Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Antibiotics >  Other antibiotic Drugs >  Furaltadone

Furaltadone

Basic information Safety Supplier Related

Furaltadone Basic information

Product Name:
Furaltadone
Synonyms:
  • 5-MORPHOLINOMETHYL-3-(5-NITROFURFURYLIDENEAMINO)-2-OXAZOLIDINONE
  • 2-Oxazolidinone, 5-(4-morpholinylmethyl)-3-(5-nitro-2-furanyl)methyleneamino-
  • FURALTADONEBASE
  • 5-(Morpholinomethyl)-3-(((5-nitrofuran-2-yl)methylene)amino)oxazolidin-2-one
  • FURALTADONE VETRANAL
  • FURALTADONE FREE BASE
  • 5-MORPHOLINOMETHYL-3-(5-NITROFURFURYLIDENEAMINO)OXAZOLIDONE
  • Furaltadone (base and/or unspecified salts)
CAS:
139-91-3
MF:
C13H16N4O6
MW:
324.29
EINECS:
205-384-5
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
139-91-3.mol
More
Less

Furaltadone Chemical Properties

Melting point:
206°C (dec.)
Boiling point:
462.63°C (rough estimate)
Density 
1.3046 (rough estimate)
refractive index 
1.6120 (estimate)
storage temp. 
2-8°C
pka
pKa 5.0 (Uncertain)
form 
neat
BRN 
8130725
EPA Substance Registry System
Furaltadone (139-91-3)
More
Less

Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
3-26
RIDADR 
3249
WGK Germany 
3
RTECS 
RQ3620000
HazardClass 
6.1(b)
PackingGroup 
III

MSDS

More
Less

Furaltadone Usage And Synthesis

Description

This nitrofuran derivative can be added to animal feed. It induced contact dermatitis in a farm employee.

Chemical Properties

Yellow Crystalline Solid

Originator

Altafur,Norwich Eaton,US,1959

Uses

A metabolite of Nitrofuran in milk. Antibacterial

Definition

ChEBI: An oxazolidinone that is 1,3-oxazolidin-2-one substituted at position 1 by a (5-nitro-2-furyl)methylene]amino group and at position 5 by a morpholin-4-ylmethyl group. An antibacterial formerly used oraly but withdrawn due to toxicity, it is used topically as the hydrochloride salt) for treatment of ear disorders.

Manufacturing Process

11.17 g (0.78 mol) 3-(N-morpholinyl)-1,2-epoxypropane, BP 76.5°C to 78°C. 3.9 mm, prepared by Eisleb's method for 3-(1-piperidyl)-1,2-epoxypropane (US Patent 1,790,042) is added dropwise in 12 minutes to 19.5 g (0.39 mol) 100% hydrazine hydrate, which has been warmed to 85% on the steam bath, and is being mechanically stirred. The heat of the reaction maintains the internal temperature at 90°C to 100°C without further external heating. The reaction mixture is then warmed on the steam bath for an additional two hours (90°C to 95°C). The excess hydrazine hydrate is removed in vacuo. The residue of viscous 1-hydrazino-3-morpholinyl-2-propanol is not distilled, but is mixed with 10.16 g (0.086 mol) diethyl carbonate and a solution of 0.3 g sodium metal in 15 ml methyl alcohol. The mixture is refluxed about 2 hours under a 15 cm Widmer column, the alcohol being removed leaving a thick, green liquid residue, which is cooled and the precipitate which forms is removed by filtration and washed well with ether. Yield 82%. MP 114°C to 116°C. Recrystallization from isopropanol gives purified 3-amino-5-(Nmorpholinyl)-methyl-2-oxazolidone, MP 120°C as the intermediate.
It is not necessary that the intermediate be separated from the reaction medium in the preparation of the end product. Instead, the reaction mixture, after cooling, is treated with 200 ml of water acidified with 42 ml 10% hydrochloric acid solution, and filtered. To the clear, light yellow filtrate is added dropwise a solution of 9.8 g (0.07 mol) 5-nitro-2-furaldehyde in 100 ml ethyl alcohol. An orange solution of the hydrochloride results. The free base is precipitated as yellow plates by making the solution basic with saturated sodium carbonate solution. 14 g of the compound is filtered off by suction, washed with alcohol, and dried. The yield, MP 204°C to 205°C (dec.), is 53% of theoretical based on 3-(N-morpholinyl)-1,2-epoxy-propane.
Recrystallization from 95% alcohol (75%recovery) raises the melting point to 206°C (dec.).
The hydrochloride salt is isolated quantitatively by suspending the base in alcohol and adding sufficient aqueous concentrated HCl solution. The precipitate becomes pale yellow, is filtered off, and recrystallized from 80% alcohol. The MP range is about 223°C to 228°C (dec.).

Therapeutic Function

Antibacterial

Contact allergens

This nitrofuran derivative can be added in animal feed or in eardrops

FuraltadoneSupplier

Syntechem Co.,Ltd
Tel
Please Email
Email
info@syntechem.com
BEST-REAGENT
Tel
400-1166-196;028-84555506- ;028-84555506-
Email
cdhxsj@163.com;1955352637@qq.com;cdhxsj@163.com
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Email
sj_scrc@sinopharm.com
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
021-20337333-801
Email
market@aladdin-e.com
Shanghai Ruji Biology Technology Co., Ltd.
Tel
+86-21-65211385-8001 36031160
Email
sales@shruji.com