TIGECYCLINE

PRODUCT IDENTIFICATION
CAS NO. 220620-09-7

TIGECYCLINE
EINECS NO.  
FORMULA C29H39N5O8
MOL WT. 585.65

H.S. CODE

 2941.30.0000
SYNONYMS Tygacil; Achromycin V, Tetracyn, Tetrex;
(4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-9-((((1,1-dimethylethyl)amino)acetyl)amino)- 1,4,4a,5,5a,6,11, 12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide; (4S,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11, 12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide;

SMILES

CC(C)(C)NCC(=O)Nc1cc(c2c(c1O)C(=O)C3=C([C@]4([C@@H] (C[C@ @H] 3C2)[C@@H](C(=C(C4=O)C(=O)N)O)N(C) C)O)O)N(C)C

CLASSIFICATION

 Tetracycline, Antibacterial

EXTRA NOTES

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Orange crystalline powder
MELTING POINT  
BOILING POINT

 
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
pH 7.0 ~ 8.5
VAPOR DENSITY

 

AUTOIGNITION

  

NFPA RATINGS

  

REFRACTIVE INDEX

 
FLASH POINT  
STABILITY

Stable under ordinary conditions.

GENERAL DESCRIPTION AND APPLICATIONS

Wikipedia Linking: http://en.wikipedia.org/wiki/Tigecycline

Tigecycline is an antibiotic that is used intravenously for the treatment of infections of the skin and abdominal organs caused by bacteria that are susceptible to it. Tigecycline is similar to tetracycline antibiotics and has activity against a large number of bacteria. Tigecycline binds to bacterial ribosomes, organelles inside the bacteria that produce the cell's proteins. The binding prevents the bacterial ribosomes from producing important proteins that are needed for growth and multiplication of the bacteria. Tigecycline prevents a bacterium from multiplying, but it does not kill the bacterium. Tigecycline was approved by the FDA in June, 2005. (http://www.medicinenet.com/)

Tigecycline, a derivative of the tetracycline (Some Trade Names ACHROMYCIN V, TETRACYN, TETREX) minocycline (Some Trade Names, is the first available glycylcycline. Tigecycline inhibits protein synthesis by binding to the 30S ribosomal subunit. It is bacteriostatic. Tigecycline is given IV. Tigecycline has a large volume of distribution (> 12 L/kg), penetrating well into bone, lung, liver, and kidney tissues. A half-life of 36 h should provide for once/day dosing. Most of the drug is excreted in bile and feces. Tigecycline is effective against many resistant bacteria, including those with resistance to tetracyclines. Tigecycline is active against

  • Many gram-positive bacteria, including methicillin-susceptible and methicillin-resistant S. aureus, Streptococcus pneumoniae with reduced penicillin-sensitivity, vancomycin (Some Trade Names-sensitive Enterococcus faecalis, -resistant E. faecium,and Listeria sp
  • Many gram-negative bacteria, such as multidrug-resistant Acinetobacter baumannii, Stenotrophomonas maltophilia, Haemophilus influenzae, and most Enterobacteriaceae (including some strains that produce extended-spectrum ет-lactamases [ESBLs] and other strains that were carbapenem-resistant based on production of a carbapenemase or metallo-ет-lactamase)
  • Many atypical respiratory pathogens (chlamydiae, Mycoplasma sp), Mycobacterium abscessus, M. fortuitum, and anaerobes, including Bacteroides fragilis, Clostridium perfringens, and C. difficile (http://www.merck.com/)

Tigecycline is the first drug in the glycylcycline class of antibiotics. Although it is structurally related to minocycline, alterations to the molecule resulted in its expanded spectrum of activity and decreased susceptibility to the development of resistance when compared with other tetracycline antibiotics. Tigecycline has a broad spectrum of activity, including activity against drug-resistant gram-positive organisms. (http://www.baylorhealth.edu/)

Tetracycline antibiotics include;

  • Chlortetracycline (CAS # : 57-62-5)
  • Demeclocycline Hydrochloride (CAS # : 64-73-3)
  • Demethylchlortetracycline (CAS # : 127-33-3)
  • Dihydrostreptomycin Sesquisulfate (CAS # : 5490-27-7)
  • Doxycycline (CAS # : 564-25-0)
  • Duramycin (CAS # : 1391-36-2)
  • Meclocycline Sulfosalicylate (CAS # : 73816-42-9)
  • Methacycline Hydrochloride (CAS # : 3963-95-9)
  • Minocycline (CAS # : 10118-90-8)
  • Neomycin (CAS # : 1404-04-2)
  • Oxytetracycline (CAS # : 6153-64-6)
  • Streptomycin (CAS # : 57-92-1)
  • Tetracycline (CAS # : 60-54-8)
  • Vancomycin (CAS # : 123409-00-7)
SALES SPECIFICATION

APPEARANCE

 Orange crystalline powder

CONTENT

99.0% min

WATER

3.0% max

RELATED SUBSTANCES

Isomer Impurity: 1.5% max
Individual Impurity: 1.5% max
Total Impurity: 3.0% max
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 63, Safety Phrases: 36/37-45
PRICE INFORMATION