Compound: BENACTYZINE
SMILES: O=C(OCCN(CC)CC)C(O)(c1ccccc1)c2ccccc2
InChIKey: IVQOFBKHQCTVQV-UHFFFAOYSA-N
Synonyms: BENACTYZINE, 302-40-9, Benactyzin, Benzactyzine, 2-Diethylaminoethyl benzilate, Benacticina, Benactizina, Diethylaminoethyl benzilate, Benactyzinum, DTXSID0022644, Benzilic acid, 2-(diethylamino)ethyl ester, Benzilic acid beta-diethylaminoethyl ester, 2-(diethylamino)ethyl 2-hydroxy-2,2-diphenylacetate, 595EG71R3F, DTXCID202644, Benzeneacetic acid, alpha-hydroxy-alpha-phenyl-, 2-(diethylamino)ethyl ester, RefChem:561233, 206-123-8, 2-(Diethylamino)ethyl benzilate, 2-(Diethylamino)ethyl hydroxy(diphenyl)acetate, 2-(Diethylamino)ethyl diphenylglycolate, Diphenylglycolic acid 2-(diethylamino)ethyl ester, CHEMBL70352, Benactyzine (INN), NCGC00159434-02, NCGC00159434-04, alpha-Hydroxy-alpha-phenylbenzeneacetic acid 2-(diethylamino)ethyl ester, BENACTYZINE [INN], Benactizina [DCIT], Benactizina [Italian], Benactyzine [INN:BAN], Benactyzinum [INN-Latin], Benacticina [INN-Spanish], Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-, 2-(diethylamino)ethyl ester, CAS-302-40-9, HSDB 3292, EINECS 206-123-8, BRN 2156821, Fortran, UNII-595EG71R3F, Diazil; Diethylaminoethyl benzilate; beta-Diethylaminoethyl benzilate, BENACTYZINE [MI], BENACTYZINE [HSDB], BENACTYZINE [VANDF], SCHEMBL49077, BENACTYZINE [WHO-DD], 4-10-00-01263 (Beilstein Handbook Reference), 2-Diethylaminoethyl benizilate, orb1702014, CHEBI:94775, .beta.-Diethylaminoethyl benzilate, Tox21_111665, BDBM50144504, EBC-49027, STL509562, AKOS037490135, Diethyl(2-hydroxyethyl)amine benzilate, Tox21_111665_1, DB09023, NCGC00159434-03, Benzilic acid .beta.-diethylaminoethyl ester, NS00007487, 2-(Diethylamino)ethyl hydroxydi(phenyl)acetate, D07498, 2-(Diethylamino)ethyl hydroxy(diphenyl)acetate #, EN300-22905669, Q4083674, Hydroxy-diphenyl-acetic acid 2-diethylamino-ethyl ester, Z242331154, 2-hydroxy-2,2-diphenylacetic acid 2-(diethylamino)ethyl ester, Diazil; Diethylaminoethyl benzilate; -Diethylaminoethyl benzilate, Hydroxy-diphenyl-acetic acid 2-diethylamino-ethyl ester(benactyzine), .alpha.-Hydroxy-.alpha.-phenylbenzeneacetic acid 2-(diethylamino)ethyl ester
Theoretical properties:
molecular_formula: C20H25NO3
molecular_weight: 327.4 g/mol
exact_mass: 327.18344366 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 9
heavy_atom_count: 24
topological_polar_surface_area: 49.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals
color: Crystals
melting_point: 177-178 (Hydrochloride salt)
Descriptions:
pubchem: 2-hydroxy-2,2-diphenylacetic acid 2-(diethylamino)ethyl ester is a diarylmethane.
chembl: BENACTYZINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Benactyzine is an anticholinergic drug that was used in the treatment of clinical depression and anxiety disorders before it was pulled from the U.S. market by the FDA due to serious side effects.
Its use for these indications was limited by side effects such as dry mouth and nausea, and at high doses it can cause more severe symptoms such as deliriant and hallucinogenic effects. "Large doses of benactyzine in normal subjects may produce a state resembling the action of mescaline or LSD."
Brand names have included: Suavitil, Phebex, Phobex, Cedad, Cevanol, Deprol, Lucidil, Morcain, Nutinal, Parasan. While there was some tentative evidence of effectiveness when combined with meprobamate, with the medication no longer available it is not clinically important.