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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
Molecular Weight:
418.42
MDL Number:
MFCD00072025
MOL File:
58-71-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Cefalotin for impurity B identification European Pharmacopoeia (EP) Reference Standard Y0000505 10 mg $127
Cephalothin sodium salt 96.0-101.0% C4520 1g $154
Cefalotin sodium European Pharmacopoeia (EP) Reference Standard C0682000 170 mg $167
Cefalotin sodium British Pharmacopoeia (BP) Reference Standard BP908 100 mg $292
Cephalothin sodium United States Pharmacopeia (USP) Reference Standard 1102000 200mg $488
More product size

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
form Solid
color White to Off-White
Water Solubility 158 mg/L
Merck 13,1994
BRN 4120706
Stability Hygroscopic
InChI InChI=1/C16H16N2O6S2.Na/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10;/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23);/t12-,15-;/s3
InChIKey XXDPRVHYESWPEX-JQWYMVCGNA-N
SMILES C(C1=C(CS[C@]2([H])[C@@H](C(N21)=O)NC(=O)CC1SC=CC=1)COC(=O)C)(=O)O.[Na] |&1:5,7,r|
CAS DataBase Reference 58-71-9(CAS DataBase Reference)
FDA UNII C22G6EYP8B
UNSPSC Code 51282506
NACRES NA.85

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
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xn,Xi
Risk Statements  42/43
Safety Statements  22-36/37
WGK Germany  2
RTECS  XI0388300
HS Code  29419000
Storage Class 11 - Combustible Solids
Hazard Classifications Resp. Sens. 1
Skin Sens. 1
Toxicity LD50 in mice, rats (mg/kg): >20000, >10000 orally; 5670, 7716 i.p. (Kuramoto)

Cephalothin sodium price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000505 Cefalotin for impurity B identification European Pharmacopoeia (EP) Reference Standard 58-71-9 10 mg $127 2026-04-30 Buy
Sigma-Aldrich C4520 Cephalothin sodium salt 96.0-101.0% 58-71-9 1g $154 2026-04-30 Buy
Sigma-Aldrich C0682000 Cefalotin sodium European Pharmacopoeia (EP) Reference Standard 58-71-9 170 mg $167 2026-04-30 Buy
Sigma-Aldrich BP908 Cefalotin sodium British Pharmacopoeia (BP) Reference Standard 58-71-9 100 mg $292 2026-04-30 Buy
Sigma-Aldrich 1102000 Cephalothin sodium United States Pharmacopeia (USP) Reference Standard 58-71-9 200mg $488 2026-04-30 Buy
Product number Packaging Price Buy
Y0000505 10 mg $127 Buy
C4520 1g $154 Buy
C0682000 170 mg $167 Buy
BP908 100 mg $292 Buy
1102000 200mg $488 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

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.

References

[1] W S BONIECE. In vitro and in vivo laboratory evaluation of cephalothin, a new broad spectrum antibiotic.[J]. Journal of Bacteriology, 1962, 84: 1292-1296. DOI: 10.1128/jb.84.6.1292-1296.1962
[2] N A CURTIS. Affinities of penicillins and cephalosporins for the penicillin-binding proteins of Escherichia coli K-12 and their antibacterial activity.[J]. Antimicrobial Agents and Chemotherapy, 1979, 16 5: 533-539. DOI: 10.1128/aac.16.5.533

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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 2026-04-22 Cephalothin sodium
58-71-9
US $0.00 / removed 99.17% 10g TargetMol Chemicals Inc.
Cephalothin sodium pictures 2026-04-22 Cephalothin sodium
58-71-9
US $0.00 / removed 99.17% 10g TargetMol Chemicals Inc.
Cephalothin sodium pictures 2025-04-02 Cephalothin sodium
58-71-9
US $0.00 / Kg 1Kg 99% 10kg Shaanxi TNJONE Pharmaceutical Co., Ltd

Cephalothin sodium Spectrum

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