Compound: prazosin
SMILES: O=C(N1CCN(c2nc(N)c3cc(OC)c(cc3n2)OC)CC1)c4occc4
InChIKey: IENZQIKPVFGBNW-UHFFFAOYSA-N
Synonyms: prazosin, 19216-56-9, Furazosin, Prazosine, Prazosina, Prazosinum, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine, 2-(4-(2-Furoyl)piperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline, Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)-, XM03YJ541D, DTXSID4049082, CP-122991, CHEBI:8364, DTXCID0029008, Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)-, 2-{4-[(furan-2-yl)carbonyl]piperazin-1-yl}-6,7-dimethoxyquinazolin-4-amine, 2-[4-(2-Furoyl)piperazin-1-yl]-4-amino-6,7-dimethoxyquinazoline, (4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)-furan-2-ylmethanone, [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-furan-2-ylmethanone, 2-(4-((furan-2-yl)carbonyl)piperazin-1-yl)-6,7-dimethoxyquinazolin-4-amine, RefChem:55909, C02CA01, 242-885-8, Prazocin, Prazosine [INN-French], Prazosinum [INN-Latin], Prazosina [INN-Spanish], [3H]-Prazosin, [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(furan-2-yl)methanone, Methanone, [4-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1-piperazinyl]-2-furanyl-, Prazosin (INN), CHEMBL2, (4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(furan-2-yl)methanone, Minipress (TN), 2-[4-(2-furoyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine, 4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazinyl 2-furyl ketone, Quinazoline, 4-amino-6,7-dimethoxy-2-(4-(2-furoyl)piperazin-1-yl)-, HSDB 3298, [4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)piperazin-1-yl]-(2-furyl)methanone, Prazosin (hydrochloride), [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl](furan-2-yl)methanone, [3H]prazosin, NCGC00016740-13, Lentopres, PRAZOSIN [INN], Prazosin [INN:BAN], 2-[4-(Furan-2-Ylcarbonyl)piperazin-1-Yl]-6,7-Dimethoxyquinazolin-4-Amine, (4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)-piperazin-1-yl)(furan-2-yl)methanone, CAS-19216-56-9, EINECS 242-885-8, BRN 0768345, UNII-XM03YJ541D, TNP00312, [3H]-Furazosin, [3H]-Minipress, [3H]-Pratsiol, Prazosin (Standard), Spectrum_000822, Tocris-0623, PRAZOSIN [MI], Terazosin EP Impurity K, PRAZOSIN [VANDF], Prestwick0_000947, Prestwick1_000947, Prestwick2_000947, Prestwick3_000947, Spectrum2_001289, Spectrum3_000551, Spectrum4_000483, Spectrum5_001365, 2-[4-(furan-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine, PRAZOSIN [WHO-DD], Oprea1_314778, SCHEMBL26524, BSPBio_000914, BSPBio_001036, BSPBio_002221, GTPL503, KBioGR_000376, KBioGR_000965, KBioSS_000376, KBioSS_001302, 5-25-13-00365 (Beilstein Handbook Reference), MLS006011888, DivK1c_000375, SPBio_001297, SPBio_003073, BPBio1_001006, GTPL5385, orb1305946, TERAZOSIN HCL IMPURITY K, SCHEMBL29376126, BCBcMAP01_000227, BDBM29568, HY-B0193R, KBio1_000375, KBio2_000376, KBio2_001302, KBio2_002944, KBio2_003870, KBio2_005512, KBio2_006438, KBio3_000731, KBio3_000732, KBio3_001721, NINDS_000375, PRAZOSIN, Prazosin Hydrochloride, Bio1_000365, Bio1_000854, Bio1_001343, Bio2_000358, Bio2_000838, HMS1362D17, HMS1792D17, HMS1990D17, HMS2089G09, HMS3403D17, HMS3886H03, HMS5085H07, HY-B0193, Tox21_113646, ARD160270, BBL028799, EBC-07720, s5780, SBB032268, STK301545, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl) piperazine, AKOS000310009, Tox21_113646_1, AF-0052, DB00457, IA63850, SB17351, SDCCGSBI-0051487.P004, 