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ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE is a chemical compound belonging to the ester class, synthesized from ethyl 4-chlorophenylpyruvate and ethanol with a strong acid catalyst. Characterized by its aromatic and ester functional groups, this compound features a 4-chlorophenyl group attached to a 2,4-dioxobutanoate moiety, which endows it with unique chemical and biological properties, making it a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds.

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  • 5814-38-0 Structure
  • Basic information

    1. Product Name: ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE
    2. Synonyms: benzenebutanoic acid, 4-chloro-alpha,gamma-dioxo-, ethyl e;Ethyl 4-(4-chlorophenyl)-2,4-dioxobutyrate;Benzenebutanoic acid, 4-chloro-.alpha.,.gaMMa.-dioxo-, ethyl ester;Ethyl 4-chloro-a,g-dioxo-benzenebutanoate;2-Oxo-3-[3-chlorobenzoyl]propanoic acid, ethyl ester;4-(4-chlorophenyl)-2,4-diketo-butyric acid ethyl ester;4-(4-chlorophenyl)-2,4-dioxobutanoic acid ethyl ester;Benzenebutanoic acid, 4-chloro-a,g-dioxo-, ethyl ester
    3. CAS NO:5814-38-0
    4. Molecular Formula: C12H11ClO4
    5. Molecular Weight: 254.67
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5814-38-0.mol
  • Chemical Properties

    1. Melting Point: 61-62.5 °C (decomp)
    2. Boiling Point: 392.8°Cat760mmHg
    3. Flash Point: 164.7°C
    4. Appearance: /
    5. Density: 1.276g/cm3
    6. Vapor Pressure: 2.23E-06mmHg at 25°C
    7. Refractive Index: 1.528
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. PKA: 5.73±0.25(Predicted)
    11. CAS DataBase Reference: ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE(CAS DataBase Reference)
    12. NIST Chemistry Reference: ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE(5814-38-0)
    13. EPA Substance Registry System: ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE(5814-38-0)
  • Safety Data

    1. Hazard Codes: N/A
    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: 5814-38-0(Hazardous Substances Data)

5814-38-0 Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE is used as a key intermediate in the synthesis of various pharmaceuticals for its specific chemical and biological properties that contribute to the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE serves as an essential component in the production of agrochemicals, leveraging its unique structure to enhance the effectiveness of these compounds in agricultural applications.
Used in Organic Synthesis:
ETHYL 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOATE is utilized as a versatile intermediate in organic synthesis, allowing for the creation of a wide range of organic compounds due to its reactive functional groups and molecular structure.

Check Digit Verification of cas no

The CAS Registry Mumber 5814-38-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,8,1 and 4 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5814-38:
(6*5)+(5*8)+(4*1)+(3*4)+(2*3)+(1*8)=100
100 % 10 = 0
So 5814-38-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H11ClO4/c1-2-17-12(16)11(15)7-10(14)8-3-5-9(13)6-4-8/h3-6H,2,7H2,1H3

5814-38-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl 4-(4-chlorophenyl)-2,4-dioxobutanoate

1.2 Other means of identification

Product number -
Other names ethyl 4-chlorobenzoylpyruvate

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:5814-38-0 SDS

5814-38-0Relevant articles and documents

Synthesis and Biological Screening of Novel 5-(5-Aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole Derivatives

Agrawal, Brijmohan R.,Farooqui, Mazahar,Khandebharad, Amol U.,Kulkarni, Pravin S.,Sarda, Swapnil R.

, p. 209 - 215 (2022/01/06)

A new series of 5-(5-aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole (6a-o) have been synthesized by a cyclocondensation reaction of ethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carboxylate (3a-c) with aryl imidoxime (5a-e). The newly synthesize

Lewis acid-promoted synthesis of highly substituted pyrrole-fused benzoxazinones and quinoxalinones

Selvendran, Suresh,Rajendran, Saravanakumar

supporting information, p. 437 - 445 (2020/10/22)

A synthesis of a series of novel fused tricyclic heterocyclic compounds has been achieved in one-pot reaction set up starting from (E)-3-(2-oxo-2-phenylethylidene)indolin-2-one and 1,4-benzoxazinone/quinoxalinone derivatives promoted by tin(IV) chloride.

Novel N-benzylpiperidine derivatives of 5-arylisoxazole-3-carboxamides as anti-Alzheimer's agents

Saeedi, Mina,Felegari, Peyman,Iraji, Aida,Hariri, Roshanak,Rastegari, Arezoo,Mirfazli, S. Sara,Edraki, Najmeh,Firuzi, Omidreza,Mahdavi, Mohammad,Akbarzadeh, Tahmineh

, (2020/11/30)

The complex pathophysiology of Alzheimer's disease (AD) has prompted researchers to develop multitarget-directed molecules to find an effective therapy against the disease. In this context, a novel series of N-(1-benzylpiperidin-4-yl)-5-arylisoxazole-3-ca

Structure–activity relationship studies of 3-substituted pyrazoles as novel allosteric inhibitors of MALT1 protease

