Azlocillin sodium | CAS#37091-65-9 | β-lactam antibiotic

MedKoo Cat#: 317304 | Name: Azlocillin sodium

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Azlocillin Sodium is the sodium salt form of azlocillin, a semisynthetic, extended spectrum acylampicillin with antibacterial activity. Azlocillin binds to penicillin-binding proteins (PBPs) located inside the bacterial cell wall, thereby inhibiting the cross-linkage of peptidoglycans, which are critical components of the bacterial cell wall. This prevents proper bacterial cell wall synthesis, thereby results in the weakening of the bacterial cell wall and eventually leading to cell lysis.

Chemical Structure

Azlocillin sodium

CAS#37091-65-9 (sodium)

Theoretical Analysis

MedKoo Cat#: 317304

Name: Azlocillin sodium

CAS#: 37091-65-9 (sodium)

Chemical Formula: C20H22N5NaO6S

Exact Mass: 0.0000

Molecular Weight: 483.47

Elemental Analysis: C, 49.69; H, 4.59; N, 14.49; Na, 4.76; O, 19.86; S, 6.63

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 250.00	2 Weeks
1g	USD 450.00	2 Weeks

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Related CAS #

37091-65-9 (sodium) 37091-66-0 (free acid)

Synonym

Azlocillin sodium; Securopen; Bay-e 6905; Baye 6905; Bay e 6905; Azlocillin;

IUPAC/Chemical Name

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium

InChi Key

UVOCNBWUHNCKJM-XFAPPKAWSA-M

InChi Code

InChI=1S/C20H23N5O6S.Na/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30;/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29);/q;+1/p-1/t11-,12-,13+,16-;/m1./s1

SMILES Code

O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](NC(N3CCNC3=O)=O)C4=CC=CC=C4)=O)N1C2=O)[O-].[Na+]

Appearance

Solid powder

Purity

>95% (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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 483.47 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.

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

1: Thomson R, Carter R, Gilpin C, Coulter C, Hargreaves M. Comparison of methods for processing drinking water samples for the isolation of Mycobacterium avium and Mycobacterium intracellulare. Appl Environ Microbiol. 2008 May;74(10):3094-8. doi: 10.1128/AEM.02009-07. Epub 2008 Mar 21. PubMed PMID: 18359837; PubMed Central PMCID: PMC2394917. 2: Puiggròs Boldú S, Pujol Cubells M, Girona Brumós V, Prat Aixelà J, Muñoz Juncosa M. Stability study of azlocillin sodium in glass bottles and PVC bags containing intravenous admixtures. Boll Chim Farm. 1995 Sep;134(8):467-71. PubMed PMID: 7576447. 3: Bosso JA. Use of ciprofloxacin in cystic fibrosis patients. Am J Med. 1989 Nov 30;87(5A):123S-127S. PubMed PMID: 2589355. 4: Matsen JM, Bosso JA. The use of aztreonam in the cystic fibrosis patient. Pediatr Infect Dis J. 1989 Sep;8(9 Suppl):S117-9; discussion S128-32. Review. PubMed PMID: 2682510. 5: Bosso JA, Walker KB. Lack of correlation between objective indicators and clinical-response scores during antimicrobial therapy for acute pulmonary exacerbations of cystic fibrosis. Clin Pharm. 1988 Dec;7(12):897-901. PubMed PMID: 3208501. 6: Bosso JA, Black PG. Controlled trial of aztreonam vs. tobramycin and azlocillin for acute pulmonary exacerbations of cystic fibrosis. Pediatr Infect Dis J. 1988 Mar;7(3):171-6. PubMed PMID: 3128767. 7: Thompson DF, Stiles ML, Allen LV Jr, Tu YH. Compatibility of verapamil hydrochloride with penicillin admixtures during simulated Y-site injection. Am J Hosp Pharm. 1988 Jan;45(1):142-5. PubMed PMID: 3348228. 8: Tartaglione TA, Nye L, Vishniavsky N, Poynor W, Polk RE. Multiple-dose pharmacokinetics of piperacillin and azlocillin in 12 healthy volunteers. Clin Pharm. 1986 Nov;5(11):911-6. PubMed PMID: 3780161. 9: Pospisilová B, Simková M, Kubes J. [Conditions for the mercurimetric determination of the drug content of penicillins]. Pharmazie. 1986 Oct;41(10):705-8. German. PubMed PMID: 3823112. 10: Woolf RA, Koup JR, Smith AL, Hilman BC, Goldmann D, Williams-Warren J. Pharmacokinetics of high-dose azlocillin sodium in patients with cystic fibrosis. Clin Pharm. 1985 Nov-Dec;4(6):664-9. PubMed PMID: 4075734. 11: Gundert-Remy U, Weber E. [Degradation of Azlocillin and Mezlocillin / I. Behaviour in biological material and buffer (author's transl)]. Arzneimittelforschung. 1981;31(12):2041-4. German. PubMed PMID: 6460506. 12: Alfthan O, Renkonen OV, Ohlsson H. Treatment with azlocillin in complicated urinary tract infections. Arzneimittelforschung. 1979;29(12a):1979-81. PubMed PMID: 543906. 13: Vent J. [Mezlocillin concentrations in human bone tissue]. Arzneimittelforschung. 1979;29(12a):1969-71. German. PubMed PMID: 543904. 14: Bergan T, Michalsen H. Pharmacokinetics of azlocillin in children with cystic fibrosis. Arzneimittelforschung. 1979;29(12a):1955-7. PubMed PMID: 543899. 15: Heimann G, von Heereman B, Gladtke E. [Pharmacokinetics of Azlocillin in premature and newborn infants (author's transl)]. Arzneimittelforschung. 1979;29(12a):1949-51. German. PubMed PMID: 543897. 16: Gau W, Horster FA. [High pressure liquid chromatographic analysis of azlocillin and its penicilloate in urine]. Arzneimittelforschung. 1979;29(12a):1941-3. German. PubMed PMID: 543895. 17: Soares LA, Trabulsi LR. Studies on the antibacterial activity of two new acylureidopenicillins, mezlocillin and azlocillin. Arzneimittelforschung. 1979;29(12a):1932-4. PubMed PMID: 543893. 18: Daikos GK, Giamarellou H, Hadjipolydorou K, Kanellakopoulou K. Pseudomonas infections of the lung treated with azlocillin. Microbiology, pharmacokinetics, clinic. Arzneimittelforschung. 1979;29(12a):1976-8. PubMed PMID: 120747. 19: Voigt WH, Metzger KG. [Ultrastructural and microbiological studies on the activity of azlocillin against Pseudomonas aeruginosa (author's transl)]. Arzneimittelforschung. 1979;29(12a):1937-9. German. PubMed PMID: 120746. 20: Knothe H. [Antibacterial activity of mezlocillin and azlocillin/A survey (author's transl)]. Arzneimittelforschung. 1979;29(12a):1916-20. Review. German. PubMed PMID: 120745.