Cephalothin sodium

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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
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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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 Lingding Biotechnology Co., Ltd.

Product: Cephalothin 58-71-9
Price: US $50.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 9000kg/per week
Release date: 2021-06-08

Dideu Industries Group Limited

Product: Cephalothin 58-71-9
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons Min
Release date: 2021-06-29

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

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-(Hydroxymethyl)-8-oxo-7-(2-[2-thienyl] acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetate

7-(Thiophene-2-acetamido) cephalosporanic acid

Microtin

Sodium keflin

5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-8-oxo-7-(2-thienylacetyl)amino-, monosodium salt, (6R,7R)-

CEPHALOTHIN 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