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C5793

Sigma-Aldrich

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
EC Number:
277-930-0
MDL number:
MFCD01750405
UNSPSC Code:
51284150
PubChem Substance ID:
24278322
NACRES:
NA.85

Quality Level

200

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

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

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

InChI key

PMRZKYOXTPBIQF-MAODNAKNSA-J

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General description

Chemical structure: ß-lactam

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.

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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Beneficial Effects of Ceftriaxone Against Pentylenetetrazole-Evoked Convulsions.
Ankica V. Jelenkovic, Marina D. Jovanovic, et al.
Exp. Biol. Med, 233, 1389-1394 (2008)
Seok-Geun Lee et al.
The Journal of biological chemistry, 283(19), 13116-13123 (2008-03-11)
Glutamate is an essential neurotransmitter regulating brain functions. Excitatory amino acid transporter (EAAT)-2 is one of the major glutamate transporters primarily expressed in astroglial cells. Dysfunction of EAAT2 is implicated in acute and chronic neurological disorders, including stroke/ischemia, temporal lobe
Shanna L Ashley et al.
Science translational medicine, 12(556) (2020-08-18)
Inhaled oxygen, although commonly administered to patients with respiratory disease, causes severe lung injury in animals and is associated with poor clinical outcomes in humans. The relationship between hyperoxia, lung and gut microbiota, and lung injury is unknown. Here, we
Filippo Lagi et al.
Journal of travel medicine, 20(2), 128-130 (2013-03-08)
We present the case of two Australian tourists aged 25 and 26  years who, after immersion in a canal in Venice, developed severe leptospirosis. After a 1-week history of fever, headache, myalgia, and vomiting they developed jaundice and renal failure.
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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