1-(4-AMINO-6,7-DIMETHOXYQUINAZOLIN-2-YL)-4-(FURAN-2-YLCARBONYL)PIPERAZINE, IDI1_000375, IDI1_002113, SMP1_000063, NCGC00016740-01, NCGC00016740-02, NCGC00016740-03, NCGC00016740-04, NCGC00016740-05, NCGC00016740-06, NCGC00016740-07, NCGC00016740-08, NCGC00016740-09, NCGC00016740-10, NCGC00016740-11, NCGC00016740-12, NCGC00016740-14, NCGC00016740-15, NCGC00016740-18, NCGC00016740-19, NCGC00016740-33, NCGC00024324-02, NCGC00024324-04, NCGC00024324-05, NCGC00024324-06, NCGC00024324-07, NCGC00024324-08, NCGC00024324-09, NCGC00024324-10, AC-37644, NCI60_002417, SMR001550197, ST075549, SBI-0051487.P003, CAS-19237-84-4, DB-044783, Terazosin hydrochloride dihydrate impurity K, AB00053528, NS00006462, C07368, D08411, EN300-229477, AB00053528-19, AB00053528_20, AB00053528_21, Terazosin EP Impurity K; Prazosin Hydrochloride, F787576, L000666, Q425296, BRD-K49111258-001-02-8, BRD-K49111258-003-05-7, BRD-K49111258-003-16-4, BRD-K49111258-003-27-1, BRD-K49111258-003-28-9, BRD-K49111258-003-29-7, Z275127478, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)piperazine, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)4-(2-furoyl)piperazine, 2-[4-(2-Furoyl)-1-piperazinyl]-6,7-dimethoxy-4-quinazolinamine #, 6,7-dimethoxy-4-amino-2-[4-(2-furoyl)piperazin-1-yl]quinazoline, TERAZOSIN HYDROCHLORIDE DIHYDRATE IMPURITY K [EP IMPURITY], 2-(4-(2-FUROYL)-1-PIPERAZINYL)-6,7-DIMETHOXY-4-QUINAZOLINAMINE, [4-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-1-piperazinyl]-2-furanyl-methanone, [4-(4-AMINO-6,7-DIMETHOXY-2-QUINAZOLINYL)PIPERAZINO](2-FURYL)METHANONE, Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)- (9CI), Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)- (8CI), XRA
Theoretical properties:
molecular_formula: C19H21N5O4
molecular_weight: 383.4 g/mol
exact_mass: 383.15935417 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 4
heavy_atom_count: 28
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 277-280
Descriptions:
pubchem: Prazosin is a member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively. It has a role as an antihypertensive agent, an alpha-adrenergic antagonist and an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor. It is a member of furans, a member of piperazines, a monocarboxylic acid amide, an aromatic ether and a member of quinazolines.
chebi: A member of the class of  piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively.
chembl: PRAZOSIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Prazosin, sold under the brand name Minipress among others, is a medication used to treat high blood pressure, symptoms of an enlarged prostate, and nightmares related to post-traumatic stress disorder (PTSD). It is an α1 blocker. It is a less preferred treatment of high blood pressure. Other uses may include heart failure and Raynaud syndrome. It is taken by mouth.
Common side effects include dizziness, sleepiness, nausea, and heart palpitations. Serious side effects may include low blood pressure with standing and depression. Prazosin is a non-selective inverse agonist of the α1-adrenergic receptors. It works to decrease blood pressure by dilating blood vessels and helps with an enlarged prostate by relaxing the outflow of the bladder. How it works in PTSD is not entirely clear.
Prazosin was patented in 1965 and came into medical use in 1974. It is available as a generic medication. In 2021, it was the 183rd most commonly prescribed medication in the United States, with more than 2 million prescriptions.