Synonym
Ceftazidime sodium; Fortaz; GR 20263 monosodium salt; UNII-CMC30V039K
IUPAC/Chemical Name
sodium (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(((2-carboxylatopropan-2-yl)oxy)imino)acetamido)-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
JEEWDSDYUSEQML-ROMZVAKDSA-M
InChi Code
InChI=1S/C22H22N6O7S2.Na/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27;/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34);/q;+1/p-1/b26-13-;/t14-,18-;/m1./s1
SMILES Code
O=C1[C@@H](NC(/C(C2=CSC(N)=N2)=N\OC(C)(C([O-])=O)C)=O)[C@@]3([H])SCC(C[N+]4=CC=CC=C4)=C(C([O-])=O)N13.[Na+]
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
Shelf Life
>3 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
568.55
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: Jones TE, Selby PR, Mellor CS, Cheam DB. Ceftazidime stability and pyridine toxicity during continuous i.v. infusion. Am J Health Syst Pharm. 2019 Feb 1;76(4):200-205. doi: 10.1093/ajhp/zxy035. PMID: 30715181.
2: Hussar DA, Friedman J. Ceftazidime pentahydrate/avibactam sodium, Isavuconazonium sulfate, and Daclatasvir dihydrochloride. J Am Pharm Assoc (2003). 2016 Jan;56(1):100-3. doi: 10.1016/j.japh.2015.12.003. PMID: 26802929.
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4: Hauser G, Blažević I, Salkić N, Poropat G, Giljača V, Bulić Z, Štimac D. Diclofenac sodium versus ceftazidime for preventing pancreatitis after endoscopic retrograde cholangiopancreatography: a prospective, randomized, controlled trial. Surg Endosc. 2017 Feb;31(2):602-610. doi: 10.1007/s00464-016-5004-9. Epub 2016 Jun 17. Erratum in: Surg Endosc. 2017 Feb;31(2):611. PMID: 27317032.
5: Kampf G. Biocidal Agents Used for Disinfection Can Enhance Antibiotic Resistance in Gram-Negative Species. Antibiotics (Basel). 2018 Dec 14;7(4):110. doi: 10.3390/antibiotics7040110. PMID: 30558235; PMCID: PMC6316403.
6: Stiles ML, Tu YH, Allen LV Jr. Stability of cefazolin sodium, cefoxitin sodium, ceftazidime, and penicillin G sodium in portable pump reservoirs. Am J Hosp Pharm. 1989 Jul;46(7):1408-12. PMID: 2667354.
7: Hauser G, Blažević I, Salkić N, Poropat G, Giljača V, Bulić Z, Štimac D. Erratum to: Diclofenac sodium versus ceftazidime for preventing pancreatitis after endoscopic retrograde cholangiopancreatography: a prospective, randomized, controlled trial. Surg Endosc. 2017 Feb;31(2):611. doi: 10.1007/s00464-016-5305-z. Erratum for: Surg Endosc. 2017 Feb;31(2):602-610. PMID: 27815741.
8: Xu M, Warren FW, Bartlett MG. Stability of low-concentration ceftazidime in 0.9% sodium chloride injection and balanced salt solutions in plastic syringes under various storage conditions. Int J Pharm Compd. 2009 Mar-Apr;13(2):166-9. PMID: 23970010.
9: Verhagen C, De Pauw BE, Williams KJ, Du Bois W. Ceftazidime sodium carbonate versus ceftazidime arginine as empirical monotherapy in febrile neutropenic patients. Eur J Clin Microbiol Infect Dis. 1988 Apr;7(2):178-82. doi: 10.1007/BF01963075. PMID: 3134208.
10: Stiles ML, Allen LV Jr, Fox JL. Stability of ceftazidime (with arginine) and of cefuroxime sodium in infusion-pump reservoirs. Am J Hosp Pharm. 1992 Nov;49(11):2761-4. PMID: 1471642.