| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 5th, 2005 | 17 | No |
Popular Name: Nitrofurantoin Nitrofurantoin
Find On: PubMed — Wikipedia — Google
CAS Numbers: , 17140-81-7 , 67-20-9 , 67-20-9, 54-87-5 [nitrofu , 67-20-9, 54-87-5 [nitrofurantoin sodium], 17140-81-7 [monohydrate] , [67-20-9]
1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione
1-(((5-Nitrofuran-2-yl)methylene)amino)imidazolidine-2,4-dione
1-(((5-Nitrofuran-2-yl)methylene)amino)imidazolidine-2,4-dione hydrate
1-(((5-Nitrofuran-2-yl)methylene)amino)imidazolidine-2,4-dionehydrate
1-((5-Nitrofurfurylidene)amino)hydantoin
1-(5-Nitro-2-furfurylidenamino)hydantoin
1-(5-Nitro-2-furfurylideneamino)hydantoin
1-[(5-:nitrofurfurylidene)amino]hydantoin
1-[(5-Nitrofurfurylidene)amino]hydantoin
1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
1-[[(5-Nitro-2-furanyl)methylene]amino]-2,4-imidazolidinedione
1-{(E)-[(5-Nitro-2-furyl)methylene]amino}-2,4-imidazolidinedione
1-{[(1E)-(5-nitro-2-furyl)methylene]amino}imidazolidine-2,4-dione
1-{[(1E)-(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione
1-{[1-(5-Nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-imidazolidine-2,4-dione
2,4-Imidazolidenedione, 1-(((5-nitro-2-furanyl)methylene)amino)-
2,4-Imidazolidinedione, 1-(((5-nitro-2-furanyl)methylene)amino)-
2,4-imidazolidinedione, 1-[[(1E)-(5-nitro-2-furanyl)methylene]amino]-
2,4-Imidazolidinedione, 1-[[(5-nitro-2-furanyl)methylene]amino]-
67-20-9; C07268; Nitrofurantoin
67-20-9; CPD000058271; NITROFURANTOIN; SAM002554913
67-20-9; D00439; Furadantin (TN); Nitrofurantoin (JAN/USP/INN)
67-20-9; Nitrofurantoin; Prestwick_358
CPD000058271; NITROFURANTOIN; SAM002554913
Hydantoin, 1-((5-nitrofurfurylidene)amino)-
Macrocrystalline (FDA); Nitrofurantoin (FDA
N-(5-nitro-2-furfurylidene)-1-aminohyda ntoin
N-(5-Nitro-2-furfurylidene)-1-aminohydantoin
N-(5-Nitro-2-furfurylideno)-1-aminohydantoina
N-(5-Nitro-2-furfurylideno)-1-aminohydantoina [Polish]
N-(5-Nitrofurfurylidene)-1-aminohydantoin
NITROFURANTOIN MACROCRYSTALLINE
Nitrofurantoin [USAN:INN:BAN:JAN]
Nitrofurantoin, Antibiotic for Culture Media Use Only
NITROFURANTOIN, MACROCRYSTALLINE
nitrofurantoin; nitrofurantoina; nitrofurantoine; nitrofurantoinum
USP); Nitrofurantoin Macrocrystalline (FDA); Nitrofurantoin Sodium (FDA)
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -0.05 | 0.5 | -30.17 | 1 | 9 | 0 | 121 | 238.159 | 3 | ↓ |
| Mid Mid (pH 6-8) | 0.14 | -2.11 | -54.31 | 0 | 9 | -1 | 127 | 237.151 | 3 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| biological_use | . | ZereneX Building Blocks |
| Mp [°C] | 268 | Acros Organics |
| M.P | 268°C | Indofine |
| Purity | 95% | Fluorochem |
| biological_use | activity against: Escherichia coli | IBScreen Bioactives |
| Therapy | antibacterial | SMDC Iconix |
| biological_use | Antibacterial agent used to treat urinary-tract infections and Staphylococcus aureus | IBScreen Bioactives IBScreen Bioactives |
| biological_use | Antiseptic | IBScreen Bioactives |
| biological_use | bactericidal at high-dose | IBScreen Bioactives |
| Melting_Point | ca 265? dec. | Alfa-Aesar |
| Melting_Point | ca 265° dec. | Alfa-Aesar |
| mechanism | Damaging bacterial DNA, ribosomal proteins, DNA, effecting respiration, pyruvate metabolism and other macromolecules within the cell | IBScreen Bioactives |
| biological_use | Enterococcus | IBScreen Bioactives |
| H phrase | H302: Harmful if swallowed | Acros Organics |
| H phrase | H302: Harmful if swallowed; H334: May cause allergy or asthma symptoms or breathing difficulties if inhaled; H317: May cause an allergic skin reaction; H341: Suspected of causing genetic defects | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : N-1010; NCC_SUPPLIER_SAMPLE_COMMENTS : YELLOW CRYSTALS | NIH Clinical Collection via PubChem |
| UniProt Database Links | NFNB_ECOLI; NRFA_STAA8 | ChEBI |
| Notes | Nitrofurantoin is bactericidal in vitro to most gram-positive and gram-negative bacteria | Apollo Scientific Bioactives |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray | Acros Organics |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P280: Wear protective gloves/protective clothing/eye protection/face protection; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P302 + P352: IF ON SKIN: Wash wi | Acros Organics |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| R phrase | R22: Harmful if swallowed.; R42/43: May cause sensitisation by inhalation and skin contact.; R68: Possible risks of irreversible effects. | Acros Organics |
| S phrase | S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. | Acros Organics |
| S phrase | S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.; S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: N-1010; SUPPLIER_COMMENTS: YELLOW CRYSTALS | NIH Clinical Collection via PubChem |
| biological_use | some strains of Enterobacter. | IBScreen Bioactives |
| biological_use | some strains of Klebsiella | IBScreen Bioactives |
| biological_use | Staphylococcus saprophyticus | IBScreen Bioactives |
| Hazard | XN: Harmful | Acros Organics |
| APPEARANCE | yellow | Indofine |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| Z103204-3-O | A427 (cluster #3 Of 4), Other | Other | 1860 | 0.47 | Functional ≤ 10μM |
| Z80112-1-O | DAN-G (cluster #1 Of 2), Other | Other | 6740 | 0.43 | Functional ≤ 10μM |
| Z80224-1-O | MCF7 (Breast Carcinoma Cells) (cluster #1 Of 14), Other | Other | 4440 | 0.44 | Functional ≤ 10μM |
| Z80473-1-O | SISO (cluster #1 Of 2), Other | Other | 7270 | 0.42 | Functional ≤ 10μM |
| Z80583-1-O | Vero (Kidney Cells) (cluster #1 Of 7), Other | Other | 1 | 0.74 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| Z103204 | Z103204 | A427 | 1860 | 0.47 | Functional ≤ 10μM |
| Z80112 | Z80112 | DAN-G | 6740 | 0.43 | Functional ≤ 10μM |
| Z80224 | Z80224 | MCF7 (Breast Carcinoma Cells) | 4440 | 0.44 | Functional ≤ 10μM |
| Z80473 | Z80473 | SISO | 7270 | 0.42 | Functional ≤ 10μM |
| Z80583 | Z80583 | Vero (Kidney Cells) | 0.9 | 0.74 | Functional ≤ 10μM |
