DEXTILIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H23NO2
Molecular Weight	273.37
Optical Activity	( + )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=WDEFBBTXULIOBB-WBVHZDCISA-N

InChI=1S/C17H23NO2/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3/h5-8,10-12,15H,4,9,13H2,1-3H3/t15-,17+/m1/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 Jan 4	15627429

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

DEXTILIDINE

Official Name

English

(+)-ETHYL TRANS-2-(DIMETHYLAMINO)-1-PHENYL-3-CYCLOHEXENE-1-CARBOXYLATE

Common Name

English

dextilidine [INN]

Common Name

English

TILIDINE, TRANS-(+)-

Common Name

English

TILIDINE, (+)-

Common Name

English

3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER,(1S-TRANS)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67413