288-39-1

Basic information

• Product Name: 1,2,5-Thiadiazoles
• Synonyms: 1,2,5-Thiadiazoles;1,2,5-Thiadiazole;2,1,3-Thiadiazole
• CAS NO: 288-39-1
• Molecular Formula: C₂H₂N₂S
• Molecular Weight: 86.1178
• Mol File: 288-39-1.mol

Chemical Properties

• Melting Point: -50.1°C
• Boiling Point: 94°C
• Flash Point: 12.5°C
• Appearance: /liquid
• Density: 1.2680
• Vapor Pressure: 74.4mmHg at 25°C
• Refractive Index: 1.5150 (estimate)
• CAS DataBase Reference: 1,2,5-Thiadiazoles(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5-Thiadiazoles(288-39-1)
• EPA Substance Registry System: 1,2,5-Thiadiazoles(288-39-1)

Safety Data

• Hazardous Substances Data: 288-39-1(Hazardous Substances Data)

Usage

Definition

1,2,5-Thiadiazoles are a group of heterocyclic organic compounds containing a five-membered ring with two nitrogen, one sulfur, and two carbon atoms.

Structure

The five-membered ring structure consists of alternating nitrogen, sulfur, and carbon atoms.

Pharmacological activities

1,2,5-Thiadiazoles exhibit diverse pharmacological activities, making them useful in the pharmaceutical industry.

Biological activities

These compounds have a wide range of biological activities, including antimicrobial, anticancer, anti-inflammatory, antiviral, and antihypertensive properties.

Versatile reactivity

The unique structure and versatile reactivity of 1,2,5-Thiadiazoles make them attractive targets for the development of new therapeutic agents.

Building blocks

1,2,5-Thiadiazoles are used as building blocks in the pharmaceutical industry due to their diverse properties and potential applications.

Agrochemicals

These compounds are also used in the agrochemical industry, indicating their broad range of applications.

Material science

1,2,5-Thiadiazoles have potential applications in material science, suggesting their utility in various fields beyond pharmaceuticals and agrochemicals.

Fluorescent probes

They can be used as fluorescent probes for biological imaging, highlighting their potential in research and diagnostics.

Importance in medicinal chemistry

The structural diversity and pharmacological activities of 1,2,5-Thiadiazoles make them important compounds in medicinal chemistry and drug discovery research.

InChI:InChI=1/C2H2N2S/c1-2-4-5-3-1/h1-2H

Upstream product

• 33355-82-7 hexa-P-phenyl-P,P'-propane-1,3-diyldiamino-bis-phosphonium; dichloride 
• 107-15-3 ethylenediamine 
• 333-18-6 1,2-diaminoethane dihydrochloride 

Downstream Products

• 352-93-2 diethyl sulphide 
• 112633-28-0 3-Ethyl-[1,2,5]selenadiazole 
• 288-40-4 1,2,5-selenadiazole 
• 75-08-1 ethanethiol 
• 5728-06-3 3-methyl-1,2,5-thiadiazole 
• 64109-11-1 3-phenyl-[1,2,5]selenadiazole 
• 139-66-2 diphenyl sulfide 
• 108-98-5 thiophenol 
• 620-94-0 di-(p-tolyl)sulfane 
• 112633-30-4 3-(4-tolyl)-1,2,5-selenadiazole 
• 106-45-6 para-thiocresol 
• 607-53-4 bis(1-naphthyl)sulfide 
• 112633-31-5 3-Naphthalen-1-yl-[1,2,5]selenadiazole 
• 91-60-1 2-Naphthalenethiol 

Relevant articles and documents

Trisubstituted heterocyclic compounds and their use as fungicides

Compounds of general formula (I): in which:Het represents a five or six membered saturated, partially unsaturated or aromatic ring containing between one and six heteroatoms of the group N, O, S, in which the heterocycle is substituted in an adjacent manner with -P-Q1-T-Q2, -GZ and Y, such that the substituant -GZ is adjacent to both. the other substituants being as defined in the description,process for preparing these compounds,fungicidal compositions comprising these compounds,processes for treating plants by applying these compounds or compositions.

Substituted amino methyl factor Xa inhibitors

The present application describes substituted-aminomethyl substituted compounds and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.

Heteroaryl-phenyl substituted factor Xa inhibitors

The present application describes heteroaryl-phenyl substituted compounds and derivatives thereof, or pharmaceutically acceptable salt or prodrug forms thereof, which are useful as inhibitors of factor Xa.

Heteroaryl- phenyl heterobicyclic factor Xa inhibitors

The present application describes heteroaryl-phenyl heterobicycles and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.

Structure and stability of small nitrile sulfides and their attempted generation from 1,2,5-thiadiazoles

The gas-phase generation and spectroscopic identification of nitrile sulfides by thermolysis of 1,2,5-thiadiazole precursors was attempted, but in all cases the thiadiazoles were found to produce sulfur and the corresponding nitrile. This prompted an investigation by ab initio and density functional calculations for the equilibrium geometries, stabilities, and decomposition mechanisms of several nitrile sulfides (XCNS, where X = H, F, Cl, CN, CH3). Equilibrium geometries obtained from calculations at the B3LYP, MPn(n = 2-4), QCISD, QCISD(T), CCSD, and CCSD(T) levels with moderate to large basis sets indicate that the molecules have linear heavy atom geometries. The exception is the fluoro derivative, which is bent with a calculated barrier to linearity of 889 cm-1 (B3LYP/cc-pVTZ). The nitrile sulfides are predicted by the B3LYP method to be stable in the dilute gas phase, whereas in the condensed phase they are suggested to be very unstable due to bimolecular decomposition. The mechanism of this loss process is complicated by various sulfur transfer and cyclization reactions between decomposition intermediates, with the predicted stable products being sulfur, nitriles, and thiadiazoles. The first step of the bimolecular decomposition is either a cycloaddition to thiofuroxan or a sulfur transfer with simultaneous S2 loss to nitriles.

Benzimidazolinones, benzoxazolinones, benzopiperazinones, indanones, and derivatives thereof as inhibitors of factor Xa

The present application describes inhibitors of factor Xa of formula I: or pharmaceutically acceptable salt forms thereof, wherein W, W1, W2, and W3may be N or C and J, Ja, and Jbcombine to form a substituted carbocycle or heterocycle.

6-membered aromatics as factor Xa inhibitors

The present application describes 6-membered aromatics of formula I: or pharmaceutically acceptable salt forms thereof, wherein D may be CH2NH2 or C(=NH)NH2, which are useful as inhibitors of factor Xa.

N-(AMIDINOPHENYL) CYCLOUREA ANALOGS AS FACTOR XA INHIBITORS

The present application describes N-(amidinophenyl)cyclourea analogs of formula I: STR1 which are useful as inhibitors of factor Xa.

INHIBITORS OF FACTOR XA WITH A NEUTRAL P1 SPECIFICITY GROUP

The present application describes inhibitors of factor Xa with a neutral P1 specificity group of formula I: STR1 or pharmaceutically acceptable salt forms thereof, wherein R and E may be groups such as methoxy and halo.

α-branched anilines, toluenes, and analogs thereof as factor Xa inhibitors

The present application describes m-amidino phenyl analogs of formula I: wherein D can be amidino and E can be phenyl, which are useful as inhibitors of factor Xa.