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Cephalothin sodium

Product Name
Cephalothin sodium
CAS No.
58-71-9
Chemical Name
Cephalothin sodium
Synonyms
38253;Coaxin;Keflin;Seffin;Microtin;Averon 1;Cemastin;Lospoven;synclotin;Cephation
CBNumber
CB9443527
Molecular Formula
C16H16N2O6S2.Na
Formula Weight
418.42
MOL File
58-71-9.mol
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Cephalothin sodium Property

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
form 
Solid
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)
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Safety

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)
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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.

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

P284Wear respiratory protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C4520
Product name
Cephalothin sodium salt
Purity
96.0-101.0%
Packaging
1g
Price
$140
Updated
2024/03/01
Sigma-Aldrich
Product number
1102000
Product name
Cephalothin sodium
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$174.4
Updated
2024/03/01
Alfa Aesar
Product number
J65607
Product name
Cephalothin sodium salt
Packaging
1g
Price
$111
Updated
2024/03/01
Alfa Aesar
Product number
J65607
Product name
Cephalothin sodium salt
Packaging
5g
Price
$328.65
Updated
2024/03/01
Cayman Chemical
Product number
26063
Product name
Cefalothin (sodium salt)
Purity
≥98%
Packaging
250mg
Price
$44
Updated
2024/03/01
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Cephalothin sodium Chemical Properties,Usage,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

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

Antibacterial;Bacterial transpeptidase inhibitor

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.

Cephalothin sodium Preparation Products And Raw materials

Raw materials

Thiophene acetyl chloride Sodium acetate trihydrate 7-(5-amino-5-carboxyvaleramido)cephalosporanic acid Butyl acetate 7-Aminocephalosporanic acid

Preparation Products

Cefuroxime
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Cephalothin sodium Suppliers

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View Lastest Price from Cephalothin sodium manufacturers

Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Cephalothin sodium 58-71-9
Price
US $0.00/Kg
Min. Order
1Kg
Purity
99%
Supply Ability
10kg
Release date
2024-04-09
Hebei Runbin Biotechnology Co. LTD
Product
Cephalothin 58-71-9
Price
US $225.00/KG
Min. Order
1KG
Purity
99%min
Supply Ability
8000 Kilogram/Kilograms per Month
Release date
2020-08-25
Career Henan Chemical Co
Product
Cephalothin 58-71-9
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2020-01-07

58-71-9, Cephalothin sodiumRelated Search:

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  • 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
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  • 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
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  • 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
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  • Coaxin
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  • Sodium 7-(2-thienylacetamido)-3-acetoxymethyl-3-cephem-4-carboxylate
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  • (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