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Cephalothin sodium

CAS No.
58-71-9
Chemical Name:
Cephalothin sodium
Synonyms
38253;Coaxin;Keflin;Seffin;Averon 1;Cemastin;Lospoven;Microtin;synclotin;Cephation
CBNumber:
CB9443527
Molecular Formula:
C16H16N2O6S2.Na
Molecular Weight:
418.42
MDL Number:
MFCD00072025
MOL File:
58-71-9.mol
MSDS File:
SDS
Last updated:2024-04-09 22:15:29

Cephalothin sodium Properties

Melting point 240°C
alpha D +135° (c = 1.0 in water)
storage temp. Inert atmosphere,2-8°C
solubility H2O: 50 mg/mL, clear, faintly yellow
color White to Off-White
Water Solubility 158 mg/L
Merck 13,1994
BRN 4120706
Stability Hygroscopic
CAS DataBase Reference 58-71-9(CAS DataBase Reference)
FDA UNII C22G6EYP8B

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P280-P284-P304+P340-P342+P311
Hazard Codes  Xn,Xi
Risk Statements  42/43
Safety Statements  22-36/37
WGK Germany  2
RTECS  XI0388300
HS Code  29419000
Toxicity LD50 in mice, rats (mg/kg): >20000, >10000 orally; 5670, 7716 i.p. (Kuramoto)

Cephalothin sodium price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C4520 Cephalothin sodium salt 96.0-101.0% 58-71-9 1g $140 2024-03-01 Buy
Sigma-Aldrich 1102000 Cephalothin sodium United States Pharmacopeia (USP) Reference Standard 58-71-9 200mg $174.4 2024-03-01 Buy
Alfa Aesar J65607 Cephalothin sodium salt 58-71-9 1g $111 2024-03-01 Buy
Alfa Aesar J65607 Cephalothin sodium salt 58-71-9 5g $328.65 2024-03-01 Buy
Cayman Chemical 26063 Cefalothin (sodium salt) ≥98% 58-71-9 250mg $44 2024-03-01 Buy
Product number Packaging Price Buy
C4520 1g $140 Buy
1102000 200mg $174.4 Buy
J65607 1g $111 Buy
J65607 5g $328.65 Buy
26063 250mg $44 Buy

Cephalothin sodium Chemical Properties,Uses,Production

Description

Cefalothin is a β-lactam cephalosporin antibiotic. It inhibits the growth of various Gram-positive and Gram-negative bacteria, including several strains of S. pyogenes, S. aureus, C. tetani, N. gonorrhoeae, Salmonella, and Shigella (MICs = 0.1-0.2, 0.312-0.625, 0.078, 1.25, 1.56-6.25, and 3.12-12.5 μg/ml, respectively). Cefalothin binds to E. coli penicillin-binding proteins (PBPs; IC50s = <0.25, 16, 37, and 1 μg/ml for PBP1a, 1bs, 2, and 3, respectively, in a radioligand binding assay), which interferes with bacterial morphogenesis. It exhibits antibacterial activity in mouse models of infection with S. pyogenes, D. pneumoniae, and S. aureus. Formulations containing cefalothin were previously used in the prophylaxis and treatment of bacterial infections.

Chemical Properties

Crystalline

Originator

Keflin,Lilly,US,1964

Uses

Antibacterial;Bacterial transpeptidase inhibitor

Uses

Cephalothin sodium salt is used to study the mechanism of liposome encapsulated antibiotics1, strategies for co-opting β-lactamases of Gram-negative bacteria for treatment of antibiotics2, and for immunology studies in relation to antibiotics.3 It is used to study the effect of expression, binding and inhibition of penicillin-binding proteins especially PBP6 on bacterial cell wall mucopeptide synthesis.

Uses

Cephalothin is a first-generation cephalosporin antibiotic used to study the mechanism of liposome encapsulated antibiotics,strategies for co-opting β-lactamases of Gram-negative bacteria for treatment of antibiotics,and for immunology studies in relation to antibiotics.It is used to study the effect of expression, binding and inhibition of penicillin-binding proteins especially PBP6 on bacterial cell wall mucopeptide synthesis.

Definition

ChEBI: Cephalothin sodium is an organic sodium salt. It contains a cefalotin.

Manufacturing Process

7-(2'-Thienylacetamido)cephalosporanic acid sodium salt may be produced from 2-thienylacetyl chloride, obtainable by treatment of 2-thienylacetic acid [Ernst, Berichte, 19 (1886) 3281] with thionyl chloride in a conventional manner. The 2-thienylacetyl chloride is then reacted with 7- aminocephalosporanic acid and then converted to the sodium salt using sodium hydroxide.

brand name

Keflin (Lilly); Seffin (GlaxoSmithKline).

