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Details

Stereochemistry ACHIRAL
Molecular Formula C22H23Cl2N3OS
Molecular Weight 448.409
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ELZASONAN

SMILES

CN1CCN(CC1)C2=C(\C=C3/SCCN(C3=O)C4=CC=C(Cl)C(Cl)=C4)C=CC=C2

InChI

InChIKey=LHYMPSWMHXUWSK-STZFKDTASA-N
InChI=1S/C22H23Cl2N3OS/c1-25-8-10-26(11-9-25)20-5-3-2-4-16(20)14-21-22(28)27(12-13-29-21)17-6-7-18(23)19(24)15-17/h2-7,14-15H,8-13H2,1H3/b21-14-

HIDE SMILES / InChI
Molecular Formula C22H23Cl2N3OS
Molecular Weight 448.409
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Elzasonan (CP 448187) is a serotonin 1B/1D receptor antagonist. Elzasonan was primarily metabolized via oxidative N‐demethylation, N‐oxidation, and aryl hydroxylation. Pfizer was developing elzasonan for the treatment of anxiety and affective disorders however development has been discontinued.

CNS Activity

Originator

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Patents

Patents

06608195
3
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:02:05 GMT 2025
Edited
by admin
on Mon Mar 31 18:02:05 GMT 2025
Record UNII
933PJL964R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(2Z)-4-(3,4-DICHLORPHENYL)-2-(2-(4-METHYLPIPERAZIN-1-YL)BENZYLIDENE)THIOMORPHOLIN-3-ONE
Preferred Name English
ELZASONAN
INN  
INN  
Official Name English
3-THIOMORPHOLINONE, 4-(3,4-DICHLORPHENYL)-2-((2-(4-METHYL-1-PIPERAZINYL) PHENYL)METHYLENE)-, (2Z)-
Common Name English
elzasonan [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID7047277
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
FDA UNII
933PJL964R
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
CAS
205683-28-9
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
6914152
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
MESH
C556408
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110932
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
NCI_THESAURUS
C72755
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
CAS
361343-19-3
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
INN
8240
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
SMS_ID
300000036934
Created by admin on Mon Mar 31 18:02:05 GMT 2025 , Edited by admin on Mon Mar 31 18:02:05 GMT 2025
PRIMARY
Related Record Type Details
Structure of ELZASONAN HYDROCHLORIDE
PARENT -> SALT/SOLVATE
Structure of ELZASONAN CITRATE
SALT/SOLVATE -> PARENT
Structure of ELZASONAN HYDROCHLORIDE
SALT/SOLVATE -> PARENT
5-HYDROXYTRYPTAMINE RECEPTOR 1B
TARGET->ANTAGONIST
Structure of ELZASONAN CITRATE
SALT/SOLVATE -> PARENT
Structure of ELZASONAN
EXCRETED UNCHANGED
FECAL
Structure of ELZASONAN
EXCRETED UNCHANGED
URINE
Related Record Type Details
Structure of (2Z)-4-(3,4-DICHLOROPHENYL)-2-((5-HYDROXY-2-(4-METHYL-1-PIPERAZINYL)PHENYL)METHYLENE)-3-THIOMORPHOLINONE
METABOLITE -> PARENT
FECAL
Structure of (2Z)-4-(3,4-DICHLOROPHENYL)-2-((2-(4-METHYL-4-OXIDO-1-PIPERAZINYL)PHENYL)METHYLENE)-3-THIOMORPHOLINONE
METABOLITE -> PARENT
PLASMA
Structure of 3-THIOMORPHOLINONE, 4-(3,4-DICHLOROPHENYL)-2-(1,2,3,4-TETRAHYDRO-2-METHYLPYRAZINO(1,2-A)INDOL-10-YL)-
METABOLITE -> PARENT
PLASMA
Structure of 3-THIOMORPHOLINONE, 4-(3,4-DICHLOROPHENYL)-2-(1,2,3,4-TETRAHYDRO-2-METHYLPYRAZINO(1,2-A)INDOL-10-YL)-
METABOLITE -> PARENT
M6 accounted (average of six human subjects) for 5.6% (sum of M5 and M6) of the administered dose in feces
FECAL
Structure of (2Z)-4-(3,4-DICHLOROPHENYL)-2-((2-(4-METHYL-4-OXIDO-1-PIPERAZINYL)PHENYL)METHYLENE)-3-THIOMORPHOLINONE
METABOLITE -> PARENT
URINE
Structure of (2Z)-4-(3,4-DICHLOROPHENYL)-2-((2-(1-PIPERAZINYL)PHENYL)METHYLENE)-3-THIOMORPHOLINONE
METABOLITE -> PARENT
PLASMA
Structure of (2Z)-4-(3,4-DICHLOROPHENYL)-2-((2-(4-METHYL-4-OXIDO-1-PIPERAZINYL)PHENYL)METHYLENE)-3-THIOMORPHOLINONE
METABOLITE -> PARENT
sum of M5 and M6 counted for 5.6% of the administered dose in feces
FECAL
Related Record Type Details
Structure of ELZASONAN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC ORAL ADMINISTRATION

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