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6-Chloro-7-methyl isatin, a derivative of the naturally occurring indole derivative isatin, is a chemical compound with the molecular formula C9H6ClNO2. It is a yellow crystalline solid known for its potential applications in various fields, including medicine, agriculture, and materials science.

6374-90-9

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6374-90-9 Usage

Uses

Used in Pharmaceutical Synthesis:
6-Chloro-7-methyl isatin is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new drugs with potential therapeutic benefits.
Used in Antifungal Applications:
6-Chloro-7-methyl isatin is used as an antifungal agent, exhibiting activity against various fungal species. Its ability to inhibit fungal growth makes it a promising candidate for the development of new antifungal drugs.
Used in Antiviral Applications:
6-Chloro-7-methyl isatin is used as an antiviral agent, showing potential activity against certain viruses. Its antiviral properties could contribute to the development of new treatments for viral infections.
Used in Anticancer Applications:
6-Chloro-7-methyl isatin is used as an anticancer agent, with research indicating its potential to inhibit the growth of cancer cells. Its ability to target cancer cells selectively makes it a promising candidate for cancer therapy.
Used in Organic Electronic Devices:
6-Chloro-7-methyl isatin is used in the development of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells. Its unique electronic properties contribute to the performance and efficiency of these devices.
Used as a Colorimetric Sensor for Metal Cations:
6-Chloro-7-methyl isatin is used as a colorimetric sensor for detecting metal cations. Its ability to change color upon interaction with specific metal ions makes it a valuable tool for environmental monitoring and analytical chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 6374-90-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,7 and 4 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 6374-90:
(6*6)+(5*3)+(4*7)+(3*4)+(2*9)+(1*0)=109
109 % 10 = 9
So 6374-90-9 is a valid CAS Registry Number.

6374-90-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names 6-Chloro-7-methylisatin

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:6374-90-9 SDS

6374-90-9Relevant academic research and scientific papers

TREATMENT OF METASTASIZED ESTROGEN RECEPTOR POSITIVE BREAST CANCER

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Page/Page column 40; 43, (2022/02/05)

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.

COMPOUNDS FOR ESTROGEN RECEPTOR POSITIVE CANCERS

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Paragraph 0118; 0122-0123, (2021/11/06)

Small molecule ERα biomodulators that kill therapy -resistant ERα positive breast, ovarian, and endometrial cancer cells are disclosed. In one embodiment, the small molecule biomodulator has increased therapeutic utility 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 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

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Page/Page column 30; 44; 45, (2020/01/31)

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.

Design, synthesis, and biological evaluation of (2E)-(2-oxo-1, 2-dihydro-3H-indol-3-ylidene)acetate derivatives as anti-proliferative agents through ROS-induced cell apoptosis

Song, Zhuang,Chen, Cai-Ping,Liu, Jun,Wen, Xiaoan,Sun, Hongbin,Yuan, Haoliang

, p. 809 - 819 (2016/09/23)

A novel class of (2E)-(2-oxo-1, 2-dihydro-3H-indol-3-ylidene)acetate derivatives were designed and synthesized as potent anti-proliferative agents. Most of these compounds showed potent anti-proliferative activity against some tumor cell lines, including SK-BR-3, MDA-MB-231, HCT-116, SW480, Ovcar-3, HL-60, Saos-2 and HepG2. Compounds 8c and 11h were identified as the most potent ones, while HL-60, HCT116 and MDA-MB-231 were the most sensitive cell lines. Mechanistic study revealed that compound 8c enhanced reactive oxygen species level by inhibiting TrxR and then induced apoptosis by activating apoptosis proteins, bax and cleaved-caspase 3 in HCT116?cells. Preliminary SAR analysis indicated that modifications of the double bond and ester group made great effects on the anti-proliferative activity. Our findings suggested that it was worth further studies on the antitumor potency of (2E)-(2-oxo-1, 2-dihydro-3H-indol-3-ylidene)acetates.

Potent Synergy between Spirocyclic Pyrrolidinoindolinones and Fluconazole against Candida albicans

Premachandra, Ilandari Dewage Udara Anulal,Scott, Kevin A.,Shen, Chengtian,Wang, Fuqiang,Lane, Shelley,Liu, Haoping,Van Vranken, David L.

, p. 1672 - 1686 (2015/10/06)

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.

HYDRAZIDE COMPOUND AND PESTICIDAL USE OF THE SAME

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Page/Page column 549, (2008/06/13)

A hydrazide compound represented by the formula (1): has excellent pesticidal activity.

DIPHENYL OX-INDOL-2-ON COMPOUNDS AND THEIR USE IN THE TREATMENT OF CANCER

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Page/Page column 35-36, (2010/02/14)

The present invention relates to substituted 3,3-diphenyl-1,3-dihydro-indol-2-one compounds, and the use of such compounds for the preparation of a medicament for the treatment of cancer in a mammal. It is postulated that treatment of cancers in which inh

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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