dibekacin

{{Short description|Chemical compound}}

{{Drugbox

| image = Dibekacin.svg

| tradename = Panimycin, Tokocin

| Drugs.com = {{drugs.com|international|dibekacin}}

| pregnancy_AU =

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| ATC_prefix = J01

| ATC_suffix = GB09

| ATC_supplemental = {{ATC|S01|AA29}}

| legal_AU =

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| bioavailability =

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| synonyms = 3',4'-Dideoxykanamycin B

| CAS_number = 34493-98-6

| PubChem = 470999

| DrugBank =

| ChemSpiderID = 413666

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 45ZFO9E525

| KEGG = D07811

| ChEMBL= 560976

| PDB_ligand = 84D

| IUPAC_name = (2S,3R,4S,5S,6R)-4-Amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol

| C=18 | H=37 | N=5 | O=8

| smiles = C1C[C@H]([C@H](O[C@@H]1CN)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)N)O)N)N)N

| StdInChI = 1S/C18H37N5O8/c19-4-6-1-2-7(20)17(28-6)30-15-8(21)3-9(22)16(14(15)27)31-18-13(26)11(23)12(25)10(5-24)29-18/h6-18,24-27H,1-5,19-23H2/t6-,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1

| StdInChIKey = JJCQSGDBDPYCEO-XVZSLQNASA-N

}}

Dibekacin (3',4'-dideoxykanamycin B) is an aminoglycoside antibiotic. It is a semisynthetic derivative of kanamycin developed by Hamao Umezawa and collaborators for Meiji Seika.{{cite journal |vauthors=Umezawa H, Umezawa S, Tsuchiya T, Okazaki Y |title=3',4'-Dideoxy-Kanamycin B Active Against Kanamycin-Resistant Escherichia coli and Pseudomonas aeruginosa |journal=The Journal of Antibiotics |volume=24 |issue=7 |pages=485–487 |date=July 1971 |doi= 10.7164/antibiotics.24.485 |pmid=4998037 |doi-access=free }} {{cite journal |vauthors=Umezawa H |title=Découverte de la dibékacine et de ses aspects chimiques [Discovery of dibekacin and its chemical aspects] |journal=La Nouvelle Presse Médicale |volume=11 |issue=46 |pages=3379–84 |date=November 1982 |pmid=7155844 }}

It has been used in combination with sulbenicillin.{{cite journal |vauthors=Aonuma S, Ariji F, Oizumi K, Konno K |title=Electron microscopy of Pseudomonas aeruginosa treated with sulbenicillin and dibekacin |journal=Tohoku J. Exp. Med. |volume=152 |issue=2 |pages=119–28 |date=June 1987 |pmid=3114912 |doi= 10.1620/tjem.152.119|doi-access=free }}