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Ceftriaxone sodium

Ceftriaxone sodium structure

CAS No:
74578-69-1
Formula:
C18H18N8O7S3.2Na
Chemical Name:
Ceftriaxone sodium
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,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)-;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)-;Ro 13-9904;Ceftriaxone sodium;Rocephin;Cephtriaxone;Cefatriaxone;X 13-9904;Ceftriaxone disodium;Longaceph;Ceftriaxone disodium salt;Lendacin;Disodium ceftriaxone;Tartriakson;Ceroneed;Acantex;Monocef;Oframax;Sefirom;Cefotrix;Cefexone;Aventriax;Mesporin;Rochephin;195263-08-2
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Ceftriaxone sodium salt is an antibiotic useful for the treatment of a number of bacterial infections.Target: AntibacterialCeftriaxone inhibits bacterial cell wall synthesis by means of binding to the penicillin-binding proteins (PBPs). Inhibition of PBPs would in turn inhibit the transpeptidation step in peptidoglycan synthesis which is required for bacterial cell walls. Like other cephalosporins, ceftriaxone is bacteriocidal and exhibits time-dependent killing. Ceftriaxone, one of the

Ceftriaxone is a third generation cephalosporin antibiotic which has been associated with development of biliary sludge and biliary colic when given parenterally and in high doses. Ceftriaxone is also associated with rare instances of immunoallergic, usually cholestatic hepatitis similar to the injury associated with other cephalosporins.|A broad-spectrum cephalosporin antibiotic and cefotaxime derivative with a very long half-life and high penetrability to meninges, eyes and inner ears.

Ceftriaxone sodium Basic Attributes

Molecular Weight：

554.58

Exact Mass：

598.009949

EC Number：

277-930-0

DSSTox ID：

DTXSID5045887

HScode：

3004909090

Characteristics

PSA：

296.63000

XLogP3：

-2.03600

Safety Information

GHS Classification：

|Danger|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, and P501|Aggregated GHS information provided by 4 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (90.48%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P285, P302+P352, P304+P340, P304+P341, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 63 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Hepatotoxicity：

Parenteral administration of ceftriaxone has been associated with development of biliary sludge in 3% to 46% of patients. The incidence may be higher in children than adults and is associated with higher doses and longer courses of treatment and possibly with fasting or dehydration. The syndrome is referred to as “pseudo-lithiasis” as the sludge and stones consist largely of ceftriaxone and they resolve spontaneously when the drug is stopped, indicating that surgery can be avoided. Most cases occur with minimal or no symptoms. Frank symptoms of cholecystitis are reported in up to 5% of patients who develop pseudo-lithiasis. Typically, serum enzymes and bilirubin levels remain normal even with biliary colic, but in rare instances there is cholestatic jaundice or gallstone pancreatitis that can be severe and require surgical intervention. Sludge and symptoms of gallbladder disease can arise within a few days of starting therapy, but typically resolve rapidly once ceftriaxone is stopped, although sludge and gallstones may be detectable by ultrasound for several months.

Drug Information

LiverTox Summary：

Drug Classes：

Antiinfective Agents

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Anhydrous Ceftriaxone Sodium

Ceftriaxone sodium Use and Manufacturing

Uses

For the treatment of respiratory tract infections, urinary system infections, gonorrhea and preoperative infection prevention Ceftriaxone sodium is a third-generation cephalosporin antibiotic with broad-spectrum and high-efficiency characteristics. It has a bactericidal effect on many Gram-positive, negative and anaerobic bacteria, and it has a bactericidal effect on most of the β-intra Amidase is highly stable, thereby enhancing its antibacterial effect.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:576.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:8
Exact Mass:576.02800271
Monoisotopic Mass:576.02800271
Topological Polar Surface Area:291
Heavy Atom Count:37
Complexity:1120
Defined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Price Analysis

