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CAS No.: | 59-87-0 |
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Name: | Furacilin |
Article Data: | 18 |
Molecular Structure: | |
Formula: | C6H6N4O4 |
Molecular Weight: | 198.138 |
Synonyms: | 2-Furaldehyde,5-nitro-, semicarbazone (6CI,7CI,8CI);Semioxamazide, 1-(5-nitrofurfurylidene)-(5CI);(5-Nitro-2-furfurylidenamino)urea;1-(5-Nitro-2-furfurylidene)semicarbazide;2-Furancarboxaldehyde, 5-nitro-,semicarbazone;5-Nitro-2-furaldehyde semicarbazone;5-Nitro-2-furfuralsemicarbazone;5-Nitro-2-furfuraldehyde semicarbazone;5-Nitrofurazone;5-Nitrofurfural semicarbazone;Aldomycin;Alfucin;Amifur;Babrocid;Chemofuran;Coxistat;Fura-Septin;FuraZin;Furacilinum;Furacin;Furacine;Furacinetten;Furacoccid;Furacycline;Furalcyn;Furaldon;Furaplast;Furaseen;Furaskin;Furaziline;Furazol W;Furesol;Mammex;Mastofuran;Monafuracin;NFS;Nefco;Nfz mix;Nifucin;Nifuzon;Nitrofural;Nitrofuraldehyde semicarbazone;Nitrofuran;Nitrofuran(bactericide);Nitrofurazone;Nitrozone;Otofural;Topifuran;Vabrocid;Veterinarynitrofurazone; |
EINECS: | 200-443-1 |
Density: | 1.7 g/cm3 |
Melting Point: | 242-244 °C(lit.) |
Boiling Point: | 236-240oC |
Flash Point: | 2 °C |
Solubility: | <0.1 g/100 mL at 19 °C in water |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xn |
Risk Codes: | 22 |
Safety: | 36 |
PSA: | 126.44000 |
LogP: | 1.80440 |
5-nitrofurane-2-carboxaldehyde
hydrazine carboxamide
nitrofurazone
Conditions | Yield |
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Stage #1: hydrazine carboxamide With acetic acid In water for 0.0833333h; Sonication; Stage #2: 5-nitrofurane-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 0.5h; Sonication; | 97% |
aniline at 25℃; Rate constant; var. concentrations of aniline and semicarbazine; |
Conditions | Yield |
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Stage #1: semicarbazide hydrochloride With sodium hydride In dimethyl sulfoxide for 5h; Stage #2: 5-nitrofurane-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 18h; Further stages.; | 55% |
With sodium acetate In ethanol; water |
Conditions | Yield |
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With sulfuric acid 5-nitro-furfural semicarbazone of mp: 240 degree; |
Conditions | Yield |
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With mineral acid 5-nitro-furfural semicarbazone of mp: 240 degree; |
5-nitro-2-furfuraldehyde diacetate
hydrazine carboxamide
nitrofurazone
Conditions | Yield |
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With mineral acid 5-nitro-furfural semicarbazone of mp: 240 degree; |
Conditions | Yield |
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With sulfuric acid 5-nitro-furfural semicarbazone of mp: 240 degree; |
Conditions | Yield |
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With sulfuric acid 5-nitro-furfural semicarbazone of mp: 240 degree; |
nitrofurazone
Conditions | Yield |
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In water; N,N-dimethyl-formamide Rate constant; effect of water content in DMF; |
Conditions | Yield |
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With methanol 5-nitro-furfural semicarbazone of mp: 232 degree; | |
With ethanol 5-nitro-furfural semicarbazone of mp: 232 degree; |
Conditions | Yield |
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With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h; | 99% |
Molecular Structure of Furacilin (CAS NO.59-87-0):
IUPAC Name: [(E)-(5-nitrofuran-2-yl)methylideneamino]urea
Molecular Formula: C6H6N4O4
Formula Weight: 198.14
Melting point: 242-244 °C(lit.)
Flash Point: 2 °C
H bond acceptors: 8
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 94.87 Å2
Index of Refraction: 1.674
Molar Refractivity: 43.56 cm3
Molar Volume: 116 cm3
Surface Tension: 81 dyne/cm
Density: 1.7 g/cm3
Storage temp: 2-8°C
Water Solubility: <0.1 g/100 mL at 19 oC
Sensitive: Light Sensitive
EINECS: 200-443-1
Product Categories: Furan&Benzofuran; NA - NIAntibiotics; Alphabetic; Chemical Structure; N; Others
1. | dnd-esc 1 mg/L | MUREAV Mutation Research. 107 (1983),1. | ||
2. | dnd-hmn:oth 250 μmol/L | CNREA8 Cancer Research. 35 (1975),781. | ||
3. | orl-rat LD50:590 mg/kg | JAMAAP JAMA, Journal of the American Medical Association. 133 (1947),299. | ||
4. | ipr-rat LDLo:150 mg/kg | BCPCA6 Biochemical Pharmacology. 13 (1964),285. | ||
5. | scu-rat LD50:3000 mg/kg | JAMAAP JAMA, Journal of the American Medical Association. 133 (1947),299. | ||
6. | orl-mus LD50:249 mg/kg | TRSTAZ Transactions of the Royal Society of Tropical Medicine and Hygiene. 74 (1980),43. | ||
7. | ipr-mus LD50:96 mg/kg | JMCMAR Journal of Medicinal Chemistry. 10 (1967),530. | ||
8. | scu-mus LD50:753 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 102 (1951),185. |
IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 50 ,1990,p. 195.(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 Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 50 ,1990,p. 195.(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 . 7 ,1974,p. 171.(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) ; Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 7 ,1974,p. 171.(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) ; Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 50 ,1990,p. 195.(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 NTP Carcinogenesis Studies (feed); Clear Evidence: rat, mouse NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-337 ,1988. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Hazard Codes: XnF
Risk Statements: 22-36-20/21/22-11
R22:Harmful if swallowed.
R36:Irritating to eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R11:Highly flammable.
Safety Statements: 36-36/37-26
S36:Wear suitable protective clothing.
S36/37:Wear suitable protective clothing and gloves.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 3249
WGK Germany: 3
RTECS: LT7700000
F: 8
HazardClass: 6.1(b)
PackingGroup: III
Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Questionable carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Experimental reproductive effects. A human sensitizer. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Furacilin , with CAS number of 59-87-0, can be called Nitrofuraldehyde semicarbazone ; Nitrofuran ; Nitrofurazone ; Nitrofuran(bactericide) ; Veterinarynitrofurazone ; Mammex ; 5-Nitro-2-furfuraldehyde semicarbazone ; 5-Nitro-2-furfuralsemicarbazone ; 5-Nitro-2-furaldehyde semicarbazone ; 2-Furancarboxaldehyde, 5-nitro-,semicarbazone ; 2-Furaldehyde,5-nitro-, semicarbazone (6CI,7CI,8CI) . Furacilin (CAS NO.59-87-0) is used as an antibiotic most commonly in the form of ointments. Its use in medicine has become less frequent as safer and more effective products have become available.