Pentaerythritol tetranitrate | CAS# 78-11-5 | vasodilator

MedKoo Cat#: 412343 | Name: Pentaerythritol tetranitrate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pentaerythritol tetranitrate is a vasodilator with general properties similar to NITROGLYCERIN but with a more prolonged duration of action.

Chemical Structure

Pentaerythritol tetranitrate

CAS#78-11-5

Theoretical Analysis

MedKoo Cat#: 412343

Name: Pentaerythritol tetranitrate

CAS#: 78-11-5

Chemical Formula: C5H8N4O12

Exact Mass: 316.0139

Molecular Weight: 316.14

Elemental Analysis: C, 19.00; H, 2.55; N, 17.72; O, 60.73

Price and Availability

This product was removed for the commercial reasons.

Related CAS #

No Data

Synonym

Pentaerythritol tetranitrate; HSDB6313; HSDB-6313; HSDB 6313

IUPAC/Chemical Name

1,3-Propanediol, 2,2-bis((nitrooxy)methyl)-, 1,3-dinitrate

InChi Key

TZRXHJWUDPFEEY-UHFFFAOYSA-N

InChi Code

InChI=1S/C5H8N4O12/c10-6(11)18-1-5(2-19-7(12)13,3-20-8(14)15)4-21-9(16)17/h1-4H2

SMILES Code

O=[N+](OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O)[O-]

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

>3 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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 316.14 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.

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

1: Friedrich EB, Böhm M. Pentaerythrityltetranitrat [Pentaerythritol tetranitrate]. Dtsch Med Wochenschr. 2006 Apr 7;131(14):749-50. German. doi: 10.1055/s-2006-933726. PMID: 16596492. 2: Schuhmacher S, Wenzel P, Schulz E, Oelze M, Mang C, Kamuf J, Gori T, Jansen T, Knorr M, Karbach S, Hortmann M, Mäthner F, Bhatnagar A, Förstermann U, Li H, Münzel T, Daiber A. Pentaerythritol tetranitrate improves angiotensin II-induced vascular dysfunction via induction of heme oxygenase-1. Hypertension. 2010 Apr;55(4):897-904. doi: 10.1161/HYPERTENSIONAHA.109.149542. Epub 2010 Feb 15. PMID: 20157049; PMCID: PMC3080599. 3: Klapötke TM, Krumm B, Unger CC. Energetic Metal and Nitrogen-Rich Salts of the Pentaerythritol Tetranitrate Analogue Pentaerythritol Tetranitrocarbamate. Inorg Chem. 2019 Feb 18;58(4):2881-2887. doi: 10.1021/acs.inorgchem.8b03540. Epub 2019 Jan 31. PMID: 30702272. 4: Üzer A, Yalçın U, Can Z, Erçağ E, Apak R. Indirect Determination of Pentaerythritol Tetranitrate (PETN) with a gold nanoparticles-based colorimetric sensor. Talanta. 2017 Dec 1;175:243-249. doi: 10.1016/j.talanta.2017.06.049. Epub 2017 Jun 20. PMID: 28841986. 5: Wu Z, Siuda D, Xia N, Reifenberg G, Daiber A, Münzel T, Förstermann U, Li H. Maternal treatment of spontaneously hypertensive rats with pentaerythritol tetranitrate reduces blood pressure in female offspring. Hypertension. 2015 Jan;65(1):232-7. doi: 10.1161/HYPERTENSIONAHA.114.04416. Epub 2014 Nov 10. PMID: 25385760. 6: Taefi Z, Ghasemi F, Hormozi-Nezhad MR. Selective colorimetric detection of pentaerythritol tetranitrate (PETN) using arginine-mediated aggregation of gold nanoparticles. Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 5;228:117803. doi: 10.1016/j.saa.2019.117803. Epub 2019 Nov 16. PMID: 31761546. 7: Steven S, Oelze M, Brandt M, Ullmann E, Kröller-Schön S, Heeren T, Tran LP, Daub S, Dib M, Stalleicken D, Wenzel P, Münzel T, Daiber A. Pentaerythritol Tetranitrate In Vivo Treatment Improves Oxidative Stress and Vascular Dysfunction by Suppression of Endothelin-1 Signaling in Monocrotaline-Induced Pulmonary Hypertension. Oxid Med Cell Longev. 2017;2017:4353462. doi: 10.1155/2017/4353462. Epub 2017 Feb 28. PMID: 28337251; PMCID: PMC5350298. 8: Wang B, Huang W, Zhou J, Tang X, Chen Y, Peng C, Han B. Drug design based on pentaerythritol tetranitrate reductase: synthesis and antibacterial activity of Pogostone derivatives. Org Biomol Chem. 2017 Aug 9;15(31):6548-6556. doi: 10.1039/c7ob01429e. PMID: 28745773. 9: Brust H, van Asten A, Koeberg M, van der Heijden A, Kuijpers CJ, Schoenmakers P. Pentaerythritol tetranitrate (PETN) profiling in post-explosion residues to constitute evidence of crime-scene presence. Forensic Sci Int. 2013 Jul 10;230(1-3):37-45. doi: 10.1016/j.forsciint.2013.03.042. Epub 2013 Apr 23. PMID: 23622790. 10: Mullen M, Giordano BC. Part per quadrillion quantitation of pentaerythritol tetranitrate vapor using online sampling gas chromatography-mass spectrometry. J Chromatogr A. 2019 Oct 11;1603:407-411. doi: 10.1016/j.chroma.2019.05.029. Epub 2019 May 15. PMID: 31126591.