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

Molecular Formula	C17H23NO2
Molecular Weight	273.37
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

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
The opiate-like action of tilidine is mediated by metabolites.	1978 Sep	212687
Antagonism between tilidine and naloxone on cerebral potentials and pain ratings in man.	1983 Mar 4	6852098
[Erroneous intravenous injection of adrenaline].	1998 May 29	9645186
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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:17:13 UTC 2023` Edited by `admin` on `Fri Dec 15 17:17:13 UTC 2023`
Record UNII	2728MV084C
Record Status	`Validated (UNII)`
Record Version

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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