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Tobramycin

Tobramycin Struktur
32986-56-4
CAS-Nr.
32986-56-4
Bezeichnung:
Tobramycin
Englisch Name:
Tobramycin
Synonyma:
Tobramycin Base;Tobramycine;tobra;nebcin;tobrex;Tobramax;nf6;obracin;Tobracin;nebicina
CBNumber:
CB7154445
Summenformel:
C18H37N5O9
Molgewicht:
467.52
MOL-Datei:
32986-56-4.mol

Tobramycin Eigenschaften

Schmelzpunkt:
178 °C
alpha 
D20 +129° (c = 1 in water)
Siedepunkt:
570.01°C (rough estimate)
Dichte
1.3458 (rough estimate)
Brechungsindex
143 ° (C=4, H2O)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
L?slichkeit
H2O: 50 mg/mL, clear, faintly yellow
pka
pKa 6.7 (Uncertain);8.3 (Uncertain);9.9 (Uncertain)
Aggregatzustand
White to off-white solid
Farbe
white to off-white
Wasserl?slichkeit
Soluble in water
Merck 
14,9490
BRN 
1357507
Stabilit?t:
Hygroscopic

Sicherheit

Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-37/39
WGK Germany  2
RTECS-Nr. WK2100000
3-10
HS Code  29419090
Giftige Stoffe Daten 32986-56-4(Hazardous Substances Data)
Toxizit?t LD50 in mice, rats (mg/kg): 441, 969 s.c. (Welles)

Tobramycin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

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′).

Chemische Eigenschaften

White or almost white powder.

Verwenden

Tobramycin is an aminoglycoside antibiotic.

Definition

ChEBI: A amino cyclitol glycoside that is kanamycin B lacking the 3-hydroxy substituent from the 2,6-diaminoglucose ring.

Indications

Tobramycin is highly active with respect to Gram-negative microorganisms (blue-pus bacillus and gastric bacilli, rabbit fever, serratia, providencia, enterobacteria, proteus, salmonella, shigella), as well as Gram-positive microorganisms (staphylococci, including those resistant to penicillin and some cephalosporins), and a few strains of streptococci.
It is used for severe bacterial infections: peritonitis, sepsis, meningitis, osteomyelitis, endocarditis, pneumonia, pleural empyema, pulmonary abscess, purulent skin infections and soft tissue infections, and infections of the urinary tract caused by microorganisms that are sensitive to the drug. Synonyms of this drug are nebicine, obracine, and others.

Antimicrobial activity

In-vitro activity against Ps. aeruginosa is usually somewhat greater than that of gentamicin; against other organisms activity is similar or a little lower. Other Pseudomonas species are generally resistant, as are streptococci and most anaerobic bacteria. Other organisms usually susceptible in vitro include Acinetobacter, Legionella and Yersinia spp. Alkaligenes, Flavobacterium spp. and Mycobacterium spp. are resistant. It exhibits bactericidal activity at concentrations close to the MIC and bactericidal synergy typical of aminoglycosides in combination with penicillins or cephalosporins.

Acquired resistance

It is inactivated by many aminoglycoside-modifying enzymes that inactivate gentamicin. However, AAC(3′)-I does not confer tobramycin resistance and AAC(3′)-II confers a lower degree of tobramycin resistance than of gentamicin resistance. Conversely, ANT(4′) confers tobramycin but not gentamicin resistance, as do some types of AAC(6′). Overproduction of APH(3′), conferring a low degree of resistance to tobramycin (MIC 8 mg/L), but not gentamicin (MIC 2 mg/L), was ascribed to ‘trapping’ rather than phosphorylation.
Resistance rates are generally similar to those of gentamicin, although they may vary locally because of the prevalence of particular enzyme types.

Biologische Aktivit?t

Pharmacologically, tobramycin is quite similar to gentamicin. The drug is somewhat more active against Ps. aeruginosa than gentamicin. Tobramycin also acts synergistically with penicillin, but to a lesser degree than gentamicin.

Clinical Use

Severe infections caused by susceptible micro-organisms Ps. aeruginosa infections, including chronic pulmonary infections in cystic fibrosis (administration by injection or nebulizer)
For practical purposes use is identical to that of gentamicin, except possibly for Pseudomonas infection, where it has somewhat greater activity against gentamicin-susceptible and some gentamicin-resistant strains. Its value as a substitute for gentamicin in the speculative treatment of severe undiagnosed infection is offset by its lower activity against other organisms that may be implicated.
It has been used extensively to treat Ps. aeruginosa infections in patients with cystic fibrosis.

