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Merck
CN

SML3968

Sigma-Aldrich

NSI-189

≥98% (HPLC)

Synonym(s):

(4-Benzylpiperazin-1-yl)-[2-(3-methylbutylamino)pyridin-3-yl]methanone, NSI 189, [2-[(3-Methylbutyl)amino]-3-pyridinyl][4-(phenylmethyl)-1-piperazinyl]methanone

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About This Item

Empirical Formula (Hill Notation):
C22H30N4O
CAS Number:
1270138-40-3
Molecular Weight:
366.50
MDL number:
MFCD26959792
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

N2(CCN(CC2)C(=O)c3c(nccc3)NCCC(C)C)Cc1ccccc1

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)

InChI key

DYTOQURYRYYNOR-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

Orally available neurogenic drug that ameliorates impaired memory function in Zucker diabetic fatty rats; exhibits long-acting antidepressant, procognitive, synaptoplastic, and neurotrophic activities.


NSI-189 is an orally available neurogenic drug with pleiotropic properties that ameliorates impaired memory function and plasticity in Zucker diabetic fatty rat model of type 2 diabetes through enhanced expression of mitochondrial complexes I, III, IV, and V. NSI-189 exhibits long-acting antidepressant, procognitive, synaptoplastic, and neurotrophic activities in patients with major depressive disorder.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000339070
0000339071
0000323672
0000323672
0000339071

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A Phase 1B, randomized, double blind, placebo controlled, multiple-dose escalation study of NSI-189 phosphate, a neurogenic compound, in depressed patients
Molecular Psychiatry, 21(10), 1372-1380 (2016)
Amelioration of Both Central and Peripheral Neuropathy in Mouse Models of Type 1 and Type 2 Diabetes by the Neurogenic Molecule NSI-189
Diabetes, 68(11), 2143-2154 (2019)
Enhancement of Mitochondrial Function by the Neurogenic Molecule NSI-189 Accompanies Reversal of Peripheral Neuropathy and Memory Impairment in a Rat Model of Type 2 Diabetes
Journal of Diabetes Research, 2022, 8566970-8566970 (2022)

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