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2-(3-nitrophenyl)-1,3,4-oxadiazole is a chemical compound characterized by the molecular formula C8H5N3O3. It is a yellow crystalline powder that is widely recognized for its applications in organic synthesis and as a key building block in the creation of biologically active compounds and pharmaceuticals. 2-(3-nitrophenyl)-1,3,4-oxadiazole's fluorescence properties render it particularly useful in the development of fluorescent sensors and probes for the detection and measurement of various analytes. Moreover, its potential antitumor and antimicrobial activities have positioned it as a versatile and valuable compound in pharmaceutical and chemical research.

5565-72-0

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5565-72-0 Usage

Uses

Used in Organic Synthesis:
2-(3-nitrophenyl)-1,3,4-oxadiazole is used as a building block in organic synthesis for the preparation of various biologically active compounds and pharmaceuticals. Its unique structure and properties make it a valuable component in the development of new drugs and chemical entities.
Used in Fluorescent Sensors and Probes:
2-(3-nitrophenyl)-1,3,4-oxadiazole is used as a fluorescent component in the development of sensors and probes for detecting and measuring various analytes. Its fluorescence properties allow for sensitive and selective detection, making it a useful tool in analytical chemistry and biochemistry.
Used in Pharmaceutical Research:
2-(3-nitrophenyl)-1,3,4-oxadiazole is used as a compound with potential antitumor and antimicrobial activities in pharmaceutical research. Its ability to target and inhibit the growth of cancer cells and microorganisms makes it a promising candidate for the development of new therapeutic agents.
Used in Chemical Research:
2-(3-nitrophenyl)-1,3,4-oxadiazole is used as a versatile compound in chemical research for exploring its properties and potential applications. Its unique characteristics and reactivity make it an interesting subject for studies in various areas of chemistry, including materials science, catalysis, and environmental chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 5565-72-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,6 and 5 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 5565-72:
(6*5)+(5*5)+(4*6)+(3*5)+(2*7)+(1*2)=110
110 % 10 = 0
So 5565-72-0 is a valid CAS Registry Number.

5565-72-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(3-Nitrophenyl)-1,3,4-oxadiazole

1.2 Other means of identification

Product number -
Other names 2-<3-Nitro-phenyl>-1,3,4-oxdiazol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5565-72-0 SDS

5565-72-0Relevant academic research and scientific papers

[4u202f+u202f1] Cyclization of benzohydrazide and ClCF2COONa towards 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d5

Li, Xin,Mu, Shiqiang,Song, Qiuling,Wang, Ya

supporting information, (2021/09/20)

A facile synthesis of 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d5 via [4 + 1] cyclization of ClCF2COONa with non-amine compounds containing amino groups is developed. Of note, this is the first time that halofluorinated compounds are used as C1 synthon to construct deuterated nitrogen-heterocyclic compounds. The current protocol features simple operation, readily accessible raw materials, wide substrate scope and valuable products

Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases

Schw?rzer, Kuno,Tüllmann, Carl Phillip,Gra?l, Simon,Górski, Bartosz,Brocklehurst, Cara E.,Knochel, Paul

supporting information, p. 1899 - 1902 (2020/03/03)

We report the metalation of the 1,3,4-oxadiazole and 1,2,4-triazole scaffolds via regioselective zincation or magnesiation using the TMP bases (TMP = 2,2,6,6-tetramethylpiperidyl) TMP2Zn·2LiCl, TMP2Zn·2MgCl2·2LiCl, TMPMgCl

TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles

Zhang, Lin,Yu, Yu,Tang, Qiang,Yuan, Jianyong,Ran, Dongzhi,Tian, Binghua,Pan, Tao,Gan, Zongjie

, p. 423 - 431 (2019/12/27)

An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles has been developed. Various hydrazides or thionyl hydrazides readily react with DMA derivatives in the presence of TiCl4 as a catalyst to afford the desired products. This protocol provides a simple and economical procedure that affords the target products with good yields and wide substrate scope.

