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β-Lactamase inhibitors

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The β-lactamase inhibitor is a class of agents that can inhibit the activity of β-lactamase and hence avert or reduce the hydrolysis of inner β-lactam. Used in combination with β-lactam antibiotics, it can inhibit drug resistant bacteria, extended their antibacterial spectrum and enhance their antibacterial activity. According to their acting mechanism, β-lactamase inhibitors are divided into competitive inhibitor and noncompetitive inhibitor.

Competitive inhibitors
① Reversible competitive inhibitors such as cl- oxacillin and dicloxacillin, etc.:They compete with inner β-lactam for the active site within the β-lactamase without chemical interactions. Once removed, β-lactamase will regain its activity.

② Irreversible competitive inhibitors such as clavulanic acid and penicillanic sulfone: they will cause irreversible chemical reactions with β-lactamase and inactivate the enzyme. Even after the remained irreversible competitive inhibitors removed, the enzyme cannot be reproduced.

Noncompetitive inhibitors
they don’t compete with the substrate for the binding sites within the enzyme, but bind themselves onto the sites far from the catalytic sites and metamorphosize the enzyme and hence inactivate it. Methicillin, one of inhibitors above, is a competitive inhibitor at low concentrations, but a noncompetitive inhibitor at high concentrations.

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Structure:
Chemical Name:
Side chain for meropenem
CAS:
96034-64-9
MF:
C15H19N3O5S
Structure:
Chemical Name:
Cefaclor monohydrate
CAS:
70356-03-5
MF:
C15H16ClN3O5S
Structure:
Chemical Name:
Faropenem sodium hemipentahydrate
CAS:
106560-14-9
MF:
C12H15NO5S
Structure:
Chemical Name:
Sulbactam
CAS:
68373-14-8
MF:
C8H11NO5S
Structure:
Chemical Name:
Doripenem hydrate
CAS:
364622-82-2
MF:
C15H26N4O7S2
Structure:
Chemical Name:
Ertapenem
CAS:
153832-46-3
MF:
C22H25N3O7S
Structure:
Chemical Name:
Doripenem
CAS:
148016-81-3
MF:
C15H24N4O6S2
Structure:
Chemical Name:
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
CAS:
202467-69-4
MF:
C20H19N3O7S
Structure:
Chemical Name:
Cefozopran
CAS:
113359-04-9
MF:
C19H17N9O5S2
Structure:
Chemical Name:
BIAPENEM SIDE CHAIN
CAS:
153851-71-9
MF:
C5H8ClN3S
Structure:
Chemical Name:
Cefprozil hydrate
CAS:
121123-17-9
MF:
C18H21N3O6S
Structure:
Chemical Name:
Cilastatin
CAS:
82009-34-5
MF:
C16H26N2O5S
Structure:
Chemical Name:
Ticarcillin disodium salt
CAS:
4697-14-7
MF:
C15H17N2NaO6S2
Structure:
Chemical Name:
p-Nitrobenzyl-6-(1-hydroxyethyl)-1-azabicyclo(3.2.0)heptane-3,7-dione-2-carboxylate
CAS:
74288-40-7
MF:
C16H16N2O7
Structure:
Chemical Name:
Imipenem
CAS:
74431-23-5
MF:
C12H19N3O5S
Structure:
Chemical Name:
Meropenem
CAS:
96036-03-2
MF:
C17H25N3O5S
Structure:
Chemical Name:
Cefcapene pivoxil
CAS:
105889-45-0
MF:
C23H29N5O8S2
Structure:
Chemical Name:
ACS-PNZ-PYRROLIDYL-(BOC)-NSO2NH2
CAS:
491878-06-9
