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Merck

C5793

Ceftriaxone disodium salt hemi(heptahydrate)

third-generation cephalosporin antibiotic

Synonym(s):

Ceftriaxone disodium hemiheptahydrate

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About This Item

Empirical Formula (Hill Notation):
C18H16N8Na2O7S3 · 3.5H2O
CAS Number:
104376-79-6
Molecular Weight:
661.60
NACRES:
NA.85
PubChem Substance ID:
24278322
UNSPSC Code:
51284150
EC Number:
277-930-0
MDL number:
MFCD01750405

Product Name

Ceftriaxone disodium salt hemi(heptahydrate), third-generation cephalosporin antibiotic

InChI key

PMRZKYOXTPBIQF-MAODNAKNSA-J

InChI

1S/2C18H18N8O7S3.4Na.7H2O/c2*1-25-18(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;;;;;;;;;;;/h2*5,9,15H,3-4H2,1-2H3,(H5,19,20,21,23,27,29,31,32);;;;;7*1H2/q;;4*+1;;;;;;;/p-4/b2*24-8-;;;;;;;;;;;/t2*9-,15-;;;;;;;;;;;/m11.........../s1

SMILES string

O.O.O.O.O.O.O.[Na+].[Na+].CO\N=C(/C(=O)N[C@H]1C2SCC(CSC3=NC(=O)C(=O)N([Na])N3C)=C(N2C1=O)C([O-])=O)c4csc(N)n4.CO\N=C(/C(=O)N[C@H]5C6SCC(CSC7=NC(=O)C(=O)N([Na])N7C)=C(N6C5=O)C([O-])=O)c8csc(N)n8

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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Application

Ceftriaxone was used to study drug-induced immune hemolytic anemias, prophylactic strategies to reduce neonatal encephalopathy, pentylenetetrazole-evoked convulsions, the effect of expression, binding, and inhibition of PDP1 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Ceftriaxone is a third-generation cephalosporin antibiotic that disrupts the synthesis of the peptidoglycan layer of bacterial cell walls. It is effective against Gram-positive and Gram-negative bacteria. Ceftriaxone is thought to increase EAAT2 pump expression in the central nervous system and to reduce glutamatergic toxicity.

General description

Chemical structure: ß-lactam

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000440218
0000440218
0000417208
0000417208
0000377947

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Johan Chanal et al.
Presse medicale (Paris, France : 1983), 42(4 Pt 1), 454-458 (2013-02-26)
Bacterial culture remains the gold standard for symptomatic infection. Nucleic Acid Amplification Tests (NAATs) have better sensitivity and specificity for rectal and pharyngeal specimens. A bacterial culture with antibiogram must be done for all NAAT positive specimens in order to
N Goire et al.
Euro surveillance : bulletin Europeen sur les maladies transmissibles = European communicable disease bulletin, 18(14), 20444-20444 (2013-04-19)
Emergence and spread of Neisseria gonorrhoeae resistant to extended spectrum cephalosporins is a major problem threatening treatment of gonorrhoea and is further highlighted by the recent report of a second ceftriaxone-resistant N. gonorrhoeae strain (F89) in Europe, initially observed in
Phillip J Read et al.
Sexual health, 10(5), 460-462 (2013-09-14)
Emerging antimicrobial resistance within Neisseria gonorrhoeae (NG) is a significant global public health threat. Detection and investigation of treatment failures is a crucial component of the World Health Organisation's response to this challenge. We report the cases of two homosexual
Beneficial Effects of Ceftriaxone Against Pentylenetetrazole-Evoked Convulsions.
Ankica V. Jelenkovic, Marina D. Jovanovic, et al.
Exp. Biol. Med, 233, 1389-1394 (2008)
Zhihui Luo et al.
Journal of biomedical nanotechnology, 9(1), 69-76 (2013-05-01)
In this paper, the selectively enhanced antibacterial effects of ZnO nanorods with several kinds of conventional medical antibiotics are investigated. Compares to gentamicin, clarithromycin and ofloxacin, ZnO nanorods could obviously achieve synergistic antibacterial effects with ceftriaxone against Escherichia coli (E.
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