Nitrofurantoin
- CAS No.
- 67-20-9
- Chemical Name:
- Nitrofurantoin
- Synonyms
- Furadantin;Macrodantin;macrobid;NITROFURANTOINE;Furalan;Dantafur;Furantoin;Upiol;Furina;Cystit
- CBNumber:
- CB7346080
- Molecular Formula:
- C8H6N4O5
- Molecular Weight:
- 238.16
- MOL File:
- 67-20-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/12/18 14:08:57
| Melting point | 268°C |
|---|---|
| Boiling point | 380.75°C (rough estimate) |
| Density | 1.5824 (rough estimate) |
| refractive index | 1.6700 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMF: soluble50mg/mL |
| pka | 7.2(at 25℃) |
| form | crystalline |
| color | yellow |
| Water Solubility | <0.01 g/100 mL at 19 ºC |
| Sensitive | Light Sensitive & Hygroscopic |
| λmax | 358nm(MeOH)(lit.) |
| Merck | 14,6599 |
| BRN | 893207 |
| BCS Class | 2 |
| Stability | Stability Stable, but light-sensitive. Combustible. Incompatible with strong oxidizing agents, strong alkalies, strong acids. Decomposes upon contact with most metals other than stainless steel and aluminium. |
| CAS DataBase Reference | 67-20-9(CAS DataBase Reference) |
| IARC | 3 (Vol. 50) 1990 |
| NIST Chemistry Reference | Hydantoin, n-(5-nitro-2-furfurylidene)-1-amino-(67-20-9) |
| EPA Substance Registry System | Nitrofurantoin (67-20-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H317-H334 | |||||||||
| Precautionary statements | P261-P264-P280-P301+P312-P302+P352-P304+P340+P312 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-42/43 | |||||||||
| Safety Statements | 22-36/37-45 | |||||||||
| RIDADR | 2811 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | MU2800000 | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29349990 | |||||||||
| Hazardous Substances Data | 67-20-9(Hazardous Substances Data) | |||||||||
| Toxicity | LD50 oral in rat: 604mg/kg | |||||||||
| NFPA 704 |
|
Nitrofurantoin price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | N7878 | Nitrofurantoin 98.0-102.0% (EP, UV) | 67-20-9 | 10G | ₹3420.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | N7878 | Nitrofurantoin 98.0-102.0% (EP, UV) | 67-20-9 | 25G | ₹5250.13 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1191 | Nitrofurantoin Pharmaceutical Secondary Standard; Certified Reference Material | 67-20-9 | 1G | ₹8508.45 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | N7878 | Nitrofurantoin 98.0-102.0% (EP, UV) | 67-20-9 | 100G | ₹12362.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | N7878 | Nitrofurantoin 98.0-102.0% (EP, UV) | 67-20-9 | 250G | ₹15425.63 | 2022-06-14 | Buy |
Nitrofurantoin Chemical Properties,Uses,Production
Chemical Properties
lemon yellow crystalline powder
Indications
Like nitrofurazone, nitrofurantoin is an effective drug that acts on a number of Grampositive and Gram-negative microorganisms (staphylococci, streptococci, dysentery bacillus, colon bacillus, paratyphoid bacillus, and others). It is primarily used for treating infectious diseases of the urinary tract (pyelitis, pyelonephritis, cystitis, urethritis). Synonyms of this drug are furadonin, ituran, phenurin, urolong, cistofuran, nitrofurin, and many others.
Definition
ChEBI: An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA.
Antimicrobial activity
It is active against almost all the common urinary
pathogens, except Proteus mirabilis. It is bactericidal.
It antagonizes the activity of nalidixic acid and other quinolones
in vitro, but this combination is unlikely to be used
clinically.
Acquired resistance
Surprisingly for an agent that has been used for so long, resistance
remains uncommon. R-factor-mediated resistance has
been reported, but this appears to be very unusual. The mechanism
of resistance seems to be a decreased nitroreductase
activity in the target organism.
There is cross-resistance within the nitrofuran group, but
none with antibiotics of other chemical classes.
General Description
Odorless lemon yellow crystals or fine yellow powder. Bitter taste.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Nitrofurantoin is sensitive to light. Nitrofurantoin is incompatible with alkalis. Nitrofurantoin is also incompatible with strong oxidizers and strong acids. Nitrofurantoin decomposes on contact with metals other than stainless steel and aluminum.
Hazard
Questionable carcinogen.
Fire Hazard
Flash point data for Nitrofurantoin are not available; however, Nitrofurantoin is probably combustible.
Pharmaceutical Applications
A synthetic compound available only for oral administration.
There are three formulations, differing in their crystalline
nature: microcrystalline, macrocrystalline, and a delayedrelease
preparation containing a combination of the two. The
macrocrystalline form is said to be less liable to give rise to
the most common adverse event, nausea. However, pharmacokinetic
and clinical trial evidence for this assertion is not
very strong.
It is slightly soluble in water (c. 200 mg/L) but more so
in dilute alkali. Solubility in ethanol is modest (500 mg/L),
but the compound dissolves very well in dimethylformamide
(80 g/L). If packaged in light-resistant containers and kept at
room temperature, it is stable for more than 5 years. The yellow
solution should be kept in the dark.
Clinical Use
Acute dysuria and frequency
Bacteriuria in pregnancy
Prophylaxis of recurrent cystitis (reduced dosage)
Safety Profile
Poison by ingestion and intraperitoneal routes. Human systemic effects: peripheral motor nerve recording changes, ataxia, changes in urine composition, and hemolysis with or without anemia. Human reproductive effects by ingestion: spermatogenesis. An experimental teratogen. Other experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Nitrofurantoin Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
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|---|---|---|---|---|---|
| SKVen Technologies Pvt.Ltd. | +91-7032295152 +91-7032295152 | Hyderabad, India | 81 | 58 | Inquiry |
| Prajna generics pvt ltd | +91-9441174873 +91-9441174873 | Hyderabad, India | 24 | 58 | Inquiry |
| Mangalam Drugs and Organics Ltd | +91-2222616300 +91-2222616200 | Maharashtra, India | 37 | 58 | Inquiry |
| Aruvi Labs | +91-8056181939 +91-8056181939 | Tamil Nadu, India | 149 | 58 | Inquiry |
| Salvavidas Pharmaceutical Pvt., Ltd. | +91-2612538898 +91-9327127459 | Gujarat, India | 34 | 58 | Inquiry |
| Arch Pharmalabs Ltd | +91-2242871210 +91-2242871210 | Maharashtra, India | 51 | 58 | Inquiry |
| Tooba Pharmaceuticals Private Limited | +undefined-9975827056 +undefined-9975827056 | Maharashtra, India | 5 | 58 | Inquiry |
| OMSAV Pharma Research Pvt Ltd | +91-9987998884 +91-9987759453 | NaviMumbai, India | 11 | 58 | Inquiry |
| Unimark Remedies Ltd | +91-2267304120 +91-2267304120 | Maharashtra, India | 48 | 58 | Inquiry |
| Srini Pharmaceuticals Pvt Ltd | +91-9866124354 +91-9618884942 | Telangana, India | 29 | 58 | Inquiry |
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