PZ0021

Tigecycline hydrate

≥98% (HPLC)

• Synonym(s): 9-t-Butylglycylamido-minocycline hydrate, TBG-MINO, Tigecyclin, Tygacil
• Empirical Formula (Hill Notation): C₂₉H₃₉N₅O₈ · xH₂O
• CAS Number: 1229002-07-6
• Molecular Weight: 585.65 (anhydrous basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 329823688
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -175 to -205°, c = 0.15 in methanol
• color: off-white to yellow-brown
• solubility: DMSO: ≥3 mg/mL (warmed)
• storage temp.: 2-8°C
• SMILES string: O.CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4c(cc(NC(=O)CNC(C)(C)C)c(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)N(C)C
• InChI: 1S/C29H39N5O8.H2O/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;/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35);1H2/t12-,14-,21-,29-;/m0./s1
• InChI key: PMPLAEFBZIFHAR-KXLOKULZSA-N

Description

General description

Tigecycline is used to treat complicated skin and skin structure infections (cSSSI) and complicated intraabdominal infections.

Application

TIGECYCLINE HYDRATE has been used:

• for antibiotic susceptibility testing
• to study its effects on multiple nonsmall cell lung cancer (NSCLC) cell lines
• to evaluate its effects on the binding of fluoroquinolones to human serum albumin
• as a standard to investigate the penetration of tigecycline into cornea, aqueous humor and vitreous humor

Biochem/physiol Actions

Tigecycline is a broad spectrum glycylcycline antibiotic. Tigecycline is bacteriostatic, that inhibits protein synthesis by binding to the 30S ribosomal subunit of bacteria and thereby blocking entry of Aminoacyl-tRNA into the A site of the ribosome during prokaryotic translation. Tigecycline is active against resistant strains of gram-positive and gram-negative bacteria, avoiding the two most common mechanisms of resistance to the tetracycline antimicrobials: tetracycline efflux pump proteins and ribosomal protection proteins.

Other Notes

air sensitive

Safety Information

• Pictograms: GHS08,GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H317,H318,H360FD,H410
• Precautionary Statements: 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 Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable