Synonym
Ceftriaxone free base; Biotrakson; Ro139904; Ro-139904; Ro 139904
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-3-(((1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio)methyl)-, (6R-(6alpha,7beta(Z)))-
InChi Key
VAAUVRVFOQPIGI-SPQHTLEESA-N
InChi Code
InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1
SMILES Code
O=C(C(N12)=C(CSC(N(C)NC3=O)=NC3=O)CS[C@]2([H])[C@H](NC(/C(C4=CSC(N)=N4)=N\OC)=O)C1=O)O
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
554.57
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: Gupta AK, Wadhwa A, Anand NK. Ceftriaxone. Indian Pediatr. 1990 Apr;27(4):381-4. PMID: 2210825.
2: Zeng L, Choonara I, Zhang L, Xue S, Chen Z, He M. Safety of ceftriaxone in paediatrics: a systematic review protocol. BMJ Open. 2017 Aug 21;7(8):e016273. doi: 10.1136/bmjopen-2017-016273. PMID: 28827252; PMCID: PMC5634450.
3: Zelenitsky SA, Beahm NP, Iacovides H, Ariano RE, Zhanel G. Limitations of ceftriaxone compared with cefazolin against MSSA: an integrated pharmacodynamic analysis. J Antimicrob Chemother. 2018 Jul 1;73(7):1888-1894. doi: 10.1093/jac/dky120. PMID: 29635472.
4: Telles JP, Cieslinski J, Gasparetto J, Tuon FF. Efficacy of Ceftriaxone 1 g daily Versus 2 g daily for The Treatment of Community-Acquired Pneumonia: A Systematic Review with Meta-Analysis. Expert Rev Anti Infect Ther. 2019 Jul;17(7):501-510. doi: 10.1080/14787210.2019.1627872. Epub 2019 Jun 10. PMID: 31179786.
5: Lamb HM, Ormrod D, Scott LJ, Figgitt DP. Ceftriaxone: an update of its use in the management of community-acquired and nosocomial infections. Drugs. 2002;62(7):1041-89. doi: 10.2165/00003495-200262070-00005. PMID: 11985490.
6: Raina AI, Bilal J, Sipra QUAR, Chamarthi G. Ceftriaxone-Associated Leukocytoclastic Vasculitis. Am J Ther. 2018 Mar/Apr;25(2):e281-e282. doi: 10.1097/MJT.0000000000000540. PMID: 29509168.
7: Schleibinger M, Steinbach CL, Töpper C, Kratzer A, Liebchen U, Kees F, Salzberger B, Kees MG. Protein binding characteristics and pharmacokinetics of ceftriaxone in intensive care unit patients. Br J Clin Pharmacol. 2015 Sep;80(3):525-33. doi: 10.1111/bcp.12636. Epub 2015 Jun 11. PMID: 25808018; PMCID: PMC4574837.
8: da Trindade MT, Salgado HRN. A Critical Review of Analytical Methods for Determination of Ceftriaxone Sodium. Crit Rev Anal Chem. 2018 Mar 4;48(2):95-101. doi: 10.1080/10408347.2017.1398063. Epub 2018 Jan 29. PMID: 29377708.
9: Wang S, Huang X, Xu Q, Xu T. Research Progress of Mechanisms of Ceftriaxone Associated Nephrolithiasis. Mini Rev Med Chem. 2017;17(17):1584-1587. doi: 10.2174/1389557516666160801092713. PMID: 27488586.
10: Ruzza P, Vitale RM, Hussain R, Montini A, Honisch C, Pozzebon A, Hughes CS, Biondi B, Amodeo P, Sechi G, Siligardi G. Chaperone-like effect of ceftriaxone on HEWL aggregation: A spectroscopic and computational study. Biochim Biophys Acta Gen Subj. 2018 Jun;1862(6):1317-1326. doi: 10.1016/j.bbagen.2018.02.014. Epub 2018 Mar 7. PMID: 29524538.