MF:
C20H28N4O9S2
Structure:
Chemical Name:
(2R,4S)-4-nitrobenzyl 4-Mercapto-2-((sulfaMoylaMino)Methyl)pyrrolidine-1-carboxylate
CAS:
148017-03-2
MF:
C13H18N4O6S2
Structure:
Chemical Name:
Sulbactam sodium
CAS:
69388-84-7
MF:
C8H12NNaO5S
Structure:
Chemical Name:
Aztreonam
CAS:
78110-38-0
MF:
C13H17N5O8S2
Structure:
Chemical Name:
Ertapenem sodium
CAS:
153773-82-1
MF:
C22H26N3NaO7S
Structure:
Chemical Name:
3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
CAS:
158299-05-9
MF:
C16H18BrNO3
Structure:
Chemical Name:
Panipenem
CAS:
87726-17-8
MF:
C15H21N3O4S
Structure:
Chemical Name:
Protected Imipenem
CAS:
98367-45-4
MF:
C27H27N5O10S
Chemical Name:
Cilastatin&imipenem
Chemical Name:
Sultamicillic tosylate
Chemical Name:
Cefoperazone sodium +sulbactam sodium(1:1/2:1)
Structure:
Chemical Name:
(3S,4R)-3-[(1R)-1-Hydroxyethyl]-4-[(1R)-1-methyl-3-diazo-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl]azetidin-2-one
CAS:
137391-68-5
MF:
C17H18N4O7
Structure:
Chemical Name:
3-Azetidinethiol, 1-(4,5-dihydro-2-thiazolyl)-, monohydrochloride
CAS:
179337-57-6
MF:
C6H11ClN2S2
Structure:
Chemical Name:
1,2-Pyrrolidinedicarboxylic acid, 4-[(Methylsulfonyl)oxy]-, 2-Methyl 1-[(4-nitrophenyl)Methyl] ester, (2S,4R)-
CAS:
138324-82-0
MF:
C15H18N2O9S
Structure:
Chemical Name:
Sulbactam pivoxil
CAS:
69388-79-0
MF:
C14H21NO7S
Structure:
Chemical Name:
Potassium clavulanate
CAS:
61177-45-5
MF:
C8H10KNO5
Structure:
Chemical Name:
Cefuzonam
CAS:
82219-78-1
MF:
C16H15N7O5S4
Structure:
Chemical Name:
Ritipenem
CAS:
84845-57-8
MF:
C10H12N2O6S
Structure:
Chemical Name:
Imipenem-Cilastatin sodium hydrate
CAS:
92309-29-0
MF:
C28H43N5O9S2
Structure:
Chemical Name:
Tazobactam sodium
CAS:
89785-84-2
MF:
C10H12N4NaO5S
Structure:
Chemical Name:
Ertapenem Disodium
CAS:
153832-38-3
MF:
C22H26N3NaO7S
Structure:
Chemical Name:
(5R,6S)-3-[(Diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester
CAS:
75321-08-3
MF:
C28H25N2O10P
Chemical Name:
Clavulanate PotassiuM+Microcrystalline cellulose(1:1)
Chemical Name:
MeropeneM with SodiuM Carbonate
Structure:
Chemical Name:
Faropenem daloxate
CAS:
141702-36-5
MF:
C17H19NO8S
Structure:
Chemical Name:
CARUMONAM
CAS:
87638-04-8
MF:
C12H14N6O10S2
Structure:
Chemical Name:
Tebipenem
CAS:
161715-21-5
MF:
C16H21N3O4S2
Structure:
Chemical Name:
Imipenem
CAS:
64221-86-9
MF:
C12H17N3O4S
Chemical Name:
AMoxicillin and Clavulanate PotassiuM
Structure:
Chemical Name:
Tazobactam acid
CAS:
89786-04-9
MF:
C10H12N4O5S
Structure:
Chemical Name:
Sulopenem
CAS:
120788-07-0
MF:
C12H15NO5S3
Structure:
Chemical Name:
Sultamicillin
CAS:
76497-13-7
MF:
C25H30N4O9S2
Structure:
Chemical Name:
Faropenem sodium
CAS:
122547-49-3
MF:
C12H14NO5S.Na
Structure:
Chemical Name:
Thienamycin
CAS:
59995-64-1
MF:
C11H16N2O4S
Structure:
Chemical Name:
TRANS-4-HYDROXY-1-(4-NITROBENZYLOXYCARBONYL)-L-PROLINE
CAS:
96034-57-0
MF:
C13H14N2O7
Structure:
Chemical Name:
TEBIPENEM PIVOXIL
CAS:
161715-24-8
MF:
C22H31N3O6S2
Structure:
Chemical Name:
Clavulanic acid
CAS:
58001-44-8
MF:
C8H9NO5