Compound: Proxibarbal
SMILES: O=C1NC(=O)C(CC=C)(CC(O)C)C(N1)=O
InChIKey: VNLMRPAWAMPLNZ-UHFFFAOYSA-N
Synonyms: Proxibarbal, Centralgol, Hydroxydial, Ipronal, Axeen, 2537-29-3, Proxibarbalum, HH-184, F97OMS297F, BARBITURIC ACID, 5-ALLYL-5-(2-HYDROXYPROPYL)-, 5-(2-hydroxypropyl)-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxypropyl)-5-(2-propenyl)-, proxybarbital, RefChem:870055, N05CA22, 219-803-4, Proxibarbital, Proxibarbal [INN], Proxibarbal, (+)-, Proxibarbal, (-)-, BRN 0219840, RE966VDY2Y, Y54BSX54CS, Centralgyl, Proxibarbal (INN), 5-(2-hydroxypropyl)-5-prop-2-enyl-1,3-diazinane-2,4,6-trione, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxypropyl)-5-(2-propenyl)-, (+)-, 42013-22-9, Barbituric acid, 5-(2-propenyl)-5-(2-hydroxypropyl), Ipronal, (+-)-, Proxibarbalum [INN-Latin], 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxypropyl)-5-(2-propen-1-yl)-, (+)-, 42013-23-0, EINECS 219-803-4, HH 184, UNII-F97OMS297F, 5-Allyl-5-(beta-hydroxypropyl)malonylurea, dl-5-Allyl-5-(2-hydroxypropyl)barbituric acid, l-5-Allyl-5-(2-hydroxypropyl)barbituric acid, Centralgol (TN), l-5-Allyl-5-(beta-hydroxypropyl)barbituric acid, dl-5-Allyl-5-(beta-hydroxypropyl)barbituric acid, 5-Allilo-5-(beta-hydroksypropylo)-barbiturowy [Polish], Barbituric acid, 5-allyl-5-(2-hydroxypropyl)-, (-)-, Kwas 5-allilo-5-(beta-hydroksy-propylo)barbiturowy [Polish], BARBITURIC ACID, 5-ALLYL-5-(2-HYDROXYPROPYL)-, (+-)-, PROXIBARBAL [MI], 5-(2-Hydroxypropyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, UNII-RE966VDY2Y, UNII-Y54BSX54CS, 5-Allilo-5-(beta-hydroksypropylo)-barbiturowy, PROXIBARBAL [MART.], PROXIBARBAL [WHO-DD], Kwas 5-allilo-5-(beta-hydroksy-propylo)barbiturowy, (+/-)-IPRONAL, SCHEMBL715014, CHEMBL2105233, SCHEMBL27566004, DTXSID20862980, CHEBI:134928, AKOS040753638, CS-6617, DB13253, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxypropyl)-5-(2-propenyl)- (9CI), 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxypropyl)-5-(2-propenyl)-, (+-)-, 42013-34-3, HY-101635, Axeen Isomer 2 (Proxabarbal. Proxibarbital), NS00046516, NS00114228, 5-allyl-5-(2-hydroxypropyl)-barbituric acid, D07324, D-5-allyl-5-(beta-hydroxypropyl)barbituric acid, Q906452, D-5-ALLYL-5-(.BETA.-HYDROXYPROPYL)BARBITURIC ACID, L-5-ALLYL-5-(.BETA.-HYDROXYPROPYL)BARBITURIC ACID, 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-(2-HYDROXYPROPYL)-5-(2-PROPEN-1-YL)-, 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-(2-HYDROXYPROPYL)-5-(2-PROPENYL)-, (-)-, 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-(2-HYDROXYPROPYL)-5-(2-PROPEN-1-YL)-, (-)-
Theoretical properties:
molecular_formula: C10H14N2O4
molecular_weight: 226.23 g/mol
exact_mass: 226.09535693 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 16
topological_polar_surface_area: 95.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Proxibarbal is a member of barbiturates.
chembl: PROXIBARBAL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Proxibarbital (Ipronal) is a barbiturate derivative synthesized  in 1956 in Poland by Bogusław Bobrański. It has anti-anxiety  and sedative properties and is, in contrast to most barbiturates, almost without hypnotic action.  It was used as a sedative and anti-anxiety drug. It was also used in the treatment of migraine headaches in a similar manner to butalbital. It was a prescription drug available in Poland from the 1950s to the 1990s under trade name Ipronal.
Valofane isomerizes to proxibarbal in vivo.