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Drug Function and Efficacy

Ceftriaxone is a long-acting, broad-spectrum cephalosporin that produces antibacterial effects by inhibiting the synthesis of cell walls. It has a strong bactericidal effect on both Gram-positive and Gram-negative bacteria. It is highly stable to beta-lactamase (including penicillinase and cephalosporinase). In vitro and clinical trials have shown that ceftriaxone sodium has high antibacterial activity against the following Gram-negative bacilli: Escherichia coli, Klebsiella, Proteus mirabilis, indole-positive Proteus, Salmonella, Shigella and other r/Enterobacteriaceae and Haemophilus influenzae; it also has good antibacterial effects on Gram-negative cocci such as meningococci and gonococci; Gram-positive cocci such as pneumococci, Streptococcus pyogenes, Streptococcus viridans, and Streptococcus bovis are all sensitive to this product; it also has a certain antibacterial effect on Staphylococcus aureus, but the antibacterial effect is poorer than that of the above-mentioned Gram-positive cocci. Pseudomonas aeruginosa and Acinetobacter are less sensitive to this product. It also has antibacterial activity against some anaerobic bacteria such as Bacteroides fragilis, Clostridium, and Peptococcus.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Ceftriaxone Sodium for Injection
Ingredients	The main ingredient of this product is ceftriaxone sodium, without any excipients.
Indication	1. So far, no cases of renal insufficiency caused by the simultaneous use of large doses of this product and diuretics (such as furosemide) have been found. This product has not been found to increase the renal toxicity of aminoglycoside antibiotics. 2. No alcohol withdrawal-like side effects have been found in those who use this product after drinking, but drinking and taking alcoholic beverages at the same time should still be avoided. 3. Ceftriaxone does not contain N-methylthiotetrazole, which is related to the bleeding symptoms of some cephalosporin antibiotics. 4. The clearance of this product is not affected by probenecid. 5. In vitro tests have found that the combination of chloramphenicol and ceftriaxone will produce antagonistic effects. Adding erythromycin, tetracycline, amphotericin B, vasoactive drugs (hydroxylamine, norepinephrine, etc.), phenytoin sodium, chlorpromazine, isopropyl alcohol, vitamin B group, and vitamin C to the intravenous infusion of cephalosporins may cause turbidity. Since this product has many contraindications, it should be administered alone.
Specifications	2.0g
Manufacturer	China National Medicines Guorui Pharmaceutical Co., Ltd.

Ceftriaxone Sodium for Injection
Ingredients	The main ingredient of this product is ceftriaxone sodium, without any excipients.
Indication	1. So far, no cases of renal insufficiency caused by the simultaneous use of large doses of this product and diuretics (such as furosemide) have been found. This product has not been found to increase the renal toxicity of aminoglycoside antibiotics. 2. No alcohol withdrawal-like side effects have been found in those who use this product after drinking, but drinking and taking alcoholic beverages at the same time should still be avoided. 3. Ceftriaxone does not contain N-methylthiotetrazole, which is related to the bleeding symptoms of some cephalosporin antibiotics. 4. The clearance of this product is not affected by probenecid. 5. In vitro tests have found that the combination of chloramphenicol and ceftriaxone will produce antagonistic effects. Adding erythromycin, tetracycline, amphotericin B, vasoactive drugs (hydroxylamine, norepinephrine, etc.), phenytoin sodium, chlorpromazine, isopropyl alcohol, vitamin B group, and vitamin C to the intravenous infusion of cephalosporins may cause turbidity. Since this product has many contraindications, it should be administered alone.
Specifications	Calculated as C18H18N8O7S3 0.5g
Manufacturer	Tongfang Pharmaceutical Group Co., Ltd.

Ceftriaxone Sodium for Injection
Ingredients	Ceftriaxone Sodium for Injection
Indication	1. When erythromycin, tetracycline, amphotericin B, vasoactive drugs (meta-hydroxylamine, norepinephrine, etc.), phenytoin sodium, chlorpromazine, isopropyl alcohol, vitamin B group, vitamin C, etc. are added to the intravenous infusion of cephalosporins, turbidity will occur. Since this product has many contraindications, it should be administered alone. 2. Drinking alcohol or taking alcoholic drugs during the use of this product may cause disulfiram-like reactions in some patients. Therefore, drinking alcohol and taking alcoholic drugs should be avoided during the use of this product and in the following days.
Specifications	1.0g (calculated as C18H18N8O7S3)
Manufacturer	Shandong Runze Pharmaceuticals Co., Ltd.

See More Related Drugs

Registered Holders

ORCHID PHARMA LTD

United States
Active
DAEWOONG BIO INC.

South Korea
Active
Reyoung Pharmaceutical Co., Ltd.

China
Active

See More Registered Holders

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