Home > Products > Veterinary APIs
CasNo: 59-87-0
MF: C6H6N4O4
Appearance: white to light yellow crystal powder
Description |
Nitrofurazone is an antimicrobial organic compound belonging to the nitrofuran class. It is a broad-spectrum antibacterial agent effective against both gram-positive and gram-negative bacteria. |
Therapeutic Function |
Topical antiinfective |
World Health Organization (WHO) |
Nitrofural, a nitrofuran derivative with broad-spectrum antibacterial activity, was introduced in the early 1940s for the topical treatment of various skin conditions. It has also been used systemically for the treatment of African trypasonomiasis. Following recent findings of in vitro mutagenicity and of carcinogenicity in experimental animals, use of topical preparations containing this substance was restricted in Germany. Nitrofural remains registered in several countries and the World Health Organization is not aware of restrictive action having been taken elsewhere. |
Air & Water Reactions |
Insoluble in water. |
Reactivity Profile |
Furacilin darkens on prolonged exposure to light. Furacilin can react violently with reducing materials. . |
Fire Hazard |
Flash point data for Furacilin are not available; however, Furacilin is probably combustible. |
Contact allergens |
Nitrofurazone is an antibacterial agent used in animal feeds. Occupational dermatitis was reported in cattle breeders or farmers. |
Safety Profile |
Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Questionable carcinogen with experimental carcinogenic, neoplas tigenic, tumorigenic, and teratogenic data, Experimental reproductive effects. A human sensitizer. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. |
Synthesis |
Nitrofurazone is the semicarbazone 5-nitrofurfurol (33.3.1). It is synthesized by reacting 5-nitrofurfurol with semicarbazide. |
Veterinary Drugs and Treatments |
Nitrofurazone can be used topically as an antibacterial for treating or preventing superficial infections. It is a nitrofuran antibacterial that is bactericidal for many bacteria, including E. Coli, Staph aureus, etc. Nitrofurazone’s mechanism of action is thought to be associated with inhibiting bacterial enzymes that primarily degrade glucose and pyruvate. |
Definition |
A type of organic compound containing the C:N.NH.CO.NH2 grouping, formed by reaction of an aldehyde or ketone with semicarbazide (H2N.NH.CO.NH2). The compounds are crystalline solids with sharp melting points, which can be used to characterize the original aldehyde or ketone. |
Mechanism of action | While the exact mechanism is not fully known, nitrofurazone is thought to work by inhibiting several bacterial enzymes, especially those involved in the breakdown of glucose and pyruvate. It does this by generating reactive intermediates through metabolic reduction of the nitro group which then bind to cellular macromolecules, interfering with essential bacterial processes like DNA synthesis. |
Who Evaluation |
Evaluation year: 1993 |
InChI:InChI=1/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+
Hydroxymethylnitrofurazone (NFOH) is a t...
ESR spectra of anion radicals for 29 der...
Nitrofurans (5-nitro-2-hydrazonylfuran a...
A general synthesis of previously unknow...
Fourteen arylsemicarbazone derivatives w...
The invention discloses a method for syn...
5-nitrofurane-2-carboxaldehyde
semicarbazide hydrochloride
nitrofurazone
Conditions | Yield |
---|---|
semicarbazide hydrochloride; With sodium hydride; In dimethyl sulfoxide; for 5h;
5-nitrofurane-2-carboxaldehyde; In dimethyl sulfoxide; at 20 ℃; for 18h; Further stages.;
|
55% |
With sodium acetate; In ethanol; water;
|
5-nitrofurane-2-carboxaldehyde
nitrofurazone
Conditions | Yield |
---|---|
With methanol; 5-nitro-furfural semicarbazone of mp: 232 degree;
|
|
With ethanol; 5-nitro-furfural semicarbazone of mp: 232 degree;
|
butan-2-one semicarbazone
5-nitro-2-furfuraldehyde diacetate
semicarbazide hydrochloride
hydrazine carboxamide
5-nitro-2-furaldehyde azine
syn isomer of nitrofurazone
Hydroxymethylnitrofurazone
semicarbazide hydrochloride