610225

Tigecycline

A broad-spectrum glyclcycline class of antimicrobial agent that is active against both Gram positive and Gram negative bacteria.

• Synonym(s): Tigecycline, 9- t-Butylglycylamido-minocycline, 9-t-Butylglycylamido-minocycline
• Empirical Formula (Hill Notation): C₂₉H₃₉N₅O₈
• CAS Number: 220620-09-7
• Molecular Weight: 585.65
• MDL number: MFCD00935753
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥99% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: orange
• solubility: DMSO: soluble
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: O=C(C1=C(O)[C@@](C(C(C(N)=O)=C(O)[C@H]2N(C)C)=O)(O)[C@@]2([H])C[C@]1([H])C3)C4=C3C(N(C)C)=CC(NC(CNC(C)(C)C)=O)=C4O
• InChI: 1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36-37,41-42H,8-9,11,30H2,1-7H3,(H,32,35)/b27-20-/t12-,14-,21-,29-/m0/s1
• InChI key: ZXGBRIBPJBHLMO-SBMFAFPZSA-N

Description

General description

A broad-spectrum glyclcycline class of antimicrobial agent that is active against both Gram positive and Gram negative bacteria. Exhibits toxicity for human AML cells at all stages of development in both in vitro and in vivo models. Selectively kills leukemic stem and progenitor cells (LD₅₀ ~10 µM) and reduces the repopulating ability of the primary AML cells while sparing normal hematopoietic cells. Its action on growth and viability of eukaryotic cells is shown to be due to its inhibitory effects on mitochondrial protein translation and respiratory complex activity.

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Skrtic, M., et al. 2011. Cancer Cell20, 674.
Olson, M.W., et al. 2006. Antimicrob. Agents Chemother.50, 2156.
Stein, G.E., and Craig, W.A., 2006. Clin. Infect Dis.43, 518.
Livermore, D.M., 2005. J. Antimicrob. Chemother.56, 611.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS08,GHS05,GHS07,GHS09
• signalword: Danger
• hcodes: H317,H318,H360FD,H410
• pcodes: P202 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Repr. 1B - Skin Sens. 1
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable