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Details

Stereochemistry ACHIRAL
Molecular Formula C13H18N2O2
Molecular Weight 234.2942
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CP1-1189

SMILES

CC(=O)NC1=CC=C(C=C1)C(=O)NC(C)(C)C

InChI

InChIKey=DJKNRCWSXSZACF-UHFFFAOYSA-N
InChI=1S/C13H18N2O2/c1-9(16)14-11-7-5-10(6-8-11)12(17)15-13(2,3)4/h5-8H,1-4H3,(H,14,16)(H,15,17)

HIDE SMILES / InChI

Molecular Formula C13H18N2O2
Molecular Weight 234.2942
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

CPI-1189 is a synthetic benzamide with antioxidant properties that blocks tumor necrosis factor-alpha (TNFalpha) effects in animal models. It has neuroprotective properties in model systems for HIV-associated neurotoxicity and thus is a candidate for neuroprotective therapy in humans with HIV-associated CNS disease. CPI-1189 was at the phase II stage of clinical development for the treatment of dementia associated with Parkinson's disease and AIDS Dementia Complex, however, development has been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
26 μg/mL
30 mg/kg single, oral
CP1-1189 plasma
Rattus norvegicus

AUC

ValueDoseCo-administeredAnalytePopulation
413 μg × h/mL
30 mg/kg single, oral
CP1-1189 plasma
Rattus norvegicus

T1/2

ValueDoseCo-administeredAnalytePopulation
5.9 h
30 mg/kg single, oral
CP1-1189 plasma
Rattus norvegicus

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Sixty-four subjects with mild to moderate HIV-associated cognitive-motor impairment were randomized to receive either placebo or 50 or 100 mg daily of CPI-1189 in addition to optimal HIV therapy.
Route of Administration: Oral
In Vitro Use Guide
CPI-1189 inhibits p38-MAPK phosphorylation at concentrations of 10 nM or less.
Substance Class Chemical
Record UNII
9JX1L8VH4Z
Record Status Validated (UNII)
Record Version