Compound: urapidil
SMILES: O=c1n(c(NCCCN2CCN(c3c(OC)cccc3)CC2)cc(n1C)=O)C
InChIKey: ICMGLRUYEQNHPF-UHFFFAOYSA-N
Synonyms: urapidil, 34661-75-1, Ebrantil, Urapidilum, A78GF17HJS, NSC-310405, DTXSID9021425, 6-(3-(4-(o-Methoxyphenyl)-1-piperazinyl)propylamino)-1,3-dimethyluracil, 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione, DTXCID501425, 6-((3-(4-(2-Methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione, 6-[3-[4-(o-Methoxyphenyl)-1-piperazinyl]propylamino]-1,3-dimethyluracil, RefChem:933840, C02CA06, 6-(3-(4-(2-Methoxyphenyl)piperazin-1-yl)propylamino)-1,3-dimethyluracil, 252-130-4, 6-((3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl)amino)-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione, Eupressyl, Mediatensyl, Uraprene, 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil, B-66256, MFCD00133908, C20H29N5O3, NSC 310405, 6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethylpyrimidine-2,4-dione, MLS003115907, 6-((3-(4-(2-Methoxyphenyl)piperazin-1-yl)propyl)amino)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, NCGC00016066-07, Ebrantil (TN), 6-((3-(4-(o-Methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyluracil, 2,4(1H,3H)-Pyrimidinedione, 6-((3-(4-(2-methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyl-, Urapidilum [INN-Latin], 6-[[3-[4-(o-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil, 2,4(1H,3H)-Pyrimidinedione, 6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-, 6-({3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl}amino)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, EINECS 252-130-4, CAS-64887-14-5, UNII-A78GF17HJS, Urapidil [INN:BAN:JAN], BRN 0725782, Urapidil (Standard), Spectrum_001360, Tocris-1772, SpecPlus_000683, Lopac-U-100, URAPIDIL [INN], URAPIDIL [JAN], URAPIDIL [MI], Prestwick0_000905, Prestwick1_000905, Prestwick2_000905, Prestwick3_000905, Spectrum2_001172, Spectrum3_001557, Spectrum4_000233, Spectrum5_001611, Urapidil (JP17/INN), URAPIDIL [MART.], URAPIDIL [WHO-DD], Lopac0_001265, SCHEMBL48992, BSPBio_000750, BSPBio_003034, KBioGR_000925, KBioSS_001840, 5-25-15-00402 (Beilstein Handbook Reference), DivK1c_006779, SPECTRUM1503100, SPBio_001183, SPBio_002949, BPBio1_000826, CHEMBL279229, orb1310879, SCHEMBL29363219, CHEBI:32278, GTPL13357, HY-B0716R, KBio1_001723, KBio2_001840, KBio2_004408, KBio2_006976, KBio3_002534, GLXC-23793, HMS1922E11, HMS5087C11, HY-B0716, MSK10703, Tox21_110298, BDBM50237617, CCG-40329, NSC310405, s5965, STL454353, AKOS015896920, AC-8246, DB12661, EBC-219033, FU34927, KS-5208, SDCCGSBI-0051232.P004, 6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethyl-pyrimidine-2,4-dione, URACIL, 1,3-DIMETHYL-6-(3-(4-(o-METHOXYPHENYL)-1-PIPERAZINYL)PROPPYLAMINO)-, NCGC00016066-01, NCGC00016066-02, NCGC00016066-03, NCGC00016066-04, NCGC00016066-05, NCGC00016066-06, NCGC00016066-08, NCGC00016066-09, NCGC00016066-10, NCGC00016066-11, NCGC00016066-16, NCGC00016066-22, NCGC00025290-01, NCGC00025290-02, NCGC00025290-03, NCGC00025290-04, NCGC00025290-05, NCGC00178336-01, NCGC00178336-02, 1,3-dimethyl-6-[(3-{4-[2-(methyloxy)phenyl]piperazin-1-yl}propyl)amino]pyrimidine-2,4(1H,3H)-dione, SMR001831470, SY053321, SBI-0051232.P003, CAS-34661-75-1, AB00514699, CS-0009600, NS00009232, U0085, B66256, D01333, F15008, AB00053328_10, AB00053328_11, B 66256, L005359, Q418922, BRD-K73196317-001-02-7, BRD-K73196317-003-03-1, BRD-K73196317-003-07-2, BRD-K73196317-003-13-0, BRD-K73196317-003-14-8, BRD-K73196317-003-15-5, 6-[3-[4-(2-Methoxyphenyl)piperazinyl]propylamino]-1,3-dimethyluracil, Uracil,3-dimethyl-6-[3-[4-(o-methoxyphenyl)-1-piperazinyl]proppylamino]-, Uracil, 1,3-dimethyl-6-(3-(4-(o-methoxyphenyl)-1-piperazinyl)propylamino)-, 2,3H)-Pyrimidinedione, 6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-, 6-((3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl)amino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione #, Ebrantil, 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]- amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione
Theoretical properties:
molecular_formula: C20H29N5O3
molecular_weight: 387.5 g/mol
exact_mass: 387.22703980 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 7
heavy_atom_count: 28
topological_polar_surface_area: 68.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Urapidil is a member of piperazines.
chembl: URAPIDIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Urapidil is a sympatholytic antihypertensive drug. It acts as an α1-adrenoceptor antagonist and as an 5-HT1A receptor agonist. Although an initial report suggested that urapidil was also an α2-adrenoceptor agonist, this was not substantiated in later studies that demonstrated it was devoid of agonist actions in the dog saphenous vein and the guinea-pig ileum. Unlike some other α1-adrenoceptor antagonists, urapidil does not elicit reflex tachycardia, and this may be related to its weak β1-adrenoceptor antagonist activity, as well as its effect on cardiac vagal drive. Urapidil is currently not approved by the U.S. Food and Drug Administration, but it is available in Europe.