thioridazine ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
2637 50-52-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • thioridazine
  • thioridazin
  • dl-Thioridazine
  • malloryl
  • meleril
  • thioridazine hydrochloride
  • thioridazine HCl
A phenothiazine antipsychotic used in the management of PHYCOSES, including SCHIZOPHRENIA.
  • Molecular weight: 370.57
  • Formula: C21H26N2S2
  • CLOGP: 6.20
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 0
  • TPSA: 6.48
  • ALOGS: -5.64
  • ROTB: 4

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.30 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 1 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 35.89 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 40 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
March 15, 1962 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Therapeutic product effect variable 360.93 175.32 63 1157 1814 29571493
Antipsychotic drug level below therapeutic 357.75 175.32 63 1157 1911 29571396
Obsessive-compulsive disorder 340.36 175.32 69 1151 4507 29568800
Disinhibition 340.26 175.32 63 1157 2544 29570763
Euphoric mood 301.56 175.32 63 1157 4762 29568545
Increased appetite 287.21 175.32 63 1157 6001 29567306
Akathisia 280.56 175.32 63 1157 6679 29566628
Suicide attempt 183.35 175.32 64 1156 34046 29539261

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Antipsychotic drug level below therapeutic 91.38 57.89 15 810 970 64496937
Therapeutic product effect variable 83.71 57.89 15 810 1629 64496278
Disinhibition 79.05 57.89 15 810 2228 64495679
Obsessive-compulsive disorder 67.62 57.89 15 810 4803 64493104
Akathisia 64.05 57.89 17 808 11493 64486414
Euphoric mood 62.94 57.89 15 810 6576 64491331
Dyslipidaemia 57.90 57.89 15 810 9227 64488680

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05AC02 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Phenothiazines with piperidine structure
FDA CS M0016525 Phenothiazines
MeSH PA D014150 Antipsychotic Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D015259 Dopamine Agents
MeSH PA D018492 Dopamine Antagonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D014149 Tranquilizing Agents
CHEBI has role CHEBI:37890 alpha-adrenergic receptor blockaders
CHEBI has role CHEBI:37955 H1 receptor antagonists
CHEBI has role CHEBI:48279 serotonin antagonists
CHEBI has role CHEBI:48561 dopaminergic antagonists
CHEBI has role CHEBI:65190 typical antipsychotic drugs
CHEBI has role CHEBI:76779 post-proline endopeptidase inhibitors
CHEBI has role CHEBI:77402 EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitors
FDA EPC N0000175746 Phenothiazine
CHEBI has role CHEBI:176497 geroprotectors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Treatment-Resistant Schizophrenia indication
Hyperkalemia contraindication 14140009
Neuroleptic malignant syndrome contraindication 15244003 DOID:14464
Senile dementia contraindication 15662003
Orthostatic hypotension contraindication 28651003
Hypokalemia contraindication 43339004
Epilepsy contraindication 84757009 DOID:1826
Stupor contraindication 89458003
Tardive dyskinesia contraindication 102449007
Prolonged QT interval contraindication 111975006
Disease of blood AND/OR blood-forming organ contraindication 191124002 DOID:74
Coma contraindication 371632003
Breastfeeding (mother) contraindication 413712001
Congenital long QT syndrome contraindication 442917000
Predisposed to Torsades de Pointes Cardiac Arrhythmias contraindication




