Tigemonam

Modify Date: 2024-01-04 09:52:17

Tigemonam Structure
Tigemonam structure
Common Name Tigemonam
CAS Number 102507-71-1 Molecular Weight 437.40600
Density 1.91g/cm3 Boiling Point N/A
Molecular Formula C12H15N5O9S2 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Tigemonam


Tigemonam is a monobactam, with potent activity against Gram-negative aerobic bacterial pathogens.

 Names

Name 2-[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(3S)-2,2-dimethyl-4-oxo-1-sulfooxyazetidin-3-yl]amino]-2-oxoethylidene]amino]oxyacetic acid
Synonym More Synonyms

 Tigemonam Biological Activity

Description Tigemonam is a monobactam, with potent activity against Gram-negative aerobic bacterial pathogens.
Related Catalog
In Vitro Tigemonam (0.25 mg/L) inhibits 90% of Escherichia coli, Klebsiella spp., Proteus spp., Salmonella spp., Haemophilus influenzae and Branhamella catarrhalis tested. The MIC90 for Enterobacter spp. is 16 mg/L and for Citrobacter 4 mg/L. Pseudomonas aeruginosa is resistant to tigemonam but susceptible to aztreonam. Tigemonam shows minimal inoculum dependence, between 102 and 106 cfu per spot[1].
In Vivo Tigemonam shows potent activities against Escherichia coli SC 8294, E. coli SC 12199, Salmonella schottmulleri SC 3850, Proteus mirabilis SC 9575, Providencia rettgeri SC 8217, Klebsiella pneumoniae SC 12216, Serratia marcescens SC 9782, Enterobacter cloacae SC 11078, Haemophilus influenzae SC 10556, with ED50 of 1.4 mg/kg, 1.5 mg/kg, 0.7 mg/kg, 0.3 mg/kg, 0.2 mg/kg, 0.9 mg/kg, 0.5 mg/kg, 3.9 mg/kg and 1.8 mg/kg in mice[2].
References

[1]. Rylander M, et al. Comparative in-vitro activity of tigemonam, a new monobactam. J Antimicrob Chemother. 1988 Sep;22(3):307-13.

[2]. Clark JM, et al. In vivo evaluation of tigemonam, a novel oral monobactam. Antimicrob Agents Chemother. 1987 Feb;31(2):226-9.

 Chemical & Physical Properties

Density 1.91g/cm3
Molecular Formula C12H15N5O9S2
Molecular Weight 437.40600
Exact Mass 437.03100
PSA 247.43000
LogP 0.36140
Index of Refraction 1.745

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

Acetic acid,(((1-(2-amino-4-thiazolyl)-2-((2,2-dimethyl-4-oxo-1-(sulfooxy)-3-azetidinyl)amino)-2-oxoethylidene)amino)oxy)-,(S-(Z))
UNII-82H1LDS5D0
Tigemonamum [Latin]
Tigemonamum
tigemonam
Tigemonam [INN]