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663557

Sigma-Aldrich

2-Amino-5-(4-fluorophenyl)-1,3,4-thiadiazole

97%

Synonym(s):

5-(4-Fluorophenyl)-1,3,4-thiadiazol-2-amine

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About This Item

Empirical Formula (Hill Notation):
C8H6FN3S
CAS Number:
942-70-1
Molecular Weight:
195.22
MDL number:
MFCD00981219
UNSPSC Code:
12352100
PubChem Substance ID:
24884642
NACRES:
NA.22

assay

97%

form

solid

mp

238-243 °C

SMILES string

Nc1nnc(s1)-c2ccc(F)cc2

InChI

1S/C8H6FN3S/c9-6-3-1-5(2-4-6)7-11-12-8(10)13-7/h1-4H,(H2,10,12)

InChI key

WRSVCKNLHZWSNJ-UHFFFAOYSA-N

Application

2-Amino-5-(4-fluorophenyl)-1,3,4-thiadiazole can be used as a substrate in the preparation of:
  • Bithiophene based azo dyes with possible nonlinear optical (NLO) properties.
  • 4-Thiazolidinone derivatives as potent HCV NS5B polymerase inhibitors.
  • 1,3,4-Thiadiazole and phenothiazine hybrids as possible antitubercular agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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2-Heteroarylimino-5-arylidene-4-thiazolidinones as a new class of non-nucleoside inhibitors of HCV NS5B polymerase
Kucukguzel ?, et al.
European Journal of Medicinal Chemistry, 69(2), 931-941 (2013)
Design, synthesis and evaluation of redox, second order nonlinear optical properties and theoretical DFT studies of novel bithiophene azo dyes functionalized with thiadiazole acceptor groups
Castro MR, et al.
Dyes and Pigments, 95(2), 392-399 (2012)
Design of new phenothiazine-thiadiazole hybrids via molecular hybridization approach for the development of potent antitubercular agents
Ramprasad J, et al.
European Journal of Medicinal Chemistry, 106(2), 75-84 (2015)

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