59147-84-1

Basic information

• Product Name: 2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone
• Synonyms: 2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone;2-(2-hydroxyethylthio)-3-Methylnaphthalene-1,4-dione;NSC-672121;1,4-Naphthalenedione, 2-[(2-hydroxyethyl)thio]-3-Methyl-;NSC-672121,Potent Cdc25A inhibitor;VitaMine K3 analogue;2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-napthalenedione
• CAS NO: 59147-84-1
• Molecular Formula: C₁₃H₁₂O₃S
• Molecular Weight: 248.29758
• Mol File: 59147-84-1.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone(59147-84-1)
• EPA Substance Registry System: 2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone(59147-84-1)

Safety Data

• Hazardous Substances Data: 59147-84-1(Hazardous Substances Data)

Usage

Description

2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone is a chemical compound belonging to the class of 1,4-naphthoquinones. It features a unique structure with a hydroxyethylthio group at the 2-position and a methyl group at the 3-position, which may contribute to its biological activity and potential applications.

Uses

Used in Pharmaceutical Industry:
2-[(2-Hydroxyethyl)thio]-3-methyl-1,4-naphthoquinone is used as an approach to anti-cancer therapy for its potent inhibitory effect on the Cdc25A protein, which plays a crucial role in the regulation of the cell cycle. By inhibiting Cdc25A, this compound can potentially disrupt the cell division process in cancer cells, leading to their growth arrest and eventual death. This makes it a promising candidate for the development of novel anti-cancer drugs and therapies.

Upstream product

• 58-27-5 menadione 
• 60-24-2 2-hydroxyethanethiol 
• 15448-59-6 2,3-epoxy-2-methyl-2,3-dihydro-1,4-naphthoquinone 

Relevant articles and documents

SYNTHESIS OF SULFUR-CONTAINING ANALOGS OF THE K GROUP VITAMINS BY AN ELECTROCHEMICAL METHOD

An efficient electrochemical method is proposed for obtaining structural analogues of the K group vitamins (3-alkylthio and 3-arylthio ethers of 2-methyl-1,4-naphthoquninone). Keywords: 2-methyl-1,4-naphthoquinone, vitamin K1, mercaptans, electrochemical synthesis.

Oxidative radical coupling of hydroquinones and thiols using chromic acid: One-pot synthesis of quinonyl alkyl/aryl thioethers

An efficient, simple and practical protocol for one-pot sequential oxidative radical C-H/S-H cross-coupling of thiols with hydroquinones (HQs) and oxidation leading to the formation of quinonyl alkyl/aryl thioethers using H2CrO4was developed. This cross-coupling of thiyl and aryl radicals offers mono thioethers in good to moderate yield and works well with a wide variety of thiols. Similarly, this method works well for coupling of 2-amino thiophenol and HQs to form phenothiazine-3-ones5a-c. C-S bond formationviathioether synthesis was observed using a chromium reagent for the first time. Theoretical studies on the pharmacokinetic properties of compounds5a-crevealed that due to drug-like properties, compound5bstrongly binds with Alzheimer's disease (AD) associated AChE target sites.

Anticancer activity and SAR studies of substituted 1,4-naphthoquinones

In this paper, we report the structure-activity relationship studies of substituted 1,4-naphthoquinones for its anticancer properties. 1,4-Naphthoquinone, Juglone, Menadione, Plumbagin and LLL12.1 were used as lead molecules to design PD compounds. Most o