IUPAC name
[(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methoxy]phosphonic acid
SMILES
OP(O)(=O)OCN1C(=O)NC(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1
Compound class
Anticonvulsants; Nervous System; Antiepileptics; Hydantoin Derivatives; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; Cytochrome P-450 CYP2B6 Inducers; Cytochrome P-450 CYP2B6 Inhibitors; CYP2B6 Inhibitors (strong); CYP3A4 Inhibitors;
Therapeutic area
For the control of generalized convulsive status epilepticus and prevention and treatment of seizures occurring during neurosurgery. It can also be substituted, short-term, for oral phenytoin.
Common name
Fosphenytoin
IUPAC name
[(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methoxy]phosphonic acid
SMILES
OP(O)(=O)OCN1C(=O)NC(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1
INCHI
InChI=1S/C16H15N2O6P/c19-14-16(12-7-3-1-4-8-12,13-9-5-2-6-10-13)17-15(20)18(14)11-24-25(21,22)23/h1-10H,11H2,(H,17,20)(H2,21,22,23)
FORMULA
C16H15N2O6P
Common name
Fosphenytoin
IUPAC name
[(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methoxy]phosphonic acid
Molecular weight
362.274
clogP
0.460
clogS
-2.350
HBond Acceptor
6
HBond Donor
3
Total Polar Surface Area
116.17
Number of Rings
3
Rotatable Bond
5
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00535 | (5R)-5-phenylimidazolidine-2,4-dione |
|
c1(ccccc1)C2C(=O)NC(=O)N2 | 0.0010 |
| FDBF00536 | (5S)-5-phenylimidazolidine-2,4-dione |
|
c1(ccccc1)C2C(=O)NC(=O)N2 | 0.0007 |
| FDBF00537 | imidazole-2,4-dione |
|
O=C1NC(=O)N=C1 | 0.0021 |
| FDBF02929 | 3-methylimidazole-2,4-dione |
|
O=C1N(C(=O)N=C1)C | 0.0003 |
| FDBF02930 | (5S)-3-methyl-5-phenyl-imidazolidine-2,4-dione |
|
O=C1N(C(=O)NC1c2ccccc2)C | 0.0003 |
| FDBF02931 | (5R)-3-methyl-5-phenyl-imidazolidine-2,4-dione |
|
O=C1N(C(=O)NC1c2ccccc2)C | 0.0003 |
| FDBF02932 | 5,5-diphenylimidazolidine-2,4-dione |
|
O=C1NC(=O)NC1(c2ccccc2)c3ccccc3 | 0.0003 |
| FDBF02933 | 3-methyl-5,5-diphenyl-imidazolidine-2,4-dione |
|
O=C1N(C(=O)NC1(c2ccccc2)c3ccccc3)C | 0.0003 |
