Skip to Content
MilliporeSigma
All Photos(1)

Documents

C5793

Sigma-Aldrich

Ceftriaxone disodium salt hemi(heptahydrate)

third-generation cephalosporin antibiotic

Sign Into View Organizational & Contract Pricing

Synonym(s):
Ceftriaxone disodium hemiheptahydrate
Empirical Formula (Hill Notation):
C18H16N8Na2O7S3 · 3.5H2O
CAS Number:
Molecular Weight:
661.60
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:
NACRES:
NA.85

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 9

1 of 9

Cefixime

Sigma-Aldrich

CDS021590

Cefixime

Azithromycin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1088

Azithromycin

Cefotaxime sodium salt potency: 916-964 μg per mg

Sigma-Aldrich

C7912

Cefotaxime sodium salt

Cefotaxime sodium salt suitable for plant cell culture, BioReagent, powder or crystals

Sigma-Aldrich

C7039

Cefotaxime sodium salt

Cefepime hydrochloride

Sigma-Aldrich

A3737

Cefepime hydrochloride

Cefoxitin sodium salt

Supelco

C4786

Cefoxitin sodium salt

Cephalexin hydrate first-generation cephalosporin antibiotic

Sigma-Aldrich

C4895

Cephalexin hydrate

Ceftazidime

Sigma-Aldrich

CDS020667

Ceftazidime

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)
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service