5-Chloroisatin, CAS No. 17630-76-1

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17630-76-1

Catalog No. EBD32709

CAS 17630-76-1

Name 5-Chloroisatin

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Basic Information

Synonyms: 5-Chloro-1H-indole-2,3-dione 5-Chloroisatin AKOSBBS-00000996 5-CHLORO-2,3-INDOLINEDIONE 5-CHLOROINDOLE-2,3-DIONE 5-CHLOR-2,3-DIOXOINDOLIN 5-CHLOR-2,3-INDOLINDION 5-chlorisatide TIMTEC-BBSBB003741 5-chlorisatin 5-choroisatin buttpark50\07-91

Molecular Formula: C8H4ClNO2

Molecular Weight: 181.58

MDL Number: MFCD00014567

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

5-Chloroisatin is an organic compound featuring an indole-2,3-dione core structure substituted with a chlorine atom at the 5-position. It is a pale yellow to orange crystalline powder. This heterocyclic building block is a versatile synthon in organic synthesis, particularly valued for its reactivity at the lactam and ketone functionalities. Its primary and most significant application is as a key intermediate in the pharmaceutical industry. It serves as a crucial precursor for the synthesis of various biologically active molecules, including kinase inhibitors, antimicrobial agents, and central nervous system (CNS) active compounds. The chlorinated isatin scaffold is a privileged structure in medicinal chemistry, enabling the construction of diverse drug-like molecules. Beyond its pharmaceutical applications, 5-chloroisatin is also utilized in the synthesis of dyes and pigments due to its conjugated system. It requires careful handling as it may cause skin and eye irritation.

Physical Properties

Melting Point: 254-258 °C(lit.)

Solubility: insoluble

Analytical Data

Appearance: pale yellow to reddish or yellow-brownish powder