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BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE, also known as 3-(4-Chlorophenyl)glutaric Anhydride, is an organic compound with the CAS number 53911-68-5. It is a white solid and is primarily used in the field of organic synthesis due to its unique chemical properties.

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  • 53911-68-5 Structure
  • Basic information

    1. Product Name: BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE
    2. Synonyms: B-(4-CHLOROPHENYL) GLUTARIC ANHYDRIDE;BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE;3-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE;4-(4-CHLORO-PHENYL)-DIHYDRO-PYRAN-2,6-DIONE;4-(4-chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione; 3-(p-Chlorophenyl)glutaric Anhydrid;3-(4-CHLOROPHENYL)GLUTARIC ACID ANHYDRIDE;3-(p-Chlorophenyl)glutaric Anhydride
    3. CAS NO:53911-68-5
    4. Molecular Formula: C11H9ClO3
    5. Molecular Weight: 224.64
    6. EINECS: 258-858-9
    7. Product Categories: Heterocyclic Compounds;Aromatics Compounds;Aromatics;Heterocycles
    8. Mol File: 53911-68-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 393.2 °C at 760 mmHg
    3. Flash Point: 176 °C
    4. Appearance: white solid
    5. Density: 1.348 g/cm3
    6. Refractive Index: 1.594
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE(CAS DataBase Reference)
    10. NIST Chemistry Reference: BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE(53911-68-5)
    11. EPA Substance Registry System: BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE(53911-68-5)
  • 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: 53911-68-5(Hazardous Substances Data)

53911-68-5 Usage

Uses

Used in Organic Synthesis:
BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE is used as a synthetic intermediate for the production of various pharmaceuticals and chemicals. Its chemical structure allows it to be a versatile building block in the synthesis of complex molecules, contributing to the development of new drugs and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE is used as a key component in the development of new drugs. Its unique properties enable it to be incorporated into the molecular structure of potential therapeutic agents, enhancing their efficacy and selectivity.
Used in Chemical Industry:
BETA-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE is also utilized in the chemical industry for the production of various chemicals and materials. Its reactivity and structural features make it a valuable compound for the synthesis of specialty chemicals, additives, and other industrial products.

Check Digit Verification of cas no

The CAS Registry Mumber 53911-68-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,9,1 and 1 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 53911-68:
(7*5)+(6*3)+(5*9)+(4*1)+(3*1)+(2*6)+(1*8)=125
125 % 10 = 5
So 53911-68-5 is a valid CAS Registry Number.
InChI:InChI=1/C22H20Cl2O7/c23-17-5-1-13(2-6-17)15(9-19(25)26)11-21(29)31-22(30)12-16(10-20(27)28)14-3-7-18(24)8-4-14/h1-8,15-16H,9-12H2,(H,25,26)(H,27,28)

53911-68-5SDS

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 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

1.2 Other means of identification

Product number -
Other names β-(4-CHLOROPHENYL)GLUTARIC ANHYDRIDE

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:53911-68-5 SDS

53911-68-5Relevant articles and documents

Glycinamide derivative as well as preparation method and application thereof

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Paragraph 0013; 0041-0044; 0045-0046; 0047-0048; 0049; ..., (2021/06/12)

The invention discloses a glycinamide derivative as well as a preparation method and application thereof. The derivative with a structural formula as shown in the following formula (I) is provided; and in the formula, R1 is selected from Cl and H, R2 is one selected from H, CH3 and CH2CH3; and X is one selected from NHCH3, NHCH2CH3, N (CH2CH3) 2, a pyrrolyl group and a piperidyl group. During preparation, different phenyl glutaric acid compounds are selected as raw materials and are respectively subjected to amidation reaction twice with an aminoindane hydrochloride derivative and an ethylenediamine derivative to obtain a target derivative. The prepared derivative or the pharmaceutically acceptable salt thereof, or the pharmaceutical composition thereof can be used as an S-adenosyl homocysteine hydrolase inhibitor for the development of antitumor drugs .

Synthesis and biological evaluation of pentanedioic acid derivatives as farnesyltransferase inhibitors

Yang, Liuqing,Liu, Wei,Mei, Hanbing,Zhang, Yuan,Yu, Xiaojuan,Xu, Yufang,Li, Honglin,Huang, Jin,Zhao, Zhenjiang

supporting information, p. 671 - 676 (2015/04/27)

Structure-based virtual screening of a commercial library identified pentanedioic acid derivatives (6 and 13b) as a kind of novel scaffold farnesyltransferase inhibitors (FTIs). Chemical modifications of the lead compounds, biological assays and analysis of the structure-activity relationships (SAR) were conducted to discover more potent FTIs. Some of them displayed excellent inhibition against FTase, and among them, the most active compound 13n with an IC50 value of 0.0029 μM and SAR analysis might be helpful to the discovery of more potent FTIs. This journal is

ALLOSTERIC PROTEIN KINASE MODULATORS

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Page/Page column 25, (2012/03/10)

The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

4-benzimidazolyl-3-phenylbutanoic acids as novel pif-pocket-targeting allosteric inhibitors of protein kinase PKCΧ

