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Details

Stereochemistry RACEMIC
Molecular Formula C16H21N.C4H6O4
Molecular Weight 345.4327
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TAZADOLENE SUCCINATE

SMILES

OC(=O)CCC(O)=O.C1CN(C1)C2CCCC\C2=C/C3=CC=CC=C3

InChI

InChIKey=IEXXCIWKNWOEKZ-GVYCEHEKSA-N
InChI=1S/C16H21N.C4H6O4/c1-2-7-14(8-3-1)13-15-9-4-5-10-16(15)17-11-6-12-17;5-3(6)1-2-4(7)8/h1-3,7-8,13,16H,4-6,9-12H2;1-2H2,(H,5,6)(H,7,8)/b15-13+;

HIDE SMILES / InChI

Molecular Formula C4H6O4
Molecular Weight 118.088
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H21N
Molecular Weight 227.3446
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 1
Optical Activity ( + / - )

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:32:27 GMT 2023
Edited
by admin
on Fri Dec 15 18:32:27 GMT 2023
Record UNII
20L521S4UL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAZADOLENE SUCCINATE
USAN  
USAN  
Official Name English
BUTANEDIOIC ACID, COMPD. WITH 1-((2E)-2-(PHENYLMETHYLENE)CYCLOHEXYL)AZETIDINE (1:1)
Systematic Name English
TAZADOLENE SUCCINATE [USAN]
Common Name English
U-53,996H
Code English
U-53996H
Code English
Classification Tree Code System Code
NCI_THESAURUS C2198
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2111124
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
FDA UNII
20L521S4UL
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
USAN
U-66
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
SMS_ID
100000088913
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
MESH
C048351
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
CAS
87936-82-1
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
NCI_THESAURUS
C152521
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
EVMPD
SUB22021
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
PUBCHEM
6536916
Created by admin on Fri Dec 15 18:32:27 GMT 2023 , Edited by admin on Fri Dec 15 18:32:27 GMT 2023
PRIMARY
Related Record Type Details
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ACTIVE MOIETY