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Details

Stereochemistry ACHIRAL
Molecular Formula C22H30N4O
Molecular Weight 366.4998
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NSI-189

SMILES

CC(C)CCNC1=NC=CC=C1C(=O)N2CCN(CC3=CC=CC=C3)CC2

InChI

InChIKey=DYTOQURYRYYNOR-UHFFFAOYSA-N
InChI=1S/C22H30N4O/c1-18(2)10-12-24-21-20(9-6-11-23-21)22(27)26-15-13-25(14-16-26)17-19-7-4-3-5-8-19/h3-9,11,18H,10,12-17H2,1-2H3,(H,23,24)

HIDE SMILES / InChI
NSI-189 is a novel oral drug which was developed by Neuralstem for the treatment of cognitive disorders. Now the drug is being tested in phase II of clinical trials in patients suffering from major depressive disorder. The mechanism of NSI-189 action is explained by its ability to stimulate the generation of new neurons in the hippocampus, however the exact target molecule is still unknown.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1144 ng × h/mL
40 mg 1 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NSI-189 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2791 ng × h/mL
40 mg 2 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NSI-189 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
4384 ng × h/mL
40 mg 3 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NSI-189 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
17.4 h
40 mg 1 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NSI-189 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
20.5 h
40 mg 2 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NSI-189 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
18.6 h
40 mg 3 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NSI-189 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
40 mg 3 times / day multiple, oral
Highest studied dose
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources: Page: p.1377
unhealthy, 40.5
n = 6
Health Status: unhealthy
Condition: Major depressive disorder
Age Group: 40.5
Sex: M+F
Population Size: 6
Sources: Page: p.1377
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
A Phase 1B, randomized, double blind, placebo controlled, multiple-dose escalation study of NSI-189 phosphate, a neurogenic compound, in depressed patients.
2016 Oct
A Phase 1B, randomized, double blind, placebo controlled, multiple-dose escalation study of NSI-189 phosphate, a neurogenic compound, in depressed patients.
2016 Oct
Patents

Sample Use Guides

40 mg of NSI-189 are administered orally once or twice daily for 28 days.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
NSI-189
Common Name English
(4-Benzylpiperazin-1-yl)-[2-(3-methylbutylamino)pyridin-3-yl]methanone
Systematic Name English
[2-[(3-Methylbutyl)amino]-3-pyridinyl][4-(phenylmethyl)-1-piperazinyl]methanone
Systematic Name English
Methanone, [2-[(3-methylbutyl)amino]-3-pyridinyl][4-(phenylmethyl)-1-piperazinyl]-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID901025668
Created by admin on Sat Dec 16 09:16:24 GMT 2023 , Edited by admin on Sat Dec 16 09:16:24 GMT 2023
PRIMARY
CAS
1270138-40-3
Created by admin on Sat Dec 16 09:16:24 GMT 2023 , Edited by admin on Sat Dec 16 09:16:24 GMT 2023
PRIMARY
PUBCHEM
50922681
Created by admin on Sat Dec 16 09:16:24 GMT 2023 , Edited by admin on Sat Dec 16 09:16:24 GMT 2023
PRIMARY
FDA UNII
YVE9U408ZL
Created by admin on Sat Dec 16 09:16:24 GMT 2023 , Edited by admin on Sat Dec 16 09:16:24 GMT 2023
PRIMARY
WIKIPEDIA
NSI-189
Created by admin on Sat Dec 16 09:16:24 GMT 2023 , Edited by admin on Sat Dec 16 09:16:24 GMT 2023
PRIMARY