14068-53-2

Basic information

• Product Name: 2-Amino-5-ethyl-1,3,4-thiadiazole
• Synonyms: IFLAB-BB F1918-0074;2-AMINO-5-ETHYL-1,3,4-THIADIAZOLE;5-ETHYL-1,3,4-THIADIAZOL-2-AMINE;5-ETHYL-[1,3,4]THIADIAZOL-2-YLAMINE;AKOS BBS-00004451;4-thiadiazol-2-amine,5-ethyl-3;4-thiadiazole,2-amino-5-ethyl-3;5-ethyl-2,5-dihydro-1,3,4-thiadiazol-2-amine
• CAS NO: 14068-53-2
• Molecular Formula: C₄H₇N₃S
• Molecular Weight: 129.18
• EINECS: 237-921-4
• Product Categories: Amines;Oxadiazoles & Thiadiazoles;API intermediates;Oxadiazoles & Thiadiazoles;Building Blocks;Heterocyclic Building Blocks;Thiadiazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 14068-53-2.mol
• Article Data: 25

Chemical Properties

• Melting Point: 200-203 °C(lit.)
• Boiling Point: 267.2 °C at 760 mmHg
• Flash Point: 115.4 °C
• Appearance: /solid
• Density: 1.220 (estimate)
• Vapor Pressure: 0.00826mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.73±0.10(Predicted)
• BRN: 113614
• CAS DataBase Reference: 2-Amino-5-ethyl-1,3,4-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-ethyl-1,3,4-thiadiazole(14068-53-2)
• EPA Substance Registry System: 2-Amino-5-ethyl-1,3,4-thiadiazole(14068-53-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36/37/39-22-24/25
• WGK Germany: 3
• RTECS: XI3095000
• TSCA: Yes
• Hazardous Substances Data: 14068-53-2(Hazardous Substances Data)

Usage

Description

2-Amino-5-ethyl-1,3,4-thiadiazole is a member of the class of thiadiazoles, which is a 1,3,4-thiadiazole compound substituted by an amino group at position 2 and an ethyl group at position 5. It is characterized by its light beige crystalline powder appearance.

Uses

Used in Chemical Synthesis:
2-Amino-5-ethyl-1,3,4-thiadiazole is used as a chemical intermediate for the synthesis of various compounds, such as hetarylazoindole dyes and N-(5-ethyl-[1,3,4]-thiadiazole-2-yl) toluenesulfonamide ligands. Its unique chemical structure allows for the creation of diverse molecules with potential applications in various industries.
Used in Corrosion Inhibition:
In the field of materials science, 2-amino-5-ethyl-1,3,4-thiadiazole is used as a corrosion inhibitor for copper. The influence of this compound on the inhibition of copper corrosion in an aerated 0.50M HCl solution has been investigated using gravimetric and electrochemical techniques, demonstrating its potential in protecting metals from corrosion and extending their lifespan in various applications.

InChI:InChI=1/C4H7N3S/c1-2-3-6-7-4(5)8-3/h2H2,1H3,(H2,5,7)

Upstream product

• 22042-87-1 propionaldehyde thiosemicarbazone 
• 79-19-6 thiosemicarbazide 
• 115-80-0 Triethyl orthopropionate 
• 41837-55-2 2-ethyl-7-methyl-5H-1,3,4-thiadiazolo<3,2-a>-pyrimidin-5-one 
• 96133-97-0 C₆H₁₃N₃OS 
• 802294-64-0 propionic acid 
• 107-12-0 propiononitrile 
• 79-03-8 propionyl chloride 
• 20953-13-3 1-propanoyl-3-thiosemicarbazide 
• 25958-42-3 N-(5-ethyl-1,3,4-thiadiazol-2-yl)propanamide 

Downstream Products

• 245526-90-3 O,O-diphenyl 1-(5-ethyl-1,3,4-thiadiazol-2-yl)amino-1-phenylmethylphosphonate 
• 544431-10-9 2-cyano-N-(5-ethyl-[1,3,4]-thiadiazol-2-yl)acetamide 
• 606129-66-2 (5-ethyl-[1,3,4]thiadiazol-2-yl)-carbamic acid phenyl ester 

Relevant articles and documents

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Discovery of novel nonpeptide small-molecule NRP1 antagonists: Virtual screening, molecular simulation and structural modification

Multifaceted roles of vascular endothelial growth factor (VEGF)-neuropilin-1 (NRP1) interaction have been implicated in cancer, but reports on small-molecule inhibitors of VEGF-NRP1 interaction are scarce. Herein, we describe the identification of 1, a novel nonpeptide small-molecule NRP1 antagonist with moderate activity via structure-based virtual screening. Ensemble docking and molecular dynamics (MD) simulations of 1 were carried out and an interesting binding model was obtained. We found that the “aromatic box” enclosed by Tyr297, Trp301 and Tyr353 of NRP1 is critical for NRP1-1 binding. Further structure modification of 1 based on the binding model derived from MD simulations resulted in the identification of 12a with significantly improved activity.

2-ethyl-6-ferrocenyl-imidazo[2,1-b]-1,3,4-thiadiazole preparation method

The present invention discloses a 2-ethyl-6-ferrocenyl-imidazo[2,1-b]-1,3,4-thiadiazole preparation method, which comprises: carrying out stirring mixing on 2-amino-5-ethyl-1,3,4-thiadiazole, alpha-bromo-acetylferrocene and ethanol; placing the mixed solution in a microwave oven, and carrying out microwave irradiation; after the alpha-bromo-acetylferrocene completely reacts, carrying out a microwave reaction; adding water to the reaction solution, and adjusting the pH value of the reaction solution to 7-8 with a saturated sodium carbonate solution; carrying out suction filtration, washing the filter cake with water, and drying to obtain a crude product; and re-crystallizing with DMF to obtain the target product. According to the present invention, the microwave-assisted synthesis reaction is used so as to substantially shorten the reaction time and improve the reaction efficiency.