10444-89-0

Basic information

• Product Name: 2-AMINO-5-TRIFLUOROMETHYL-1,3,4-THIADIAZOLE
• Synonyms: AKOS BBS-00004580;2-AMINO-5-(TRIFLUORMETHYL)-1,3,4-THIADIAZOLE;2-AMINO-5-TRIFLUOROMETHYL-1,3,4-THIADIAZOLE;BUTTPARK 44\03-71;2-AMINO-5-(TRIFLUOROMETHYL)-1,3,4-THIDIAZOLE;2-Amino-5-(trifluoromethyl)-1,3,4-thiazole;2-Amino-5-(trifluoromethyl)-1,3,4-thiadiazole 98%;2-Amino-5-(trifluoromethyl)-1,3,4-thiadiazole98%
• CAS NO: 10444-89-0
• Molecular Formula: C₃H₂F₃N₃S
• Molecular Weight: 169.13
• EINECS: 233-930-2
• Product Categories: Amines;Oxadiazoles & Thiadiazoles;Oxadiazoles & Thiadiazoles;Building Blocks;Heterocyclic Building Blocks;Thiadiazoles
• Mol File: 10444-89-0.mol
• Article Data: 23

Chemical Properties

• Melting Point: 220-225 °C
• Boiling Point: 182.2±50.0 °C at 760 mmHg
• Flash Point: 64.0±30.1 °C
• Appearance: white to off-white crystalline powder
• Density: 1.7±0.1 g/cm³
• Vapor Pressure: 0.0473mmHg at 25°C
• Refractive Index: 1.491
• Storage Temp.: 2-8°C(protect from light)
• Solubility: methanol: soluble0.25g/10 mL, clear, colorless
• PKA: 0.30±0.10(Predicted)
• BRN: 513140
• CAS DataBase Reference: 2-AMINO-5-TRIFLUOROMETHYL-1,3,4-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-TRIFLUOROMETHYL-1,3,4-THIADIAZOLE(10444-89-0)
• EPA Substance Registry System: 2-AMINO-5-TRIFLUOROMETHYL-1,3,4-THIADIAZOLE(10444-89-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 10444-89-0(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

InChI:InChI=1/C3H3F3N4/c4-3(5,6)1-8-2(7)10-9-1/h(H3,7,8,9,10)

Upstream product

• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 79-19-6 thiosemicarbazide 
• 7145-43-9 C₃H₄F₃N₃S 
• 4005-51-0 [1,3,4]Thiadiazol-2-ylamin 
• 2926-29-6 Langlois reagent 
• 2314-97-8 iodotrifluoromethane 
• 354-32-5 trifluoracetyl chloride 
• 407-25-0 trifluoroacetic anhydride 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 69949-75-3 phenyl-(6-trifluoromethyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-amine 
• 10444-99-2 2-Acetamino-5-trifluormethyl-1,3,4-thiadiazol 
• 10444-90-3 N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide 
• 10444-92-5 4-acetylamino-N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide 
• 37461-61-3 2-bromo-5-(trifluoromethyl)-1,3,4-thiadiazole 
• 53645-98-0 2-chloro-5-(trifluoromethyl)-1,3,4-thiadiazole 
• 26676-72-2 1-phenyl-3-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-urea 
• 61516-36-7 1-p-tolyl-3-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-urea 
• 702640-73-1 1-(3-bromophenyl)-4-oxo-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]-1,4-dihydro-1,8-naphthyridine-3-carboxamide 
• 25366-24-9 phenyl 5-(trifluoromethyl)-1,3,4-thiadiazol-2-ylcarbamate 
• 61516-30-1 1-m-tolyl-3-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-urea 
• 42458-68-4 2-bromo-N-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-acetamide 

Relevant articles and documents

2-Amino-5-trifluoromethyl-1,3,4-thiadiazole and a redetermination of 2-amino-1,3,4-thiadiazole, both at 120 K: Chains of edge-fused R 22(8) and R44(10) rings, and sheets of R22(8) and R66(20) rings

Molecules of 2-amino-5-trifluoromethyl-1,3,4-thiadiazole, C 3H2F3N3S, are linked by two independent N - H...N hydrogen bonds into sheets of alternating R 22(8) and R66(20) rings, while the molecules of the unsubstituted 2-amino-1,3,4-thiadiazole, C2H 3N3S, are linked, again by two independent N - H...N hydrogen bonds, but into chains of edge-fused R22(8) and R44(10) rings.

N-(5-(Trifluoromethyl)-1,3,4-Thiadiazol-2-Yl)Benzamide and Benzothioamide Derivatives Induce Apoptosis Via Caspase-Dependent Pathway

New 1,3,4-thiadiazole-based compounds were designed, synthesized, and their anticancer effects were assessed by MTT assay against PC3 (prostate cancer), HT-29 (colon cancer), and SKNMC (neuroblastoma) cell lines. The results were compared to that of doxorubicin. According to MTT assay, some of the synthesized compounds exhibit higher cytotoxic activity (IC 50 , μM range) than doxorubicin against PC3 and SKNMC cells but not HT29 cells. According to the analysis of structure – activity relationship, compounds with methoxy group as an electron donating moiety rendered higher activity than nitro group as an electron withdrawing group. Compound 4d with ortho position of methoxy moiety activated caspases 3 and 9 in both PC3 and HT-29 cell lines.

Fe3+-selective naked-eye 'off-on' fluorescent probe: Its crystal structure and imaging in living cells

Four novel rhodamine-active probes L1-L4 have been proposed and characterized as fluorescent chemosensors for Fe3+. An 'off-on' type fluorescent enhancement was observed, which was induced by the interactions between Fe3+ and the probe, proven to adopt a 1:1 binding stoichiometry. The recognition properties of the target compounds with metal ions have been investigated in methanol-water (1:1, v/v) solution by the fluorescence and ultraviolet spectrum. In addition, a plausible application of probes in the imaging of HepG2 (liver cells) under the condition of reoxygenation (95% air, 5% CO2) exposed to Fe3+ ions was also demonstrated.

Synthesis of novel trifluoro methylated imidazothiadiazole derivatives via one-pot isocyanide-based three-component reaction under catalyst and solvent-free conditions

A catalyst and solvent-free synthesis of imidazo[2,1-b][1,3,4]thiadiazole derivatives containing one trifluoromethyl (CF3) group is reported via a three-component reaction between 5-(trifluoromethyl)-1,3,4-thiadiazol-2-amine, aromatic aldehydes, and isocyanides. This green reaction is characterized by operational simplicity and good-to-excellent yields of products. The structure of all products was deduced by 1H NMR,13C NMR, FT-IR, mass spectrometry, and elemental analysis.