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MedKoo Cat#: 341525 | Name: Pentrinitrol

Description:

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

Pentrinitrol is a biochemical.

Chemical Structure

Pentrinitrol
Pentrinitrol
CAS#1607-17-6

Theoretical Analysis

MedKoo Cat#: 341525

Name: Pentrinitrol

CAS#: 1607-17-6

Chemical Formula: C5H9N3O10

Exact Mass: 271.0288

Molecular Weight: 271.14

Elemental Analysis: C, 22.15; H, 3.35; N, 15.50; O, 59.01

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Pentrinitrol; W 2197; W-2197; W2197.
IUPAC/Chemical Name
1,3-Propanediol, 2,2-bis((nitrooxy)methyl)-, 1-nitrate
InChi Key
BRBAEHHXGZRCBK-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H9N3O10/c9-1-5(2-16-6(10)11,3-17-7(12)13)4-18-8(14)15/h9H,1-4H2
SMILES Code
OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 271.14 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.

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
1: Kubas G, Rees W, Caguiat J, Asch D, Fagan D, Cortes P. Identification of peptide sequences that selectively bind to pentaerythritol trinitrate hemisuccinate-a surrogate of PETN, via phage display technology. Biopolymers. 2017 Mar;108(2). doi: 10.1002/bip.22997. PubMed PMID: 27711976. 2: Brust H, van Asten A, Koeberg M, Dalmolen J, van der Heijden A, Schoenmakers P. Accurate quantitation of pentaerythritol tetranitrate and its degradation products using liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. J Chromatogr A. 2014 Apr 18;1338:111-6. doi: 10.1016/j.chroma.2014.02.067. Epub 2014 Mar 2. PubMed PMID: 24656542. 3: Sivri N, Tekin G, Erbay AR, Yalta K, Senen K, Gür M, Yetkin E. Headache response to nitrate in patients with coronary artery disease and systolic heart failure. Int J Cardiol. 2012 Jul 26;158(3):453-4. doi: 10.1016/j.ijcard.2012.05.025. Epub 2012 May 26. PubMed PMID: 22633669. 4: Wang W, Barger SW. Cross-linking of serine racemase dimer by reactive oxygen species and reactive nitrogen species. J Neurosci Res. 2012 Jun;90(6):1218-29. doi: 10.1002/jnr.22832. Epub 2012 Feb 22. PubMed PMID: 22354542; PubMed Central PMCID: PMC3323679. 5: Griesberger M, Kollau A, Wölkart G, Wenzl MV, Beretta M, Russwurm M, Koesling D, Schmidt K, Gorren AC, Mayer B. Bioactivation of pentaerythrityl tetranitrate by mitochondrial aldehyde dehydrogenase. Mol Pharmacol. 2011 Mar;79(3):541-8. doi: 10.1124/mol.110.069138. Epub 2010 Dec 14. PubMed PMID: 21156756. 6: Thum T, Fraccarollo D, Thum S, Schultheiss M, Daiber A, Wenzel P, Munzel T, Ertl G, Bauersachs J. Differential effects of organic nitrates on endothelial progenitor cells are determined by oxidative stress. Arterioscler Thromb Vasc Biol. 2007 Apr;27(4):748-54. Epub 2007 Jan 25. PubMed PMID: 17255540. 7: May M, Helke C, Kubenz K, Seehafer M, Wolter M, Hoschke B. [Silica-containing urinary stones--clinical issues to keep in mind]. Urologe A. 2005 Jan;44(1):68-72. German. PubMed PMID: 15688172. 8: Grosser N, Schröder H. [Therapy with NO donors-antiatherogenic and antioxidant actions]. Herz. 2004 Feb;29(1):116-22. German. PubMed PMID: 14968347. 9: Oberle S, Abate A, Grosser N, Hemmerle A, Vreman HJ, Dennery PA, Schneider HT, Stalleicken D, Schröder H. Endothelial protection by pentaerithrityl trinitrate: bilirubin and carbon monoxide as possible mediators. Exp Biol Med (Maywood). 2003 May;228(5):529-34. PubMed PMID: 12709581. 10: Oberle S, Abate A, Grosser N, Vreman HJ, Dennery PA, Schneider HT, Stalleicken D, Schröder H. Heme oxygenase-1 induction may explain the antioxidant profile of pentaerythrityl trinitrate. Biochem Biophys Res Commun. 2002 Feb 8;290(5):1539-44. PubMed PMID: 11820797. 11: Schütz A, Kötting J, Epple F, Ziegler R, Maier-Lenz H, Stalleicken D. [Quantitative gas chromatography-mass spectrometry determination of pentaerythrityl tetranitrate metabolites pentaerythrityl trinitrate, pentaerythrityl dinitrate and pentaerythrityl in human plasma]. Arzneimittelforschung. 1999 Nov;49(11):891-5. German. PubMed PMID: 10604040. 12: Oberle S, Schwartz P, Abate A, Schröder H. The antioxidant defense protein ferritin is a novel and specific target for pentaerithrityl tetranitrate in endothelial cells. Biochem Biophys Res Commun. 1999 Jul 22;261(1):28-34. PubMed PMID: 10405318. 13: Kojda G, Hacker A, Noack E. Effects of nonintermittent treatment of rabbits with pentaerythritol tetranitrate on vascular reactivity and superoxide production. Eur J Pharmacol. 1998 Aug 14;355(1):23-31. PubMed PMID: 9754935. 14: Kojda G, Hüsgen B, Hacker A, Perings D, Schnaith EM, Kottenberg E, Noack E. Impairment of endothelium-dependent vasorelaxation in experimental atherosclerosis is dependent on gender. Cardiovasc Res. 1998 Mar;37(3):738-47. PubMed PMID: 9659458. 15: Weber W, Michaelis K, Luckow V, Kuntze U, Stalleicken D. Pharmacokinetics and bioavailability of pentaerithrityl tetranitrate and two of its metabolites. Arzneimittelforschung. 1995 Jul;45(7):781-4. PubMed PMID: 8573222. 16: Engelmann L, Wetzler G, Kucher A, Frömmel H. [Development and status of nitrate therapy in East Germany]. Z Kardiol. 1989;78 Suppl 2:99-101; discussion 115-7. German. PubMed PMID: 2511700. 17: Assmann I, Dueck KD. [Long-term effect of various nitrates in ischemic heart disease and latent heart failure]. Z Kardiol. 1989;78 Suppl 2:68-71; discussion 115-7. German. PubMed PMID: 2511696. 18: Assmann I, Fiehring H, Oltmanns G, Schwela H. [Treatment of severe hypertension and hypertensive crises with nitrates]. Z Gesamte Inn Med. 1980 Oct 15;35(20):suppl 125-8. German. PubMed PMID: 6782773. 19: Vohra J, Baker G, Ross D, Hunt D, Sloman G. Duration of action of pentaerythritol trinitrate and nitroglycerine: a comparison using exercise performance and haemodynamic alterations. Aust N Z J Med. 1979 Oct;9(5):554-60. PubMed PMID: 119526. 20: Giles TD, Holder JT. Effect of sublingual pentrinitrol on exercise tolerance in angina pectoris. J Clin Pharmacol. 1978 Aug-Sep;18(8-9):407-13. PubMed PMID: 357455.

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