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Wikipedia

Phosphorylethanolamine

Phosphorylethanolamine or phosphoethanolamine is an ethanolamine derivative that is used to construct two different categories of phospholipids. One category termed a glycerophospholipid and the other a sphingomyelin, or more specifically within the sphingomyelin class, a sphingophospholipid. Phosphorylethanolamine is a polyprotic acid with two pKa values at 5.61 and 10.39.[1]

Phosphorylethanolamine
Names
Preferred IUPAC name
2-Aminoethyl dihydrogen phosphate
Other names
Phosphoethanolamine; PHOS
Identifiers
  • 1071-23-4 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17553 Y
ChEMBL
  • ChEMBL146972 Y
ChemSpider
  • 990 Y
DrugBank
  • DB01738 N
ECHA InfoCard 100.012.717
MeSH phosphorylethanolamine
  • 1015
UNII
  • 78A2BX7AEU N
  • DTXSID5061453
  • InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6) Y
    Key: SUHOOTKUPISOBE-UHFFFAOYSA-N Y
  • C(COP(=O)(O)O)N
Properties
C2H8NO4P
Molar mass 141.063 g·mol−1
Appearance White powder
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Phosphorylethanolamine has been falsely promoted as a cancer treatment.[2]

Effectiveness edit

As a potential drug, phosphorylethanolamine has undergone human clinical trials. These were halted when no evidence of benefit was found.[3][2]

Edzard Ernst has called Phosphorylethanolamine "the most peculiar case of Brazilian quackery".[2]

Legality edit

There has been ongoing controversy and litigation in Brazil with regard to its use as a cancer treatment without approval by the National Health Surveillance Agency. For years, Gilberto Chierice, a Chemistry Professor at the São Carlos campus of the University of São Paulo, used resources from a campus laboratory to unofficially manufacture, distribute, and promote the drug to cancer patients without it having gone through clinical testing. In September 2015, university administrators began preventing the Professor from continuing with this practice. In October 2015, several courts in Brazil ruled in favor of plaintiffs who wanted the right to try the compound. However, a state court overturned the lower courts' decision a month later. Jailson Bittencourt de Andrade, secretary for Brazil's science and technology ministry, said the ministry plans to fund further research on the compound, but that it will be years before a determination can be made about phosphorylethanolamine's safety and efficacy in humans.[4][5]

On April 14, 2016, a law was passed in Brazil allowing the use of synthetic phosphorylethanolamine for cancer treatment,[6] despite opposition from the Brazilian Medical Association, the Brazilian Society of Clinical Oncology, and the regulatory agency Anvisa.[7] However, shortly after, the country's Supreme Court suspended the law.[8]

See also edit

References edit

  1. ^ Myller, AT; et al. (2010). "Preparation of aminofunctionalized TiO2 surfaces by binding of organophosphates". Applied Surface Science. 257 (5): 1616–1622. Bibcode:2010ApSS..257.1616M. doi:10.1016/j.apsusc.2010.08.109.
  2. ^ a b c Edzard Ernst (28 November 2018). "The amazing story of a Brazilian cancer 'cure'".
  3. ^ "Fosfoetanolamina: Instituto do Câncer suspende novos testes devido a 'ausência de benefício clínico significativo'" [Phosphorylethanolamine: Cancer Institute suspends new tests due to 'lack of significant clinical benefits'] (in Portuguese). 31 March 2017. Retrieved 10 January 2018.
  4. ^ Heidi Ledford (24 November 2015). "Brazilian courts tussle over unproven cancer treatment". Nature. 527 (7579): 420–421. Bibcode:2015Natur.527..420L. doi:10.1038/527420a. PMID 26607521. S2CID 3011466.
  5. ^ Escobar, H. (2016). "Brazil bill would legalize renegade cancer pill". Science. 352 (6281): 18. Bibcode:2016Sci...352...18E. doi:10.1126/science.352.6281.18. PMID 27034350.
  6. ^ Escobar, Herton (2016). "Brazil president signs law legalizing renegade cancer pill". Science. doi:10.1126/science.aaf9915.
  7. ^ Noam Pondé; Felipe Ades; Evandro de Azambuja (2016). "Threat posed by unproven drugs in medical oncology". ESMO Open. 1 (3): e000064. doi:10.1136/esmoopen-2016-000064. PMC 5070266. PMID 27843615.
  8. ^ . 25 July 2016. Archived from the original on 2016-07-27.

