TILIDINE FUMARATE

Possibly Marketed Outside US

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H23NO2.C4H4O4
Molecular Weight	389.4422
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C\C(O)=O.CCOC(=O)[C@]1(CCC=C[C@@H]1N(C)C)C2=CC=CC=C2

InChI

InChIKey=PMBFJKOESQBPHB-BHDCFXIMSA-N

InChI=1S/C17H23NO2.C4H4O4/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3;5-3(6)1-2-4(7)8/h5-8,10-12,15H,4,9,13H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t15-,17+;/m0./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/212687 | https://www.ncbi.nlm.nih.gov/mesh/68013993 | https://www.ncbi.nlm.nih.gov/pubmed/15627429

TILIDINE is a low to medium potency opioid analgesic. It is metabolized to its active metabolites, nortilidine and bisnortilidine. Its analgesic activity is largely exerted through nortilidine which is a potent agonist at Mu opioid receptors.

Approval Year

PubMed

Title	Date	PubMed
Actions of tilidine and nortilidine on cloned opioid receptors.	2005-01-04	15627429
[Erroneous intravenous injection of adrenaline].	1998-05-29	9645186
Antagonism between tilidine and naloxone on cerebral potentials and pain ratings in man.	1983-03-04	6852098
The opiate-like action of tilidine is mediated by metabolites.	1978-09	212687

Sample Use Guides

In Vitro Use Guide

The selectivity of tilidine and nortilidine for human opioid and opioid-like receptors stably expressed in CHO-K1 cells, using the inhibition of the forskolin (FK)-induced accumulation of cAMP as the endpoint was measured. In cells expressing the Mu opioid receptor, tilidine and nortilidine inhibited cAMP accumulation with IC50 of 11 microM and 110 nM, respectively.

Name

Type

Language

TILIDINE FUMARATE

Common Name

English

3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER, TRANS-(±)-, (E)-2-BUTENEDIOATE (1:1)

Preferred Name

English

Code System Code Type Description

CAS

55567-81-2