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Dibekacin

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Chemical compound

Pharmaceutical compound

Dibekacin
Clinical data

Trade names	Panimycin, Tokocin
Other names	3',4'-Dideoxykanamycin B
AHFS/Drugs.com	International Drug Names
ATC code	J01GB09 (WHO) S01AA29 (WHO)
Identifiers
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
CAS Number	34493-98-6
PubChemCID	470999
ChemSpider	413666
UNII	45ZFO9E525
KEGG	D07811
ChEMBL	ChEMBL560976
PDB ligand	84D (PDBe,RCSB PDB)
CompTox Dashboard(EPA)	DTXSID2022915
ECHA InfoCard	100.047.316
Chemical and physical data
Formula	C₁₈H₃₇N₅O₈
Molar mass	451.521 g·mol⁻¹
3D model (JSmol)	Interactive image
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
InChI InChI=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 Key:JJCQSGDBDPYCEO-XVZSLQNASA-N

Dibekacin (3',4'-dideoxykanamycin B) is anaminoglycoside antibiotic. It is a semisynthetic derivative ofkanamycin developed byHamao Umezawa and collaborators forMeiji Seika.^[1]^[2]

It has been used in combination withsulbenicillin.^[3]

^Umezawa H, Umezawa S, Tsuchiya T, Okazaki Y (July 1971)."3',4'-Dideoxy-Kanamycin B Active Against Kanamycin-Resistant Escherichia coli and Pseudomonas aeruginosa".The Journal of Antibiotics.24 (7):485–487.doi:10.7164/antibiotics.24.485.PMID 4998037.
^Umezawa H (November 1982). "Découverte de la dibékacine et de ses aspects chimiques [Discovery of dibekacin and its chemical aspects]".La Nouvelle Presse Médicale.11 (46):3379–84.PMID 7155844.
^Aonuma S, Ariji F, Oizumi K, Konno K (June 1987)."Electron microscopy of Pseudomonas aeruginosa treated with sulbenicillin and dibekacin".Tohoku J. Exp. Med.152 (2):119–28.doi:10.1620/tjem.152.119.PMID 3114912.

-mycin (Streptomyces)	Streptomycin^# Dihydrostreptomycin Neomycin^# Framycetin Paromomycin^# Ribostamycin Kanamycin Amikacin^# Arbekacin Bekanamycin Dibekacin Tobramycin (+loteprednol) Spectinomycin^# Hygromycin B Totomycin Apramycin Nourseothricin
-micin (Micromonospora)	Gentamicin^# Netilmicin Sisomicin Micronomicin Plazomicin^# Isepamicin Verdamicin Astromicin
other	Butirosin

Tetracyclines	Doxycycline^# Chlortetracycline Clomocycline Demeclocycline Eravacycline Lymecycline Meclocycline^‡ Metacycline Minocycline Omadacycline Oxytetracycline Penimepicycline Rolitetracycline Sarecycline Tetracycline^#
Glycylcyclines	Tigecycline

Amphenicols	Chloramphenicol^# Azidamfenicol Thiamphenicol Florfenicol

Macrolides	Boromycin Carbomycin Carrimycin Clarithromycin^# Dirithromycin Erythromycin^# Flurithromycin Josamycin Kitasamycin Midecamycin Miocamycin Nafithromycin Oleandomycin Rokitamycin Roxithromycin Spiramycin Tildipirosin Tilmicosin Troleandomycin Tylosin Tylvalosin
Azalides	Azithromycin^# Gamithromycin Tulathromycin
Ketolides	Telithromycin^‡ Cethromycin Solithromycin^†
Lincosamides	Clindamycin^# Lincomycin Pirlimycin
Oxepanoprolinamides	Cresomycin Iboxamycin
Streptogramins	Pristinamycin (IA,IIA,IIB) NXL103 (Flopristin,Linopristin) Quinupristin/dalfopristin (Dalfopristin,Quinupristin) Streptogramin A Streptogramin B Virginiamycin (S1)

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