3206-73-3

Basic information

• Product Name: DL-5-(1,2-Dithiolan-3-yl)valeramide
• Synonyms: DL-a-Lipoamide;DL-thioctic amide;1,2-Dithiolane-3-valeroylamide DL-6,8-Epidithiooctanamide DL-alpha-Lipoamide;DL-5-(1,2-Dithiolan-;5-(1,2-Dithiolan-3-yl)pentanamide;dl-6-Thioctic acid amide;dl-6-Thioctic amide;THIOCTAMIDE
• CAS NO: 3206-73-3
• Molecular Formula: C8H15NOS2
• Molecular Weight: 205.34
• EINECS: 213-375-2
• Product Categories: FINE Chemical & INTERMEDIATES;Heterocycles
• Mol File: 3206-73-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 127-129 °C(lit.)
• Boiling Point: 551.5oC at 760 mmHg
• Flash Point: 287.3oC
• Appearance: /
• Density: 1.313g/cm3
• Vapor Pressure: 3.29E-12mmHg at 25°C
• Refractive Index: 1.617
• Storage Temp.: 2-8°C
• CAS DataBase Reference: DL-5-(1,2-Dithiolan-3-yl)valeramide(CAS DataBase Reference)
• NIST Chemistry Reference: DL-5-(1,2-Dithiolan-3-yl)valeramide(3206-73-3)
• EPA Substance Registry System: DL-5-(1,2-Dithiolan-3-yl)valeramide(3206-73-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: JP1185000
• Hazardous Substances Data: 3206-73-3(Hazardous Substances Data)

Usage

Uses

hepatoprotectant

Purification Methods

DL--Lipoamide is recrystallised from EtOH and has UV with max 331nm in MeOH. [Reed et al. J Biol Chem 232 143 1958, IR: Wagner et al. J Am Chem Soc 78 5079 1956, Beilstein 19/7 V 238.]

InChI:InChI=1/C12H10N4O2/c17-11(9-1-5-13-6-2-9)15-16-12(18)10-3-7-14-8-4-10/h1-8H,(H,15,17)(H,16,18)

Upstream product

• 1115175-97-7 2,5-dioxopyrrolidin-1-yl 5-(1,2-dithiolan-3-yl)pentanoate 
• 40846-94-4 thioctic acid-N-hydroxysuccinimide ester 
• 3884-47-7 dihydrolipoamide 
• 4707-32-8 2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione 
• 1077-28-7 Thioctic acid 

Relevant articles and documents

BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION

The present disclosure provides biomarkers useful as companion diagnostics for detecting glycocalyx-based disease that is amenable to treatment using compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related compositions, kits, and methods.

Methods of Treating Ocular Diseases Using Derivatives of Lipoic Acid

Dithiol compounds and derivatives thereof are disclosed. The agents are useful for treating ocular disease, especially presbyopia and cataract.

Redox cycling of β-lapachone and related o-naphthoquinones in the presence of dihydrolipoamide and oxygen

Lipophilic o-naphthoquinones (β-lapachone, CG 8-935, CG 9-442, CG 10-248, and mansonones A, C, E, and F), catalyze the oxidation of dihydrolipoamide (DHLA) by oxygen, whereas p-naphthoquinones (α-lapachone and menadione) are scarcely active. The greatest effects corresponded to β-lapachone and its analogues. Quinol production was demonstrated by (a) the absorption spectrum of the reduced quinone, and (b) the effect of pH variation on the rate of quinone-catalyzed DHLA oxidation. Superoxide dismutase (SOD) inhibited the rate of cytochrome c reduction and decreased the apparent rate of oxygen consumption by several DHLA/o-naphthoquinone systems. SOD also inhibited the rate of quinol oxidation by oxygen, after quinone reduction by a stoichiometric amount of DHLA. Catalase enhanced the effect of SOD, but in its absence catalase was inactive. It is concluded that quinone-catalyzed oxidation of DHLA implies a free-radical mechanism in which the quinol and superoxide radicals play an essential role.