Tobramycin

Tobramycin Base · Tobramycine · tobra · nebcin · tobrex · Tobramax · nf6 · obracin

https://huagongshe.com/de/chemical/36294

Identifikatoren & physikalische Daten

CAS No.	32986-56-4
Summenformel	C18H37N5O9
Durchschnittliche Molmasse	467,5 g/mol
Monoisotopische Masse	467,25912776 g/mol
SMILES	NC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[C@H](N)C[C@@H]1O
InChIKey	NLVFBUXFDBBNBW-PBSUHMDJSA-N
PubChem CID	36294
ChEMBL	CHEMBL1747
ChEBI	CHEBI:28864
EC No.	251-322-5
DTXSID	DTXSID8023680
Lokaler Name	Tobramycin

Chemische & physikalische Eigenschaften

XLogP	-6,2
Polarare Oberfläche (TPSA)	268
H-Brücken-Donoren	10
H-Brücken-Akzeptoren	14
Frei drehbare Bindungen	6
Schwere Atome	32
Formalladung	0
Komplexität	609
Arzneimittel	Pharmaceuticals -> AntibioticsPharmaceuticals -> Listed in ZINC15
pH	Basic substance
LogP (Verteilungskoeffizient)	-5.8
Color/Form	White to off-white powderCrystals
Löslichkeit	freely solubleFreely soluble in water (1 in 1.5 parts)Very slightly soluble in ethanol (1 in 2000 parts). Practically insoluble in chloroform, ether5.37e+01 g/LH2O: 50 mg/mL, clear, faintly yellow
Human Drugs	Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntibacterial AgentsAminoglycosidesFDA approved drugs -> Active ingredientEMA approved medicines: Human medicineOphthalmological preparations > Anti-infective agents
Decomposition	Hazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx).When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Optical Rotation	Specific optical rotation: +129 deg at 20 °C/D (c = 1 in water)
Physical Description	Solid
Stability/Shelf Life	Stable under recommended storage conditions.... Hygroscopic powder.
Other Experimental Properties	Hygroscopic
Schmelzpunkt	178 °C
Siedepunkt	570.01°C (rough estimate)
Dichte	1.3458 (rough estimate)
Brechungsindex	143 ° (C=4, H2O)
Lagerbedingungen	Keep in dark place,Inert atmosphere,2-8°C
pKa (Säurekonstante)	pKa 6.7 (Uncertain)8.3 (Uncertain)9.9 (Uncertain)
Aggregatzustand	White to off-white solid
Farbe	white to off-white
Merck	14,9490
BRN	1357507
Stabilität	Hygroscopic
Hauptanwendungen	pharmaceuticalpharmaceutical small molecule
InChIKey	NLVFBUXFDBBNBW-TYINOFMDNA-N
SMILES	NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O

Sicherheit & Vorschriften

GHS-Einstufung	This chemical does not meet GHS hazard criteria for 6.7% (1 of 15) of reports.DangerH315 (46.7%): Causes skin irritation [Warning Skin corrosion/irritation]P203, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 15 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische Informationen	Tobramycin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
FDA-Anforderungen	The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including tobramycin, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including tobramycin sulfate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Tobramycin sulfate/
Special Reports	KAHLMETER GGENTAMICIN AND TOBRAMYCIN. CLINICAL PHARMACOKINETICS AND NEPHROTOXICITY. ASPECTS ON ASSAY TECHNIQUESSCAND J INFECT DIS (SUPPL) 18: 40PP (1979). REVIEW WITH 149 REFERENCES ON PHARMACOKINETICS & NEPHROTOXICITY OF GENTAMICIN & TOBRAMYCIN.
Hazard Classes and Categories	Skin Irrit. 2 (46.7%)Acute Tox. 3 (16.7%)
Brandbekämpfungsverfahren	Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.
Lagerbedingungen	Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature 2 - 8 °C.

Anwendungen & Verwendung

Beschreibung

Tobramycin is one component (factor 6) of a mixture produced by fermentation of Streptomyces tenebrari us. Lacking the C-3′ hydroxyl group, it is not a substrate for APH(3′)-1 and APH(3′)-II and so has an intrinsically broader spectrum than kanamycin. It is a substrate, however, for adenylation at C-2′ by ANT (2′) and acetylation at C-3 by AAC(3)-I and AAC(3)-II and at C-2′ by AAC(2′).

Verwenden

Tobramycin is an aminoglycoside antibiotic.