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196967

2-Amino-5-trifluoromethyl-1,3,4-thiadiazole

Name: 2-Amino-5-trifluoromethyl-1,3,4-thiadiazole
Brand: ALDRICH

97%

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About This Item

Empirical Formula (Hill Notation):

C₃H₂F₃N₃S

CAS Number:

10444-89-0

Molecular Weight:

169.13

NACRES:

NA.22

PubChem Substance ID:

24851812

UNSPSC Code:

12352100

EC Number:

233-930-2

MDL number:

MFCD00003109

Assay:

97%

Form:

solid

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Properties

assay

97%

form

solid

mp

225-227 °C (lit.)

solubility

methanol: soluble 0.25 g/10 mL, clear, colorless

functional group

fluoro

SMILES string

Nc1nnc(s1)C(F)(F)F

InChI

1S/C3H2F3N3S/c4-3(5,6)1-8-9-2(7)10-1/h(H2,7,9)

InChI key

LTEUXHSAYOSFGQ-UHFFFAOYSA-N

Description

Application

2-Amino-5-trifluoromethyl-1,3,4-thiadiazole was used in the synthesis of:

series of 2-sulfonamido/trifluoromethyl-6-(4′-substituted aryl/heteroaryl)imidazo[2,1-b]-1,3,4-thiadiazole derivatives
2-trifluoromethyl/sulfonamido-5,6-diarylsubstituted imidazo[2,1-b]-1,3,4-thiadiazole derivatives
bicyclic bridgehead itrogen heterocycles

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and anti-tubercular activity of a series of 2-sulfonamido/trifluoromethyl-6-substituted imidazo[2,1-b]-1,3,4-thiadiazole derivatives.

Andanappa K Gadad et al.

Bioorganic & medicinal chemistry, 12(21), 5651-5659 (2004-10-07)

A series of 2-sulfonamido/trifluoromethyl-6-(4'-substituted aryl/heteroaryl)imidazo[2,1-b]-1,3,4-thiadiazole derivatives (II) have been synthesized by reaction of 2-amino-5-sulfonamido/trifluoromethyl-1,3,4-thiadiazoles and an appropriate alpha-haloaryl/heteroaryl ketones. Further 5-bromo (III), 5-thiocyanato (IV), 5-gaunylhydrazone (V) derivatives were synthesized in order to study the effect of these substituents on biological

Synthesis and biological evaluation of 2-trifluoromethyl/sulfonamido-5,6-diaryl substituted imidazo[2,1-b]-1,3,4-thiadiazoles: a novel class of cyclooxygenase-2 inhibitors.

Andanappa K Gadad et al.

Bioorganic & medicinal chemistry, 16(1), 276-283 (2007-10-17)

A series of 2-trifluoromethyl/sulfonamido-5,6-diarylsubstituted imidazo[2,1-b]-1,3,4-thiadiazole derivatives 15a-j have been synthesized by the reaction of 2-amino-5-trifluoromethyl/sulfonamido-1,3,4-thiadiazoles 14a-b and appropriately substituted alpha-bromo-1,2-(p-substituted)diaryl-1-ethanones 13a-h. Structures of these compounds were established by IR, (1)H NMR, (13)C NMR, Mass, and HRMS data. The selected compounds

Bridgehead nitrogen heterocycles. II. Formation by reaction of. alpha.-amino nitrogen heterocyclic compounds with chlorothioformyl chloride.

Pilgram K and Skiles RD.

The Journal of Organic Chemistry, 38(8), 1575-1578 (1973)

Global Trade Item Number

SKU	GTIN
196967-5G	04061833320501
196967-25G	04061833424230
196967-1G	04061826661697