Fr?hner, Wolfgang,Lopez-Garcia, Laura A.,Neimanis, Sonja,Weber, Nadja,Navratil, Jeanette,Maurer, Frauke,Stroba, Adriana,Zhang, Hua,Biondi, Ricardo M.,Engel, Matthias

experimental part, p. 6714 - 6723 (2011/12/02)

Protein kinase inhibitors with an allosteric mode of action are expected to reach, in many cases, higher selectivity for the target enzyme than ATP-competitive compounds. Therefore, basic research is aiming at identifying and establishing novel sites on the catalytic domain of protein kinases which might be targeted by allosteric inhibitors. We previously published the first structure-activity relationships (SARs) for allosteric activators of protein kinase PDK1. Here, we present the design, synthesis, and SAR data on a series of novel compounds, 4-benzimidazolyl-3-phenylbutanoic acids, that inhibit the atypical protein kinace C (PKC) Χ via binding to the PIF-pocket. Key positions were identified in the compounds that can be modified to increase potency and selectivity. Some congeners showed a high selectivity toward PKCΧ, lacking inhibition of the most closely related isoform, PKC1, and of further AGC kinases. Furthermore, evidence is provided that these compounds are also active toward cellular PKCΧ without loss of potency compared to the cell-free assay.

ALLOSTERIC PROTEIN KINASE MODULATORS

-

Page/Page column 52, (2010/04/30)

The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

Enantioselective alcoholysis of meso-glutaric anhydrides catalyzed by Cinchona-based sulfonamide catalysts

Park, Sang Eun,Nam, Eun Hye,Jang, Hyeong Bin,Oh, Joong Suk,Some, Surajit,Lee, Yong Seop,Song, Choong Eui

supporting information; experimental part, p. 2211 - 2217 (2010/11/19)

The bifunctional Cinchona-based sulfonamide catalysts showed the highest levels of enantioselectivity reported to date in the alcoholytic desymmetrization of meioglutaric anhydrides. Density functional theory (DFT) computational studies provide detailed insight into the observed sense of enantioselectivity. Moreover, detailed experimental studies and single crystal X-ray analysis confirmed that these bifunctional organocatalysts 3 do not form Hbonded self-aggregates in both solution and solid state. The synthetic utility of this methodology was also demonstrated in the synthesis of pharmaceutically important γ-amino acids, such as (S)-pregabalin. Of the many asymmetric syntheses of enantiomerically pure (S)-pregabalin reported to date, our synthesis requires the least number of and the simplest steps.

An efficient synthesis of (R)- and (S)-baclofen via desymmetrization

Ji, Lei,Ma, Yuheng,Li, Jin,Zhang, Liangren,Zhang, Lihe

scheme or table, p. 6166 - 6168 (2009/12/26)

A short and highly enantioselective synthesis of both enantiomers of GABA agonist baclofen in four steps with total yields of 32.8% [for (S)-isomer] and 35.1% [for (R)-isomer] is reported. The key step involved desymmetrization of cyclic anhydride with mo

A one-pot synthesis of 3-arylglutaric anhydrides by reaction of ketene with aromatic aldehydes and ketones

Matsunaga, Hirokazu,Ikeda, Kiyoshi,Iwamoto, Ken-ichi,Suzuki, Yumiko,Sato, Masayuki

experimental part, p. 2334 - 2336 (2009/09/06)

Aromatic aldehydes and ketones react with ketene under Lewis acid catalysis to produce β-lactones, which in situ react with another molecule of ketene to produce 3-arylglutaric anhydrides. The mechanism, scope, and limitation of this one-pot synthesis of 3-substituted glutaric anhydrides are discussed.

Synthesis of 2,5-thiazole butanoic acids as potent and selective αvβ3 integrin receptor antagonists with improved oral pharmacokinetic properties

Wendt, John A.,Wu, Hongwei,Stenmark, Heather G.,Boys, Mark L.,Downs, Victoria L.,Penning, Thomas D.,Chen, Barbara B.,Wang, Yaping,Duffin, Tiffany,Finn, Mary Beth,Keene, Jeffery L.,Engleman, V. Wayne,Freeman, Sandra K.,Hanneke, Melanie L.,Shannon, Kristen E.,Nickols, Maureen A.,Steininger, Christina N.,Westlin, Marissa,Klover, Jon A.,Westlin, William,Nickols, G. Allen,Russell, Mark A.

, p. 845 - 849 (2007/10/03)

We describe a series of 2,5 thiazole containing compounds, which are potent antagonists of the integrin αvβ3 and show selectivity relative to the other integrins, such as αIIbβ 3 and αvβ6. These analogs were demonstrated to have high bioavailability relative to other relative heterocyclic analogs.

Enzymatic desymmetrization of 3-arylglutaric acid anhydrides

Fryszkowska, Anna,Komar, Marta,Koszelewski, Dominik,Ostaszewski, Ryszard

, p. 2475 - 2485 (2007/10/03)

Optically active (R)- and (S)-3-arylglutaric acid monoesters 3 were synthesized in quantitative yields and good stereoselectivities by lipase-catalyzed desymmetrization of the corresponding 3-arylglutaric anhydrides 2 with alcohols. It was observed that the stereochemical outcome of the reaction was influenced by the substituents present on the aromatic ring. The influence of the enzyme, alcohol, and solvent was systematically examined. Absolute configurations of the monoesters 3 were assigned by chemical correlation to corresponding lactones 4.

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