CAS 32986-56-4

Tobramycin

Description:

Tobramycin is an aminoglycoside antibiotic primarily used to treat infections caused by Gram-negative bacteria, particularly Pseudomonas aeruginosa. It is effective against a range of bacterial infections, especially in patients with cystic fibrosis or those with compromised immune systems. The substance is characterized by its ability to inhibit bacterial protein synthesis by binding to the 30S ribosomal subunit, leading to misreading of mRNA and ultimately cell death. Tobramycin is typically administered via inhalation, injection, or topical application, depending on the infection's location and severity. It is known for its relatively low toxicity compared to other aminoglycosides, although it can still cause nephrotoxicity and ototoxicity, necessitating careful monitoring of kidney function and hearing during treatment. The chemical structure of tobramycin includes multiple hydroxyl and amino groups, contributing to its solubility and biological activity. As with all antibiotics, the emergence of resistance is a concern, making appropriate use and adherence to prescribed regimens essential for maintaining its efficacy.

Formula: C₁₈H₃₇N₅O₉

InChI: InChI=1/C20H41N5O7/c21-5-8-1-7(10(22)4-13(8)27)2-9-11(23)3-12(24)19(16(9)28)32-20-18(30)15(25)17(29)14(6-26)31-20/h7-20,26-30H,1-6,21-25H2

InChI key: InChIKey=NLVFBUXFDBBNBW-PBSUHMDJSA-N

SMILES: O([C@@H]1[C@@H](O)[C@H](O[C@H]2O[C@H](CN)[C@@H](O)C[C@H]2N)[C@@H](N)C[C@H]1N)[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O

Synonyms:

• (1S,2S,3R,4S,6R)-4,6-diamino-3-[(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl)oxy]-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside
• 3'-Deoxykanamycin B
• 4-Amino-2-[4,6-Diamino-3-[[2-Amino-5-(Aminomethyl)-4-Hydroxy-Cyclohexyl]Methyl]-2-Hydroxy-Cyclohexoxy]-6-(Hydroxymethyl)Tetrahydropyran-3,5-Diol
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[2,6-diamino-2,3,6-trideoxy-α-<smallcap>D</span>-ribo-hexopyranosyl-(1→4)]-2-deoxy-
• 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-
• Deoxykanamycin B
• Nebramycin 6
• Nebramycin VI
• Nebramycin factor 6
• Nf 6
• Nsc 180514
• O-3-Amino-3-deoxy-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→6)-O-[2,6-diamino-2,3,6-trideoxy-α-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)]-2-deoxy-<smallcap>D</span>-streptamine
• O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→4)-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribo-hexopyranosyl-(1→6)]-2-deoxystreptamine
• 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-D-streptamine
• Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→4)-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribo-hexopyranosyl-(1→6)]-2-deoxy-, D-
• Tobi Podhaler
• Tobracin
• Tobradistin
• Tobralex
• Tobramax
• Tobramaxin
• Tobramicin
• Tobramicina
• Tobramycetin
• Tobramycin Base
• Tobramycin, Free Base
• Tobramycine
• Tobrex
• Tobrin
• Vantobra
• Tobramycin
• o-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-6)-o-[2,6-diamino-2,3,6-trideoxy-a
• TOBRAMYCIN (RE-EXPORT OF REJECTED MATERIAL RETURN TO VENDOR)
• TobramycinSulphate49842-07-1/Base
• 3’-deoxykanamycinb
• Tobramycin, Antibiotic for Culture Media Use Only
• 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
• O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(2,6-
• 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)
• 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
• (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
• 1-epitobramycin
• 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
• streptamine,o-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-4)-o-(2,6-diamino-2,3,
• Tobramycin (base and/or unspecified salts)
• obracin
• gernebcin
• 4-[2,6-diamino-2,3,6-trideoxy-alpha-d-glycopyranosyl]-6-[3-amino-3-deoxy-alpha
• nebcin
• nebramycin6
• d-6-trideoxy-alpha-d-ribohexopyranosyl-(1-6))-2-deoxy
• >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-a-D-glucopyranosyl-(1[R]6)]-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribohexopyranosyl-(1[R]4)]-2-deoxy-D-streptamine
• distobram
• -d-glycopyranosyl]-2-deoxystreptamine
• 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-a-D-glucopyranosyl-(14)-O-[2,6-diamino-2,3,6-trideoxy-a-D-ribo-hexopyranosyl-(16)]-2-deoxystreptamine
• 6-trideoxy-alpha-d-ribo-hexopyranosyl-(1-4))-2-deoxy-
• tobra
• TobraMycin Base API
• nebramycinvi
• lpha-d-ribohexopyranosyl-(1-4)]-2-deoxy-d-streptamine
• d-6-tyrideoxy-alpha-d-ribohexopyranosyl-(1-6))-2-deoxy
• obramycin
• 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)
• 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
• deoxykanamycinb
• nebramycinfactor6
• nebicina
• nf6
• Tobramycin (350 mg)
• 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

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Purity: >94.0%(T)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 467.52

Ref: 3B-T2503

Tobramycin, 900&mu;g/mg

CAS: 32986-56-4

Tobramycin, 900g/mg

Formula: C₁₈H₃₇N₅O₉

Color and Shape: Powder, White to pale cream

Molecular weight: 467.52

Ref: 02-J66040

TOBRAMYCIN FOR IDENTIFICATION CRS

CAS: 32986-56-4

TOBRAMYCIN FOR IDENTIFICATION CRS

Formula: C₁₈H₃₇N₅O₉

Color and Shape: White. Powder.

