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549126

Sigma-Aldrich

Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate

97%

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About This Item

Empirical Formula (Hill Notation):
C6H8N2O2S
CAS Number:
18212-20-9
Molecular Weight:
172.20
MDL number:
MFCD00052549
UNSPSC Code:
12352100
PubChem Substance ID:
24879059
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.5050 (lit.)

density

1.265 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)c1snnc1C

InChI

1S/C6H8N2O2S/c1-3-10-6(9)5-4(2)7-8-11-5/h3H2,1-2H3

InChI key

AHPXTXGCMLOXGA-UHFFFAOYSA-N

General description

Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate is a bioactive nitrogen-containing heterocycle.

Application

Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate may be used in the preparation of following compounds with potent fungicidal activity:
  • 1,2,3-thiadiazole bearing hydrazone derivatives
  • 2-(4′-methyl-1′,2′,3′-thiadiazol)-5-substituted-1,3,4-oxadiazole derivatives
  • 1,2,3-thiadiazole bearing 1,2,4-triazole derivatives

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Microwave synthesis and biological activity of hydrazone derivatives containing 1, 2, 3-thiadiazole.
Liu XH, et al.
Asian Journal of Chemistry, 23(9), 4064-4064 (2011)
Synthesis of tetrazole containing 1, 2, 3-thiadiazole derivatives via U-4CR and their anti-TMV activity.
Wang SX, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 24(10), 889-892 (2013)
Zhijin Fan et al.
Journal of agricultural and food chemistry, 57(10), 4279-4286 (2009-05-27)
Elicitors provide a broad spectrum of systemic acquired resistance by altering the physical and physiological status of the host plants and, therefore, are among the most successful directions in modern pesticide development for plant protection. To develop a novel elicitor
Microwave assisted synthesis, antifungal activity and DFT theoretical study of some novel 1, 2, 4-triazole derivatives containing the 1, 2, 3-thiadiazole moiety.
Sun NB, et al.
Molecules (Basel), 18(10), 12725-12739 (2013)

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