5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB)A Cox inhibitor and GPR35 activator

5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB) (CAS 107254-86-4)

5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB) | CAS 107254-86-4 is rated 5.0 out of 5 by 1.
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Synonym: NPPB
Application: A Cox inhibitor and GPR35 activator
CAS Number: 107254-86-4
Purity: ≥98%
Molecular Weight: 300.31
Molecular Formula: C16H16N2O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB) is a potent Cl- channel blocker, identified through an optimization study of the diphenylamine-2-carboxylate core which demonstrates the basic Cl- channel blocking activity. NPPB also demonstrates suppression of prostaglandin E2 release with an IC50 of 8 μM, presumed to be a Cox (cyclooxygenase) inhibitor given its structural similarity to fenamic acid-type Cox inhibitors. It is also a GPR35 activator.


References

1. Wangemann, P., et al. 1986. Pflugers Arch. 407: S128-S141. PMID: 2434915
2. Breuer, W., et al. 1989. Biochem. Biophys. Res. Commun. 163: 398-405. PMID: 2549993
3. Kirkup, A.J., et al. 1996. Br. J. Pharmacol. 117: 175-183. PMID: 8825360
4. Diener, M., et al. 1996. Br. J. Pharmacol. 118: 1477-1487. PMID: 8832075

Physical State :
Solid
Solubility :
Soluble in ethanol (3 mg/ml), and DMSO (37 mg/ml). Insoluble in water.
Storage :
Store at room temperature
Melting Point :
180-182° C
Boiling Point :
~523.5° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.65 (Predicted)
IC50 :
COX: IC50 = 8 µM; Chloride channel: IC50 = 0.1-100 µM(depending on channel subtype and assay method)
pK Values :
pKa: 2.27 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
4549
Merck Index :
14: 6725
MDL Number :
MFCD00153851
SMILES :
C1=CC=C(C=C1)CCCNC2=C(C=C(C=C2)[N+](=O)[O-])C(=O)O

Download SDS (MSDS)

Certificate of Analysis

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5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB)  Product Citations

See how others have used 5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB). Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 31513788  2019. Neuropharmacology. 160: 107776.

PMID: # 31483794  2019. PLoS Negl Trop Dis. 13: e0007703.

PMID: # 26965147  Hayashi, M. et al. 2016. Pflugers Arch.

PMID: # 25855082  Pujol-Giménez, J. et al. 2015. Am. J. Physiol., Cell Physiol. 308: C1008-22.

PMID: # 25160132  Maloney, JM. et al. 2014. Soft Matter. 10: 8031-42.

PMID: # 23325449  Kasim, NR. et al. 2013. Apoptosis : an international journal on programmed cell death. 18: 521-32.

Citations 1 to 6 of 6 total
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Rated 5 out of 5 by from Lawrenson Lawrenson, K. et al. (PubMed 25047817) presented NPPB as a novel candidate biomarker expressed by cancer-associated fibroblasts in epithelial ovarian cancer. -SCBT Publication Review
Date published: 2015-01-18
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