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Details

Stereochemistry RACEMIC
Molecular Formula C17H23NO2.H3O4P
Molecular Weight 371.3652
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TILIDINE PHOSPHATE

SMILES

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

InChI

InChIKey=UYYDHBMJHNMKRC-KPVRICSOSA-N
InChI=1S/C17H23NO2.H3O4P/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3;1-5(2,3)4/h5-8,10-12,15H,4,9,13H2,1-3H3;(H3,1,2,3,4)/t15-,17+;/m0./s1

HIDE SMILES / InChI
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
The opiate-like action of tilidine is mediated by metabolites.
1978 Sep
Antagonism between tilidine and naloxone on cerebral potentials and pain ratings in man.
1983 Mar 4
[Erroneous intravenous injection of adrenaline].
1998 May 29
Actions of tilidine and nortilidine on cloned opioid receptors.
2005 Jan 4

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.
Name Type Language
TILIDINE PHOSPHATE
WHO-DD  
Common Name English
3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER, TRANS-(±)-, PHOSPHATE (1:1)
Common Name English
Tilidine phosphate [WHO-DD]
Common Name English
Code System Code Type Description
CAS
157163-65-0
Created by admin on Sat Dec 16 18:02:24 GMT 2023 , Edited by admin on Sat Dec 16 18:02:24 GMT 2023
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EPA CompTox
DTXSID90166220
Created by admin on Sat Dec 16 18:02:24 GMT 2023 , Edited by admin on Sat Dec 16 18:02:24 GMT 2023
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PUBCHEM
71587539
Created by admin on Sat Dec 16 18:02:24 GMT 2023 , Edited by admin on Sat Dec 16 18:02:24 GMT 2023
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EVMPD
SUB20755
Created by admin on Sat Dec 16 18:02:24 GMT 2023 , Edited by admin on Sat Dec 16 18:02:24 GMT 2023
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SMS_ID
100000086533
Created by admin on Sat Dec 16 18:02:24 GMT 2023 , Edited by admin on Sat Dec 16 18:02:24 GMT 2023
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FDA UNII
PJ7Z0WL915
Created by admin on Sat Dec 16 18:02:24 GMT 2023 , Edited by admin on Sat Dec 16 18:02:24 GMT 2023
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