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

Description

3-AMINO-2-OXAZOLIDINONE is a chemical compound that is a metabolite of Furazolidone and Nitrofuran. It is known to be an environmental contaminant, food contaminant, and heat processing contaminant.

Uses

Used in Environmental Monitoring:
3-AMINO-2-OXAZOLIDINONE is used as a marker for environmental contamination, as it can be detected in various environmental samples, indicating the presence of Furazolidone and Nitrofuran compounds.
Used in Food Safety:
3-AMINO-2-OXAZOLIDINONE is used as an indicator of food contamination, as its presence in food products may suggest the use of Furazolidone and Nitrofuran compounds during food production or processing.
Used in Heat Processing Industry:
3-AMINO-2-OXAZOLIDINONE is used as a marker for heat processing contaminants, as it can be formed during the heat treatment of certain materials, indicating potential health risks associated with the consumption of these products.

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

Upstream product

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

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.

Design, synthesis, and biological evaluation of 3-amino-2-oxazolidinone derivatives as potent quorum-sensing inhibitors of Pseudomonas aeruginosa PAO1

Due to the increasing resistance of Pseudomonas aeruginosa to most clinically relevant antimicrobials, it is challenging to treat bacterial infection with traditional antibiotics. Quorum sensing can regulate the production of biofilms and virulence factors which are closely related to bacterial resistance. Previously we synthesized a series of oxazolidinone compounds targeting the quorum-sensing transcriptional regulatory protein CviR and ZS-12 showed good activity against Chromobacterium violaceum CV026 quorum-sensing. In this study, eighteen 3-amino-2-oxazolidinone compounds were designed and synthesized using ZS-12 as the lead compound. We initially evaluated the inhibitory activities of novel oxazolidinone compounds against QS using C. violaceum CV026 as a reporter strain. Thirteen compounds showed good activities (IC50 range 3.69–63.58 μM) and YXL-13 inhibition was the most significant (IC50 = 3.686 ± 0.5790 μM) against biofilm formation and virulence factors determination of P. aeruginosa PAO1. In vitro, YXL-13 significantly inhibited the formation of PAO1 biofilm (range 42.98%–17.67%), the production of virulence factors (pyocyanin, elastase, rhamnolipid, and protease), and bacterial motility. Moreover, the combination of YXL-13 with an antibiotic (meropenem trihydrate) could significantly improve the antibiotic susceptibility of biofilm P. aeruginosa PAO1 cells. In vivo, YXL-13 significantly prolonged the lifespan of wildtype Caenorhabditis elegans N2 infected by P. aeruginosa PAO1. In conclusion, YXL-13 is a candidate agent for antibiotic-resistant P. aeruginosa PAO1and provides a method for finding new antibacterial drugs.

CYCLIC HYDRAZIDES AS FRAGRANCE PRECURSOR COMPOUNDS

Fragrance precursor compounds of the formula (I) may be derived from hydrazides and fragrance aldehydes and ketones. The fragrance precursor compounds may be used in composition having washing or cleaning agents, cosmetic agents and air care agents. A method for long-lasting fragrancing of surfaces using the fragrance precursor compounds and agents is also disclosed.