28004-62-8

Basic information

• Product Name: 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4-
• Synonyms: 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4-;5-(4-Chlorophenyl)-[1,3,4]thiadiazol-2-ylamine;Albb-006411;5-(4-Chlorophenyl)-1,3,4-thiadiazol-2-amine, 1-(5-Amino-1,3,4-thiadiazol-2-yl)-4-chlorobenzene;2-Amino-5-(4-chlorophenyl)-1,3,4-thiadiazole 97%;1,3,4-Oxadiazole, 2-amino-5-(4-chlorophenyl)-
• CAS NO: 28004-62-8
• Molecular Formula: C₈H₆ClN₃S
• Molecular Weight: 211.675
• Product Categories: Amines;Oxadiazoles & Thiadiazoles;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiadiazoles;ThiadiazolesHeterocyclic Building Blocks
• Mol File: 28004-62-8.mol
• Article Data: 93

Chemical Properties

• Melting Point: 229-233 °C(lit.)
• Boiling Point: 383.9 °C at 760 mmHg
• Flash Point: 186 °C
• Appearance: /
• Density: 1.461 g/cm³
• Vapor Pressure: 4.26E-06mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.33±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4-(28004-62-8)
• EPA Substance Registry System: 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4-(28004-62-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 28004-62-8(Hazardous Substances Data)

Usage

General Description

2-Amino-5-(4-chlorophenyl)-1,3,4-thiadiazole is a chemical compound with the molecular formula C8H6ClN3S. It is a heterocyclic organic compound that contains a thiadiazole ring and an amino group. 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4- has potential pharmaceutical applications, including antimicrobial and antifungal properties. It may also have potential use in the development of new drugs for various medical conditions. Additionally, it is used as a building block in the synthesis of other chemical compounds and may also have applications in agricultural and industrial processes.

InChI:InChI=1/C8H6ClN3S/c9-6-3-1-5(2-4-6)7-11-12-8(10)13-7/h1-4H,(H2,10,12)

Upstream product

• 5706-80-9 4-chlorobenzaldehyde thiosemicarbazone 
• 64310-32-3 1-(4-chlorobenzoyl)thiosemicarbazide 
• 96134-02-0 C₁₀H₁₂ClN₃OS 
• 623-03-0 4-Cyanochlorobenzene 
• 79-19-6 thiosemicarbazide 
• 74-11-3 para-chlorobenzoic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 40546-41-6 ethyl-4-chlorobenzimidate hydrochloride 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 64310-32-3 C₈H₈ClN₃OS 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 122-01-0 4-chloro-benzoyl chloride 
• 5706-80-9 4-chlorobenzaldehyde thiosemicarbazone 

Downstream Products

• 36897-65-1 3-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-3H-quinazolin-4-one 
• 70038-87-8 N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-benzamidine 
• 18199-94-5 2-chloro-N-[5-(4-chlorophenyl)-[1,3,4]-thiadiazol-2-yl]-acetamide 
• 70038-94-7 N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-acetamidine 
• 18199-96-7 2,2,2-trichloro-N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-acetamide 
• 18199-95-6 2,2-dichloro-N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-acetamide 
• 19430-31-0 2-Chloro-5-(4-Chlorohenyl)-1,3,4-thiadiazole 
• 109321-42-8 2-Chloro-N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-nicotinamide 
• 105492-94-2 [5-(4-Chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-(7-chloro-quinolin-4-yl)-amine 
• 81516-43-0 7-methyl-2-(4-chlorophenyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one 
• 88484-86-0 ethyl 3-<5-(4-chlorophenyl)-1,3,4-thiadiazol-2-ylamino>-2-butenoate 
• 122804-92-6 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-amine 
• 128627-66-7 N-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl)cinnamamide 
• 117221-97-3 1-(4-Chloro-phenyl)-3-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-urea 

Relevant articles and documents

A new dual-function fluorescent probe of Fe3+for bioimaging and?probe-Fe3+complex for selective detection of CN?

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Synthesis and preliminary anticancer activity assessment of n-glycosides of 2-amino-1,3,4-thiadiazoles

The addition of 2-amino-1,3,4-thiadiazole derivatives with parallel iodination of differ-ently protected glycals has been achieved using a double molar excess of molecular iodine under mild conditions. The corresponding thiadiazole derivatives of N-glycosides were obtained in good yields and anomeric selectivity. The usage of iodine as a catalyst makes this method easy, inexpen-sive, and successfully useable in reactions with sugars. Thiadiazole derivatives were tested in a panel of three tumor cell lines, MCF-7, HCT116, and HeLa. These compounds initiated biological response in investigated tumor models in a different rate. The MCF-7 is resistant to the tested com-pounds, and the cytometry assay indicated low increase in cell numbers in the sub-G1 phase. The most sensitive are HCT-116 and HeLa cells. The thiadiazole derivatives have a pro-apoptotic effect on HCT-116 cells. In the case of the HeLa cells, an increase in the number of cells in the sub-G1-phase and the induction of apoptosis was observed.

Synthesis, docking, and biological evaluation of thiazolidinone derivatives against hepatitis C virus genotype 4a

Hepatitis C virus (HCV) genotype 4a (GT4a) is prevalent in Egypt. It did not gain the necessary scientific focus despite its high resistance. Since the crystal structure NS5B (RNA-dependent RNA polymerase) of HCV GT4a has not been resolved until now, homology modeling was conducted to build and validate the 3D model of the enzyme. Ligand binding sites including the allosteric thumb II pocket were detected and used in lead optimization. Sixty new 4-thiazolidinone derivatives have been virtually designed and docked into thumb II site of HCV NS5B GT4a using rigid docking approach. Eighteen compounds (7a–r) that show good docking scores were synthesized and tested in vitro against NS5B GT4a. Compounds 7b and 7n showed the best inhibitory activity (IC50 = 0.338 and 0.342 μM, respectively). Compounds 7a, 7b, 7c, 7d, 7k, 7n, 7q, and 7r that have IC50 values less than 2 μM were assessed for cellular anti-HCV GT4a activity using human hepatoma cell line (Huh 7.5). The percentages of viral growth inhibition are between 79.67 and 94.77%. Compound 7b is the most active in the in vitro and cellular assays and could be considered a potential new lead for future anti-HCV studies. [Figure not available: see fulltext.]

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The invention belongs to the technical field of medicines, and particularly relates to an aryl or heteroaryl substituted thiadiazole compound, a preparation method and application thereof as an antibacterial drug. The compound is represented by formula (1