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

Hodoodo CAT#: H592818

CAS#: 482-44-0

Description: Pentosalen is a Tumor necrosis factor antagonist.


Chemical Structure

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Pentosalen
CAS# 482-44-0

Theoretical Analysis

Hodoodo Cat#: H592818
Name: Pentosalen
CAS#: 482-44-0
Chemical Formula: C16H14O4
Exact Mass: 270.09
Molecular Weight: 270.284
Elemental Analysis: C, 71.10; H, 5.22; O, 23.68

Price and Availability

Size Price Availability Quantity
5mg USD 310
25mg USD 740
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Synonym: Pentosalen; NSC 402949; NSC-402949; NSC402949

IUPAC/Chemical Name: 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-((3-methyl-2-butenyl)oxy)-

InChi Key: OLOOJGVNMBJLLR-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3

SMILES Code: O=C1C=CC2=CC3=C(OC=C3)C(OC/C=C(C)/C)=C2O1

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: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 270.28 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Nickel JC, Herschorn S, Whitmore KE, Forrest JB, Hu P, Friedman AJ, Baseman AS. Pentosan polysulfate sodium for treatment of interstitial cystitis/bladder pain syndrome: insights from a randomized, double-blind, placebo controlled study. J Urol. 2015 Mar;193(3):857-62. doi: 10.1016/j.juro.2014.09.036. Epub 2014 Sep 20. PubMed PMID: 25245489.

2: Frohbergh M, Ge Y, Meng F, Karabul N, Solyom A, Lai A, Iatridis J, Schuchman EH, Simonaro CM. Dose responsive effects of subcutaneous pentosan polysulfate injection in mucopolysaccharidosis type VI rats and comparison to oral treatment. PLoS One. 2014 Jun 25;9(6):e100882. doi: 10.1371/journal.pone.0100882. eCollection 2014. PubMed PMID: 24964042; PubMed Central PMCID: PMC4071040.

3: Pirgozliev V, Rose SP, Pellny T, Amerah AM, Wickramasinghe M, Ulker M, Rakszegi M, Bedo Z, Shewry PR, Lovegrove A. Energy utilization and growth performance of chickens fed novel wheat inbred lines selected for different pentosan levels with and without xylanase supplementation. Poult Sci. 2015 Feb;94(2):232-9. doi: 10.3382/ps/peu059. Epub 2015 Jan 16. PubMed PMID: 25595480; PubMed Central PMCID: PMC4988544.

4: Kramer CM, Tsang AS, Koenig T, Jeffcott LB, Dart CM, Dart AJ. Survey of the therapeutic approach and efficacy of pentosan polysulfate for the prevention and treatment of equine osteoarthritis in veterinary practice in Australia. Aust Vet J. 2014 Dec;92(12):482-7. doi: 10.1111/avj.12266. PubMed PMID: 25424761.

5: Frith JE, Menzies DJ, Cameron AR, Ghosh P, Whitehead DL, Gronthos S, Zannettino AC, Cooper-White JJ. Effects of bound versus soluble pentosan polysulphate in PEG/HA-based hydrogels tailored for intervertebral disc regeneration. Biomaterials. 2014 Jan;35(4):1150-62. doi: 10.1016/j.biomaterials.2013.10.056. Epub 2013 Nov 8. PubMed PMID: 24215733.

6: Nakamura T, Satoh K, Fukuda T, Kinoshita I, Nishiura Y, Nagasato K, Yamauchi A, Kataoka Y, Nakamura T, Sasaki H, Kumagai K, Niwa M, Noguchi M, Nakamura H, Nishida N, Kawakami A. Pentosan polysulfate treatment ameliorates motor function with increased serum soluble vascular cell adhesion molecule-1 in HTLV-1-associated neurologic disease. J Neurovirol. 2014 Jun;20(3):269-77. doi: 10.1007/s13365-014-0244-8. Epub 2014 Mar 27. PubMed PMID: 24671717.

7: Luo X, Ma X, Hu H, Li C, Cao S, Huang L, Chen L. Kinetic study of pentosan solubility during heating and reacting processes of steam treatment of green bamboo. Bioresour Technol. 2013 Feb;130:769-76. doi: 10.1016/j.biortech.2012.12.088. Epub 2012 Dec 20. PubMed PMID: 23353588.

8: Newman PK, Todd NV, Scoones D, Mead S, Knight RS, Will RG, Ironside JW. Postmortem findings in a case of variant Creutzfeldt-Jakob disease treated with intraventricular pentosan polysulfate. J Neurol Neurosurg Psychiatry. 2014 Aug;85(8):921-4. doi: 10.1136/jnnp-2013-305590. Epub 2014 Feb 19. PubMed PMID: 24554103; PubMed Central PMCID: PMC4112497.

9: Oehme D, Ghosh P, Shimmon S, Wu J, McDonald C, Troupis JM, Goldschlager T, Rosenfeld JV, Jenkin G. Mesenchymal progenitor cells combined with pentosan polysulfate mediating disc regeneration at the time of microdiscectomy: a preliminary study in an ovine model. J Neurosurg Spine. 2014 Jun;20(6):657-69. doi: 10.3171/2014.2.SPINE13760. Epub 2014 Apr 4. PubMed PMID: 24702507.

10: Frith JE, Cameron AR, Menzies DJ, Ghosh P, Whitehead DL, Gronthos S, Zannettino AC, Cooper-White JJ. An injectable hydrogel incorporating mesenchymal precursor cells and pentosan polysulphate for intervertebral disc regeneration. Biomaterials. 2013 Dec;34(37):9430-40. doi: 10.1016/j.biomaterials.2013.08.072. Epub 2013 Sep 16. PubMed PMID: 24050877.

11: Agirrezabal-Telleria I, Gandarias I, Arias PL. Production of furfural from pentosan-rich biomass: analysis of process parameters during simultaneous furfural stripping. Bioresour Technol. 2013 Sep;143:258-64. doi: 10.1016/j.biortech.2013.05.082. Epub 2013 May 29. PubMed PMID: 23810948.

12: Kumagai K, Shirabe S, Miyata N, Murata M, Yamauchi A, Kataoka Y, Niwa M. Sodium pentosan polysulfate resulted in cartilage improvement in knee osteoarthritis--an open clinical trial. BMC Clin Pharmacol. 2010 Mar 28;10:7. doi: 10.1186/1472-6904-10-7. PubMed PMID: 20346179; PubMed Central PMCID: PMC2873929.

13: McIlwraith CW, Frisbie DD, Kawcak CE. Evaluation of intramuscularly administered sodium pentosan polysulfate for treatment of experimentally induced osteoarthritis in horses. Am J Vet Res. 2012 May;73(5):628-33. doi: 10.2460/ajvr.73.5.628. PubMed PMID: 22533393.

14: Narouze S, Provenzano D, Rech GR. Perioperative Management of Patients Receiving Pentosan Polysulfate Sodium (Elmiron). Reg Anesth Pain Med. 2016 Sep-Oct;41(5):658. doi: 10.1097/AAP.0000000000000450. PubMed PMID: 27547908.

15: Simonaro CM, Tomatsu S, Sikora T, Kubaski F, Frohbergh M, Guevara JM, Wang RY, Vera M, Kang JL, Smith LJ, Schuchman EH, Haskins ME. Pentosan Polysulfate: Oral Versus Subcutaneous Injection in Mucopolysaccharidosis Type I Dogs. PLoS One. 2016 Apr 11;11(4):e0153136. doi: 10.1371/journal.pone.0153136. eCollection 2016. PubMed PMID: 27064989; PubMed Central PMCID: PMC4827827.

16: Troeberg L, Mulloy B, Ghosh P, Lee MH, Murphy G, Nagase H. Pentosan polysulfate increases affinity between ADAMTS-5 and TIMP-3 through formation of an electrostatically driven trimolecular complex. Biochem J. 2012 Apr 1;443(1):307-15. doi: 10.1042/BJ20112159. PubMed PMID: 22299597; PubMed Central PMCID: PMC3369482.

17: Delille M, Fröhlich L, Müller RS, Hartmann K, Dorsch R. Efficacy of intravesical pentosan polysulfate sodium in cats with obstructive feline idiopathic cystitis. J Feline Med Surg. 2016 Jun;18(6):492-500. doi: 10.1177/1098612X15588934. Epub 2015 Jun 26. PubMed PMID: 26116618.

18: Zhao JG, Wang J, Xin Q, Zhang P, Zhang SF, Qi F, Mao D, Zhang ZC. Calcium pentosan polysulfate and sodium pentosan polysulfate may be used to treat intervertebral disc degeneration. Med Hypotheses. 2011 Apr;76(4):610-3. doi: 10.1016/j.mehy.2011.01.016. Epub 2011 Feb 5. PubMed PMID: 21296506.

19: Kutlar A, Embury SH. Cellular adhesion and the endothelium: P-selectin. Hematol Oncol Clin North Am. 2014 Apr;28(2):323-39. doi: 10.1016/j.hoc.2013.11.007. Epub 2014 Jan 17. Review. PubMed PMID: 24589269.

20: Abdel-Haq H, Bossù E. Capillary electrophoresis as a tool for the characterization of pentosan nanoparticles. J Chromatogr A. 2012 Sep 28;1257:125-30. doi: 10.1016/j.chroma.2012.07.096. Epub 2012 Aug 7. PubMed PMID: 22921360.