View source for TNP-470

{{Chembox
| ImageFile = TNP-470_structure.png
| ImageSize = 200px
| ImageAlt =
| PIN = [(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-(2-chloroacetyl)carbamate
| OtherNames = TNP-470, O-(chloroacetylcarbamoyl)fumagillol
|Section1={{Chembox Identifiers
| CASNo = 129298-91-5
| ChEBI = 90748
| ChEMBL = 424278
| ChemSpiderID = 328427
| DrugBank = DB08633
| EC_number = 663-348-8
| PubChem = 369976
| UNII = X47GR46481
| SMILES = CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)NC(=O)CCl)OC)C
| InChI = 1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1
| InChIKey = MSHZHSPISPJWHW-PVDLLORBSA-N
}}
|Section2={{Chembox Properties
| C=19 | H=28 | Cl=1 | N=1 | O=6
| Appearance =
| Density =
| MeltingPt =
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| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
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}}
'''TNP-470''' is an [[METAP2|methionine aminopeptidase 2]] inhibitor. Although it was one of the first [[angiogenesis inhibitor]] tested in clinical trials, its potential was hampered by neurotoxic effects and lack of effectiveness.<ref>{{cite journal |last1=Goya Grocin |first1=Andrea |last2=Kallemeijn |first2=Wouter W. |last3=Tate |first3=Edward W. |title=Targeting methionine aminopeptidase 2 in cancer, obesity, and autoimmunity |journal=Trends in Pharmacological Sciences |date=October 2021 |volume=42 |issue=10 |pages=870–882 |doi=10.1016/j.tips.2021.07.004|pmid=34446297 |hdl=10044/1/102175 |s2cid=237321716 |hdl-access=free }}</ref><ref>{{cite journal |last1=Kruger |first1=E. A. |last2=Figg |first2=W. D. |title=TNP-470: an angiogenesis inhibitor in clinical development for cancer |journal=Expert Opinion on Investigational Drugs |date=June 2000 |volume=9 |issue=6 |pages=1383–1396 |doi=10.1517/13543784.9.6.1383 |pmid=11060750 |s2cid=45149960 |url=https://pubmed.ncbi.nlm.nih.gov/11060750/ |issn=1354-3784}}</ref><ref>{{cite journal |last1=Stadler |first1=Walter M. |last2=Kuzel |first2=Timothy |last3=Shapiro |first3=Charles |last4=Sosman |first4=Jeffery |last5=Clark |first5=Joseph |last6=Vogelzang |first6=Nicholas J. |title=Multi-Institutional Study of the Angiogenesis Inhibitor TNP-470 in Metastatic Renal Carcinoma |journal=Journal of Clinical Oncology |date=August 1999 |volume=17 |issue=8 |pages=2541–2545 |doi=10.1200/JCO.1999.17.8.2541 |pmid=10561320 |url=https://ascopubs.org/doi/10.1200/jco.1999.17.8.2541 |language=en |issn=0732-183X}}</ref>
==References==
{{reflist}}
[[Category:METAP2 inhibitors]]
[[Category:Epoxides]]
[[Category:Spiro compounds]]
[[Category:Carbamates]]
[[Category:Methoxy compounds]]