Merck
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PZ0021

Sigma-Aldrich

Tigecycline hydrate

≥98% (HPLC)

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

Quality Level

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

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This Item
PZ0130PZ0013PZ0148
Tigecycline hydrate ≥98% (HPLC)

Sigma-Aldrich

PZ0021

Tigecycline hydrate

CP-64434 hydrate ≥98% (HPLC)

Sigma-Aldrich

PZ0130

CP-64434 hydrate

form

powder

form

powder

form

powder

form

powder

manufacturer/tradename

Pfizer®

manufacturer/tradename

Pfizer®

manufacturer/tradename

Pfizer®

manufacturer/tradename

Pfizer®

color

off-white to yellow-brown

color

white to off-white

color

white to off-white

color

very light brown

solubility

DMSO: ≥3 mg/mL (warmed)

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: ≥2 mg/mL

solubility

DMSO: ≥20 mg/mL

originator

Pfizer

originator

Pfizer

originator

Pfizer

originator

Pfizer

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

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.
air sensitive

Legal Information

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

Signal Word

Danger

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


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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)
Ocular penetration of topically applied 1% tigecycline in a rabbit model
Sakarya Y, et al.
International journal of ophthalmology, 10(5), 679-679 (2017)
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)
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

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