Revision as of 15:58, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Saving copy of the {{drugbox}} taken from revid 457795730 of page Vindesine for the Chem/Drugbox validation project (updated: 'DrugBank').← Previous edit |
Revision as of 15:58, 10 January 2012 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Saving copy of the {{drugbox}} taken from revid 456953721 of page Vinorelbine for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEMBL').Next edit → |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Drugbox |
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{{Drugbox |
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| Verifiedfields = changed |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 457794905 |
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| verifiedrevid = 402875554 |
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| IUPAC_name = methyl (5''S'',7''S'',9''S'')- 9-- 5-ethyl- 5-hydroxy- 1,4,5,6,7,8,9,10-octahydro- 2''H''- 3,7-methanoazacycloundecinoindole- 9-carboxylate |
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| IUPAC_name = 4-(acetyloxy)- 6,7-didehydro- 15-((2''R'',6''R'',8''S'')-4-ethyl- 1,3,6,7,8,9-hexahydro- 8-(methoxycarbonyl)- 2,6-methano- 2''H''-azecino(4,3-''b'')indol-8-yl)- 3-hydroxy- 16-methoxy- 1-methyl- methyl ester, |
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| image = Vindesin.svg |
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| image = Vinorelbine.svg |
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<!--Clinical data--> |
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<!--Clinical data--> |
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| tradename = |
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| tradename = Navelbine |
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| Drugs.com = {{drugs.com|CONS|vindesine}} |
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| Drugs.com = {{drugs.com|monograph|navelbine}} |
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| MedlinePlus = a695013 |
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| pregnancy_AU = D |
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| pregnancy_AU = D |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_US = D |
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| legal_UK = POM |
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| pregnancy_category = |
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| legal_status = Rx-only |
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| legal_US = Rx-only |
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| routes_of_administration = ] |
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| routes_of_administration = ], oral |
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<!--Pharmacokinetic data--> |
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<!--Pharmacokinetic data--> |
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| bioavailability = 43 ± 14% (oral)<ref name = Marty>{{cite journal | author = Marty M, Fumoleau P, Adenis A, Rousseau Y, Merrouche Y, Robinet G, Senac I, Puozzo C | title = Oral vinorelbine pharmacokinetics and absolute bioavailability study in patients with solid tumors | journal = Ann Oncol | volume = 12 | issue = 11 | pages = 1643–9 | year = 2001 | pmid = 11822766 | doi = 10.1023/A:1013180903805}}</ref> |
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| bioavailability = |
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| protein_bound = 65-75% |
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| protein_bound = 79 to 91% |
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| metabolism = ] (]-mediated) |
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| metabolism = ] (]-mediated) |
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| elimination_half-life = 24 hours |
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| elimination_half-life = 27.7 to 43.6 hours |
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| excretion = Biliary and ] |
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| excretion = Fecal (46%) and ] (18%) |
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<!--Identifiers--> |
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<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 59917-39-4 |
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| CAS_number = 71486-22-1 |
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| ATC_prefix = L01 |
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| ATC_prefix = L01 |
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| ATC_suffix = CA03 |
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| ATC_suffix = CA04 |
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| PubChem = 5311497 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| ChEMBL = 219146 |
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| PubChem = 40839 |
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| DrugBank = DB00361 |
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| DrugBank_Ref = {{drugbankcite|changed|drugbank}} |
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| DrugBank = DB00309 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 37302 |
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| ChemSpiderID = 4470974 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = RSA8KO39WH |
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| UNII = Q6C979R91Y |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| KEGG = D01769 |
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| KEGG = D08680 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = <!-- blanked - oldvalue: 607994 --> |
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| ChEBI = 36373 |
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| C=45 | H=54 | N=4 | O=8 |
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| molecular_weight = 778.932 g/mol |
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<!--Chemical data--> |
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| smiles = O=C(OC)4(c2nc1ccccc1c2CN3CC(=C/(C3)C4)\CC)c5c(OC)cc6c(c5)89(N6C)(O)(C(=O)OC)(OC(=O)C)7(/C=C\CN(78)CC9)CC |
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| C=43 | H=55 | N=5 | O=7 |
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| InChI = 1/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1 |
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| molecular_weight = 753.926 g/mol |
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| InChIKey = GBABOYUKABKIAF-IELIFDKJBG |
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| smiles = O=C(OC)4(c2c(c1ccccc1n2)CCN3C(O)(CC)C(C3)C4)c5c(OC)cc6c(c5)89(N6C)(O)(C(=O)N)(O)7(/C=C\CN(78)CC9)CC |
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| InChI = 1/C43H55N5O7/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50)/t25-,34+,35-,36-,39+,40-,41-,42+,43+/m1/s1 |
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| InChIKey = HHJUWIANJFBDHT-KOTLKJBCBW |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C43H55N5O7/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50)/t25-,34+,35-,36-,39+,40-,41-,42+,43+/m1/s1 |
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| StdInChI = 1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = HHJUWIANJFBDHT-KOTLKJBCSA-N |
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| StdInChIKey = GBABOYUKABKIAF-IELIFDKJSA-N |
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}} |
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}} |