5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]-

Ceftriaxone sodium Struktur
74578-69-1
CAS-Nr.
74578-69-1
Bezeichnung:
5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]-
Englisch Name:
Ceftriaxone sodium
Synonyma:
Ceftriaxone disodium;rocephin;Longaceph;Ceftriaxonesodiumnon-steriled;(6R,7R)-7-[(2E)-2-(2-aMino-1,3-thiazol-4-yl)-2-(MethoxyiMino)acetaMido]-3-{[(2-Methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]Methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;x13-9904;ro13-9904;beta(z)))-;CEFATRIAXONE;cephtriaxone
CBNumber:
CB2114534
Summenformel:
C18H19N8NaO7S3
Molgewicht:
578.57
MOL-Datei:
74578-69-1.mol

5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]- Eigenschaften

storage temp. 
4°C, protect from light
Löslichkeit
Soluble in DMSO (50 mM)
Farbe
White to off-white
Wasserlöslichkeit
Water : ≥ 40 mg/mL (66.60 mM)
InChIKey
CDCJSJLFRBHEHN-ZZKDXJNYNA-N
SMILES
C(C1=C(CS[C@]2([H])[C@H](NC(=O)/C(/C3N=C(N)SC=3)=N\OC)C(=O)N12)CSC1=NC(=O)C(=O)NN1C)(=O)O.[NaH] |&1:5,7,r|
CAS Datenbank
74578-69-1(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. Sensibilisierung der Atemwege Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P261, P285, P304+P341, P342+P311,P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P272 Kontaminierte Arbeitskleidung nicht außerhalb des Arbeitsplatzes tragen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P285 Bei unzureichender Belüftung Atemschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P304+P341 BEI EINATMEN: Bei Atembeschwerden an die frische Luft bringen und in einer Position ruhigstellen, die das Atmen erleichtert
P321 Besondere Behandlung
P333+P313 Bei Hautreizung oder -ausschlag: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P342+P311 Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P363 Kontaminierte Kleidung vor erneutem Tragen waschen.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]- Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Ceftriaxone is a cephalosporin (SEF a low spor in) antibiotic that is used to treat conditions such as lower respiratory tract infections, skin and skin structure infections, urinary tract infections, pelvic inflammatory disease, bacterial septicemia, bone and joint infections, and meningitis. 

Allgemeine Beschreibung

Ceftriaxone was synthesized by HoffmannLa Roche in 1981. The triazinyl moiety was introduced at the 3 position of the cephem nucleus. The same side chain as possessed by cefotaxime and the other so-called third-generation cephalosporins was retained at the 7 position. The antibacterial activity of ceftiaxone is almost the same as that of cefotaxime in vitro, but its in vivo activity is 10 to 100 times higher. Its most characteristic property is its seven to eight hour half-life in serum, the longest among the known cephem antibiotics.

Hazard

Moderately toxic. Low toxicity by inges- tion. Human systemic effects.

Mechanism of action

Ceftriaxone is a bactericidal agent that acts by inhibition of bacterial cell wall synthesis. Ceftriaxone has activity in the presence of some beta-lac- tamases, both penicillinases and cephalosporinases, of Gram-negative and Gram-positive bacteria. Ceftriaxone works by inhibiting the mucopeptide synthesis in the bacterial cell wall. The β-lactam core of ceftriaxone binds to carboxypeptidases, endopeptidases, and transpeptidases in the bacterial cytoplasmic membrane. These enzymes are involved in cell wall synthesis and cell division. By binding to these enzymes, ceftriaxone causes formation of defective cell walls and promotes cell death[1].

Clinical Use

Ceftriaxone sodium is a β-lactamase–resistantcephalosporin with an extremely long serum half-life.Once-daily dosing suffices for most indications. Two factorscontribute to the prolonged duration of action ofceftriaxone: high protein binding in the plasma and slowurinary excretion. Ceftriaxone is excreted in both the bileand the urine. Its urinary excretion is not affected byprobenecid. Despite its comparatively low volume ofdistribution, it reaches the cerebrospinal fluid in concentrationsthat are effective in meningitis. Nonlinear pharmacokineticsare observed.
Ceftriaxone contains a highly acidic heterocyclic systemon the 3-thiomethyl group. This unusual dioxotriazine ringsystem is believed to confer the unique pharmacokineticproperties of this agent. Ceftriaxone has been associatedwith sonographically detected “sludge,” or pseudolithiasis,in the gallbladder and common bile duct. Symptoms ofcholecystitis may occur in susceptible patients, especiallythose on prolonged or high-dose ceftriaxone therapy. Theculprit has been identified as the calcium chelate.
Ceftriaxone exhibits excellent broad-spectrum antibacterialactivity against both Gram-positive and Gram-negativeorganisms. It is highly resistant to most chromosomally andplasmid-mediated β-lactamases. The activity of ceftriaxoneagainst Enterobacter, Citrobacter, Serratia, indole-positiveProteus, and Pseudomonas spp. is particularly impressive. Itis also effective in the treatment of ampicillin-resistant gonorrheaand H. influenzae infections but generally less activethan cefotaxime against Gram-positive bacteria and B.fragilis.

5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]- Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]- Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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Shenzhen Excellent Biomedical Technology Co.,Ltd.
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74578-69-1(5-Thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure, 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]-, Dinatriumsalz, [6R-[6α,7β(Z)]]-)Verwandte Suche:


  • CEFATRIAXONE
  • 2,5,6-tetrahydro-2-methyl-5,6-dioxo-)(methoxyimino)acetyl)amino)-8-oxo-3-(((
  • 4-triazin-3-yl)thio)methyl)-,sodiumsalt,hydrate(2:4:7)(6r-(6-alpha,7-2
  • 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]-, disodium salt, [6R-[6α,7β(Z)]]-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(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]-, disodium salt, (6R,7R)-
  • [6R-[6alpha,7beta(Z)]]-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]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • Ceftriaxone sodium
  • Ceferiaxone SodiuM Sterile
  • CEFTRIAXONE SODIUM NON
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[(2Z)-2-(2-aMino-4-thiazolyl)-2-(MethoxyiMino)acetyl]aMino]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-Methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]Methyl]-,sodiuM salt (1:2), (6R,7R)-
  • beta(z)))-
  • cefatriaxonehydrate
  • cephtriaxone
  • ro13-9904
  • x13-9904
  • 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]-, disodium salt, [6R-[6alpha,7beta(Z)]]-
  • CEFTRIAXONE SODIUM, USP
  • 99% CAS 74578-69-1 Pharmaceutical Raw Materials Ceftriaxone sodium
  • Ceftriaxone sodium crude product
  • Disodium ceftriaxone
  • sodium (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(((2-methyl-6-oxido-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • Ingredients Ceftriaxone Sodium
  • Ceftriaxone sodiumQ: What is Ceftriaxone sodium Q: What is the CAS Number of Ceftriaxone sodium Q: What is the storage condition of Ceftriaxone sodium Q: What are the applications of Ceftriaxone sodium
  • Ceftriaxone disodium
  • Longaceph
  • Ceftriaxonesodiumnon-steriled
  • (6R,7R)-7-[(2E)-2-(2-aMino-1,3-thiazol-4-yl)-2-(MethoxyiMino)acetaMido]-3-{[(2-Methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]Methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • rocephin
  • 74578-69-1
  • C17H17N8NaO7S3
  • C18H18N8O7S32Na
  • Pharmaceutical intermediates, pharmaceutical raw materials
  • Pharmaceutical intermediates
  • Pharma
  • Pharmaceutical intermediate
  • 74578-69-1
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