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PZ0021

Sigma-Aldrich

Tigecycline hydrate

≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -175 to -205°, c = 0.15 in methanol

manufacturer/tradename

Pfizer®

color

off-white to yellow-brown

solubility

DMSO: ≥3 mg/mL (warmed)

originator

Pfizer

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

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

Packaging

5, 25 mg in glass bottle

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
This compound was developed by Pfizer for Immunology research. To learn more about Sigma′s partnership with Pfizer and view other authentic, high-quality Pfizer compounds, visit sigma.com/bsm-pfizer.

To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from Pfizer Inc.
Pfizer is a registered trademark of Pfizer, Inc.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Repr. 1B

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

Quotes and Ordering

The Effect of Tigecycline on the Binding of Fluoroquinolones to Human Serum Albumin
Jelic RM, et al.
Serbian Journal of Experimental and Clinical Research, 19(1), 17-25 (2018)
A Jasiecka-Mikołajczyk et al.
Journal of veterinary pharmacology and therapeutics, 41(1), e22-e29 (2017-08-24)
The aim of this research had been to determine the pharmacokinetics of tigecycline (TIG) in turkey after intravenous (i.v.), intramuscular (i.m.), subcutaneous (s.c.), and oral (p.o.) administration at a dose of 10 mg/kg. TIG concentrations in plasma were determined using high-performance
Tigecycline targets nonsmall cell lung cancer through inhibition of mitochondrial function
Jia X, et al.
Fundamental & Clinical Pharmacology, 30(4), 297-306 (2016)
Hubert Ziółkowski et al.
Poultry science, 99(10), 4750-4757 (2020-09-30)
Tetracyclines continue to be important antimicrobials in veterinary medicine. However, the pharmacokinetics (PK) of tigecycline (TIG) and minocycline (MIN) in broiler chickens has not been investigated to date, and the PK of chlortetracycline (CTC) and tetracycline (TET) remains insufficiently researched
In vitro activity of tigecycline against isolates from patients enrolled in phase 3 clinical trials of treatment for complicated skin and skin-structure infections and complicated intra-abdominal infections
Bradford PA, et al.
Clinical Infectious Diseases, 41 (2005)

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