80-65-9

Basic information

• Product Name: 3-AMINO-2-OXAZOLIDINONE
• Synonyms: 3-AMINO-2-OXAZOLIDINONE;AOZ;3-Amino-1,3-oxazolidin-2-one;NSC 111187;NSC 196570;NSC 38250;2-Oxazolidinone,3-amino-(6CI,7CI,8CI,9CI);3-AMINO-OXAZOLIDINONE
• CAS NO: 80-65-9
• Molecular Formula: C₃H₆N₂O₂
• Molecular Weight: 102.09
• EINECS: 201-299-2
• Product Categories: VARIOUSAMINE;Isoxazoles, Oxadiazoles, Oxazoles;Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Heterocycles
• Mol File: 80-65-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 65-67 °C
• Boiling Point: 167.2 °C at 760 mmHg
• Flash Point: 54.9 °C
• Appearance: /
• Density: 1.179
• Vapor Pressure: 1.72mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 0-6°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 3.24±0.20(Predicted)
• BRN: 109430
• CAS DataBase Reference: 3-AMINO-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-2-OXAZOLIDINONE(80-65-9)
• EPA Substance Registry System: 3-AMINO-2-OXAZOLIDINONE(80-65-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 80-65-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

A metabolite of Furazolidone and Nitrofuran. Environmental contaminants; Food contaminants; Heat processing contaminants

InChI:InChI=1/C3H6N2O2/c4-5-1-2-7-3(5)6/h1-2,4H2

Upstream product

• 98025-70-8 carbazic acid-(2-chloro-ethyl ester) 
• 109-84-2 2-hydroxyethylhydrazine 
• 105-58-8 Diethyl carbonate 
• 497-25-6 dimethylenecyclourethane 
• 67-45-8 furazolidone 
• 85430-60-0 3-nitro-1,3-oxazolidine-2-one 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 36146-44-8 2-azepan-1-yl-3-[(2-oxo-oxazolidin-3-ylimino)-methyl]-pyrido[1,2-a]pyrimidin-4-one 
• 19687-73-1 3<<(2-Nitrophenyl)methylene>amino>-2-oxazolidinone 
• 860006-45-7 3-(3-phenyl-allylidene)amino-2-oxazolidinone 
• 860006-46-8 3-(3-phenyl-propylidene)amino-2-oxazolidinone 
• 860006-37-7 3-(4-methyl-benzylidene)amino-2-oxazolidinone 
• 860006-39-9 3-(4-chloro-benzylidene)amino-2-oxazolidinone 
• 860006-41-3 3-(2-chlorobenzylidene)amino-2-oxazolidinone 
• 33345-97-0 3-[(2-oxo-oxazolidin-3-ylimino)-methyl]-2-piperidin-1-yl-pyrido[1,2-a]pyrimidin-4-one 
• 35406-93-0 3-[2-(4-methyl-piperazin-1-yl)-5-nitro-benzylideneamino]-oxazolidin-2-one; monohydrochloride 
• 35407-02-4 3-[4-(4-methyl-piperazin-1-yl)-3-nitro-benzylideneamino]-oxazolidin-2-one; monohydrochloride 
• 57948-19-3 2,3-Dimethyl-6-<(2-oxooxazolidin-3-yl)iminomethyl>chinoxalin-1,4-dioxid 
• 35407-09-1 3-(2-chloro-5-nitro-benzylideneamino)-oxazolidin-2-one 
• 34484-91-8 2-diethylamino-3-[(2-oxo-oxazolidin-3-ylimino)-methyl]-pyrido[1,2-a]pyrimidin-4-one 
• 35407-03-5 3-[3-(4-methyl-piperazin-1-yl)-4-nitro-benzhydrylideneamino]-oxazolidin-2-one; monohydrochloride 

Relevant articles and documents

Preparation method and application of 3-amino-2-oxazolidinone derivative

The invention discloses a preparation method and application of a 3-amino-2-oxazolidinone derivative. The invention relates to a derivative of a general formula I with a bacterial quorum sensing regulation effect, wherein definitions of substituent groups in the general formula I are described in the specification; a preparation method of the compound of general formula I; a pharmaceutical composition comprising the compound of general formula I; and application of the compound of general formula I in the preparation of medicaments. Biological activity detection is carried out on the compound shown as the general formula I, the regulation effect of the compound shown as the general formula I on bacterial quorum sensing is further proved, an experimental basis is provided for a new strategy for treating diseases caused by drug-resistant gram-negative bacteria, and an important research value is achieved for solving the drug resistance problem.

Synthetic method of furazolidone metabolite AOZ

The invention discloses a preparation method of 3-amino-2-oxazolidinone (AOZ). The method comprises the following steps: 1) carrying out a reaction on ethylene glycol and PBr3 to obtain 2-bromoethanol; 2) carrying out a substitution reaction on 2-bromoethanol and an alkali, then adding hydrazine hydrate into the system, continuously carrying out a ring-opening reaction, and removing excessive 2-bromoethanol and water after the reaction is completed to obtain an intermediate 2-hydrazinoethanol; and 3) in the presence of an alkali, carrying out a reaction on 2-hydrazinoethanol and diethyl carbonate to obtain 3-amino-2-oxazolidinone (AOZ). According to the method, a nitrofuran metabolite AOZ is synthesized by adopting a one-pot method at the rear half part, so that the loss of a separated andpurified sample in the synthesis process is greatly reduced.

Synthetic method of furazolidone metabolite AOZ

The invention discloses a preparation method of 3-amino-2-oxazolidinone (AOZ). The method comprises the following steps: 1) carrying out a reaction on ethylene glycol and PBr3 to obtain 2-bromoethanol; 2) in the presence of an alkali, carrying out a reaction on NH2NH2Boc and 2-bromoethanol to obtain Boc protected 2-hydrazinoethanol; 3) in the presence of an alkali, carrying out a reaction on Boc protected 2-hydrazinoethanol and diethyl carbonate to obtain Boc protected 3-amino-2-oxazolidinone; and 4) performing deprotection on the Boc group in the Boc protected 3-amino-2-oxazolidinone to obtain 3-amino-2-oxazolidinone. According to the method, the yield of AOZ in the synthesis process is obviously increased, and separation and purification are facilitated.