CAS 102507-71-1|Tigemonam

Introduction:Basic information about CAS 102507-71-1|Tigemonam, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTigemonam
CAS Number102507-71-1Molecular Weight437.40600
Density1.91g/cm3Boiling Point/
Molecular FormulaC12H15N5O9S2Melting Point/
MSDS/Flash Point/

Names

Name2-[(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
SynonymMore Synonyms

Tigemonam BiologicalActivity

DescriptionTigemonam is a monobactam, with potent activity against Gram-negative aerobic bacterial pathogens.
Related CatalogSignaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
In VitroTigemonam (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 VivoTigemonam 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

Density1.91g/cm3
Molecular FormulaC12H15N5O9S2
Molecular Weight437.40600
Exact Mass437.03100
PSA247.43000
LogP0.36140
Index of Refraction1.745
InChIKeyVAMSVIZLXJOLHZ-QWFSEIHXSA-N
SMILESCC1(C)C(NC(=O)C(=NOCC(=O)O)c2csc(N)n2)C(=O)N1OS(=O)(=O)O

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]
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