Cas no 6344-05-4 (4-Chloroisatin)

4-Chloroisatin is a halogenated derivative of isatin, characterized by the presence of a chlorine atom at the 4-position of the indole ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and biologically active molecules. Its reactive carbonyl and imine functional groups enable diverse transformations, including condensation, nucleophilic substitution, and cyclization reactions. The electron-withdrawing effect of the chlorine substituent enhances its reactivity, making it valuable for constructing heterocyclic frameworks. 4-Chloroisatin is also employed in the development of enzyme inhibitors and antimicrobial agents due to its structural motif. It is typically supplied as a high-purity solid, ensuring consistent performance in synthetic applications.
4-Chloroisatin structure
4-Chloroisatin structure
Product Name:4-Chloroisatin
CAS No:6344-05-4
MF:C8H4ClNO2
MW:181.575860977173
MDL:MFCD00129178
CID:85650
PubChem ID:87558535
Update Time:2025-10-29

4-Chloroisatin Chemical and Physical Properties

Names and Identifiers

    • 4-Chloroisatin
    • 4-CHLORO-1H-INDOLE-2,3-DIONE
    • 4-chloro-2,3-dihydro-1H-indole-2,3-dione
    • 4-Chloroindole-2,3-dione
    • 4-chloroindoline-2,3-dione
    • 4-chloro-isatin
    • 4-monochloroisatin
    • 5-chloroisatin
    • 4-Chloro-2,3-indolinedione
    • 1H-Indole-2,3-dione, 4-chloro-
    • Indole-2,3-dione, 4-chloro-
    • HSYFISNDMZKGRS-UHFFFAOYSA-N
    • 4-chloro isatin
    • NSC49794
    • PubChem13911
    • KSC492I4L
    • HSYFISNDMZKGRS-UHFFFAOYSA-
    • BDBM22809
    • 4-chloro-(1h)-in
    • EN300-52720
    • AC-4368
    • PD182117
    • C1870
    • 6344-05-4
    • MFCD00129178
    • CHEMBL376228
    • SB64022
    • DTXSID90212852
    • NSC 49794
    • AKOS000279207
    • CS-W002403
    • InChI=1/C8H4ClNO2/c9-4-2-1-3-5-6(4)7(11)8(12)10-5/h1-3H,(H,10,11,12)
    • SY005279
    • ISATIN, 4-CHLORO-
    • U0NSS4B19Q
    • FT-0617979
    • 4-CHLORANYL-1H-INDOLE-2,3-DIONE
    • NSC-49794
    • UNII-U0NSS4B19Q
    • Isatin-based compound, 29
    • SCHEMBL282066
    • FS-2453
    • AM20061195
    • Z759291598
    • Q-102082
    • 4-Chloro-1H-indole-2,3-dione; 4-Chloroindoline-2,3-dione; 4-Chloroisatin; NSC 49794
    • STK645640
    • DB-031790
    • MDL: MFCD00129178
    • Inchi: 1S/C8H4ClNO2/c9-4-2-1-3-5-6(4)7(11)8(12)10-5/h1-3H,(H,10,11,12)
    • InChI Key: HSYFISNDMZKGRS-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC2=C1C(C(N2)=O)=O

Computed Properties

  • Exact Mass: 180.99300
  • Monoisotopic Mass: 180.993
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 241
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.2
  • Surface Charge: 0
  • Tautomer Count: 5
  • XLogP3: 1.3

Experimental Properties

  • Color/Form: Light-red to Brown Solid
  • Density: 1.519
  • Melting Point: 258°C(lit.)
  • Refractive Index: 1.626
  • PSA: 46.17000
  • LogP: 1.61280
  • Solubility: Not determined

4-Chloroisatin Security Information

4-Chloroisatin Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-Chloroisatin Suppliers

Amadis Chemical Company Limited
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(CAS:6344-05-4)4-Chloroisatin
Order Number:A1438
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:00
Price ($):534.0
Suzhou Senfeida Chemical Co., Ltd
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(CAS:6344-05-4)4-CHLOROISATIN
Order Number:sfd1454
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:32
Price ($):discuss personally