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.22 Basic
pKa2 3.45 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
D(2) dopamine receptor GPCR ANTAGONIST IC50 7.40 WOMBAT-PK CHEMBL
D(1A) dopamine receptor GPCR IC50 7.10 WOMBAT-PK
Alpha-2A adrenergic receptor GPCR Ki 6.87 PDSP
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.82 DRUG MATRIX
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 7 WOMBAT-PK
Sodium-dependent serotonin transporter Transporter Ki 5.90 PDSP
Sodium-dependent noradrenaline transporter Transporter Ki 5.81 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR ANTAGONIST Ki 7.10 IUPHAR
5-hydroxytryptamine receptor 2A GPCR ANTAGONIST EC50 8 WOMBAT-PK
5-hydroxytryptamine receptor 2B GPCR Ki 7.09 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR ANTAGONIST Ki 7.30 IUPHAR
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 7.20 IUPHAR
5-hydroxytryptamine receptor 7 GPCR Ki 7.15 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 7.90 WOMBAT-PK
Alpha-2B adrenergic receptor GPCR Ki 6.47 PDSP
D(3) dopamine receptor GPCR ANTAGONIST IC50 7.30 WOMBAT-PK
D(1B) dopamine receptor GPCR ANTAGONIST Ki 5.60 IUPHAR
Histamine H1 receptor GPCR ANTAGONIST Ki 7.70 IUPHAR
Histamine H2 receptor GPCR Ki 6.87 PDSP
Histamine H4 receptor GPCR Ki 5.62 PDSP
Muscarinic acetylcholine receptor M1 GPCR Ki 8.57 PDSP
Muscarinic acetylcholine receptor M2 GPCR Ki 7.85 PDSP
Muscarinic acetylcholine receptor M3 GPCR Ki 7.60 PDSP
Muscarinic acetylcholine receptor M4 GPCR Ki 8.05 PDSP
Muscarinic acetylcholine receptor M5 GPCR Ki 7.89 PDSP
Aldehyde oxidase Enzyme IC50 6.80 WOMBAT-PK
5-hydroxytryptamine receptor 1B GPCR Ki 6.96 PDSP
5-hydroxytryptamine receptor 1D GPCR Ki 6.24 PDSP
Alpha-2C adrenergic receptor GPCR Ki 7.13 PDSP
Sodium-dependent dopamine transporter Transporter Ki 5.77 PDSP
Cytochrome P450 2D6 Enzyme IC50 5.75 DRUG MATRIX
D(4) dopamine receptor GPCR ANTAGONIST Ki 7.98 PDSP
Alpha-1D adrenergic receptor GPCR Ki 8.69 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 8.62 PDSP
Kappa-type opioid receptor GPCR Ki 6.00 DRUG MATRIX
5-hydroxytryptamine receptor 5A GPCR Ki 6.44 PDSP
Cytochrome P450 1A2 Enzyme IC50 5.03 DRUG MATRIX
5-hydroxytryptamine receptor 1E GPCR Ki 6.71 PDSP
Epidermal growth factor receptor Kinase IC50 5.53 DRUG MATRIX
Cytochrome P450 2C19 Enzyme IC50 5.20 DRUG MATRIX
Tyrosine-protein kinase Fyn Kinase IC50 5.30 DRUG MATRIX
Serine/threonine-protein kinase pim-1 Kinase IC50 5.16 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 5.19 CHEMBL
Nuclear receptor subfamily 1 group I member 3 Nuclear hormone receptor WOMBAT-PK
Alpha-1B adrenergic receptor GPCR Ki 8.59 DRUG MATRIX
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 6.28 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR IC50 8.29 CHEMBL
D(2) dopamine receptor GPCR IC50 8.55 CHEMBL
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 7.20 IUPHAR
D(1A) dopamine receptor GPCR IC50 7.76 CHEMBL
Histamine H1 receptor GPCR IC50 7 CHEMBL
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 8.20 IUPHAR
Pleiotropic ABC efflux transporter of multiple drugs Transporter IC50 5.89 CHEMBL
Muscarinic acetylcholine receptor GPCR IC50 8.70 CHEMBL
Serotonin 1 (5-HT1) receptor GPCR IC50 5.06 CHEMBL
Adrenergic receptor alpha-2 GPCR IC50 5.89 CHEMBL
Dopamine receptor GPCR IC50 7.07 CHEMBL
Serotonin 2 (5-HT2) receptor GPCR IC50 7.74 CHEMBL
G protein-activated inward rectifier potassium channel 2 Ion channel GATING INHIBITOR EC50 4.20 IUPHAR

External reference:

IDSource
4019946 VUID
N0000148031 NUI
D00373 KEGG_DRUG
130-61-0 SECONDARY_CAS_RN
4017892 VANDF
4019946 VANDF
C0039943 UMLSCUI
CHEBI:9566 CHEBI
LZU PDB_CHEM_ID
CHEMBL479 ChEMBL_ID
DB00679 DRUGBANK_ID
CHEMBL1200916 ChEMBL_ID
D013881 MESH_DESCRIPTOR_UI
5452 PUBCHEM_CID
100 IUPHAR_LIGAND_ID
818 INN_ID
N3D6TG58NI UNII
10502 RXNORM
1788 MMSL
2125 MMSL
5571 MMSL
5572 MMSL
d00389 MMSL
001482 NDDF
004591 NDDF
18550006 SNOMEDCT_US
33588000 SNOMEDCT_US
372706001 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-0612 TABLET, FILM COATED 10 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-0614 TABLET, FILM COATED 25 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-0616 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-0618 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51079-565 TABLET, FILM COATED 10 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51079-566 TABLET, FILM COATED 25 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51079-567 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51079-580 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53489-148 TABLET, FILM COATED 10 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53489-149 TABLET, FILM COATED 25 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53489-150 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53489-500 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Thioridazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 70518-1706 TABLET, FILM COATED 100 mg ORAL ANDA 15 sections