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Details

Stereochemistry ACHIRAL
Molecular Formula C7H5IN2O3
Molecular Weight 292.0307
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INIPARIB

SMILES

NC(=O)C1=CC(=C(I)C=C1)[N+]([O-])=O

InChI

InChIKey=MDOJTZQKHMAPBK-UHFFFAOYSA-N
InChI=1S/C7H5IN2O3/c8-5-2-1-4(7(9)11)3-6(5)10(12)13/h1-3H,(H2,9,11)

HIDE SMILES / InChI

Molecular Formula C7H5IN2O3
Molecular Weight 292.0307
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

Iniparib (BSI-201 or 4-iodo-3-nitrosobenzamide) inactivated poly(ADP-ribose) polymerase by zinc ejection from the first zinc finger of this nuclear protein. Iniparib, either alone or in combination with chemotherapy, had significant antitumor activity in preclinical studies in vitro and in vivo. In June 2013, Sanofi dropped the drug after it failed in a phase III trial of patients with squamous non–small-cell lung cancer and a phase II trial in platinum-resistant ovarian cancer.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
1517 ng/mL
8.6 mg/kg 1 times / day multiple, intravenous
INIPARIB plasma
Homo sapiens
2139 ng/mL
9.5 mg/kg 1 times / day multiple, intravenous
INIPARIB plasma
Homo sapiens
2410 ng/mL
5.6 mg/kg 2 times / week multiple, intravenous
INIPARIB plasma
Homo sapiens
2190 ng/mL
5.6 mg/kg single, intravenous
INIPARIB plasma
Homo sapiens
3820 ng/mL
11.2 mg/kg single, intravenous
INIPARIB plasma
Homo sapiens
3790 ng/mL
11.2 mg/kg 1 times / week multiple, intravenous
INIPARIB plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2420 ng × h/mL
5.6 mg/kg 2 times / week multiple, intravenous
INIPARIB plasma
Homo sapiens
2060 ng × h/mL
5.6 mg/kg single, intravenous
INIPARIB plasma
Homo sapiens
4160 ng × h/mL
11.2 mg/kg single, intravenous
INIPARIB plasma
Homo sapiens
3610 ng × h/mL
11.2 mg/kg 1 times / week multiple, intravenous
INIPARIB plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.4 h
5.6 mg/kg 2 times / week multiple, intravenous
INIPARIB plasma
Homo sapiens
0.65 h
5.6 mg/kg single, intravenous
INIPARIB plasma
Homo sapiens
0.92 h
11.2 mg/kg single, intravenous
INIPARIB plasma
Homo sapiens
1.32 h
11.2 mg/kg 1 times / week multiple, intravenous
INIPARIB plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
A Phase 2, single arm study of Iniparib in patients with BRCA1 or BRCA2 associated advanced epithelial ovarian, fallopian tube, or primary peritoneal cancer. Patients received iniparib intravenously at a dose of 8mg/kg twice weekly.
Route of Administration: Intravenous
In Vitro Use Guide
Iniparib kills normal and neoplastic cells at high (>40 μmol/L) concentrations
Substance Class Chemical
Record UNII
2ZWI7KHK8F
Record Status Validated (UNII)
Record Version