Joshua,Parish, Tanya

, p. 3922 - 3946 (2017/07/05)

We identified a di-substituted triazolopyrimidine with anti-tubercular activity against Mycobacterium tuberculosis. Three segments of the scaffold were examined rationally to establish a structure-activity relationship with the goal of improving potency and maintaining good physicochemical properties. A number of compounds displayed sub-micromolar activity against Mycobacterium tuberculosis with no cytotoxicity against eukaryotic cells. Non-substituted aromatic rings at C5 and a two-carbon chain connecting a terminal aromatic at C7 were preferred features; the presence of NH at C7 and a lack of substituent at C2 were essential for potency. We identified compounds with acceptable metabolic stability in rodent and human liver microsomes. Our findings suggest that the easily-synthesized triazolopyrimidines are a promising class of potent anti-tubercular agents and warrant further investigation in our search for new drugs to fight tuberculosis.

Bromide-Mediated C-H Bond Functionalization: Intermolecular Annulation of Phenylethanone Derivatives with Alkynes for the Synthesis of 1-Naphthols

Lu, Tao,Jiang, Ya-Ting,Ma, Feng-Ping,Tang, Zi-Jing,Kuang, Liu,Wang, Yu-Xuan,Wang, Bin

supporting information, p. 6344 - 6347 (2017/12/08)

Bromide-mediated intermolecular annulation of phenylethanone derivatives with alkynes has been developed, which allows for the regioselective formation of polysubstituted 1-naphthols. The usage of readily available bromine catalyst, broad substrate scope, and mild conditions make this protocol very practical. Mechanistic investigations reveal that the bromination of phenylethanone derivatives occurs to yield bromo-substituted intermediates, which react in situ with alkynes to furnish the desired 1-naphthols.

7-substituted-4-aryl coumarins compound, and preparation method and application thereof

-

, (2017/08/02)

The invention discloses a 7-substituted-4-aryl coumarins compound, and a preparation method and an application thereof and belongs to the technical field of antitumor drugs. The 7-substituted-4-aryl coumarins compound is acquired in the manner of modifying and remolding 4 and 7 loci of the coumarins. The structural formula is shown in the specification. A pharmacological experiment proves that such a compound has an excellent antitumor activity, can be used for preparing the antitumor drugs, is capable of supplying a new selection for the development and application of the antitumor drugs and further can be applied to the design and optimization of the antitumor drugs. The preparation method of the compound has the advantages of easily acquired raw materials, mild reaction condition, easily realized synthesis method, simple reaction process and operation, low-cost reagents and higher yield.

One pot direct synthesis of β-ketoesters via carbonylation of aryl halides using cobalt carbonyl

Baburajan, Poongavanam,Elango, Kuppanagounder P.

supporting information, p. 3525 - 3528 (2014/06/10)

A direct method for the synthesis of β-ketoesters from aryl halides (iodide, bromide) has been described by using cobalt carbonyl as carbon monoxide source in microwave irradiation. Using this protocol, a wide variety of substituted aryl halides has been successfully converted to corresponding β-ketoesters.

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