Furaltadone

Names

[ CAS No. ]:
139-91-3

[ Name ]:
Furaltadone

[Synonym ]:
Furmethonol
Furaltadone
2-oxazolidinone, 5-(4-morpholinylmethyl)-3-[[(5-nitro-2-furanyl)methylene]amino]-
Altabactina
Furazolin
nf260
Darifur
Sepsinol
Medifuran
ibifur
MFCD00057356
5-morpholin-4-ylmethyl-3-(5-nitro-furan-2-ylmethyleneamino)-oxazolidin-2-one
Nitrofurmethone
f-150
5-morpholinomethyl-3-(5-nitro-furfurylidenamino)-oxazolidin-2-one
3-(5-Nitro-2-furfurylideneamino)-5-(4-morpholinomethyl)-2-oxazolidone
Altafur
EINECS 205-384-5
Nitraldone
5-(Morpholinomethyl)-3-(((5-nitrofuran-2-yl)methylene)amino)oxazolidin-2-one
5-(morpholin-4-ylmethyl)-3-{[(5-nitrofuran-2-yl)methylidene]amino}-1,3-oxazolidin-2-one
5-Morpholinomethyl-3-(5-nitro-furfurylidenamino)-oxazolidin-2-on
2-Oxazolidinone, 5-(4-morpholinylmethyl)-3-[[(1E)-(5-nitro-2-furanyl)methylene]amino]-
Otifuril
5-(Morpholin-4-ylmethyl)-3-{[(5-nitro-2-furyl)methylene]amino}-1,3-oxazolidin-2-one
5-(4-morpholinomethyl)-3-(5-nitro-2-furfurylideneamino)-2-oxazolidinone
Unifur
5-Morpholinomethyl-3-(5-nitrofurfurylideneamino)-2-oxazolidinone
5-(4-Morpholinylmethyl)-3-{(E)-[(E)-(5-nitro-2-furyl)methylene]amino}-1,3-oxazolidin-2-one
Ultrafur
VALSYN

Biological Activity

[Description]:

Furaltadone, a nitrofuran drug, has the potential for the study in infections of chickens with salmonella enteritidis. Furaltadone is inhibitory and bactericidal in vitro for staphylococci [1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. A.Rampling(Dr.), et al. The effect of furaltadone, a nitrofuran drug, on experimental infections of chickens with salmonella enteritidis phage Type 4. Pathology Volume 25, Supplement 1, 1993, Page 22.

[2]. William R. McCabe, et al. Furaltadone — A Critical Evaluation of Clinical and Laboratory Studies. N Engl J Med 1960; 263:927-934.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
461.4±55.0 °C at 760 mmHg

[ Melting Point ]:
206ºC (dec.)

[ Molecular Formula ]:
C₁₃H₁₆N₄O₆

[ Molecular Weight ]:
324.289

[ Flash Point ]:
232.8±31.5 °C

[ Exact Mass ]:
324.106995

[ PSA ]:
113.33000

[ LogP ]:
-0.84

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.669

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RQ3620000

CHEMICAL NAME :: 2-Oxazolidinone, 5-(morpholinomethyl)-3-((5-nitrofurfurylidene)amino)-

CAS REGISTRY NUMBER :: 139-91-3

BEILSTEIN REFERENCE NO. :: 0363627

LAST UPDATED :: 199612

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C13-H16-N4-O6

MOLECULAR WEIGHT :: 324.33

WISWESSER LINE NOTATION :: T5OJ BNW E1UN- AT5NVOTJ D1- AT6N DOTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Behavioral - antipsychotic Lungs, Thorax, or Respiration - respiratory depression Kidney, Ureter, Bladder - other changes in urine composition

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 5 mg/L

REFERENCE :: CUMIDD Current Microbiology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1978- Volume(issue)/page/year: 10,19,1984

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
3-26

[ RIDADR ]:
UN 3249

[ WGK Germany ]:
3

[ RTECS ]:
RQ3620000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2934992000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Elucidating the regulon of multidrug resistance regulator RarA in Klebsiella pneumoniae.

Antimicrob. Agents Chemother. 57(4) , 1603-9, (2013)

RarA is an AraC-type regulator in Klebsiella pneumoniae, which, when overexpressed, confers a low-level multidrug-resistant (MDR) phenotype linked to the upregulation of both the acrAB and oqxAB efflu...

Development of a competitive ELISA for the detection of a furaltadone marker residue, 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), in cultured fish samples.

J. Vet. Med. Sci. 74(11) , 1439-46, (2012)

This report describes an enzyme-linked immunosorbent assay (ELISA) for tissue-bound metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ) and the application to residue analysis in cultured fis...

Cloning, expression, purification, and characterization of a novel single-chain variable fragment antibody against the 2-nitrobenzaldehyde derivative of a furaltadone metabolite in Escherichia coli.

Protein Expr. Purif. 84(1) , 140-6, (2012)

Furaltadone is an illicit veterinary drug that shows toxic, carcinogenic, and mutagenic effects, as does its metabolite 3-amino-5-morpholinomethyl-2-oxazolidone (AMOZ)(1). Recombinant antibodies with ...