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Details

Stereochemistry RACEMIC
Molecular Formula C21H26N2O2S2
Molecular Weight 402.573
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFORIDAZINE

SMILES

CN1CCCCC1CCN2C3=CC(=CC=C3SC4=C2C=CC=C4)S(C)(=O)=O

InChI

InChIKey=FLGCRGJDQJIJAW-UHFFFAOYSA-N
InChI=1S/C21H26N2O2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)26-21-11-10-17(15-19(21)23)27(2,24)25/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C21H26N2O2S2
Molecular Weight 402.573
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Sulforidazine (Imagotan (Sandoz); Inofal (Sandoz)) is a typical piperidine-type phenothiazine antipsychotic agent. It is dopamine receptor blocker. Being the second active metabolite of thioridazine (converted from mesoridazine), Sulforidazine is significantly more potent than the parent drug.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of thioridazine dosage on the debrisoquine hydroxylation phenotype in psychiatric patients with different CYP2D6 genotypes.
2001 Dec

Sample Use Guides

The metabolism of sulforidazine was studied in female dogs and adult male humans after oral administration of 37.5 mg and 25.0 mg, respectively.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: The electrically evoked overflow of dopamine (DA) from perfused rabbit striatal slices was used to assess the relative functional potencies of thioridazine, a phenothiazine antipsychotic agent, and two of its major metabolites, mesoridazine (thioridazine-2-sulfoxide) and sulforidazine (thioridazine-2-sulfone).
Mesoridazine and sulforidazine likewise produced only small increases (5-20%) in evoked overflow of DA from slices stimulated at 0.3 Hz. At this frequency of stimulation, apomorphine (30 nM) inhibited the overflow of DA by 71.4 +/- 8.43% (n = 40). All three drugs antagonized, in a concentration-dependent fashion, the inhibitory effect of apomorphine (30 nM) on electrically evoked DA release at 0.3 Hz. The IC50 for thioridazine for antagonizing the effect of apomorphine was 130 nM, whereas that for mesoridazine was 14.4 nM and for sulforidazine was 6.1 nM.
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:49:07 UTC 2023
Edited
by admin
on Wed Jul 05 22:49:07 UTC 2023
Record UNII
B7599I244X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SULFORIDAZINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
TPN-12
Code English
2-METHYLSULFONYL-10-(2-(1-METHYL-2-PIPERIDYL)ETHYL)PHENOTHIAZINE
Systematic Name English
10H-PHENOTHIAZINE, 10-(2-(1-METHYL-2-PIPERIDINYL)ETHYL)-2-(METHYLSULFONYL)-
Systematic Name English
PSYCHOSON
Brand Name English
IMAGOTAN
Brand Name English
SULFORIDAZINE [MI]
Common Name English
THIORIDAZINE HYDROCHLORIDE IMPURITY E [EP IMPURITY]
Common Name English
INOFAL
Brand Name English
PHENOTHIAZINE, 10-(2-(1-METHYL-2-PIPERIDYL)ETHYL)-2-(METHYLSULFONYL)-
Systematic Name English
sulforidazine [INN]
Common Name English
10-(2-(1-METHYL-2-PIPERIDYL)ETHYL)-2-METHYLSULFONYLPHENOTHIAZINE
Systematic Name English
THIORIDAZINE SULFONE
Common Name English
10-(2-(1-METHYL-2-PIPERIDINYL)ETHYL)-2-(METHYLSULFONYL)-10H-PHENOTHIAZINE
Systematic Name English
THIORIDAZINE IMPURITY E [EP IMPURITY]
Common Name English
Sulforidazine [WHO-DD]
Common Name English
THIORIDAZINE-2-SULFONE
Common Name English
THIORIDAZINE SULPHONE
Common Name English
SULFORIDAZINE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
Code System Code Type Description
EVMPD
SUB10742MIG
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
EPA CompTox
DTXSID30864531
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
PUBCHEM
31765
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
WIKIPEDIA
SULFORIDAZINE
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
DRUG CENTRAL
2532
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
INN
2394
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
MESH
C040634
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
SMS_ID
100000083767
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
ECHA (EC/EINECS)
238-818-7
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
NCI_THESAURUS
C84185
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
FDA UNII
B7599I244X
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107268
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
MERCK INDEX
M10363
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY Merck Index
CAS
14759-06-9
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
PRIMARY
CAS
103827-31-2
Created by admin on Wed Jul 05 22:49:07 UTC 2023 , Edited by admin on Wed Jul 05 22:49:07 UTC 2023
SUPERSEDED
Related Record Type Details
BINDER->LIGAND
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE ACTIVE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY