288-92-6 Usage
Description
1,2,4-Thiadiazole is a five-membered, unsaturated, conjugated heteroaromatic compound that consists of one sulfur atom and two nitrogen atoms in its ring structure. One of the nitrogen atoms is adjacent to the sulfur atom, while the other is separated by one carbon atom. 1,2,4-Thiadiazole is characterized as a π-excessive heterocycle but exhibits relative π deficiency at its carbon atoms. The π electron density at the C5 position is the lowest (0.7888), making nucleophilic substitution at this site relatively easy.
Uses
Used in Pharmaceutical Industry:
1,2,4-Thiadiazole is used as a building block for the synthesis of various pharmaceutical compounds due to its unique chemical properties and reactivity. Its ability to undergo nucleophilic substitution at the C5 position makes it a versatile component in the development of new drugs.
Used in Chemical Synthesis:
1,2,4-Thiadiazole is used as an intermediate in the synthesis of various organic compounds, taking advantage of its reactivity and the presence of the sulfur and nitrogen atoms in its structure. This allows for the creation of a wide range of molecules with different applications in various industries.
Used in Material Science:
1,2,4-Thiadiazole is used as a component in the development of new materials, such as polymers and coatings, due to its conjugated heteroaromatic structure and the presence of sulfur and nitrogen atoms. These materials can exhibit unique properties, such as improved stability, enhanced reactivity, or specific interactions with other molecules.
Used in Analytical Chemistry:
1,2,4-Thiadiazole is used as a reference compound in nuclear magnetic resonance (NMR) spectroscopy, particularly in the study of chemical shifts and the determination of the electronic environment around specific atoms within a molecule. The distinct chemical shifts observed for C3-H and C5-H protons in 1,2,4-thiadiazoles provide valuable information for understanding the structure and reactivity of these compounds.
Chemical Reactivity
Though 1,2,4-thiadiazole is a π-excessive heterocycle the electron density at both carbon atoms C3 and C5 is low but lowest at C5 due to the presence of two pyridine-like nitrogen atoms. As a result, electrophiles do not attack both the sites but are prone to nucleophilic attack. The electrophiles preferentially attack N4 compared to N2 and form quaternary salts. The parent 1,2,4-thiadiazole is sensitive to acid, alkali, oxidizing, and reducing agents.
Check Digit Verification of cas no
The CAS Registry Mumber 288-92-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,8 and 8 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 288-92:
(5*2)+(4*8)+(3*8)+(2*9)+(1*2)=86
86 % 10 = 6
So 288-92-6 is a valid CAS Registry Number.
InChI:InChI=1/C2H2N2S/c1-3-2-5-4-1/h1-2H
288-92-6Relevant articles and documents
Trisubstituted heterocyclic compounds and their use as fungicides
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, (2008/06/13)
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.
Heteroaryl-phenyl substituted factor Xa inhibitors
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, (2008/06/13)
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.
Benzimidazolinones, benzoxazolinones, benzopiperazinones, indanones, and derivatives thereof as inhibitors of factor Xa
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, (2008/06/13)
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.
