4-POBN
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MedKoo CAT#: 561096

CAS#: 5351-17-7

Description: 4-POBN is a potent and irreversible inhibitor of myeloperoxidase.


Chemical Structure

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4-POBN
CAS# 5351-17-7

Theoretical Analysis

MedKoo Cat#: 561096
Name: 4-POBN
CAS#: 5351-17-7
Chemical Formula: C7H9N3O
Exact Mass: 151.0746
Molecular Weight: 151.17
Elemental Analysis: C, 55.62; H, 6.00; N, 27.80; O, 10.58

Price and Availability

Size Price Availability Quantity
5.0g USD 120.0 2 Weeks
10.0g USD 190.0 2 Weeks
25.0g USD 250.0 2 Weeks
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Synonym: Myeloperoxidase Inhibitor 1; 4-ABAH; NSC-640; 4-Aminobenzohydrazide; NSC640; NSC 640; 4ABAH; 4 ABAH; 4-POBN; 4POBN; 4 POBN

IUPAC/Chemical Name: 4-Aminobenzoic acid hydrazide

InChi Key: WPBZMCGPFHZRHJ-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H9N3O/c8-6-3-1-5(2-4-6)7(11)10-9/h1-4H,8-9H2,(H,10,11)

SMILES Code: O=C(NN)C1=CC=C(N)C=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 151.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Arvadia P, Narwaley M, Whittal RM, Siraki AG. 4-Aminobenzoic acid hydrazide inhibition of microperoxidase-11: catalytic inhibition by reactive metabolites. Arch Biochem Biophys. 2011 Nov;515(1-2):120-6. doi: 10.1016/j.abb.2011.07.015. Epub 2011 Aug 9. PubMed PMID: 21840294.

2: Smith G, Lynch DE. Crystal structures of two erbium(III) complexes with 4-amino-benzoic acid and 4-chloro-3-nitro-benzoic acid. Acta Crystallogr E Crystallogr Commun. 2015 Nov 7;71(Pt 12):1457-61. doi: 10.1107/S2056989015020319. eCollection 2015 Dec 1. PubMed PMID: 26870404; PubMed Central PMCID: PMC4719813.

3: Huang J, Smith F, Panizzi P. Ordered cleavage of myeloperoxidase ester bonds releases active site heme leading to inactivation of myeloperoxidase by benzoic acid hydrazide analogs. Arch Biochem Biophys. 2014 Apr 15;548:74-85. doi: 10.1016/j.abb.2014.02.014. Epub 2014 Mar 13. PubMed PMID: 24632143; PubMed Central PMCID: PMC4336777.

4: Tiyerili V, Camara B, Becher MU, Schrickel JW, Lütjohann D, Mollenhauer M, Baldus S, Nickenig G, Andrié RP. Neutrophil-derived myeloperoxidase promotes atherogenesis and neointima formation in mice. Int J Cardiol. 2016 Feb 1;204:29-36. doi: 10.1016/j.ijcard.2015.11.128. Epub 2015 Nov 22. PubMed PMID: 26655530.

5: Panagopoulos V, Zinonos I, Leach DA, Hay SJ, Liapis V, Zysk A, Ingman WV, DeNichilo MO, Evdokiou A. Uncovering a new role for peroxidase enzymes as drivers of angiogenesis. Int J Biochem Cell Biol. 2015 Nov;68:128-38. doi: 10.1016/j.biocel.2015.09.006. Epub 2015 Sep 18. PubMed PMID: 26386352.

6: Kramarenko GG, Wilke WW, Dayal D, Buettner GR, Schafer FQ. Ascorbate enhances the toxicity of the photodynamic action of Verteporfin in HL-60 cells. Free Radic Biol Med. 2006 May 1;40(9):1615-27. Epub 2006 Jan 19. PubMed PMID: 16632121; PubMed Central PMCID: PMC2626188.

7: Zhang N, Francis KP, Prakash A, Ansaldi D. Enhanced detection of myeloperoxidase activity in deep tissues through luminescent excitation of near-infrared nanoparticles. Nat Med. 2013 Apr;19(4):500-5. doi: 10.1038/nm.3110. Epub 2013 Mar 3. PubMed PMID: 23455711.

8: Knaapen AM, Schins RP, Borm PJ, van Schooten FJ. Nitrite enhances neutrophil-induced DNA strand breakage in pulmonary epithelial cells by inhibition of myeloperoxidase. Carcinogenesis. 2005 Sep;26(9):1642-8. Epub 2005 May 5. PubMed PMID: 15878909.

9: Maiocchi SL, Morris JC, Rees MD, Thomas SR. Regulation of the nitric oxide oxidase activity of myeloperoxidase by pharmacological agents. Biochem Pharmacol. 2017 Jul 1;135:90-115. doi: 10.1016/j.bcp.2017.03.016. Epub 2017 Mar 24. PubMed PMID: 28344126.