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Ceftriaxone sodium

Product Name
Ceftriaxone sodium
CAS No.
74578-69-1
Chemical Name
Ceftriaxone sodium
Synonyms
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
Molecular Formula
C18H19N8NaO7S3
Formula Weight
578.57
MOL File
74578-69-1.mol
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Ceftriaxone sodium Property

storage temp. 
4°C, protect from light
solubility 
Soluble in DMSO (50 mM)
form 
Solid
color 
White to off-white
Water Solubility 
Water : ≥ 40 mg/mL (66.60 mM)
InChI
InChI=1/C18H18N8O7S3.Na.H/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-;;/s3
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 DataBase Reference
74578-69-1(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

AK Scientific
Product number
K275
Product name
Ceftriaxonesodium,795ug/mg
Packaging
100mg
Price
$49
Updated
2021/12/16
ChemScene
Product number
CS-4519
Product name
Ceftriaxone(sodiumsalt)
Purity
98.12%
Packaging
100mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-4519
Product name
Ceftriaxone(sodiumsalt)
Purity
98.12%
Packaging
500mg
Price
$108
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0006455
Product name
CEFTRIAXONE SODIUM SALT
Purity
95.00%
Packaging
25MG
Price
$166.95
Updated
2021/12/16
Matrix Scientific
Product number
082924
Product name
Ceftriaxone sodium salt
Purity
97%
Packaging
1g
Price
$230
Updated
2021/12/16
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Ceftriaxone sodium Chemical Properties,Usage,Production

Description

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. 

Originator

Rocephin,Roche,Switz.,1982

Uses

Ceftriaxone sodium is antibacteria,an impurity of Ceftriaxone (C244995). It is an antibacterial, a third-generation cephalosporin.

brand name

Rocephin (Roche).

Therapeutic Function

Antibacterial

General Description

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.

Side effects

Common side effects of Ceftriaxone sodium include:
symptoms of a blood cell disorder;
diarrhea;
vaginal itching or discharge;
warmth, tight feeling, or a hard lump where the injection was given;
rash;
abnormal liver function tests.

Side effects

Ceftriaxone sodium is a bactericidal agent that acts by inhibition of bacterial cell wall synthesis. Ceftriaxone has activity in the presence of some beta-lactamases, both penicillinases and cephalosporinases, of Gram-negative and Gram-positive bacteria.

Synthesis

A solution of sodium-2-ethyl hexanoate (390 g) in acetone (2.0 Ltr) is added to the wet Ceftriaxone acid obtained in Example 2 is suspended in a mixture of acetone and water. The reaction mixture is charcoalized and filtered. To the clear filtrate is added acetone whereupon the product precipitated. The precipitated solid is filtered, washed with acetone and dried to get 515 g of Ceftriaxone sodium hemiheptahydrate. HPLC purity = Above 99.5%.

Veterinary Drugs and Treatments

Ceftriaxone is used to treat serious infections, particularly against susceptible Enterobacteriaceae that are not susceptible to other less expensive agents or when aminoglycosides are not indicated (due to their potential toxicity). Its long half life, good CNS penetration, and activity against Borrelia burgdorferi also has made it a potential choice for treating Lyme’s disease.

storage

+4°C

References

[1] Rawls S, et al. Antibiotics, β-Lactam. Encyclopedia of the Neurological Sciences, 2014; 207-209.

Ceftriaxone sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ceftriaxone sodium manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ceftriaxone sodium 74578-69-1
Price
US $0.00/KG/Tin
Min. Order
1KG
Purity
≥795 μg/mg;Sterile; USP
Supply Ability
1000kg
Release date
2021-10-19
Hebei Weibang Biotechnology Co., Ltd
Product
Ceftriaxone sodium 74578-69-1
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-01
Hebei Chuanghai Biotechnology Co,.LTD
Product
Ceftriaxone Sodium 74578-69-1
Price
US $10.50/KG
Min. Order
1KG
Purity
99.9
Supply Ability
1 ton
Release date
2024-08-21

74578-69-1, Ceftriaxone sodiumRelated Search:


  • CEFATRIAXONE
  • 2,5,6-tetrahydro-2-methyl-5,6-dioxo-)(methoxyimino)acetyl)amino)-8-oxo-3-(((
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  • 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)-
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  • [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
  • (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
  • 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)-
  • 99% CAS 74578-69-1 Pharmaceutical Raw Materials Ceftriaxone sodium
  • beta(z)))-
  • cefatriaxonehydrate
  • cephtriaxone
  • ro13-9904
  • rocephin
  • 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
  • Ceftriaxone sodium crude product
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  • 74578-69-1