U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C16H19N3S.ClH
Molecular Weight 321.868
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROTHIPENDYL HYDROCHLORIDE

SMILES

Cl.CN(C)CCCN1C2=C(SC3=C1N=CC=C3)C=CC=C2

InChI

InChIKey=CQJSAKJMCVSEGU-UHFFFAOYSA-N
InChI=1S/C16H19N3S.ClH/c1-18(2)11-6-12-19-13-7-3-4-8-14(13)20-15-9-5-10-17-16(15)19;/h3-5,7-10H,6,11-12H2,1-2H3;1H

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C16H19N3S
Molecular Weight 285.407
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

PROTHIPENDYL is a neuroleptic azaphenothiazine used to treat anxiety and agitation in psychotic syndromes. It also shows strong antihistamine and anti-emetic actions.

CNS Activity

Approval Year

1960
107
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
18 ng/mL
EXPERIMENT
https://onlinelibrary.wiley.com/doi/abs/10.1002/dta.2319
40 mg single, oral
dose: 40 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PROTHIPENDYL serum
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
42.6 ng/mL
EXPERIMENT
https://onlinelibrary.wiley.com/doi/abs/10.1002/dta.2319
80 mg single, oral
dose: 80 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PROTHIPENDYL serum
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.5 h
OTHER
https://link.springer.com/chapter/10.1007%2F978-3-642-25761-2_10
unknown, oral
 PROTHIPENDYL unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
1280 mg 1 times / day multiple, oral
Studied dose
Dose: 1280 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1280 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5325240
unhealthy, 20 years (range: 16-31 years)
n = 10
Health Status: unhealthy
Condition: long-standing behaviour disorders
Age Group: 20 years (range: 16-31 years)
Sex: M
Population Size: 10
Sources:
https://pubmed.ncbi.nlm.nih.gov/5325240
Sources:
https://pubmed.ncbi.nlm.nih.gov/5325240
960 mg 1 times / day multiple, oral
Studied dose
Dose: 960 mg, 1 times / day
Route: oral
Route: multiple
Dose: 960 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5325240
unhealthy, 26 years (range: 14-42 years)
n = 10
Health Status: unhealthy
Condition: long-standing behaviour disorders
Age Group: 26 years (range: 14-42 years)
Sex: F
Population Size: 10
Sources:
https://pubmed.ncbi.nlm.nih.gov/5325240
Sources:
https://pubmed.ncbi.nlm.nih.gov/5325240
4 g single, oral
Overdose
Dose: 4 g
Route: oral
Route: single
Dose: 4 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/7915105
unknown
Health Status: unknown
Sources:
https://pubmed.ncbi.nlm.nih.gov/7915105
Other AEs: Adverse event...
Other AEs:
Adverse event (grade 5)
Sources:
https://pubmed.ncbi.nlm.nih.gov/7915105
AEs

AEs

AESignificanceDosePopulation
Adverse event grade 5
4 g single, oral
Overdose
Dose: 4 g
Route: oral
Route: single
Dose: 4 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/7915105
unknown
Health Status: unknown
Sources:
https://pubmed.ncbi.nlm.nih.gov/7915105
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1737
substrate
1037
substrate
1217

OverviewOther

Other InhibitorOther SubstrateOther Inducer
CYP1A2
1054

CYP2C19
991
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP2C9
1037
 likely
CYP1A2
1054
 major
CYP2C19
991
 major
CYP2D6
1217
 minor
CYP3A4
1737
 minor
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY547352
https://www.001chemical.com/chem/303-69-5
ABI Chem
AC1L24BL
BOC Sciences
303-69-5
Chemieliva Pharmaceutical Co., Ltd
PBCM1267030
Compound Cloud
14669
Compound Cloud
14670
HongKong Chemhere
SCE25807
Molcore
MC547352
https://www.molcore.com/product/303-69-5
MuseChem
R047529
NovoSeek
14670
Smolecule
S540442
http://www.smolecule.com/products/s540442
THE BioTek
bt-280854
https://www.thebiotek.com/product/inhibitors/bt-280854
Toronto Research Chemicals
C427943
Toronto Research Chemicals
P838850
ZINC
ZINC000000001996
http://zinc15.docking.org/substances/ZINC000000001996
eMolecules
110024654
eMolecules
300468680
eMolecules
31593248
PubMed

PubMed

TitleDatePubMed
Fatal accident caused by isoflurane abuse.
2002 Dec
Simultaneous prescribing of atypical antipsychotics, conventional antipsychotics and anticholinergics-a European study.
2007 Jun
Increased D-amino acid oxidase expression in the bilateral hippocampal CA4 of schizophrenic patients: a post-mortem study.
2009 Dec
A double-blind, randomized, parallel group study to compare the efficacy, safety and tolerability of slow-release oral morphine versus methadone in opioid-dependent in-patients willing to undergo detoxification.
2009 Sep
Research on antipsychotics in India.
2010 Jan
The impact of perfectionism and anxiety traits on action monitoring in major depressive disorder.
2010 Jul
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:07:13 GMT 2023
Edited
by admin
on Fri Dec 15 15:07:13 GMT 2023
Record UNII
7610629RVH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROTHIPENDYL HYDROCHLORIDE
MI   WHO-DD  
Common Name English
ANHYDROUS PROTHIPENDYL HYDROCHLORIDE
MART.  
Common Name English
PROTHIPENDYL HCL
Common Name English
ANHYDROUS PROTHIPENDYL HYDROCHLORIDE [MART.]
Common Name English
PROTHIPENDYL HYDROCHLORIDE [MI]
Common Name English
D-206
Code English
DOMINAL
Brand Name English
N,N-DIMETHYL-10H-PYRIDO(3,2-B)(1,4)BENZOTHIAZINE-10-PROPANAMINE, MONOHYDROCHLORIDE
Common Name English
Prothipendyl hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
214-958-4
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
MESH
C069248
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
NCI_THESAURUS
C81584
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
MERCK INDEX
m9268
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL2111030
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
CAS
1225-65-6
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID10153632
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
SMS_ID
100000085134
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
RXCUI
236710
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY RxNorm
PUBCHEM
14669
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
FDA UNII
7610629RVH
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
EVMPD
SUB04111MIG
Created by admin on Fri Dec 15 15:07:13 GMT 2023 , Edited by admin on Fri Dec 15 15:07:13 GMT 2023
PRIMARY
Related Record Type Details
Structure of PROTHIPENDYL
PARENT -> SALT/SOLVATE
Structure of PROTHIPENDYL HYDROCHLORIDE MONOHYDRATE
SOLVATE->ANHYDROUS
Related Record Type Details
Structure of PROTHIPENDYL
ACTIVE MOIETY
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
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