4-Chloroisatin Related Literature

Additional information on 4-Chloroisatin

Introduction to 4-Chloroisatin (CAS No. 6344-05-4) and Its Emerging Applications in Chemical Biology

4-Chloroisatin, identified by the chemical abstracts service number 6344-05-4, is a heterocyclic compound that has garnered significant attention in the field of chemical biology due to its versatile structural framework and biological activities. This review aims to provide a comprehensive overview of the compound, its derivatives, and the latest research findings that highlight its potential in drug discovery and therapeutic applications.

The molecular structure of 4-Chloroisatin consists of an isatin core substituted with a chlorine atom at the 4-position. This structural motif imparts unique reactivity, making it a valuable scaffold for synthesizing various bioactive molecules. The isatin ring system is well-documented for its role in medicinal chemistry, particularly in the development of antimicrobial, antiviral, and anticancer agents. The presence of the chlorine atom enhances electrophilicity, facilitating nucleophilic substitution reactions that are pivotal in medicinal chemistry synthetic routes.

In recent years, 4-Chloroisatin and its derivatives have been extensively studied for their pharmacological properties. One of the most notable areas of research has been its application in the development of inhibitors targeting enzyme-protein interactions. For instance, studies have demonstrated that certain analogs of 4-Chloroisatin can inhibit kinases and other enzymes involved in cancer progression. The chlorine substituent plays a crucial role in binding to specific amino acid residues in the active sites of these enzymes, thereby modulating their activity.

Moreover, the compound has shown promise in preclinical studies as a lead candidate for treating neurological disorders. Research indicates that derivatives of 4-Chloroisatin can cross the blood-brain barrier and exhibit neuroprotective effects. These findings are particularly intriguing given the challenges associated with developing drugs that can effectively target neurological conditions. The ability of 4-Chloroisatin derivatives to interact with central nervous system receptors without significant off-target effects makes them attractive candidates for further development.

The synthesis of 4-Chloroisatin and its derivatives has also seen advancements in recent years. Modern synthetic methodologies have enabled chemists to access complex analogs with high precision and yield. Techniques such as transition-metal-catalyzed cross-coupling reactions have been particularly useful in introducing diverse functional groups into the isatin core. These synthetic strategies have not only expanded the library of available compounds but also provided insights into structure-activity relationships (SAR) that are critical for optimizing biological activity.

Another area where 4-Chloroisatin has made significant contributions is in the field of immunology. Researchers have explored its potential as an immunomodulatory agent, with some derivatives showing ability to modulate immune responses without inducing toxicity. This has opened up new avenues for treating autoimmune diseases and enhancing vaccine efficacy. The compound's ability to interact with immune cell receptors while maintaining selectivity makes it a promising candidate for further investigation.

The chemical properties of 4-Chloroisatin also make it an excellent tool for studying molecular recognition processes. Its rigid heterocyclic core allows for precise tuning of electronic and steric properties, enabling researchers to probe interactions with biological targets at a molecular level. This has been particularly useful in developing high-affinity ligands for use in crystallographic studies and other biophysical techniques.

In conclusion, 4-Chloroisatin (CAS No. 6344-05-4) is a multifaceted compound with broad applications in chemical biology and drug discovery. Its unique structural features and reactivity make it an invaluable scaffold for designing bioactive molecules with therapeutic potential. The latest research highlights its role in developing anticancer agents, neuroprotective compounds, immunomodulators, and more. As synthetic methodologies continue to evolve, the library of 4-Chloroisatin derivatives will undoubtedly expand, offering new opportunities for therapeutic intervention and scientific discovery.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:6344-05-4)4-Chloroisatin
A1438
Purity:99%
Quantity:500g
Price ($):534.0
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Suzhou Senfeida Chemical Co., Ltd
(CAS:6344-05-4)4-CHLOROISATIN
sfd1454
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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