Compound: pronethalol
SMILES: OC(c1cc2c(cccc2)cc1)CNC(C)C
InChIKey: HRSANNODOVBCST-UHFFFAOYSA-N
Synonyms: pronethalol, Pronetalol, 54-80-8, Naphthylisoproterenol, Nethalide, Inetol, Compound 38174, NETH, DL-Pronethalol, Pronetalolo, Pronetalolum, 2-Isopropylamino-1-(naphth-2-yl)ethanol, GNF-Pf-2670, DTXSID8021193, XBP4RT1IMQ, 2-(isopropylamino)-1-(2-naphthyl)ethanol, AY-6204 HCl, AY 6204 FREE BASE, AY-6204 FREE BASE, ICI 38174 FREE BASE, ICI-38174 FREE BASE, DTXCID201193, 2-Naphthalenemethanol, alpha-(((1-methylethyl)amino)methyl)-, RefChem:930036, Alderlin, (+/-)-Pronethalol, Neathalide, (+/-)-Pronethalo, 1-(naphthalen-2-yl)-2-[(propan-2-yl)amino]ethan-1-ol, NCGC00024809-02, Pronetalol [INN], Pronetalolo [DCIT], 1-naphthalen-2-yl-2-(propan-2-ylamino)ethanol, Pronetalolum [INN-Latin], CAS-54-80-8, (+-)-Pronethalol, CCRIS 9216, Pronetalol [INN:BAN], UNII-XBP4RT1IMQ, (2-Naphthyl)-1-isopropylaminoethanol, 2-Naphthalenemethanol, .alpha.-[[(1-methylethyl)amino]methyl]-, 2-NAPHTHALENEMETHANOL, .ALPHA.-(((1-METHYLETHYL)AMINO)METHYL)-, ()-Pronethalo, HRSANNODOVBCST-UHFFFAOYSA-N, Spectrum_001452, PRONETHALOL [MI], Prestwick0_000974, Prestwick1_000974, Prestwick2_000974, Prestwick3_000974, Spectrum2_001570, Spectrum3_000969, Spectrum4_001089, Spectrum5_001165, (+/-)-Pronethalol HCl, PRONETALOL [WHO-DD], SCHEMBL78996, BSPBio_001007, BSPBio_002577, KBioGR_001478, KBioSS_001932, CHEMBL16476, DivK1c_000930, 2-[(1-methylethyl)amino]-1-naphthalen-2-ylethanol, SPBio_001480, SPBio_002918, BPBio1_001109, CHEBI:8463, orb2665610, SCHEMBL31108442, BDBM25760, KBio1_000930, KBio2_001932, KBio2_004500, KBio2_007068, KBio3_001797, NINDS_000930, 2-NAPHTHALENEMETHANOL, alpha-((ISOPROPYLAMINO)METHYL)-, GLXC-06130, HMS2089K07, AAA05480, HY-B1238, Tox21_110927, MFCD00864598, AKOS010125625, AY 6204 [AS HYDROCHLORIDE], Tox21_110927_1, CS-4884, FP27185, ICI 38174 [AS HYDROCHLORIDE], IDI1_000930, NCGC00024809-03, NCGC00024809-04, NCGC00024809-05, NCGC00024809-07, AS-16864, DA-77089, SBI-0051834.P002, AB00053671, NS00122045, F85261, AB00053671-07, AB00053671_08, Naphthalene, 2-(1-hydroxy-2-isopropylamino)ethyl-, Q6479083, 1-(naphthalen-2-yl)-2-(propan-2-ylamino)ethan-1-ol, BRD-A87715314-003-05-2, BRD-A87715314-003-09-4, BRD-A87715314-003-14-4, BRD-A87715314-003-15-1
Theoretical properties:
molecular_formula: C15H19NO
molecular_weight: 229.32 g/mol
exact_mass: 229.146664230 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 17
topological_polar_surface_area: 32.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Pronethalol is a member of naphthalenes.
chembl: PRONETALOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Pronethalol (also known as nethalide or compound 38,174; trade name Alderlin) was an early non-selective beta blocker clinical candidate. It was the first beta blocker to be developed by James Black and associates at Imperial Chemical Industries, and the first to enter clinical use, in November 1963.
However, it was never used widely due to carcinogenicity in mice, which was thought to result from formation of a carcinogenic naphthalene epoxide metabolite, and was superseded by propranolol from 1965 onward.