U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C17H23NO2.ClH
Molecular Weight 309.831
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TILIDINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=MUWDJVKYGSDUSH-KALLACGZSA-N
InChI=1S/C17H23NO2.ClH/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;1H/t15-,17+;/m1./s1

HIDE SMILES / InChI

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 C17H23NO2
Molecular Weight 273.37
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

PubMed

TitleDatePubMed

Sample Use Guides

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 Sat Dec 16 17:36:02 UTC 2023
Edited
by admin
on Sat Dec 16 17:36:02 UTC 2023
Record UNII
4YI72J28N9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TILIDINE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
TILIDINE HYDROCHLORIDE [MI]
Common Name English
TILIDINE HYDROCHLORIDE [MART.]
Common Name English
W 5759A
Code English
Tilidine hydrochloride [WHO-DD]
Common Name English
TILIDINE HYDROCHLORIDE [USAN]
Common Name English
(±)-ETHYL TRANS-2-(DIMETHYLAMINO)-1-PHENYL-3-CYCLOHEXENE-1-CARBOXYLATE HYDROCHLORIDE
Common Name English
TILIDINE HCL
Common Name English
3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER, HYDROCHLORIDE (TRANS)-(±)-
Common Name English
W-5759A
Code English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
NCI_THESAURUS C241
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
Code System Code Type Description
SMS_ID
100000092516
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
ECHA (EC/EINECS)
248-226-0
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
RXCUI
82109
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY RxNorm
CAS
27107-79-5
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
MERCK INDEX
m10864
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C152629
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
PUBCHEM
71393
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
ChEMBL
CHEMBL2220384
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
EVMPD
SUB15573MIG
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
EPA CompTox
DTXSID401340079
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
FDA UNII
4YI72J28N9
Created by admin on Sat Dec 16 17:36:02 UTC 2023 , Edited by admin on Sat Dec 16 17:36:02 UTC 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY