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Avibactam free acid

CAT: 0013-GTR19206529-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19206529-01Size:2 mg
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Description
Avibactam free acid is a potent, covalent yet reversible β-lactamase inhibitor with nanomolar activity against enzymes like TEM-1, P99, and CTX-M-15. It is widely used in research, particularly in combination with ceftazidime, to study antibacterial resistance and evaluate combination therapies in both in vitro and in vivo models for infections including urinary tract infections.
CAS Number
1192500-31-4
Product Name Alternative
CTX-M-15, Avibactam free acid, NXL104 free acid, TEM-1
Field of Research
Infectious Disease & Virology, Pharmacology & Drug Discovery
Purity
99.17% (May vary between batches)
Solubility
DMSO:100 mg/mL (377.02 mM) ;10% DMSO+40% PEG300+5% Tween-80+45% Saline:3.3 mg/mL (12.44 mM)
Smiles
[H][C@]12CN ([C@@H] (CC1) C (N) =O) C (=O) N2OS (O) (=O) =O
Molecular Formula
C7H11N3O6S
Molecular Weight
265.24
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Avibactam

Avibactam is a member of the class of azabicycloalkanes that is (2S,5R)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide in which the amino hydrogen at position 6 is replaced by a sulfooxy group. Used (in the form of its sodium salt) in combination with ceftazidime pentahydrate for the treatment of complicated urinary tract infections including pyelonephritis. It has a role as an antimicrobial agent, an EC 3.5.2.6 (beta-lactamase) inhibitor and an antibacterial drug. It is a monocarboxylic acid amide, a hydroxylamine O-sulfonic acid, an azabicycloalkane and a member of ureas. It is a conjugate acid of an avibactam(1-).

CAS Number1192500-31-4
PubChem CID9835049
IUPAC Name[(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
Molecular FormulaC7H11N3O6S
Molecular Weight265.25
XLogP-1.8
Topological Polar Surface Area139
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count17
Formal Charge0
Complexity457
SMILES
C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)N
InChI
InChI=1S/C7H11N3O6S/c8-6(11)5-2-1-4-3-9(5)7(12)10(4)16-17(13,14)15/h4-5H,1-3H2,(H2,8,11)(H,13,14,15)/t4-,5+/m1/s1
InChIKey
NDCUAPJVLWFHHB-UHNVWZDZSA-N
Chemical Structure
2D Structure
2D structure of Avibactam
CAS: 1192500-31-4
CID: 9835049
Formula: C7H11N3O6S
MW: 265.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight265.25
XLogP3-1.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass265.03685625
Monoisotopic Mass265.03685625
Topological Polar Surface Area139 Ų
Heavy Atom Count17
Formal Charge0
Complexity457
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

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