Chemistry:Oxycyte

From HandWiki
Perfluoro tert-butylcyclohexane
The skeletal structure of an organic molecule
Clinical data
Trade namesOxycyte
Identifiers
CAS Number
PubChem CID
DrugBank
UNII
Chemical and physical data
FormulaC10F20
Molar mass500.078 g·mol−1
3D model (JSmol)

Oxycyte is an experimental third-generation[1] perfluorocarbon (PFC) therapeutic oxygen carrier invented by Leland Clark and developed by Tenax Therapeutics (TENX; formerly Oxygen Biotherapeutics, Inc. and Synthetic Blood International),[2] designed to enhance oxygen delivery to damaged tissues. Through a collaborative agreement, Oxycyte (under the development code name of ABL-101) was being developed by Aurum Biosciences Ltd, with an initial indication in acute ischemic stroke.[3]

Product history

According to Tenax, Oxycyte can carry oxygen with up to 5 times the efficiency as hemoglobin when used as an intravenous emulsion, making it an effective means of transporting oxygen to tissues and carrying carbon dioxide to the lungs for disposal.[4] However, because Oxycyte is a PFC, and not based on hemoglobin, it does not have the safety issues associated with hemoglobin-based products; there been no adverse events in company clinical trials that were related to Oxycyte. Tenax believed that Oxycyte has a very favorable risk-benefit profile for its potential indications.

Aurum Biosciences promoted Oxycyte as having potential for use in multiple indications, including cardiology, oncology, epilepsy and neuro-degenerative diseases. These claims caused excitement among investors and greatly rose Tenax's stock price, which hasn't come close since.[5][6]

Around September 2004, Oxycyte finished Phase I trials with few, mild side effects.[7] Clinical interest in Oxycyte began to grow during this period, culminating in 2013.[8]

Aurum Biosciences had received Wellcome Trust HICF funding to take Oxycyte into a phase IIa clinical trial in stroke patients. This work investigated both therapeutic potential and its ability to enhance the diagnostic potential of MRI in stroke.[9][10][11]

However, Oxygen Biotherapeutics announced in September 2014 that it would discontinue a Phase IIb trial for its Oxycyte drug candidate, citing "difficulties enrolling patients".[12] Interest in Oxycyte has tapered off since,[8] and is mostly documented as an investment venture.

Chemical properties

The active compound in Oxycyte is perfluoro tert-butylcyclohexane, a saturated alicyclic PFC (molecular formula C10F20).[13][14] Fluorocarbons are known for their strong gas-dissolving properties, which when used with oxygen can fill a dual role of healing the tissue as well as imaging. It fits the imaging role promisingly, due to its biocompatibility and half-life. The similar compound Perflourobutane is already used for ultrasound imaging.[1][15] Healing decompression sickness with oxygen has a similar mechanism of action to healing brain anemia, and so Oxycyte can be used for this[16][17]

Care should be taken about the blood with this compound, as it's associated with potentially dangerous variations in the blood, like viscosity.[18]

References

  1. 1.0 1.1 "A characterization of ABL-101 as a potential tracer for clinical fluorine-19 MRI". NMR in Biomedicine 33 (1): e4212. January 2020. doi:10.1002/nbm.4212. PMID 31724252. https://serval.unil.ch/notice/serval:BIB_F9103E2AE976. 
  2. "Oxycyte | Tenax Therapeutics" (in en-US). http://www.tenaxthera.com/pipeline/oxycyte/. 
  3. "Aurum Biosciences" (in en-GB). http://www.aurumbiosciences.com/. 
  4. Oxygen Biotherapeutics, Inc. Corporate website.
  5. "Man Made Life Saver 50x Better Than Blood". December 15, 2006. https://www.trendhunter.com/trends/oxycyte-man-made-life-saver-50x-better-than-blood. 
  6. "Tenax Therapeutics Stock Price Today (NASDAQ: TENX) Quote, Market Cap, Chart | WallStreetZen". https://www.wallstreetzen.com/stocks/us/nasdaq/tenx. 
  7. "Synthetic Blood International Announces Preliminary Analysis of Oxycyte Phase I Study Results - O-STA". https://o-sta.si/en/1819/synthetic-blood-international-announces-preliminary-analysis-of-oxycyte-phase-i-study-results. 
  8. 8.0 8.1 "Oxycyte - Search Results - PubMed" (in en). https://pubmed.ncbi.nlm.nih.gov/?term=Oxycyte&sort=date. 
  9. "Health Innovation Challenge Fund: projects we've funded | Wellcome" (in en). https://wellcome.org/what-we-do/directories/health-innovation-challenge-fund-projects-funded. 
  10. "Technology and Products – Aurum Biosciences" (in en-GB). http://www.aurumbiosciences.com/technology-and-products/. 
  11. Santosh C, Brennan D, "Method of imaging metabolic function", US patent 9144392, issued 9 September 2015, assigned to The Greater Glasgow Health Board.
  12. "Oxygen Biotherapeutics Announces Halt of Oxycyte Phase IIb Traumatic Brain Injury Trial". September 11, 2014. https://www.businesswire.com/news/home/20140911006403/en/Oxygen-Biotherapeutics-Announces-Halt-Oxycyte-Phase-IIb. 
  13. Blood Substitutes. Academic Press. 2006. p. 303. ISBN 978-0127597607. https://books.google.com/books?id=kkbJ5D2n4koC&dq=C10F20&pg=PA303. 
  14. Huvard G, Kiral R, Quitaro M, Thompson DP, Grossman A, Clauson G, Sandhu G, "Perfluorocarbon gel formulations", US patent 2013096190, published 18 April 2013, assigned to Oxygen Biotherapeutics, Inc..
  15. "Ultrasound Contrast Agent Sonazoid® for Injection Released for Sale". January 10, 2007. https://www.daiichisankyo.com/files/news/pressrelease/pdf/005564/news2007_01_10_69_en.pdf. 
  16. "Cardiovascular parameters in a mixed-sex swine study of severe decompression sickness treated with the emulsified perfluorocarbon Oxycyte". Journal of Applied Physiology 118 (1): 71–79. January 2015. doi:10.1152/japplphysiol.00727.2014. PMID 25342702. 
  17. "The emulsified perfluorocarbon Oxycyte improves spinal cord injury in a swine model of decompression sickness". Spinal Cord 51 (3): 188–192. March 2013. doi:10.1038/sc.2012.135. PMID 23165506. 
  18. "In vitro alteration of hematological parameters and blood viscosity by the perfluorocarbon: Oxycyte". International Journal of Hematology 103 (5): 584–591. May 2016. doi:10.1007/s12185-016-1955-9. PMID 26886450. 

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