TAZADOLENE

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 Search

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

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2855569

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

Title	Date	PubMed
Evidence for the combined involvement of serotonergic and alpha 2 adrenergic mechanisms in the analgesic activity of tazadolene succinate.	1987-12	2855569
Isolation, identification and synthesis of a metabolite of tazadolene succinate.	1987-02	3509335
Tazadolene succinate: a structurally novel non-opioid analgesic with antidepressant properties.	1986-11	3509323
Reversed-phase high-performance liquid chromatographic assay for the determination of potency and impurities in tazadolene succinate bulk drug and capsules.	1986-02-26	3700522

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:28:49 GMT 2025` Edited by `admin` on `Mon Mar 31 19:28:49 GMT 2025`
Record UNII	6OLQ55F914
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

TAZADOLENE

Official Name

English

1-((2E)-2-(PHENYLMETHYLENE)CYCLOHEXYL)AZETIDINE

Preferred 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

tazadolene [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2198