Tobramycin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Tobramycin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 409)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8807 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12834 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Hangzhou Hyper Chemicals Limited
+86-0086-57187702781 +8613675893055
info@hyper-chem.com China 295 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58
Apeloa production Co.,Limited
+8619933239880
admin@apcl.com.cn China 852 58
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883 +86-16264648883
niki@zlchemi.com China 2986 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19553 58
Hebei shuoxi biotechnology co. LTD
+8613081092107
CHINA 964 58

32986-56-4(Tobramycin)Verwandte Suche:


  • Tobramycin (350 mg)
  • Tobramycin (350 mg)L0E077970ug/mg(an)
  • TobraMycin Base API
  • Tobramycin, Antibiotic for Culture Media Use Only
  • TOBRAMYCIN (RE-EXPORT OF REJECTED MATERIAL RETURN TO VENDOR)
  • 1-epitobramycin
  • 3’-deoxykanamycinb
  • 4-[2,6-diamino-2,3,6-trideoxy-alpha-d-glycopyranosyl]-6-[3-amino-3-deoxy-alpha
  • 6-trideoxy-alpha-d-ribo-hexopyranosyl-(1-4))-2-deoxy-
  • d-6-trideoxy-alpha-d-ribohexopyranosyl-(1-6))-2-deoxy
  • d-6-tyrideoxy-alpha-d-ribohexopyranosyl-(1-6))-2-deoxy
  • O-[3-AMINO-3-DEOXY-ALPHA-D-GLUCOPYRANOSYL-(1->6)]-O-[2,6-DIAMINO-2,3,6-TRIDEOXY-ALPHA-D-RIBOHEXOPYRANOSYL-(1->4)]-2-DEOXY-D-STREPTAMINE
  • Tobramycin, Free Base
  • TobramycinSulphate49842-07-1/Base
  • O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(2,6-
  • O-3-Amino-3-deoxy-a-D-glucopyranosyl-(1-6)-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribo-hexopyranosyl-(1-4)]-2-deoxy-D-streptamine
  • >D-Streptamine, O-3-amino-3-deoxy-.alpha.-D-glucopyranosyl-(1?6)-O-2,6-diamino-2,3,6-trideoxy-.alpha.-D-ribo-hexopyranosyl-(1?4)-2-deoxy-
  • o-[3-amino-3-deoxy-α-d-glucopyranosyl-(1→6)]-o-[2,6-diamino-2,3,6-trideoxy-α-d-ribohexopyranosyl-(1→4)]-2-deoxy-d-streptamine
  • D-Streptamine, O-3-amino-3-deoxy-a-D-glucopyranosyl-(16)-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribo-hexopyranosyl-(14)]-2-deoxy- (9CI)
  • NSC 180514
  • O-3-Amino-3-deoxy-a-D-glucopyranosyl-(14)-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribo-hexopyranosyl-(16)]-2-deoxystreptamine
  • Streptamine, O-3-amino-3-deoxy-a-D-glucopyranosyl-(14)-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribo-hexopyranosyl-(16)]-2-deoxy-, D- (8CI)
  • Tobracin
  • Tobramaxin
  • Tobramycetin
  • Tobramycin (base and/or unspecified salts)
  • O-[3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1→6)]-O-[2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1→4)]-2-deoxy-D-streptamine
  • O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1-6)-O-[2,6-diamino-2,3,6-trideoxy-a -D-ribo-hexopyranosyl-(1-4)]-2-deoxy-D-streptamine
  • deoxykanamycinb
  • -d-glycopyranosyl]-2-deoxystreptamine
  • distobram
  • gernebcin
  • lpha-d-ribohexopyranosyl-(1-4)]-2-deoxy-d-streptamine
  • nebicina
  • nebramycin6
  • nebramycinfactor6
  • nebramycinvi
  • nf6
  • o-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-6)-o-[2,6-diamino-2,3,6-trideoxy-a
  • obracin
  • obramycin
  • streptamine,o-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-4)-o-(2,6-diamino-2,3,
  • tobradistin
  • tobralex
  • (2S,3R,4S,5S,6R)-4-amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxy-oxan-2-yl]oxy-2-hydroxy-cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol
  • O-[3-Amino-3-deoxy-a-D-glucopyranosyl-(1[R]6)]-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribohexopyranosyl-(1[R]4)]-2-deoxy-D-streptamine
  • O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1-4))-2-deoxy-D-streptamine
  • TOBRAMYCIN
  • Tobramycin,O-[3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)]-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribohexopyranosyl-(1→4)]-2-deoxy-D-streptamine
  • Tobramycin, Free Base - CAS 32986-56-4 - Calbiochem
  • Tobramycin, potency: ≥900μG/mg,98%
  • Tobramycin CRS
  • Tobramycin for identification CRS
  • D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribo-hexopyranosyl-(1→4)]-2-deoxy-
  • (2S,3R,4S,5S,6R)-4-amino-2-(((1S,2S,3R,4S,6R)-4,6-diamino-3-(((2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxytetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,5-diol
  • Tobramycin solution in Water, 100μg/mL
  • Tobramycin-[13C6] pentaacetate salt
  • O-[3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1->
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