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Avibactam sodium

CAS No.
1192491-61-4
Chemical Name:
Avibactam sodium
Synonyms
Avibactam (sodium);AvibactaM SodiuM Salt;Sulfuric Acid Mono[(1R,2S,5R)-2-(aMinocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] Ester SodiuM Salt;134760;NXL 104;Avabatan;Avibatan;AVE-1330A;Avibactam-001-Na;Avidabate sodium
CBNumber:
CB72621657
Molecular Formula:
C7H12N3NaO6S
Molecular Weight:
289.24
MDL Number:
MFCD28900719
MOL File:
1192491-61-4.mol
MSDS File:
SDS
Last updated:2024-04-07 18:44:46

Avibactam sodium Properties

Melting point >208°C (dec.)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly, Heated, Sonicated), Water (Slightly, Sonicated)
form Solid
color White to Off-White
FDA UNII 9V824P8TAI

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H315-H335
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
NFPA 704
0
2 0

Avibactam sodium price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 22825 Avibactam (sodium salt) ≥95% 1192491-61-4 1mg $81 2024-03-01 Buy
Cayman Chemical 22825 Avibactam (sodium salt) ≥95% 1192491-61-4 5mg $356 2024-03-01 Buy
Cayman Chemical 22825 Avibactam (sodium salt) ≥95% 1192491-61-4 10mg $632 2024-03-01 Buy
Cayman Chemical 22825 Avibactam (sodium salt) ≥95% 1192491-61-4 25mg $1184 2024-03-01 Buy
TRC A794850 AvibactamSodiumSalt 1192491-61-4 1mg $60 2021-12-16 Buy
Product number Packaging Price Buy
22825 1mg $81 Buy
22825 5mg $356 Buy
22825 10mg $632 Buy
22825 25mg $1184 Buy
A794850 1mg $60 Buy

Avibactam sodium Chemical Properties,Uses,Production

Description

Avibactam sodium (NXL-104), a diazabicyclooctanone compound, is currently the most favoured novel β-lactamase inhibitor. Compared with the three marketed β-lactamase inhibitors, NXL-104 has a long duration of action and reversible covalent binding to the enzyme, and does not induce β-lactamase production.

History

Avibactam sodium and its free acid, avibactam, are diazabicyclooctane (DBO)–based, non-β-lactam β-lactamase inhibitors (BLIs) that are used to treat multi-drug–resistant Gram-negative bacterial pathogens. The compounds were jointly developed by Actavis Generics (now part of Teva Pharmaceutical Industries) and AstraZeneca.
In 2015, avibactam sodium, in combination with ceftazidime, a cephalosporin antibiotic, was approved by the US Food and Drug Administration. The dual-drug’s target was complex urinary tract and intra-abdominal infections caused by Gram-negative, often hospital-acquired, bacteria.
In 2018, in the continuing quest to combat multi-drug–resistant bacteria, Eric M. Gordon, Matthew A. J. Duncton, and Mark A. Gallop at Arixa Pharmaceuticals (Palo Alto, CA) prepared analogues of avibactam that are more orally available than the free acid or its salt.

Uses

Avibactam (NXL104) is a novel β-lactamase inhibitor with a non-lactam structural scaffold. NXL104 irreversibly inhibits lactamase from Mycobacterium tuberculosis.

Definition

ChEBI: Avibactam sodium is an organic sodium salt that is the monosodium salt of avibactam. Used in combination with ceftazidime pentahydrate for the treatment of complicated urinary tract infections including pyelonephritis. It has a role as an EC 3.5.2.6 (beta-lactamase) inhibitor, an antibacterial drug and an antimicrobial agent. It contains an avibactam(1-).

Biological Activity

Avibactam[1192491-61-4] is a β-lactamase inhibitor (IC50s = 8, 80, and 38 nM for TEM-1, P99, and KPC-2 β-lactamases, respectively). It restores the antimicrobial activity of ceftazidime , ceftriaxone , imipenem , and piperacillin against antibiotic-resistant Enterobacteriaceae in vitro (MIC90 reduction 4-1,024-fold across 190 E. coli and K. pneumoniae clinical isolates). Formulations containing avibactam have been used to treat carbapenem-resistant Enterobacteriaceae infections.

References

[1] STACHYRATHéRèSE. Mechanistic studies of the inactivation of TEM-1 and P99 by NXL104, a novel non-beta-lactam beta-lactamase inhibitor.[J]. Antimicrobial Agents and Chemotherapy, 2010: 5132-5138. DOI:10.1128/AAC.00568-10.
[2] BONNEFOYALAIN. In vitro activity of AVE1330A, an innovative broad-spectrum non-beta-lactam beta-lactamase inhibitor.[J]. Journal of Antimicrobial Chemotherapy, 2004, 54 2: 410-417. DOI:10.1093/jac/dkh358.
[3] LAGACé-WIENSP R S. Activity of NXL104 in combination with beta-lactams against genetically characterized Escherichia coli and Klebsiella pneumoniae isolates producing class A extended-spectrum beta-lactamases and class C beta-lactamases.[J]. Antimicrobial Agents and Chemotherapy, 2011, 55 5: 2434-2437. DOI:10.1128/AAC.01722-10.
[4] KINGMADELINE. Multicenter Study of Outcomes with Ceftazidime-Avibactam in Patients with Carbapenem-Resistant Enterobacteriaceae Infections.[J]. Antimicrobial Agents and Chemotherapy, 2017, 61 7. DOI:10.1128/AAC.00449-17.
[5] ZHIYONG DING. Understanding the Role of Water in Different Solid Forms of Avibactam Sodium and Its Affecting Mechanism[J]. Crystal Growth & Design, 2020, 20 2: 1150-1161. DOI:10.1021/acs.cgd.9b01459.

Avibactam sodium Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 321)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12471 58
shandong perfect biotechnology co.ltd
+86-53169958659; +8618596095638 sales@sdperfect.com China 294 58
Shanghai Affida new material science and technology center
+undefined15081010295 2691956269@qq.com China 371 58
airuikechemical co., ltd.
+undefined86-15315557071 sales05@airuikechemical.com China 994 58
hebei hongtan Biotechnology Co., Ltd
+86-86-1913198-3935 +8617331935328 sales03@chemcn.cn China 952 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32686 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58

View Lastest Price from Avibactam sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Avibactam sodium pictures 2024-05-14 Avibactam sodium
1192491-61-4
US $90.00 / kg 1kg 99.9% 1000 hebei hongtan Biotechnology Co., Ltd
Avibactam sodium pictures 2024-04-07 Avibactam sodium
1192491-61-4
US $0.00-0.00 / g 1g 99.9% 20tons airuikechemical co., ltd.
AvibactaM SodiuM Salt pictures 2024-03-20 AvibactaM SodiuM Salt
1192491-61-4
US $0.00-0.00 / kg 1kg 99 50000KG/month Shanghai Affida new material science and technology center
  • Avibactam sodium pictures
  • Avibactam sodium
    1192491-61-4
  • US $90.00 / kg
  • 99.9%
  • hebei hongtan Biotechnology Co., Ltd
  • AvibactaM SodiuM Salt pictures
  • AvibactaM SodiuM Salt
    1192491-61-4
  • US $0.00-0.00 / kg
  • 99
  • Shanghai Affida new material science and technology center

Avibactam sodium Spectrum

NXL 104 AvibactaM SodiuM NXL 104 sodium (1R,2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate (2S,5R)-7-Oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide monosodium salt (2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt AvibactaM SodiuM Sal SODIUM;[(2S,5R)-2-CARBAMOYL-7-OXO-1,6-DIAZABICYCLO[3.2.1]OCTAN-6-YL] SULFATE Avabatan NXL-104;NXL 104;NXL104 Avibactam-001-Na NXL 104, Sulfuric Acid Mono[(1R,2S,5R)-2-(aMinocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] Ester SodiuM Salt 134760 Sulfuric acid, mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester, sodium salt (1:1) Sulfuric Acid Mono[(1R,2S,5R)-2-(aMinocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] Ester SodiuM Salt(Avibactam Sodium Salt) AVE-1330A AvibactaM SodiuM Salt Sulfuric Acid Mono[(1R,2S,5R)-2-(aMinocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] Ester SodiuM Salt Avibactam (sodium) Avidabate sodium Benzenesulfonylchloride,5-chloro-2-methoxy-9-methyl- 5,7-diethyl-2-(3-nitrophenyl)-1,3-diazaadamantan-10-one Avibatan Sodium Avibactam 1192491-61-4 C7H10N3NaO6S C7H10N3O6SNa API Amines Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds Amines, Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds