Avibactam sodium

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MedKoo CAT#: 317106

CAS#: 1192491-61-4 (sodium)

Description: Avibactam is a non-β-lactam β-lactamase inhibitor antibiotic, which is a new drug application for avibactam in combination with ceftazidime, and was approved by the FDA on February 25, 2015, for treating complicated urinary tract and complicated intra-abdominal Infections caused by antibiotic resistant-pathogens, including those caused by multi-drug resistant gram-negative bacterial pathogens.

Chemical Structure

Avibactam sodium
CAS# 1192491-61-4 (sodium)

Theoretical Analysis

MedKoo Cat#: 317106
Name: Avibactam sodium
CAS#: 1192491-61-4 (sodium)
Chemical Formula: C7H10N3NaO6S
Exact Mass:
Molecular Weight: 287.22
Elemental Analysis: C, 29.27; H, 3.51; N, 14.63; Na, 8.00; O, 33.42; S, 11.16

Price and Availability

Size Price Availability Quantity
100.0mg USD 150.0 Same Day
500.0mg USD 450.0 Same Day
1.0g USD 750.0 Same Day
2.0g USD 1250.0 Same Day
5.0g USD 2250.0 Same Day
10.0g USD 3450.0 Same Day
50.0g USD 6850.0 Same Day
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Related CAS #: 1192491-61-4 (sodium)   1192500-31-4 (free acid)  

Synonym: NXL104; NXL-104; NXL 104; Avibactam; Avibactam sodium.

IUPAC/Chemical Name: sodium (2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate


InChi Code: InChI=1S/C7H11N3O6S.Na/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);/q;+1/p-1/t4-,5+;/m1./s1

SMILES Code: O=C1N(OS(=O)(O[Na])=O)[C@H]2CN1[C@H](C(N)=O)CC2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 287.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Das S, Li J, Riccobene T, Carrothers TJ, Newell P, Melnick D, Critchley IA, Stone GG, Nichols WW. Dose Selection and Validation for Ceftazidime-Avibactam in Adults with Complicated Intra-abdominal Infections, Complicated Urinary Tract Infections, and Nosocomial Pneumonia. Antimicrob Agents Chemother. 2019 Mar 27;63(4). pii: e02187-18. doi: 10.1128/AAC.02187-18. Print 2019 Apr. Review. PubMed PMID: 30670413; PubMed Central PMCID: PMC6437548.

2: Giri P, Patel H, Srinivas NR. Review of Clinical Pharmacokinetics of Avibactam, A Newly Approved non-β lactam β-lactamase Inhibitor Drug, In Combination Use With Ceftazidime. Drug Res (Stuttg). 2019 May;69(5):245-255. doi: 10.1055/a-0748-5548. Epub 2018 Oct 8. Review. PubMed PMID: 30296806.

3: Sy SKB, Zhuang L, Sy S, Derendorf H. Clinical Pharmacokinetics and Pharmacodynamics of Ceftazidime-Avibactam Combination: A Model-Informed Strategy for its Clinical Development. Clin Pharmacokinet. 2019 May;58(5):545-564. doi: 10.1007/s40262-018-0705-y. Review. PubMed PMID: 30097887.

4: Zhong H, Zhao XY, Zhang ZL, Gu ZC, Zhang C, Gao Y, Cui M. Evaluation of the efficacy and safety of ceftazidime/avibactam in the treatment of Gram-negative bacterial infections: a systematic review and meta-analysis. Int J Antimicrob Agents. 2018 Oct;52(4):443-450. doi: 10.1016/j.ijantimicag.2018.07.004. Epub 2018 Aug 31. Review. PubMed PMID: 30012440.

5: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006-. Available from http://www.ncbi.nlm.nih.gov/books/NBK500953/ PubMed PMID: 30000012.

6: Shirley M. Ceftazidime-Avibactam: A Review in the Treatment of Serious Gram-Negative Bacterial Infections. Drugs. 2018 Apr;78(6):675-692. doi: 10.1007/s40265-018-0902-x. Review. PubMed PMID: 29671219.

7: Nichols WW, Newell P, Critchley IA, Riccobene T, Das S. Avibactam Pharmacokinetic/Pharmacodynamic Targets. Antimicrob Agents Chemother. 2018 May 25;62(6). pii: e02446-17. doi: 10.1128/AAC.02446-17. Print 2018 Jun. Review. PubMed PMID: 29610208; PubMed Central PMCID: PMC5971577.

8: Sherry N, Howden B. Emerging Gram negative resistance to last-line antimicrobial agents fosfomycin, colistin and ceftazidime-avibactam - epidemiology, laboratory detection and treatment implications. Expert Rev Anti Infect Ther. 2018 Apr;16(4):289-306. doi: 10.1080/14787210.2018.1453807. Epub 2018 Mar 21. Review. PubMed PMID: 29543500.

9: Rodriguez BA, Girotto JE, Nicolau DP. Ceftazidime/Avibactam and Ceftolozane/Tazobactam: Novel Therapy for Multidrug Resistant Gram Negative Infections in Children. Curr Pediatr Rev. 2018;14(2):97-109. doi: 10.2174/1573396314666180308150908. Review. PubMed PMID: 29521242.

10: Falcone M, Viale P, Tiseo G, Pai M. Pharmacokinetic drug evaluation of avibactam + ceftazidime for the treatment of hospital-acquired pneumonia. Expert Opin Drug Metab Toxicol. 2018 Mar;14(3):331-340. doi: 10.1080/17425255.2018.1434142. Epub 2018 Jan 31. Review. PubMed PMID: 29373935.

11: Tuon FF, Rocha JL, Formigoni-Pinto MR. Pharmacological aspects and spectrum of action of ceftazidime-avibactam: a systematic review. Infection. 2018 Apr;46(2):165-181. doi: 10.1007/s15010-017-1096-y. Epub 2017 Nov 7. Review. PubMed PMID: 29110143.

12: Yaeger A, Kappes J. Pharmacotherapy Review of Ceftazidime-Avibactam. S D Med. 2017 May;70(5):229-231. Review. PubMed PMID: 28813756.

13: Barber KE, Ortwine JK, Akins RL. Ceftazidime/Avibactam: Who Says You Can't Teach an Old Drug New Tricks? J Pharm Pharm Sci. 2016 Oct - Dec;19(4):448-464. doi: 10.18433/J3X31R. Review. PubMed PMID: 28057163.

14: Goodlet KJ, Nicolau DP, Nailor MD. Ceftolozane/tazobactam and ceftazidime/avibactam for the treatment of complicated intra-abdominal infections. Ther Clin Risk Manag. 2016 Dec 1;12:1811-1826. eCollection 2016. Review. PubMed PMID: 27942218; PubMed Central PMCID: PMC5140030.

15: Buckman SA, Krekel T, Muller AE, Mazuski JE. Ceftazidime-avibactam for the treatment of complicated intra-abdominal infections. Expert Opin Pharmacother. 2016 Dec;17(17):2341-2349. Epub 2016 Oct 31. Review. PubMed PMID: 27758148.

16: Hidalgo JA, Vinluan CM, Antony N. Ceftazidime/avibactam: a novel cephalosporin/nonbeta-lactam beta-lactamase inhibitor for the treatment of complicated urinary tract infections and complicated intra-abdominal infections. Drug Des Devel Ther. 2016 Jul 26;10:2379-86. doi: 10.2147/DDDT.S110946. eCollection 2016. Review. PubMed PMID: 27528799; PubMed Central PMCID: PMC4970634.

17: Falcone M, Paterson D. Spotlight on ceftazidime/avibactam: a new option for MDR Gram-negative infections. J Antimicrob Chemother. 2016 Oct;71(10):2713-22. doi: 10.1093/jac/dkw239. Epub 2016 Jul 17. Review. PubMed PMID: 27432599.

18: Wang DY, Abboud MI, Markoulides MS, Brem J, Schofield CJ. The road to avibactam: the first clinically useful non-β-lactam working somewhat like a β-lactam. Future Med Chem. 2016 Jun;8(10):1063-84. doi: 10.4155/fmc-2016-0078. Epub 2016 Jun 21. Review. PubMed PMID: 27327972.

19: van Duin D, Bonomo RA. Ceftazidime/Avibactam and Ceftolozane/Tazobactam: Second-generation β-Lactam/β-Lactamase Inhibitor Combinations. Clin Infect Dis. 2016 Jul 15;63(2):234-41. doi: 10.1093/cid/ciw243. Epub 2016 Apr 20. Review. PubMed PMID: 27098166; PubMed Central PMCID: PMC4928383.

20: Gardiner BJ, Golan Y. Ceftazidime-avibactam (CTZ-AVI) as a treatment for hospitalized adult patients with complicated intra-abdominal infections. Expert Rev Anti Infect Ther. 2016;14(5):451-63. doi: 10.1586/14787210.2016.1173542. Review. PubMed PMID: 27042762.

Additional Information

Related CAS#
CAS#1192491-61-4 ( Avibactam sodium salt);
CAS#1192500-31-4 ( Avibactam free acid).