Additional images edit

phosphorylethanolamine, phosphoethanolamine, ethanolamine, derivative, that, used, construct, different, categories, phospholipids, category, termed, glycerophospholipid, other, sphingomyelin, more, specifically, within, sphingomyelin, class, sphingophospholip. Phosphorylethanolamine or phosphoethanolamine is an ethanolamine derivative that is used to construct two different categories of phospholipids One category termed a glycerophospholipid and the other a sphingomyelin or more specifically within the sphingomyelin class a sphingophospholipid Phosphorylethanolamine is a polyprotic acid with two pKa values at 5 61 and 10 39 1 Phosphorylethanolamine NamesPreferred IUPAC name 2 Aminoethyl dihydrogen phosphateOther names Phosphoethanolamine PHOSIdentifiersCAS Number 1071 23 4 Y3D model JSmol Interactive imageChEBI CHEBI 17553 YChEMBL ChEMBL146972 YChemSpider 990 YDrugBank DB01738 NECHA InfoCard 100 012 717MeSH phosphorylethanolaminePubChem CID 1015UNII 78A2BX7AEU NCompTox Dashboard EPA DTXSID5061453InChI InChI 1S C2H8NO4P c3 1 2 7 8 4 5 6 h1 3H2 H2 4 5 6 YKey SUHOOTKUPISOBE UHFFFAOYSA N YSMILES C COP O O O NPropertiesChemical formula C 2H 8N O 4PMolar mass 141 063 g mol 1Appearance White powderExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Phosphorylethanolamine has been falsely promoted as a cancer treatment 2 Contents 1 Effectiveness 2 Legality 3 See also 4 References 5 Additional imagesEffectiveness editAs a potential drug phosphorylethanolamine has undergone human clinical trials These were halted when no evidence of benefit was found 3 2 Edzard Ernst has called Phosphorylethanolamine the most peculiar case of Brazilian quackery 2 Legality editThere has been ongoing controversy and litigation in Brazil with regard to its use as a cancer treatment without approval by the National Health Surveillance Agency For years Gilberto Chierice a Chemistry Professor at the Sao Carlos campus of the University of Sao Paulo used resources from a campus laboratory to unofficially manufacture distribute and promote the drug to cancer patients without it having gone through clinical testing In September 2015 university administrators began preventing the Professor from continuing with this practice In October 2015 several courts in Brazil ruled in favor of plaintiffs who wanted the right to try the compound However a state court overturned the lower courts decision a month later Jailson Bittencourt de Andrade secretary for Brazil s science and technology ministry said the ministry plans to fund further research on the compound but that it will be years before a determination can be made about phosphorylethanolamine s safety and efficacy in humans 4 5 On April 14 2016 a law was passed in Brazil allowing the use of synthetic phosphorylethanolamine for cancer treatment 6 despite opposition from the Brazilian Medical Association the Brazilian Society of Clinical Oncology and the regulatory agency Anvisa 7 However shortly after the country s Supreme Court suspended the law 8 See also editPhosphocholine PhosphoserineReferences edit Myller AT et al 2010 Preparation of aminofunctionalized TiO2 surfaces by binding of organophosphates Applied Surface Science 257 5 1616 1622 Bibcode 2010ApSS 257 1616M doi 10 1016 j apsusc 2010 08 109 a b c Edzard Ernst 28 November 2018 The amazing story of a Brazilian cancer cure Fosfoetanolamina Instituto do Cancer suspende novos testes devido a ausencia de beneficio clinico significativo Phosphorylethanolamine Cancer Institute suspends new tests due to lack of significant clinical benefits in Portuguese 31 March 2017 Retrieved 10 January 2018 Heidi Ledford 24 November 2015 Brazilian courts tussle over unproven cancer treatment Nature 527 7579 420 421 Bibcode 2015Natur 527 420L doi 10 1038 527420a PMID 26607521 S2CID 3011466 Escobar H 2016 Brazil bill would legalize renegade cancer pill Science 352 6281 18 Bibcode 2016Sci 352 18E doi 10 1126 science 352 6281 18 PMID 27034350 Escobar Herton 2016 Brazil president signs law legalizing renegade cancer pill Science doi 10 1126 science aaf9915 Noam Ponde Felipe Ades Evandro de Azambuja 2016 Threat posed by unproven drugs in medical oncology ESMO Open 1 3 e000064 doi 10 1136 esmoopen 2016 000064 PMC 5070266 PMID 27843615 Human tests start on controversial Brazil cancer pill 25 July 2016 Archived from the original on 2016 07 27 Additional images edit nbsp Phosphate nbsp Ethanolamine Retrieved from https en wikipedia org w index php title Phosphorylethanolamine amp oldid 1095738463, wikipedia, wiki, book, books, library,

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