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

Details

Stereochemistry ACHIRAL
Molecular Formula C15H23NO2S
Molecular Weight 281.414
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRIDOPIDINE

SMILES

CCCN1CCC(CC1)C2=CC=CC(=C2)S(C)(=O)=O

InChI

InChIKey=YGKUEOZJFIXDGI-UHFFFAOYSA-N
InChI=1S/C15H23NO2S/c1-3-9-16-10-7-13(8-11-16)14-5-4-6-15(12-14)19(2,17)18/h4-6,12-13H,3,7-11H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C15H23NO2S
Molecular Weight 281.414
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: http://adisinsight.springer.com/drugs/800017494 | https://en.wikipedia.org/wiki/Pridopidine

Pridopidine is an experimental drug candidate belonging to a class of agents known as dopidines, which act as dopaminergic stabilizers in the central nervous system. As a dopamine stabilizer, pridopidine is thought to reduce the effects of dopamine when there’s too much and increase its effects when there’s too little. Pridopidine, therefore, plays two opposing roles in the brain, which stabilize dopamine levels. In this way, pridopidine is thought to help the brain reestablish a normal balance of neurotransmitters, and thus regain control over motion. Pridopidine intended to treat Huntington’s disease movement symptoms. Pridopidine was well tolerated and had an adverse event profile similar to a placebo.

Originator

Curator's Comment: https://www.google.ch/patents/US20100197712

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
37.5 ng/mL
45 mg 1 times / day steady-state, oral
dose: 45 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
TV-45065 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
804 μg/mL
45 mg single, oral
dose: 45 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TV-45065 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
426 ng/mL
45 mg 1 times / day steady-state, oral
dose: 45 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PRIDOPIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
263 ng/mL
45 mg single, oral
dose: 45 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRIDOPIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
5141 ng × h/mL
45 mg 1 times / day steady-state, oral
dose: 45 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
TV-45065 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
54.5 ng × h/mL
45 mg single, oral
dose: 45 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TV-45065 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3851 ng × h/mL
45 mg 1 times / day steady-state, oral
dose: 45 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PRIDOPIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
2365 ng × h/mL
45 mg single, oral
dose: 45 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRIDOPIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
13.6 h
45 mg 1 times / day steady-state, oral
dose: 45 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
TV-45065 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
8.5 h
45 mg single, oral
dose: 45 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TV-45065 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
9.6 h
45 mg 1 times / day steady-state, oral
dose: 45 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PRIDOPIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
7.6 h
45 mg single, oral
dose: 45 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRIDOPIDINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
The dopamine stabilizers (S)-(-)-(3-methanesulfonyl-phenyl)-1-propyl-piperidine [(-)-OSU6162] and 4-(3-methanesulfonylphenyl)-1-propyl-piperidine (ACR16) show high in vivo D2 receptor occupancy, antipsychotic-like efficacy, and low potential for motor side effects in the rat.
2006 Aug
Synthesis and evaluation of a set of 4-phenylpiperidines and 4-phenylpiperazines as D2 receptor ligands and the discovery of the dopaminergic stabilizer 4-[3-(methylsulfonyl)phenyl]-1-propylpiperidine (huntexil, pridopidine, ACR16).
2010 Mar 25
Patents

Sample Use Guides

45 mg once or twice daily for 26 weeks
Route of Administration: Oral
Administration of pridopidine (150 uM), the most effective dose, significantly reduced apoptosis in immortalized striatal knock-in cells expressing endogenous levels of mutant huntingtin and markedly enhanced phosphorylation state of prosurvival kinase ERK.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:37:42 UTC 2023
Edited
by admin
on Fri Dec 15 16:37:42 UTC 2023
Record UNII
HD4TW8S2VK
Record Status Validated (UNII)
Record Version
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Name Type Language
PRIDOPIDINE
INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
ACR16
Code English
Pridopidine [WHO-DD]
Common Name English
PRIDOPIDINE [MI]
Common Name English
pridopidine [INN]
Common Name English
PRIDOPIDINE [USAN]
Common Name English
ACR-16
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 824621
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
Code System Code Type Description
WIKIPEDIA
PRIDOPIDINE
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
INN
9019
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
DRUG BANK
DB05371
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
PUBCHEM
9795739
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
FDA UNII
HD4TW8S2VK
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
USAN
XX-49
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
CAS
346688-38-8
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
ChEMBL
CHEMBL596802
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
EPA CompTox
DTXSID90188225
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
MESH
C483720
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
MERCK INDEX
m9130
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C170349
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
SMS_ID
100000132626
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
EVMPD
SUB47886
Created by admin on Fri Dec 15 16:37:42 UTC 2023 , Edited by admin on Fri Dec 15 16:37:42 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY