828-81-9

Basic information

• Product Name: 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE
• Synonyms: VITAS-BB TBB000090;IFLAB-BB F1386-0067;5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOL-2-AMINE;5-(2-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE;2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE;1,3,4-Thiadiazol-2-aMine, 5-(2-chlorophenyl)-;5-(2-Chlorophenyl)
• CAS NO: 828-81-9
• Molecular Formula: C₈H₆ClN₃S
• Molecular Weight: 211.67
• Mol File: 828-81-9.mol
• Article Data: 47

Chemical Properties

• Melting Point: 192-195 °C
• Boiling Point: 393.8±44.0 °C(Predicted)
• Appearance: /
• Density: 1.461±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.28±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE(828-81-9)
• EPA Substance Registry System: 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE(828-81-9)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• HazardClass: IRRITANT
• Hazardous Substances Data: 828-81-9(Hazardous Substances Data)

Usage

General Description

2-Amino-5-(2-chlorophenyl)-1,3,4-thiadiazole is a synthetic, organic compound known for its complex structure with multiple heterocyclic rings including a thiadiazole ring, aromatic chlorophenyl ring and an amino group. The heterocyclic thiadiazole group features sulfur and nitrogen atoms, contributing to its chemical reactivity. This chemical is typically used in the area of medicinal chemistry and pharmaceuticals, where it has potential use as a bioactive agent due to its possible anti-microbial, anti-inflammatory, anti-tubercular, and anti-cancer properties. However, its toxicity and full profile of biological activity are not fully explored, and it is not widely available for commercial use.

Upstream product

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• 830-86-4 4-(o-chloro)benzoylthiosemicarbazide 
• 5706-78-5 2-chlorobenzaldehyde thiosemicarbazone 
• 333-20-0 potassium thioacyanate 
• 107135-19-3 N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide 
• 89-98-5 2-chloro-benzaldehyde 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 610-96-8 methyl chlorobenzoate 

Downstream Products

• 158980-03-1 5-[[5-(2-Chloro-phenyl)-3H-[1,3,4]thiadiazol-(2E)-ylideneamino]-(4-methoxy-phenyl)-methyl]-4-hydroxy-3-(4-methoxy-phenyl)-3H-thiazole-2-thione 
• 158980-00-8 5-[[5-(2-Chloro-phenyl)-3H-[1,3,4]thiadiazol-(2E)-ylideneamino]-(2-hydroxy-phenyl)-methyl]-4-hydroxy-3-(4-methoxy-phenyl)-3H-thiazole-2-thione 
• 170950-31-9 [5-(2-Chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea 
• 259794-91-7 5-(2-chloro-phenyl)-[1,2,4]triazole-3,4-diamine 
• 1283159-51-2 2-(2-chlorophenyl)-6-(4-methylcinnolin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazole 
• 1283159-59-0 2-(2-chlorophenyl)-6-(4,6-dimethylcinnolin-3-yl)imidazo[2,1-b][1,3,4]thiadiazole 
• 1283159-56-7 6-(6-chloro-4-methylcinnolin-3-yl)-2-(2-chlorophenyl)imidazo[2,1-b][1,3,4]thiadiazole 
• 1236182-57-2 9-(4-methoxy)-3-(2'-chlorophenyl)-5H,13aH-quinolino[3,2-f][1,2,4]triazolo[4,3-b][1,2,4]triazepine 
• 1338084-31-3 C₁₈H₁₇ClN₆O₃S 
• 1338083-76-3 C₁₃H₉ClN₆O₂S 
• 1338084-10-8 C₁₃H₈ClN₅O₂S 
• 1338083-98-9 C₁₅H₁₂ClN₅O₂S 

Relevant articles and documents

N-(5-phenyl-1, 3, 4-thiadiazole-2-yl) benzamide compound

The invention belongs to the technical field of medicines, relates to a compound with antitumor activity and a specific chemical structure, and in particular relates to an N-((6, 7-dimethoxyquinoline-4-yl) oxy) methyl)-N-(5-phenyl-1, 3, 4-thiadiazole-2-yl) benzamide compound and a preparation method and an application thereof. The structural general formula of the compound is shown in the specification, wherein an R group is mono-substituted or double-substituted phenyl, fluorophenyl, chlorphenyl, bromophenyl, benzyl, benzyloxy, benzene nitro or trifluoromethyl substituted at 2-position, 3-position or 4-position. Pharmacological studies show that the compound provided by the invention has a relatively remarkable proliferation inhibition effect on HER-2 positive breast cancer cells SK-Br-3, the effect is obviously superior to that of HER-2 negative breast cancer cells MCF-7, the compound can be used for preparing antitumor drugs, and a new way is opened up for deep research and development of tumor drugs in the future. The preparation method provided by the invention is simple and feasible, relatively high in yield and easy for large-scale production.

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Synthesis of indole-tethered [1,3,4]thiadiazolo and [1,3,4]oxadiazolo[3,2-a]pyrimidin-5-one hybrids as anti-pancreatic cancer agents

New indole-tethered [1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one (8a-j) and [1,3,4]oxadiazolo[3,2-a]pyrimidin-5-one hybrids (9a-e) were synthesized using [4+2] cycloaddition reactions of functionalized 1,3-diazabuta-1,3-dienes with indole-ketenes. All molecul