Molecular weight: 467.5145

Ref: 41-Y0001210

Tobramycin

CAS: 32986-56-4

Tobramycin

Formula: C₁₈H₃₇N₅O₉

Color and Shape: White. To. Off-White

Molecular weight: 467.5145

Ref: 47-333

SECOND INTERNATIONAL STANDARD FOR TOBRAMYCIN

CAS: 32986-56-4

SECOND INTERNATIONAL STANDARD FOR TOBRAMYCIN

Formula: C₁₈H₃₇N₅O₉

Molecular weight: 467.5145

Ref: 41-ISA_82_510

TOBRAMYCIN CRS

CAS: 32986-56-4

TOBRAMYCIN CRS

Color and Shape: Added

Ref: 41-T1500000

Tobramycin

CAS: 32986-56-4

Aminoglycoside antibiotics

Formula: C₁₈H₃₇N₅O₉

Color and Shape: White Off-White Powder

Molecular weight: 467.25913

Ref: 45-1667508

Tobramycin

CAS: 32986-56-4

Tobramycin

Formula: C₁₈H₃₇N₅O₉

Purity: >97% by area (tlc) (Typical Value in Batch COA)

Color and Shape: White Solid-Powder

Molecular weight: 467.51448

Ref: 54-BIT0802

Tobramycin

CAS: 32986-56-4

Tobramycin (NSC-180514) is an aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius.

Formula: C₁₈H₃₇N₅O₉

Purity: 99.21% - 99.87%

Color and Shape: Solid

Molecular weight: 467.51

Ref: TM-T1255

Tobramycin

CAS: 32986-56-4

Tobramycin

Formula: C₁₈H₃₇N₅O₉

Purity: 99.5%

Molecular weight: 467.51

Ref: 54-BUP15965

Tobramycin

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Purity: ≥ 900μg/mg (anhydrous basis)

Color and Shape: White or almost white powder

Molecular weight: 467.5

Ref: 7W-GA9878

Tobramycin, EP grade

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Purity: ≤ 0.5%

Color and Shape: White to off-white powder

Molecular weight: 467.5

Ref: 7W-GA9008

Tobramycin

Controlled Product

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Color and Shape: Neat

Molecular weight: 467.51

Ref: 04-CA17588000

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-D-streptamine

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Purity: 95%

Color and Shape: Solid

Molecular weight: 467.5145

Ref: IN-DA00I6BT

Tobramycin-D, 18O Acetic Acid Salt

Controlled Product

CAS: 32986-56-4

Formula: C₁₈H₃₆DN₅O₈O·(xCH₃COOH)

Color and Shape: Neat

Molecular weight: 530.57

Ref: TR-T524003

Tobramycin Deuterated (>90%)

Controlled Product

CAS: 32986-56-4

Stability Hygroscopic
Applications Single factor antibiotic comprising about 10% of nebramycin, the aminoglycosidic antibiotic complex produced by Streptomyces tenebrarius. Antibacterial.A representative lot contains d4, d5, d6, d7, d8, and d9.
References Koch, K.F., et al.: Antimicrob. Agents Chemother., 309 (1970), Welles, J.S., et al.: Toxicol. Appl. Pharmacol., 22, 332 (1972), Dash, A.K., et al.: Anal. Profiles Drug Subs. Excip., 24, 579 (1996),

Formula: C₁₈H₃₇N₅O₉forundeuterated

Purity: >90%

Color and Shape: Neat

Molecular weight: 467.51

Ref: TR-T524002

Tobramycin

Controlled Product

CAS: 32986-56-4

Applications Single factor antibiotic comprising about 10% of nebramycin, the aminoglycosidic antibiotic complex produced by Streptomyces tenebrarius. Antibacterial.
References Koch, K.F., et al.: Antimicrob. Agents Chemother., 309 (1970), Welles, J.S., et al.: Toxicol. Appl. Pharmacol., 22, 332 (1972), Dash, A.K., et al.: Anal. Profiles Drug Subs. Excip., 24, 579 (1996),

Formula: C₁₈H₃₇N₅O₉

Color and Shape: Neat

Molecular weight: 467.51

Ref: TR-T524000

Tobramycin

CAS: 32986-56-4

(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

Formula: C₁₈H₃₇N₅O₉

Purity: ≥900ug/mg

Molecular weight: 467.51

Ref: IN-DG154306

Tobramycin

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Molecular weight: 467.52

Ref: ST-EA-CP-T96000

Tobramycin-[13C6] pentaacetate salt

CAS: 32986-56-4

Formula: C₁₈H₃₇N₅O₉

Color and Shape: Solid

Molecular weight: 467.5

Ref: BE-MC-7150