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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6N2O2
Molecular Weight 138.124
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of P-NITROANILINE

SMILES

NC1=CC=C(C=C1)[N+]([O-])=O

InChI

InChIKey=TYMLOMAKGOJONV-UHFFFAOYSA-N
InChI=1S/C6H6N2O2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H,7H2

HIDE SMILES / InChI

Molecular Formula C6H6N2O2
Molecular Weight 138.124
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

P-nitroaniline is a chromogenic molecule that is used as a dyestuff intermediate in industrial applications. In biochemical research, enzyme assays utilize modified aminoacyl or peptidyl p-nitroanilines as substrates. The enzyme catalyzes the release of free p-nitroaniline, which is the basis of the colorimetric determination of the enzyme activity. Applications of the colorimetric properties of p-nitroanilide include the design of biopolymer drug delivery systems and of solid supports for enzyme immobilization. A kinetic analysis of the α-chymotrypsin catalyzed hydrolysis of aminoacyl and peptidyl p-nitroanilide substrates in vesicles has been reported. It has been shown to possess anti-leishmanial activity.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In a Balb/c mice model of L. Infantum, administration of P-nitroaniline (5mg/kg/day for 10 days, injected ip route) led to a clear-cut parasite burden reduction (ca. 99%).
Route of Administration: Intraperitoneal
In Vitro Use Guide
The saturation of Porcine prolyl oligopeptidase (POP) (176 ug/ml) was reached at around 90 uM concentration of P-nitroaniline. Km = 27 uM was the concentration of the substrate P-nitroaniline at which the reaction proceeded at the half-maximal velocity.
Substance Class Chemical
Record UNII
1MRQ0QZG7G
Record Status Validated (UNII)
Record Version