Asaba, Ken Nunettsu,Adachi, Yohei,Tokumaru, Kazuyuki,Watanabe, Akira,Goto, Yasufumi,Aoki, Takumi

, (2021/04/27)

We report the discovery of a novel series of 1,5-bisphenylpyrazoles as potent MALT1 inhibitors. Structure–activity relationship exploration of a hit compound led to a potent MALT1 inhibitor. Compound 33 showed strong activity against MALT1 (IC50/sub

Ring-chain transformation of 4-aroyl-5-phenylamino-2,3-dihydrothiophene-2,3-diones: Facile and efficient synthesis of novel pyrrolo[2,3-c]pyrazol-3(2H)-ones and 1,2-dihydro-5H,6H-pyridazine-5,6-diones

Hafez Taghva, Pardis,Kabirifard, Hassan

, p. 200 - 209 (2019/12/30)

Seven, novel pyrrolo[2,3-c]pyrazol-3(2H)-one and 1,2-dihydro-5H,6H-pyridazine-5,6-dione chromophores were synthesized by the reaction of 4-aroyl-5-phenylamino-2,3-dihydrothiophene-2,3-diones with cyanoacetohydrazide and arylhydrazines such as phenylhydrazine and 4-nitrophenylhydrazine. These derivatives were characterized by elemental analysis, IR, UV-Visible, 1H, 13C NMR and mass spectroscopy. Spectral characteristics of the compounds were studied in four organic solvents of differing polarity.

Design and Synthesis of Novel Arylisoxazole-Chromenone Carboxamides: Investigation of Biological Activities Associated with Alzheimer's Disease

Akbarzadeh, Tahmineh,Edraki, Najmeh,Firuzi, Omidreza,Hariri, Roshanak,Mahdavi, Mohammad,Mirfazli, Seyedeh Sara,Rastegari, Arezoo,Saeedi, Mina

, (2020/04/29)

A novel series of hybrid arylisoxazole-chromenone carboxamides were designed, synthesized, and evaluated for their cholinesterase (ChE) inhibitory activity based on the modified Ellman's method. Among synthesized compounds, 5-(3-nitrophenyl)-N-{4-[(2-oxo-

Green and efficient synthesis of new pyrido[2,3-d]pyrimidine derivatives using Pd/SBA-15 as a nanocatalyst

Bardajee, Ghasem Rezanejade,Delbari, Akram Sadat,Ghaedi, Aseyeh,Hekmat, Shohreh

, (2020/09/07)

N-Fused heterocycles have received significant attention over the years as valuable compounds due to their biological and pharmaceutical activities. Heterogeneous catalysts such as periodic mesoporous materials have played an important role in the synthes

Discovery of 1,5-Diphenylpyrazole-3-Carboxamide Derivatives as Potent, Reversible, and Selective Monoacylglycerol Lipase (MAGL) Inhibitors

Aghazadeh Tabrizi, Mojgan,Baraldi, Pier Giovanni,Baraldi, Stefania,Ruggiero, Emanuela,De Stefano, Lucia,Rizzolio, Flavio,Di Cesare Mannelli, Lorenzo,Ghelardini, Carla,Chicca, Andrea,Lapillo, Margherita,Gertsch, Jürg,Manera, Clementina,Macchia, Marco,Martinelli, Adriano,Granchi, Carlotta,Minutolo, Filippo,Tuccinardi, Tiziano

, p. 1340 - 1354 (2018/02/17)

Monoacylglycerol lipase (MAGL) is a serine hydrolase that plays an important role in the degradation of the endocannabinoid neurotransmitter 2-arachidonoylglycerol, which is implicated in many physiological processes. Beyond the possible utilization of MA

Synthetic method of OLED material intermediate benzoyl pyrimidine compound

-

Paragraph 0120; 0121; 0127; 0132; 0139, (2018/07/15)

The invention discloses a synthetic method of an OLED material intermediate benzoyl pyrimidine compound. The synthetic method comprises the following steps: mixing alkali, a solvent I as well as substituent acetophenone and oxalic acid diester which are u

Development of novel bis-pyrazole derivatives as antitumor agents with potent apoptosis induction effects and DNA damage

Dai, Hong,Ge, Shushan,Guo, Jing,Chen, Shi,Huang, Meiling,Yang, Jiaying,Sun, Siyu,Ling, Yong,Shi, Yujun

, p. 1066 - 1076 (2017/12/15)

A series of bis-pyrazole derivatives were designed and synthesized, and their antitumor effects in vitro and in vivo were investigated. Several compounds displayed good antiproliferative activity with IC50 values in low-micromolar range against three human cancer cell lines in vitro, superior to 5-FU. The most potent compound 10M selectively inhibited human hepatocellular carcinoma cells but not non-tumor liver cell proliferation in vitro, and significantly triggered SMMC-7721 cell apoptosis by cleavage of both PARP and caspase-3 in a concentration-dependent manner. Further study revealed that the potent activity in the cell growth inhibition and apoptosis induction effects of 10M were related to DNA damage and activation of the p53 signaling pathway. Moreover, 10M showed low acute toxicity to mice and significant growth inhibition of the hepatoma tumor in vivo.

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