6374-90-9

Basic information

• Product Name: 6-CHLORO-7-METHYL ISATIN
• Synonyms: 6-CHLORO-7-METHYL ISATIN;BUTTPARK 76\07-24;6-chloro-7-methyl-indoline-2,3-dione;6-chloro-7-methylindoline-2,3-dione
• CAS NO: 6374-90-9
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 195.6
• Mol File: 6374-90-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-CHLORO-7-METHYL ISATIN(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-7-METHYL ISATIN(6374-90-9)
• EPA Substance Registry System: 6-CHLORO-7-METHYL ISATIN(6374-90-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 6374-90-9(Hazardous Substances Data)

Usage

General Description

6-Chloro-7-methyl isatin is a chemical compound with the molecular formula C9H6ClNO2. It is a derivative of isatin, which is a naturally occurring indole derivative. 6-Chloro-7-methyl isatin is a yellow crystalline solid that is used in the synthesis of various pharmaceuticals and agrochemicals. It has also been investigated for its potential biological activities, including as an antifungal, antiviral, and anticancer agent. Additionally, this compound has been studied for its potential use in organic electronic devices and as a colorimetric sensor for metal cations. Overall, 6-Chloro-7-methyl isatin is a versatile chemical with a wide range of potential applications in the fields of medicine, agriculture, and materials science.

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Relevant articles and documents

TREATMENT OF METASTASIZED ESTROGEN RECEPTOR POSITIVE BREAST CANCER

A treatment method comprising a small molecule ERα biomodulator that kills therapy- resistant ERα cancer that metastasized to the brain is disclosed. In one embodiment, the small molecule biomodulator has increased therapeutic utility because of an increased ability to kill therapy-resistant breast cancer cells that metastasized to the brain compared to BHPI and other conventional therapies (endocrine therapies, tamoxifen and fulvestrant/TCI). The small molecule biomodulators not only inhibit proliferation of the cancer cells but kills them, which prevents reactivation of tumors years later.

ACTIVATORS OF THE UNFOLDED PROTEIN RESPONSE

A set of small molecules ERα biomodulators that kill therapy-resistant ERα positive breast, ovarian, and endometrial cancer cells. These small molecules have increased therapeutic potential because of an increased ability to kill therapy-resistant breast cancer cells compared to BHPI and other conventional therapies (endocrine therapies, tamoxifen and fulvestrant/ICI). The new compounds do not only inhibit proliferation of the cancer cells but actually kills them, which prevents reactivation of tumors years later.

Potent Synergy between Spirocyclic Pyrrolidinoindolinones and Fluconazole against Candida albicans

A spiroindolinone, (1S,3R,3aR,6aS)-1-benzyl-6′-chloro-5-(4-fluorophenyl)-7′-methylspiro[1,2,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-3,3′-1H-indole]-2′,4,6-trione, was previously reported to enhance the antifungal effect of fluconazole against Candida albicans. A diastereomer of this compound was synthesized, along with various analogues. Many of the compounds were shown to enhance the antifungal effect of fluconazole against C. albicans, some with exquisite potency. One spirocyclic piperazine derivative, which we have named synazo-1, was found to enhance the effect of fluconazole with an EC50 value of 300 pM against a susceptible strain of C. albicans and going as low as 2 nM against some resistant strains. Synazo-1 exhibits true synergy with fluconazole, with an FIC index below 0.5 in the strains tested. Synazo-1 exhibited low toxicity in mammalian cells relative to the concentrations required for antifungal synergy. Synergy from stereochemical complexity: An attempt to synthesize analogues of a known spiroindolinone led to a series of diastereomers. One spiroindolinone, termed synazo-1, was shown to exhibit potent activity (300 pM) against C. albicans in the presence of fluconazole. Synazo-1 is a true synergizer and was also highly active against some drug-resistant C. albicans strains.