Therapeutic Function

Antibacterial

General Description

Cephalothin, along with cephaloridine, was the first of the synthetic cephalosporin C class antibiotics to be introduced clinically. It was synthesized from 7-amino-cephalosporanic acid by Lilly Research Laboratories in 1962. Cephalothin shows strong activity against gram-positive and gram-negative bacteria and Leptospira, including benzylpenicillin-resistant strains. It has been used intravenously and intramuscularly to treat a variety of infections caused by Staphylococcus, Streptococcus, Escherichia coli, and Neisseria. The drug is metabolized in vivo, and the metabolite, deacetylcephalothin, is almost inactive.

Clinical Use

Cephalothin sodium (Keflin) occurs as a white to off-white,crystalline powder that is practically odorless. It is freelysoluble in water and insoluble in most organic solvents.Although it has been described as a broad-spectrum antibacterialcompound, it is not in the same class as the tetracyclines.Its spectrum of activity is broader than that ofpenicillin G and more similar to that of ampicillin. Unlikeampicillin, cephalothin is resistant to penicillinase producedby S. aureus and provides an alternative to the use ofpenicillinase-resistant penicillins for the treatment of infectionscaused by such strains.
Cephalothin is absorbed poorly from the GI tract andmust be administered parenterally for systemic infections. It is relatively nontoxic and acid stable. It is excreted rapidlythrough the kidneys; about 60% is lost within 6 hours of administration.Pain at the site of intramuscular injection andthrombophlebitis following intravenous injection have beenreported. Hypersensitivity reactions have been observed,and there is some evidence of cross-sensitivity in patientsnoted previously to be penicillin sensitive.

Global( 304)Suppliers
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View Lastest Price from Cephalothin sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cephalothin sodium pictures 2024-04-09 Cephalothin sodium
58-71-9
US $0.00 / Kg 1Kg 99% 10kg Shaanxi TNJONE Pharmaceutical Co., Ltd
Cephalothin pictures 2021-10-20 Cephalothin
58-71-9
US $50.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biotechnology Co., Ltd.
Cephalothin USP/EP/BP pictures 2021-07-01 Cephalothin USP/EP/BP
58-71-9
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
  • Cephalothin pictures
  • Cephalothin
    58-71-9
  • US $50.00 / KG
  • 99%
  • Hebei Lingding Biotechnology Co., Ltd.
SodiuM (6R,7R)-3-(acetoxyMethyl)-8-oxo-7-(2-(thiophen-2-yl)acetaMido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Cephalotin sodium salt, Antibiotic for Culture Media Use Only monosodium (6r,7r)-3-acetoxymethyl-8-oxo-7-[2-(thiophen-2-yl)acetylamido]-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylate synclotin Sodium cephalothin 7-(2-(2-thienyl)acetamido)-,acetate,monosodiumsalt cefalothinesodium cefalotinasodica Cefalotin Sodium(Sterile) Cefalotin Free acid CEPHALOTIN ACID 3-(Acetoxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-, acetate (ester) (8CI) 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (6R,7R)- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (6R-trans)- 7-(Thiophene-2-acetamido)cephalosporin 7-[2-(2-Thienyl)acetylamido]cephalosporanic acid Cephalotin 38253 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-, acetate (ester), monosodium salt (8CI) 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, monosodium salt, (6R-trans)- Averon 1 Cemastin Cephation Ceporacin Cepovenin Coaxin Keflin Lospoven Seffin Sodium (thienylacetamido)cephalosporanate Sodium 3-acetoxymethyl-7b-(2-thienylacetamido)ceph-3-em-4-carboxylate Sodium 7-(2-thienylacetamido)-3-acetoxymethyl-3-cephem-4-carboxylate Sodium 7-[2-(2-thienyl)acetamido]cephalosporanate Sodium cefalotin CEFALOTHIN NA CEFALOTHIN SODIUM CEFALOTIN SODIUM CEPHALOTHIN SODIUM SALT CEPHALOTIN SODIUM SALT 7-(Thiophene-2-acetamido)cephalosporanic acid sodium salt (6r,7r)-3-(acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 7-(2-THIENYLACETAMIDO)CEPHALOSPORANIC ACID 7-(2-THIENYLACETAMIDO)CEPHALOSPORANIC ACID SODIUM SALT Cefalotin acid Cefalothin Sodium cephalotin (6r-trans)-oxo-7-((2-thienylacetyl)amino) 3-((acetyloxy)methyl)-8-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic aci 3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic aci 3-(hydroxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-5-th ia-1-azabicyclo[4.2.0]o 6r-trans-3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacety l)amino]-5-thia-1-azabi ct-2-ene-2-carboxylic acid acetate cyclo[4.2.0]-oct-2-ene-2-carboxylic acid cephalothin sodium cell culture tested cephalothin sodium crystalline Cephalothin (base and/or unspecified salts)