54136-27-5

Usage

Uses

Used in Textile Industry:
5-Methoxy-2,3,3-trimethyl-1-(4-sulfobutyl) indoline is used as a colorant for its ability to impart a vibrant yellow hue to textiles. Its stability and solubility ensure that the color remains consistent and resistant to fading, even under various conditions such as washing and exposure to light.
Used in Fabric Industry:
In the fabric industry, 5-Methoxy-2,3,3-trimethyl-1-(4-sulfobutyl) indoline serves as a dye that enhances the visual appeal of fabrics. Its color fastness properties make it suitable for a wide range of applications, including clothing, upholstery, and decorative items.
Regulatory Considerations:
Due to its environmental and health effects, the use of 5-Methoxy-2,3,3-trimethyl-1-(4-sulfobutyl) indoline is regulated by various chemical control laws and regulations. These regulations aim to ensure the safe handling and disposal of this chemical compound, minimizing its potential impact on human health and the environment.

InChI:InChI=1/C16H23NO4S/c1-12-16(2,3)14-11-13(21-4)7-8-15(14)17(12)9-5-6-10-22(18,19)20/h7-8,11H,5-6,9-10H2,1-4H3

Upstream product

• 1633-83-6 1,4-butane sultone 
• 31241-19-7 5-Methoxy-2,3,3-trimethyl-3H-indole 

Relevant academic research and scientific papers

Design, synthesis, and evaluation of monoamine oxidase A inhibitors–indocyanine dyes conjugates as targeted antitumor agents

Monoamine oxidase A (MAOA) is an important mitochondria-bound enzyme that catalyzes the oxidative deamination of monoamine neurotransmitters. Accumulating evidence suggests a significant association of increased MAOA expression and advanced high-grade prostate cancer (PCa) progression and metastasis. Herein, a series of novel conjugates combining the MAOA inhibitor isoniazid (INH) and tumor-targeting near-infrared (NIR) heptamethine cyanine dyes were designed and synthesized. The synthesized compounds G1–G13 were evaluated in vitro for their cytotoxicity against PC-3 cells using the MTT assay, and molecular docking studies were performed. Results showed that most tested compounds exhibited improved antitumor efficacy compared with INH. Moreover, conjugates G10 and G11 showed potent anticancer activity with IC50 values (0.85 and 0.4 μM respectively) comparable to that of doxorubicin (DOX). This may be attributable to the preferential accumulation of these conjugates in tumor cells. G10, G11, and G12 also demonstrated moderate MAOA inhibitory activities. This result and the results of molecular docking studies were consistent with their cytotoxicity activities. Taken together, these data suggest that a combination of the MAOA inhibitor INH with tumor-targeting heptamethine cyanine dyes may prove to be a highly promising tool for the treatment of advanced prostate cancer.

Monoamine oxidase A inhibitor indocyanine coupling compounds and preparation method and use thereof

The invention belongs to the technical field of medicines and relates to monoamine oxidase A inhibitor indocyanine coupling compounds and a preparation method and use thereof. The preparation method comprises that an MAO-A inhibitor isoniazid and heptamethine indocyanine dye with excellent in-vivo fluorescence imaging characters and a tumor targeting function are bonded through an amide covalent bond according to the splicing principle so that the novel monoamine oxidase A inhibitor-indocyanine coupling compounds targeting tumors are obtained. The monoamine oxidase A inhibitor indocyanine coupling compounds have structural formulas (I) to (III). The in-vitro tumor cell growth inhibition test result shows that the compounds have good inhibitory effects on prostate tumor cells.

A New Method for the Synthesis of Heptamethine Cyanine Dyes: Synthesis of New Near-Infrared Fluorescent Labels

A new uncatalyzed synthesis of heptamethine cyanine dyes is described.The reaction involves heating a mixture of N-alkyl-substituted quaternary salts derived from 2,3,3-trimethylindole or 2,3,3-trimethylbenzindole and 2-chloro-1-formyl-3-(hydroxymethylene)cyclohex-1-ene to reflux in a mixture of 1-butanol and benzene (7:3) as solvent.No catalyst is used, and water is removed as an azeotrope.The resulting chloro compounds possess strong absorption and fluorescence properties in the near-infrared region and are converted to dyes bearing reactive functionalities such as hydroxy and isothiocyanate groups useful as fluorescent tags for nucleic acids and proteins.Several symmetric and nonsymmetric dyes have been synthesized in high yields.