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67-45-8

Basic Information
CAS No.: 67-45-8
Name: Furazolidone
Article Data: 33
Molecular Structure:
Molecular Structure of 67-45-8 (Furazolidone)
Formula: C8H7N3O5
Molecular Weight: 225.161
Synonyms: Nitrofurazolidone;Giarlam;Furazolidon;Furazon;Furall;Roptazol;Coryzium;3-[(5-Nitrofurylidene)amino]-2-oxazolidone;3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone;Furoxane;Furaxone;2-Oxazolidinone, 3-[ (5-nitrofurfurylidene)amino]-;Furoxal;2-Oxazolidinone,3-[[(5-nitro-2-furanyl)methylene] amino]-;Neftin;Nitrofuroxon;Furoxon;Nicolen;2-Oxazolidinone, 3-[[ (5-nitro-2-furanyl)methylene]amino]-;Puradin;Medaron;2-Oxazolidinone, 3-[(5-nitrofurfurylidine)amino]-;2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)-;Furazol;Furazolidine;N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone;Diafuron;Furozolidine;Prestwick_1067;3-[(5-nitro-2-furyl)methylideneamino]oxazolidin-2-one;3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone;Trichofuron;Optazol;3-(5-Nitrofurfuralamino)-2-oxazolidone;Furoxone (TN);Furazolidone (USP);Furazolidone;NG-180;
EINECS: 200-653-3
Density: 1.6 g/cm3
Melting Point: 254-256°C (dec.)
Boiling Point: 342.6 °C at 760 mmHg
Flash Point: 161 °C
Solubility: 极微溶于氯仿、水、乙醇和四氯化碳,1L水中溶40mg该品。稍溶于二甲基甲酰胺。
Appearance: solid
Hazard Symbols: HarmfulXn
Risk Codes: 62-40
Safety: 36-22
PSA: 100.86000
LogP: 1.43500
Synthetic route
80-65-9

3-amino-2-oxazolidinone

698-63-5

5-nitrofurane-2-carboxaldehyde

67-45-8

furazolidone

Conditions
ConditionsYield
With aqueous acid
75-44-5

phosgene

28127-20-0

2-(2-(propan-2-ylidene)hydrazinyl)ethanol

67-45-8

furazolidone

Conditions
ConditionsYield
With acetone Behandeln des Reaktionsprodukts in H2O mit 5-Nitro-furfural in Isopropylalkohol;
698-63-5

5-nitrofurane-2-carboxaldehyde

109-84-2

2-hydroxyethylhydrazine

67-45-8

furazolidone

Conditions
ConditionsYield
Reaktion ueber mehrere Stufen;
109-84-2

2-hydroxyethylhydrazine

92-55-7

5-nitro-2-furfuraldehyde diacetate

67-45-8

furazolidone

Conditions
ConditionsYield
With sulfuric acid; isopropyl alcohol
5407-76-1

(2-imino-oxazolidin-3-yl)-(5-nitro-[2]furfuryliden)-amine

67-45-8

furazolidone

Conditions
ConditionsYield
With acetic acid; sodium nitrite
With sulfuric acid; water
6270-33-3

3-furfurylideneamino-oxazolidin-2-one

67-45-8

furazolidone

Conditions
ConditionsYield
With sulfuric acid; nitric acid
109-84-2

2-hydroxyethylhydrazine

105-58-8

Diethyl carbonate

67-45-8

furazolidone

Conditions
ConditionsYield
With methanol; sodium methylate anschliessend Behandeln mit 5-Nitro-furfural in wss.-aethanol HCl;

3-{[1-(5-Nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-oxazolidin-2-one

67-45-8

furazolidone

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide Rate constant; effect of water content in DMF;
405-22-1

5-nitro-furfural-[2-(2-hydroxy-ethyl)-semicarbazone]

67-45-8

furazolidone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2; benzene
2: H2O; aqueous H2SO4
View Scheme
67-45-8

furazolidone

13641-84-4

N-(5-amino-2-furfurylidene)-3-amino-2-oxazolidone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol
Downstream Products
13641-84-4
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Chemistry

Molecular Structure of 3-(5'-Nitrofurfuralamino)-2-oxazolidone (CAS NO.67-45-8):

IUPAC Name: 3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one 
Empirical Formula: C9H8N2O5
Molecular Weight: 224.1702
H bond acceptors: 7
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 88.5 Å2
Index of Refraction: 1.718
Molar Refractivity: 55.23 cm3
Molar Volume: 140 cm3
Surface Tension: 85.7 dyne/cm
Density: 1.6 g/cm3
Flash Point: 161 °C
Enthalpy of Vaporization: 58.63 kJ/mol
Boiling Point: 342.6 °C at 760 mmHg
Vapour Pressure: 7.47E-05 mmHg at 25°C
EINECS: 200-653-3
Melting pointt: 254-256°C (dec.)
Storage temp: 0-6°C
Merck: 13,4321
Stability: Stable. Combustible. Incompatible with strong oxidizing agents
Product Categories: Active Pharmaceutical Ingredients
InChI
InChI=1/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+
Smiles
C1COC(N1\N=C\c1ccc(o1)[N+]([O-])=O)=O

Toxicity Data With Reference

1.    

pic-esc 2 mg/L

    MUREAV    Mutation Research. 156 (1985),69.
2.    

cyt-hmn:lym 2 mg/L/72H

    MUREAV    Mutation Research. 59 (1979),139.
3.    

orl-man TDLo:11 mg/kg:PUL,BLD

    ARDSBL    American Review of Respiratory Disease. 105 (1972),823.
4.    

orl-rat LD50:2336 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 18 (1971),185.
5.    

orl-mus LD50:1782 mg/kg

    TRSTAZ    Transactions of the Royal Society of Tropical Medicine and Hygiene. 74 (1980),43.
6.    

ipr-mus LD50:300 mg/kg

    PMDCAY    Progress in Medical Chemistry. 5 (1967),320.
7.    

orl-ckn LDLo:150 mg/kg CLDND*

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 31 ,1983,p. 141.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: dyspnea, respiratory depression, and eosinophilia. Experimental reproductive effects. Human mutation data reported. Questionable carcinogen. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: HarmfulXn
Risk Statements: 62-40
R62:Risk of impaired fertility. 
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 36-22
S36:Wear suitable protective clothing. 
S22:Do not breathe dust.
WGK Germany: 3

Specification

  3-(5'-Nitrofurfuralamino)-2-oxazolidone , with CAS number of 67-45-8, can be called N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone ; N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one ; Nicolen ; Nifurazolidonum ; Optazol ; Furox Aerosol Powder (Veterinary) ; 5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine ; 3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone ; 2-Oxazolidinone, 3-(((5-nitro-2-furanyl)methylene)amino)- ; 2-Oxazolidinone, 3-((5-nitrofurfurylidine)amino)- ; 2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)- . 3-(5'-Nitrofurfuralamino)-2-oxazolidone (CAS NO.67-45-8) is a fungicide with wide antimicrobial spectrum, be used as anti-infection drugs, used in the treatment of bacterial dysentery, enteritis, also used for treatment of vaginal infection, in recent years, also used for Typhoid, and the effect is good.