5711-61-5

Basic information

• Product Name: 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOLE
• Synonyms: BUTTPARK 154\17-91;ART-CHEM-BB B014637;2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOLE;AKOS B014637;5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOL-2-AMINE;TIMTEC-BB SBB000297;2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADI&;2-Amino-5-(4-methoxyphenyl)-1,3,4-oxadiazole 97%
• CAS NO: 5711-61-5
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.19
• Product Categories: Amines;Oxadiazoles & Thiadiazoles;Oxadiazoles & Thiadiazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Oxadiazoles
• Mol File: 5711-61-5.mol
• Article Data: 39

Chemical Properties

• Melting Point: 245-249℃
• Boiling Point: 368 °C at 760 mmHg
• Flash Point: 176.3 °C
• Appearance: /
• Density: 1.272g/cm³
• Vapor Pressure: 1.31E-05mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOLE(5711-61-5)
• EPA Substance Registry System: 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOLE(5711-61-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5711-61-5(Hazardous Substances Data)

Usage

General Description

2-Amino-5-(4-methoxyphenyl)-1,3,4-oxadiazole, also known as 4-Methoxyphenyl-5-amino-1,3,4-oxadiazole, is a chemical compound with the molecular formula C9H9N3O2. It is a heterocyclic organic compound that contains both nitrogen and oxygen atoms in its structure. 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOLE has potential medicinal properties and is being studied for its potential use in pharmaceuticals, particularly in the area of cancer research. It has also been investigated for its antibacterial and antifungal properties. The presence of the oxadiazole ring in its structure gives this compound potential for diverse biological activities and pharmaceutical applications. Further research is being conducted to explore its therapeutic potential and applications in various fields.

InChI:InChI=1/C9H9N3O2/c1-13-7-4-2-6(3-5-7)8-11-12-9(10)14-8/h2-5H,1H3,(H2,10,12)

Upstream product

• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 23275-52-7 5-(4-methoxy-phenyl)-[1,2,4]oxadiazol-3-ylamine 
• 4426-72-6 hydrazine carboxamide 
• 100-09-4 4-methoxybenzoic acid 
• 563-41-7 semicarbazide hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 506-68-3 bromocyane 
• 100-07-2 4-methoxy-benzoyl chloride 
• 199339-10-1 2-[(Z)-5-(4-Methoxy-phenyl)-[1,3,4]oxadiazol-2-ylimino]-5-phenyl-thiazolidin-4-one 
• 199339-16-7 2-[(Z)-5-(4-Methoxy-phenyl)-[1,3,4]oxadiazol-2-ylimino]-5-methyl-thiazolidin-4-one 
• 6292-71-3 4-methoxybenzaldehyde semicarbazone 
• 833-84-1 1-(4-methoxy-benzoyl)-thiosemicarbazide 
• 412314-08-0 1-(4-methoxy-benzoyl)-S-methyl-iso thiosemicarbazide 

Downstream Products

• 67454-92-6 [5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-ylamino]-methanol 
• 13751-22-9 1-(4-Methoxy-benzoyl)-5-carbamoyl-diamino-guanidin 
• 60988-23-0 1-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-3-p-tolyl-thiourea 
• 53297-64-6 6-(4-chloro-phenyl)-2-(4-methoxy-phenyl)-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-5,7-dione 
• 32333-03-2 benzylidene-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-amine 
• 32333-04-3 (4-methoxy-benzylidene)-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-amine 
• 60988-15-0 1-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-3-phenyl-thiourea 
• 59940-09-9 2-chloro-N-[5-(4-methoxyphenyl)-[1,3,4]oxadiazol-2-yl]acetamide 
• 34254-10-9 3-chloroacetyl-5-(4-methoxy-phenyl)-3H-[1,3,4]oxadiazol-2-ylideneamine 
• 32405-32-6 [5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-(3-phenyl-allylidene)-amine 
• 51324-01-7 2-(4-methoxy-phenyl)-5-oxo-5H-[1,3,4]oxadiazolo[3,2-a]pyrimidine-7-carboxylic acid methyl ester 
• 34257-02-8 3-(3-chloro-propionyl)-5-(4-methoxy-phenyl)-3H-[1,3,4]oxadiazol-2-ylideneamine 
• 60988-20-7 1-(2-ethoxy-phenyl)-3-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-thiourea 
• 51324-09-5 2-<4-Methoxy-phenyl>-5-oxo-7-aethoxycarbonyl-1,3,4-oxadiazolo<3,2-a>pyrimidin 

Relevant articles and documents

Synthesis, telomerase inhibitory and anticancer activity of new 2-phenyl-4H-chromone derivatives containing 1,3,4-oxadiazole moiety

Based on previous studies, 66 2-phenyl-4H-chromone derivatives containing amide and 1,3,4-oxadiazole moieties were prepared as potential telomerase inhibitors. The results showed most of the title compounds exhibited significantly inhibitory activity on telomerase. Among them, some compounds demonstrated the most potent telomerase inhibitory activity (IC50 50 = 6.41 μM). In addition, clear structure–activity relationships were summarised, indicating that the substitution of the methoxy group and the position, type and number of the substituents on the phenyl ring had significant effects on telomerase activity. Among them, compound A33 showed considerable inhibition against telomerase. Flow cytometric analysis showed that compound A33 could arrest MGC-803 cell cycle at G2/M phase and induce apoptosis in a concentration-dependent way. Meanwhile, Western blotting revealed that this compound could reduce the expression of dyskerin, which is a fragment of telomerase.

SSAO INHIBITOR

The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

Synthesis of N-pyrimidin[1,3,4]oxadiazoles and N-pyrimidin[1,3,4]-thiadiazoles from 1,3,4-oxadiazol-2-amines and 1,3,4-thiadiazol-2-amines via Pd-catalyzed heteroarylamination

An efficient and practical procedure was developed to prepare various N-pyrimidin[1,3,4]oxadiazole and thiadiazole scaffolds using a Buchwald-type coupling. The products of this reaction are otherwise difficult to access and could be used as building bloc