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PZ0021

Sigma-Aldrich

Tigecycline hydrate

≥98% (HPLC)

Synonyme(s) :

9-t-Butylglycylamido-minocycline hydrate, TBG-MINO, Tigecyclin, Tygacil

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About This Item

Formule empirique (notation de Hill):
C29H39N5O8 · xH2O
Numéro CAS:
1229002-07-6
Poids moléculaire :
585.65 (anhydrous basis)
Code UNSPSC :
12352200
ID de substance PubChem :
329823688
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

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

Couleur

off-white to yellow-brown

Solubilité

DMSO: ≥3 mg/mL (warmed)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

PMPLAEFBZIFHAR-KXLOKULZSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Autres remarques

air sensitive

Mention d'avertissement

Danger

Mentions de danger

H317,H318,H360FD,H410

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Repr. 1B - Skin Sens. 1

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Tigecycline targets nonsmall cell lung cancer through inhibition of mitochondrial function
Jia X, et al.
Fundamental & Clinical Pharmacology, 30(4), 297-306 (2016)
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
Yasar Sakarya et al.
International journal of ophthalmology, 10(5), 679-683 (2017-05-27)
To evaluate ocular penetration of topically applied 1% tigecycline. Forty-two New Zealand White rabbits were divided into 3 groups. A 50 µL drop of 1% tigecycline was administered in group 1. In groups 2 and 3, the drop was administered
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
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)
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