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5-METHOXY-1-INDANONE-3-ACETIC ACID, also known as 5-Methoxyindane-1,3-dione, is a chemical compound belonging to the class of organic acids. It is characterized by the presence of an indanone moiety with a methoxy group at the 5th position and an acetic acid group. 5-METHOXY-1-INDANONE-3-ACETIC ACID has been identified for its potent inhibitory effects on the chymotrypsin-like activity of the 20S proteasome, a crucial cellular enzyme complex involved in protein degradation.

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  • 24467-92-3 Structure
  • Basic information

    1. Product Name: 5-METHOXY-1-INDANONE-3-ACETIC ACID
    2. Synonyms: 2,3-dihydro-6-methoxy-3-oxo-1h-indene-1-aceticaci;6-methoxy-3-oxo-2,3-dihydro-1h-indene-1-aceticacid;5-METHOXY-1-INDANONE-3-ACETIC ACID;6-METHOXY-3-OXO-1-INDANACETIC ACID;5-methoxy-4-oxoindan-3-ylacetic acid;5-METHOXY-1-INDANONE-3-ACETIC ACID, TECH .;2,3-Dihydro-6-methoxy-3-oxo-1H-indene-1-acetic acid;5-Methoxy-1-oxoindane-3-acetic acid
    3. CAS NO:24467-92-3
    4. Molecular Formula: C12H12O4
    5. Molecular Weight: 220.22
    6. EINECS: N/A
    7. Product Categories: Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
    8. Mol File: 24467-92-3.mol
  • Chemical Properties

    1. Melting Point: 139-144 °C(lit.)
    2. Boiling Point: 429℃
    3. Flash Point: 171℃
    4. Appearance: /
    5. Density: 1.286
    6. Vapor Pressure: 4.11E-08mmHg at 25°C
    7. Refractive Index: 1.569
    8. Storage Temp.: N/A
    9. Solubility: chloroform: soluble5%, clear, yellow-brown
    10. CAS DataBase Reference: 5-METHOXY-1-INDANONE-3-ACETIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: 5-METHOXY-1-INDANONE-3-ACETIC ACID(24467-92-3)
    12. EPA Substance Registry System: 5-METHOXY-1-INDANONE-3-ACETIC ACID(24467-92-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS: NK8225760
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 24467-92-3(Hazardous Substances Data)

24467-92-3 Usage

Uses

Used in Pharmaceutical Industry:
5-METHOXY-1-INDANONE-3-ACETIC ACID is used as a pharmaceutical agent for its ability to inhibit the chymotrypsin-like activity of the 20S proteasome. This inhibition can be beneficial in the development of therapeutic strategies for various diseases, as the dysregulation of proteasome activity has been implicated in several pathological conditions, including cancer and neurodegenerative disorders.
Used in Cancer Research:
In cancer research, 5-METHOXY-1-INDANONE-3-ACETIC ACID is utilized as a potential anticancer agent. By targeting the proteasome, 5-METHOXY-1-INDANONE-3-ACETIC ACID can disrupt the cellular machinery responsible for protein homeostasis, leading to the accumulation of misfolded or damaged proteins and subsequent cell death, particularly in cancer cells that rely heavily on proteasomal activity for survival.
Used in Drug Development:
5-METHOXY-1-INDANONE-3-ACETIC ACID serves as a key compound in the development of novel drugs targeting the proteasome. Its potent inhibitory activity can be leveraged to design and synthesize new drug candidates with improved efficacy, selectivity, and reduced side effects, ultimately contributing to the advancement of therapeutic options for various diseases.
Used in Biochemical Studies:
In the field of biochemistry, 5-METHOXY-1-INDANONE-3-ACETIC ACID is employed as a research tool to investigate the role of the proteasome in cellular processes. By studying the effects of 5-METHOXY-1-INDANONE-3-ACETIC ACID on proteasome function, researchers can gain insights into the molecular mechanisms underlying protein degradation and its regulation, which can be crucial for understanding the pathophysiology of various diseases.
Used in Drug Delivery Systems:
Similar to gallotannin, 5-METHOXY-1-INDANONE-3-ACETIC ACID can also be incorporated into drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. By employing various organic and metallic nanoparticles as carriers, the compound's efficacy against target cells or tissues can be improved, potentially leading to more effective treatments for diseases associated with proteasome dysregulation.

Check Digit Verification of cas no

The CAS Registry Mumber 24467-92-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,4,6 and 7 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 24467-92:
(7*2)+(6*4)+(5*4)+(4*6)+(3*7)+(2*9)+(1*2)=123
123 % 10 = 3
So 24467-92-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H12O4/c1-16-8-2-3-9-10(6-8)7(4-11(9)13)5-12(14)15/h2-3,6-7H,4-5H2,1H3,(H,14,15)

24467-92-3SDS

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 2-(6-methoxy-3-oxo-1,2-dihydroinden-1-yl)acetic acid

1.2 Other means of identification

Product number -
Other names 6-Methoxy-3-oxo-2,3-dihydro-1H-indene-1-acetic acid

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:24467-92-3 SDS

24467-92-3Relevant articles and documents

Facile Synthesis of Spirocyclic Lactams from β-Keto Carboxylic Acids

Yang, Wei,Sun, Xianyu,Yu, Wenbo,Rai, Rachita,Deschamps, Jeffrey R.,Mitchell, Lauren A.,Jiang, Chao,Mackerell, Alexander D.,Xue, Fengtian

supporting information, p. 3070 - 3073 (2015/06/30)

A facile synthesis of spirocyclic lactams starting from β-keto carboxylic acids via a one-pot cascade reaction involving a Curtius rearrangement and an intramolecular nucleophilic addition of the enol carbon to the isocyanate intermediate is reported. The same conditions have also been used for the generation of fused cyclic lactams with similar good yields. The synthetic value of this method has been demonstrated by efficient synthesis of tetracyclic spirolactam 8 and pentacyclic spirolactam 9.

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