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6,7-dichloro-1H-indole-2,3-dione, commonly known as isatin, is a chemical compound characterized by its molecular formula C8H4Cl2N2O2. It features a distinctive indole ring structure and is recognized as a yellow-to-orange crystalline solid. Isatin is sparingly soluble in water but exhibits greater solubility in organic solvents. 6,7-dichloro-1H-indole-2,3-dione serves as a significant building block in organic chemistry, particularly for the synthesis of pharmaceuticals and agrochemicals. Its biological activities, such as antiviral, antitumor, and anti-inflammatory properties, make it a promising candidate for research in medicinal chemistry.

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  • 18711-12-1 Structure
  • Basic information

    1. Product Name: 6,7-dichloro-1H-indole-2,3-dione
    2. Synonyms: 6,7-dichloroindoline-2,3-dione
    3. CAS NO:18711-12-1
    4. Molecular Formula: C8H3Cl2NO2
    5. Molecular Weight: 216.02
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 18711-12-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.643g/cm3
    6. Refractive Index: 1.638
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 6,7-dichloro-1H-indole-2,3-dione(CAS DataBase Reference)
    10. NIST Chemistry Reference: 6,7-dichloro-1H-indole-2,3-dione(18711-12-1)
    11. EPA Substance Registry System: 6,7-dichloro-1H-indole-2,3-dione(18711-12-1)
  • 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: 18711-12-1(Hazardous Substances Data)

18711-12-1 Usage

Uses

Used in Pharmaceutical Synthesis:
6,7-dichloro-1H-indole-2,3-dione is utilized as a key intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. Its presence in the synthesis process allows for the creation of a wide range of therapeutic agents.
Used in Agrochemical Production:
In the agrochemical industry, 6,7-dichloro-1H-indole-2,3-dione is employed as a precursor in the development of compounds that have applications in crop protection and pest control, leveraging its chemical properties to enhance the effectiveness of these products.
Used in Organic Reactions:
6,7-dichloro-1H-indole-2,3-dione is used as a reagent in organic reactions, especially in the preparation of heterocyclic compounds. Its characteristic indole ring structure makes it a versatile component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry Research:
Due to its biological activities, including antiviral, antitumor, and anti-inflammatory properties, 6,7-dichloro-1H-indole-2,3-dione is used as a subject of research in medicinal chemistry. Scientists explore its potential for developing new drugs and therapies based on its inherent pharmacological properties.
Used in the Synthesis of Dyes and Pigments:
Given its color characteristics, 6,7-dichloro-1H-indole-2,3-dione can be used in the synthesis of dyes and pigments for various applications, including in the textile, paint, and printing industries, where its color-producing properties are harnessed.
Each application of 6,7-dichloro-1H-indole-2,3-dione leverages its unique chemical and physical properties, contributing to the advancement of different fields and industries.

Check Digit Verification of cas no

The CAS Registry Mumber 18711-12-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,7,1 and 1 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 18711-12:
(7*1)+(6*8)+(5*7)+(4*1)+(3*1)+(2*1)+(1*2)=101
101 % 10 = 1
So 18711-12-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H3Cl2NO2/c9-4-2-1-3-6(5(4)10)11-8(13)7(3)12/h1-2H,(H,11,12,13)

18711-12-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 6,7-Dichloro-1H-indole-2,3-dione

1.2 Other means of identification

Product number -
Other names 6,7-dichloro-indoline-2,3-dione

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:18711-12-1 SDS

18711-12-1Relevant articles and documents

ORGANIC COMPOUNDS

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Page/Page column 26, (2009/12/02)

The invention relates to organic compounds which have interesting pharmaceutical properties. In particular, the compounds are useful in the treatment and/or prevention of infections such as those caused by Plasmodium falciparum, Plasmodium vivax, Plasmodium malariae, Plasmodium ovale, Trypanosoma cruzi and parasites of the Leishmania genus such as, for example, Leishmania donovani. The invention also relates to pharmaceutical compositions containing the compounds, as well as processes for their preparation.

Potential Antitumor Agents. 61. Structure-Activity Relationships for in Vivo Colon 38 Activity among Disubstituted 9-Oxo-9H-xanthene-4-acetic Acids

Rewcastle, Gordon W.,Atwell, Graham J.,Zhuang, Li,Baguley, Bruce C.,Denny, William A.

, p. 217 - 222 (2007/10/02)

Analogues of 9-oxo-9H-xanthene-4-acetic acid (XAA) bearing small, lipophilic 5-substituents are among the most dose-potent compounds yet reported with the capability of causing hemorrhagic necrosis of implanted colon 38 tumors in mice.To further extend structure-activity relationships among this class of compound, a series of XAA derivatives bearing two small lipophilic groups at various positions have been prepared and evaluated.The 5,6-disubstituted compounds in particular show consistently high levels of both dose potency and activity, suggesting this is the optimal configuration among substituted 9-oxo-9H-xanthene-4-acetic acids.The 5,6-dimethyl and 5-methyl-6-methoxy are the most effective analogues, showing in vivo colon 38 activity comparable to that of FAA at 10-15-fold lower doses and superior activity to FAA at the respective optimal doses, and the former has been selected for detailed evaluation.

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