Compound: ANILERIDINE
SMILES: O=C(OCC)C1(c2ccccc2)CCN(CCc3ccc(N)cc3)CC1
InChIKey: LKYQLAWMNBFNJT-UHFFFAOYSA-N
Synonyms: ANILERIDINE, Nipecotan, Alidine, Leritin, Adopol, Apidol, Anileridina, Anileridinum, 144-14-9, Ethyl 1-(p-aminophenethyl)-4-phenylisonipecotate, N-beta-(p-Aminophenyl)ethylnormeperidine, Ethyl 1-(4-aminophenethyl)-4-phenylisonipecotate, ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenylpiperidine-4-carboxylate, N-(beta-(p-Aminophenyl)ethyl)-4-phenyl-4-carbethoxypiperidine, Ethyl 1-(2-(4-aminophenyl)ethyl)-4-phenyl-4-piperidinecarboxylate, IDS-NA-012, DTXSID8022610, Isonipecotic acid, 1-(p-aminophenethyl)-4-phenyl-, ethyl ester, 1-(p-Aminophenethyl)-4-phenylpiperidine-4-carboxylic acid ethyl ester, 4-Piperidinecarboxylic acid, 1-(2-(4-aminophenyl)ethyl)-4-phenyl-, ethyl ester, 1-(p-Aminophenethyl)-4-phenylisonipecotic acid ethyl ester, 71Q1A3O279, DTXCID702610, CHEBI:61203, 1-[2-(4-Aminophenyl)ethyl]-4-phenyl-4-piperidinecarboxlic acid ethyl ester, 4-Piperidinecarboxylic acid, 1-[2-(4-aminophenyl)ethyl]-4-phenyl-, ethyl ester, ethyl 1-(2-(4-aminophenyl)ethyl)-4-phenylpiperidine-4-carboxylate, 1-(2-(4-Aminophenyl)ethyl)-4-phenyl-4-piperidinecarboxlic acid ethyl ester, RefChem:558103, N01AH05, Leritine, Apodol, Anileridinum [INN-Latin], Anileridina [INN-Spanish], Anileridine  (1.0 mg/mL in ethyl acetate), HSDB 3288, Anileridine (USP/INN), Anileridine [USP:INN:BAN], DEA No. 9020, UNII-71Q1A3O279, 1-(2-(4-Aminophenyl)ethyl)-4-phenyl-4-piperidinecarboxylic acid ethyl ester, ANILERIDINE [MI], ANILERIDINE [INN], ANILERIDINE [HSDB], ANILERIDINE [MART.], SCHEMBL26333, ANILERIDINE [WHO-DD], GTPL7115, CHEMBL1201347, LKYQLAWMNBFNJT-UHFFFAOYSA-N, ANILERIDINE [USP IMPURITY], Tox21_113744, AKOS027446331, DB00913, NCGC00253613-01, Anileridine  (1 mg/mL in ethyl acetate), CAS-144-14-9, NS00067931, D02941, L000700, Q742266, 1-P-AMINOPHENETHYL-4-PHENYLPIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER, Ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenyl-4-piperidinecarboxylate #
Theoretical properties:
molecular_formula: C22H28N2O2
molecular_weight: 352.5 g/mol
exact_mass: 352.215078140 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 26
topological_polar_surface_area: 55.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: WHITE CRYSTALLINE POWDER
color: WHITE CRYSTALLINE POWDER
odor: ODORLESS TO PRACTICALLY ODORLESS
melting_point: 275-277
solubility: ODORLESS; PH (1 IN 20 SOLN) BETWEEN 2.5 & 3; PRACTICALLY INSOL IN ETHER & CHLOROFORM /ANILERIDINE DIHYDROCHLORIDE/
Descriptions:
pubchem: Anileridine is a piperidinecarboxylate ester that is the ethyl ester of isonipecotic acid in which the hydrogen alpha- to the carboxyl group is substituted by a phenyl group, and the hydrogen attached to the nitrogen is substituted by a 2-(4-aminophenyl)ethyl group. It has a role as an opioid analgesic and an opioid receptor agonist. It is an ethyl ester, a piperidinecarboxylate ester and a substituted aniline. It is functionally related to a N-[2-(4-aminophenyl)ethyl]-4-phenylisonipecotic acid. It is a conjugate base of an anileridine(2+).
chebi: A piperidinecarboxylate ester that is the ethyl ester of isonipecotic acid in which the hydrogen α- to the carboxyl group is substituted by a phenyl group, and the hydrogen attached to the nitrogen is substituted by a 2-(4-aminophenyl)ethyl group.
chembl: ANILERIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Anileridine (trade name: Leritine) is a synthetic analgesic drug and is a member of the piperidine class of analgesic agents developed by Merck & Co. in the 1950s. It differs from pethidine (meperidine) in that the N-methyl group of meperidine is replaced by an N-aminophenethyl group, which increases its analgesic activity.
Anileridine is no longer manufactured in the US or Canada.  Anileridine is in Schedule II of the Controlled Substances Act 1970 of the United States as ACSCN 9020 with a zero aggregate manufacturing quota as of 2014.  The free base conversion ratio for salts includes 0.83 for the dihydrochloride and 0.73 for the phosphate.  It is also under international control per UN treaties.