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Details

Stereochemistry RACEMIC
Molecular Formula C16H21N
Molecular Weight 227.3446
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TAZADOLENE

SMILES

C1CN(C1)C2CCCC\C2=C/C3=CC=CC=C3

InChI

InChIKey=DOWWDQZIFWLREB-FYWRMAATSA-N
InChI=1S/C16H21N/c1-2-7-14(8-3-1)13-15-9-4-5-10-16(15)17-11-6-12-17/h1-3,7-8,13,16H,4-6,9-12H2/b15-13+

HIDE SMILES / InChI
Tazadolene was developed as a novel non-opioid analgesic with antidepressant properties. Experiments on rodents have revealed that unique analgesia properties of tazadolene was due to the ability of this compound to activate both serotonergic and alpha 2 adrenergic antinociceptive systems. Information about the current use of this drug is not available.

Approval Year

PubMed

PubMed

TitleDatePubMed
Reversed-phase high-performance liquid chromatographic assay for the determination of potency and impurities in tazadolene succinate bulk drug and capsules.
1986 Feb 26
Tazadolene succinate: a structurally novel non-opioid analgesic with antidepressant properties.
1986 Nov
Evidence for the combined involvement of serotonergic and alpha 2 adrenergic mechanisms in the analgesic activity of tazadolene succinate.
1987 Dec
Isolation, identification and synthesis of a metabolite of tazadolene succinate.
1987 Feb
Patents
Name Type Language
TAZADOLENE
INN  
INN  
Official Name English
AZETIDINE, 1-((2E)-2-(PHENYLMETHYLENE)CYCLOHEXYL)-
Systematic Name English
AZETIDINE, 1-(2-(PHENYLMETHYLENE)CYCLOHEXYL)-, (E)-
Common Name English
AZETIDINE, 1-(2-(PHENYLMETHYLENE)CYCLOHEXYL)-, (E)-(±)-
Common Name English
(±)-1-((E)-2-BENZYLIDENECYCLOHEXYL)AZETIDINE
Systematic Name English
1-((2E)-2-(PHENYLMETHYLENE)CYCLOHEXYL)AZETIDINE
Common Name English
tazadolene [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2198
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
Code System Code Type Description
PUBCHEM
6435466
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY
INN
5639
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY
CAS
87936-75-2
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111124
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
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NCI_THESAURUS
C152520
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY
SMS_ID
100000082410
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY
EVMPD
SUB10842MIG
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY
FDA UNII
6OLQ55F914
Created by admin on Fri Dec 15 18:58:52 GMT 2023 , Edited by admin on Fri Dec 15 18:58:52 GMT 2023
PRIMARY