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{{cs1 config|name-list-style=vanc|display-authors=6}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| Verifiedfields = changed |
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| verifiedrevid = 457644489 |
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| verifiedrevid = 477209222 |
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| Name=Tanespimycin |
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| Name=17-''N''-Allylamino-17-demethoxygeldanamycin |
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| ImageFile = 17-N-Allylamino-17-demethoxygeldanamycin.svg |
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| ImageFile = 17-N-Allylamino-17-demethoxygeldanamycin.svg |
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| ImageSize = |
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| ImageSize = 200px |
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| IUPACName = docosa-8,12,14,18,21-<br />pentaen-10-yl] carbamate |
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| IUPACName = docosa-8,12,14,18,21-pentaen-10-yl] carbamate |
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| OtherNames = 17-''N''-Allylamino-17-demethoxygeldanamycin<br>17-AAG |
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| OtherNames = |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| IUPHAR_ligand = 7751 |
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| InChI = 1/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9-,18-10+,20-15+/t17-,19+,24+,25+,27-,29+/m1/s1 |
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| InChI = 1/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9-,18-10+,20-15+/t17-,19+,24+,25+,27-,29+/m1/s1 |
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| InChIKey = AYUNIORJHRXIBJ-TXHRRWQRBY |
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| InChIKey = AYUNIORJHRXIBJ-TXHRRWQRBY |
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| SMILES1 = C1C(((/C=C(/((/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)/C)OC)OC(=O)N)\C)C)O)OC |
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| SMILES1 = C1C(((/C=C(/((/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)/C)OC)OC(=O)N)\C)C)O)OC |
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| StdInChIKey = AYUNIORJHRXIBJ-TXHRRWQRSA-N |
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| StdInChIKey = AYUNIORJHRXIBJ-TXHRRWQRSA-N |
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| CASNo_Ref = {{cascite|changed|??}} |
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| CASNo_Ref = {{cascite|changed|??}} |
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| CASNo = <!-- blanked - oldvalue: 75747-14-7 --> |
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| CASNo = 75747-14-7 |
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| PubChem = 6440175 |
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| PubChem = 6440175 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 109480 |
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| ChEMBL = 109480 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 4GY0AVT3L4 |
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| ChemSpiderID = 21106220 |
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| ChemSpiderID = 21106220 |
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| SMILES = NC(=O)O1C(/C)=C/(C)(O)(OC)C(C)C\C2=C(/NCC=C)C(=O)\C=C(\NC(=O)C(\C)=C\C=C/1OC)C2=O |
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| SMILES = NC(=O)O1C(/C)=C/(C)(O)(OC)C(C)C\C2=C(/NCC=C)C(=O)\C=C(\NC(=O)C(\C)=C\C=C/1OC)C2=O |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=31 | H=43 | N=3 | O=8 |
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| Formula = C<sub>31</sub>H<sub>43</sub>N<sub>3</sub>O<sub>8</sub> |
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| Appearance = |
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| MolarMass = 585.689 g/mol |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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'''Tanespimycin''' ('''17-''N''-allylamino-17-demethoxygeldanamycin''', '''17-AAG''') is a derivative of the antibiotic ] that is being studied in the treatment of ], specifically in younger patients with certain types of ] or solid ], especially ] ]. |
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It works by ] ], which is expressed in those tumors.<ref>{{cite journal | vauthors = Dimopoulos MA, Mitsiades CS, Anderson KC, Richardson PG | title = Tanespimycin as antitumor therapy | journal = Clinical Lymphoma, Myeloma & Leukemia | volume = 11 | issue = 1 | pages = 17–22 | date = February 2011 | pmid = 21454186 | doi = 10.3816/CLML.2011.n.002 }}</ref> |
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It belongs to the family of ] called ]s. |
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==Clinical trials== |
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] conducted Phase 1<ref>{{ClinicalTrialsGov|NCT00093821|Phase 1 trial: 17-N-Allylamino-17-Demethoxygeldanamycin (17-AAG) in Treating Young Patients With Recurrent or Refractory Leukemia or Solid Tumors}}</ref><ref>{{ClinicalTrialsGov|NCT00079404|Phase 1 trial: 17-N-Allylamino-17-Demethoxygeldanamycin in Treating Young Patients With Relapsed or Refractory Solid Tumors or Leukemia}}</ref> and Phase 2 ]s. However, in 2010 the company halted ] of tanespimycin, during late-stage clinical trials as a potential treatment for multiple myeloma. While no definitive explanation was given, it has been suggested that Bristol-Myers Squibb halted development over concerns of the financial feasibility of tanespimycin development given the 2014 expiry of the patent on this compound, and the relative expense of manufacture.<ref name="available">{{Cite web | url=http://www.myelomabeacon.com/news/2010/07/22/tanespimycin-development-halted/ | archive-url = https://web.archive.org/web/20101228122346/http://www.myelomabeacon.com/news/2010/07/22/tanespimycin-development-halted/ | archive-date = 28 December 2010 |title = Bristol-Myers Squibb Halts Development of Tanespimycin | date = 22 July 2010 | work = The Myeloma Beacon }}</ref> |
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== References == |
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{{Reflist}} |
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== External links == |
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