TILIDINE HYDROCHLORIDE HEMIHYDRATE

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Details

Stereochemistry	RACEMIC
Molecular Formula	2C17H23NO2.2ClH.H2O
Molecular Weight	637.677
Optical Activity	( + / - )
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of TILIDINE HYDROCHLORIDE HEMIHYDRATE

Structure Search

SMILES

O.Cl.Cl.CCOC(=O)[C@@]1(CCC=C[C@H]1N(C)C)C2=CC=CC=C2.CCOC(=O)[C@@]3(CCC=C[C@H]3N(C)C)C4=CC=CC=C4

InChI

InChIKey=WHYVWQHDUOALSV-UMJMSJQKSA-N

InChI=1S/2C17H23NO2.2ClH.H2O/c2*1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3;;;/h2*5-8,10-12,15H,4,9,13H2,1-3H3;2*1H;1H2/t2*15-,17+;;;/m11.../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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:31:45 GMT 2025` Edited by `admin` on `Mon Mar 31 19:31:45 GMT 2025`
Record UNII	Y757T3419R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TILIDINE HYDROCHLORIDE HEMIHYDRATE

Common Name

English

LUCAYAN

Preferred Name

English

TILIDINE HYDROCHLORIDE HEMIHYDRATE [MI]

Common Name

English

ETHYL (1RS,2SR)-2-(DIMETHYLAMINO)-1-PHENYLCYCLOHEX-3-ENECARBOXYLATE HYDROCHLORIDE HEMIHYDRATE

Common Name

English

TILIDINE HYDROCHLORIDE HEMIHYDRATE [EP MONOGRAPH]

Common Name

English

3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER, HYDROCHLORIDE, HYDRATE (2:2:1), (1R,2S)-REL-

Common Name

English

VALORON

Brand Name

English

GO-1261C

Code

English

Code System Code Type Description

FDA UNII

Y757T3419R