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Relebactam

CAT: 0013-GTR19164534-07Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19164534-07Size:50 mg
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Description
Relebactam (MK-7655) is a novel β-lactamase inhibitor that inhibited both class A and C β-lactamases in vitro; effectively restored imipenem's activity against imipenem-resistant Pseudomonas and Klebsiella strains at clinically achievable concentrations; reduces imipenem MICs for Enterobacteriaceae with KPC carbapenemases from 16-64 mg/L to 0.12-1 mg/L at a concentration of 4 mg/L.Bacterial Infection Phase 3 Clinical (In Vitro) :Relebactam combine with Imipenem demonstrates activity against KPC-producing Enterobacteriaceae and multidrug-resistant P. aeruginosa.Relebactam shows limited inhibition of Class D-producing bacteria and has antipseudomonal activity.
CAS Number
1174018-99-5
Product Name Alternative
MK-7655
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
10 mM in DMSO
Smiles
O=S (O) (ON1[C@]2 ([H]) CC[C@@H] (C (NC3CCNCC3) =O) [N@@] (C2) C1=O) =O
Molecular Formula
C12H20N4O6S
Molecular Weight
348.3754
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
Sulfuric acid, mono[ (1R,2S,5R) -7-oxo-2-[ (4-piperidinylamino) carbonyl]-1,6-diazabicyclo[3.2.1]oct-6-yl] ester

Chemical Information

Relebactam

Relebactam is a diazabicyclooctane beta-lactamase inhibitor, similar in structure to [avibactam]. It includes a piperidine ring which reduces export from bacterial cells by producing a positive charge. It is currently available in a combination product which includes [imipenem] and [cilastatin] to treat complicated urinary tract infections (UTIs), pyelonephritis, and complicated intra-abdominal infections in adults. It is considered to be a last-line treatment option and gained FDA approval as part of the combination product RecarbrioⓇ in July 2019.

CAS Number1174018-99-5
PubChem CID44129647
IUPAC Name[(2S,5R)-7-oxo-2-(piperidin-4-ylcarbamoyl)-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
Molecular FormulaC12H20N4O6S
Molecular Weight348.38
XLogP-3.6
Topological Polar Surface Area137
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count23
Formal Charge0
Complexity585
SMILES
C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)NC3CCNCC3
InChI
InChI=1S/C12H20N4O6S/c17-11(14-8-3-5-13-6-4-8)10-2-1-9-7-15(10)12(18)16(9)22-23(19,20)21/h8-10,13H,1-7H2,(H,14,17)(H,19,20,21)/t9-,10+/m1/s1
InChIKey
SMOBCLHAZXOKDQ-ZJUUUORDSA-N
Chemical Structure
2D Structure
2D structure of Relebactam
CAS: 1174018-99-5
CID: 44129647
Formula: C12H20N4O6S
MW: 348.38
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight348.38
XLogP3-3.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass348.11035554
Monoisotopic Mass348.11035554
Topological Polar Surface Area137 Ų
Heavy Atom Count23
Formal Charge0
Complexity585
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
R055-10MGRelebactam

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