Synthesis of 1,3,4-Oxadiazoles via Annulation of Hydrazides and Benzene-1,3,5-triyl Triformate under Metal-Free Conditions

Yin, Zhiping,Power, Dennis J.,Wang, Zechao,Stewart, Scott G.,Wu, Xiao-Feng

supporting information, p. 3238 - 3242 (2018/04/24)

A new and efficient method for the synthesis of 1,3,4-oxadiazoles via the annulation of hydrazides with benzene-1,3,5-triyl triformate (TFBen) under metal-free conditions is reported. A broad range of hydrazides were transformed into the corresponding 1,3

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

-

Page/Page column, (2015/03/31)

Provided are methods of treating a cancer characterized by the presence of a mutant allele of IDH1/2 comprising administering to a subject in need thereof a compound described here.

Microwave promoted one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazole derivatives using Al3+-K10 clay as a heterogeneous catalyst

Suresh, Dhanusu,Kanagaraj, Kuppusamy,Pitchumani, Kasi

supporting information, p. 3678 - 3682 (2014/06/23)

An efficient, inexpensive method is developed for the one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazoles starting from acid hydrazides and trimethyl orthoformate under solvent-free, microwave conditions using a reusable Alsup

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

-

Page/Page column 65, (2013/07/31)

Provided are methods of treating a cancer characterized by the presence of a mutant allele of IDH1/2 comprising administering to a subject in need thereof a compound described here.

Alum (KAl(SO4)2 ? 12H2O): An efficient and inexpensive catalyst for the one-pot synthesis of 1,3,4-oxadiazoles under solvent-free conditions

Dabiri, Minoo,Salehi, Peyman,Baghbanzadeh, Mostafa,Bahramnejad, Mahboobeh

, p. 1253 - 1255 (2008/03/28)

Alum (KAl(SO4)2 ? 12H2O) catalyzed the efficient synthesis of mono- and disubstituted 1,3,4-oxadiazoles by the condensation of acyl hydrazides with orthoesters under solvent-free conditions at 100°C. This methodology offers significant improvements for the synthesis of oxadiazoles with regard to the yield of products, simplicity in operation, inexpensive reagents, and green aspects by avoiding toxic catalysts and solvents.

Silica sulfuric acid: An efficient and versatile acidic catalyst for the rapid and ecofriendly synthesis of 1,3,4-oxadiazoles at ambient temperature

Dabiri, Minoo,Salehi, Peyman,Baghbanzadeh, Mostafa,Zolfigol, Mohammad Ali,Bahramnejad, Mahboobeh

, p. 1201 - 1209 (2008/02/01)

A rapid and green synthesis of 2,5-disubstituted 1,3,4-oxadiazoles is reported. The title compounds were prepared by the reaction of different acyl hydrazides and orthoesters in the presence of silica sulfuric acid under solvent-free conditions. In this new process, reactions were run at ambient temperature and completed in a short period of time with high yields. Copyright Taylor & Francis Group, LLC.

RING TRANSFORMATION OF HETEROCYCLRS: PART 3. A CONVERSION OF 4-AMINO-Δ2-1,2,4-OXADIAZOLINES INTO 2-ARYLAMINO-1,3,4-THIADIAZOLES AND OXAANALOGUES

Hussein, Ahmad Q.,El-Abadelah, Mustafa M.,Nazer, Musa Z.,Awadallah, Adel M.

, p. 981 - 990 (2007/10/02)

4-Amino-Δ2-1,2,4-oxadiazolines (1) are transformed into the corresponding 2-arylamino-1,3,4-oxadiazoles (5) or thiadiazoles (6) via reaction with phenyl isocyanate ( or phenyl isothiocyanate), followed by brief treatment of the resulting adducts (2 and 3) with trifluoroacetic anhydride at ambient temperature.Treatment of compounds (1) with trifluoroacetic anhydride gave 2-trifluoromethyl-1,3,4-oxadiazoles (8).

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