Cephalothin
- Product Name
- Cephalothin
- CAS No.
- 153-61-7
- Chemical Name
- Cephalothin
- Synonyms
- C07761;CEPHALOTHIN;3-Butylidene-4;CEFALOTHIN ACID;Cephaliotin Acid;Cephalotinic acid;-3-(Acetoxymethyl);5-dihydrophthalide;Cefalonium Impurity A;Cefalonium Impurity 1
- CBNumber
- CB52130371
- Molecular Formula
- C16H16N2O6S2
- Formula Weight
- 396.44
- MOL File
- 153-61-7.mol
Cephalothin Property
- Melting point:
- 160-161 ºC
- alpha
- D20 +50° (c = 1.03 in acetonitrile)
- Boiling point:
- 757.2±60.0 °C(Predicted)
- Density
- 1.4162 (rough estimate)
- refractive index
- 1.6510 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Sparingly), Dioxane (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- pKa 2.5 (Uncertain)
- color
- White to Off-White
- Water Solubility
- 158 MG/L
- λmax
- 263nm(H2O)(lit.)
- Merck
- 14,1982
- CAS DataBase Reference
- 153-61-7(CAS DataBase Reference)
- EPA Substance Registry System
- Cephalothin (153-61-7)
Safety
- RTECS
- XI0388000
- Hazardous Substances Data
- 153-61-7(Hazardous Substances Data)
- Toxicity
- LD50 intracrebral in mouse: 81mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- 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.
P272Contaminated work clothing should not be allowed out of the workplace.
P285In case of inadequate ventilation wear respiratory protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.
P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P363Wash contaminated clothing before reuse.
P403Store in a well-ventilated place.
N-Bromosuccinimide Price
- Product number
- H36175
- Product name
- Cephalothin (acid)
- Purity
- 97%
- Packaging
- 25g
- Price
- $249.65
- Updated
- 2024/03/01
- Product number
- H36175
- Product name
- Cephalothin (acid)
- Purity
- 97%
- Packaging
- 5g
- Price
- $92.9
- Updated
- 2023/06/20
- Product number
- C261150
- Product name
- Cephalothin
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- FA32097
- Product name
- (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- Packaging
- 100g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 076118
- Product name
- (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $48
- Updated
- 2021/12/16
Cephalothin Chemical Properties,Usage,Production
Description
Cephalothin is a semisynthetic, beta-lactam, first-generation cephalosporin antibiotic with bactericidal activity. Cephalothin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. PBPs participate in the terminal stages of assembling the bacterial cell wall, and in reshaping the cell wall during cell division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
Chemical Properties
White Solid
Originator
Keflin,Lilly,US,1964
Uses
A first generation cephalosporin antibiotic with a wide range antibacterial activity. It is effective against gram-positive and gram-negative bacteria, and has been tested in respiratory disease and neuromuscular junction studies.
Cephalothin is most effective against Gram-positive cocci and is also effective against several Gram-negative organisms. First generation cephalosporins are used primarily to treat skin and soft tissue infections caused by Staphylococcus and Streptococcus species. Cephalothin is ineffective against enterococci and evidence of in vitro sensitivity should be discounted.
Definition
ChEBI: Cefalotin is a semisynthetic, first-generation cephalosporin antibiotic with acetoxymethyl and (2-thienylacetyl)nitrilo moieties at positions 3 and 7, respectively, of the core structure. Administered parenterally during surgery and to treat a wide spectrum of blood infections. It has a role as an antimicrobial agent and an antibacterial drug. It is a semisynthetic derivative, a beta-lactam antibiotic allergen, a cephalosporin, a carboxylic acid, a member of thiophenes and an azabicycloalkene. It is a conjugate acid of a cefalotin(1-).
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
Acquired resistance
Cephalothin is relatively susceptible to β-lactamases. Enterobacter, Klebsiella and Citrobacter species have acquired resistance by chromosomal constitutively produced βlactamases that are not inhibited by clavulanic acid. Bacteroides species develop resistance to β-lactams both by plasmids and chromasomally; however Bacteroides resistance remains susceptible to clavulanic acid. P aeruginosa is resistant to first and second generation cephalosporins because of problems with cell permeability/uptake, porin channels and drug efflux. Stenotrophomonas maltophila and Aeromonas species can be resistant through effects on porin channels and drug efflux, while S aureus can also be resistant due to drug efflux.
Mechanism of action
Inhibits bacterial cell wall synthesis by binding to one or more of the penicillin-binding proteins (PBPs) which in turn inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls, thus inhibiting cell wall biosynthesis. Bacteria eventually lyse due to ongoing activity of cell wall autolytic enzymes (autolysins and murein hydrolases) while cell wall assembly is arrested.
Clinical Use
Cephalothin is a relatively short acting first generation cephalosporin that is administered injectably. Although cephalothin is not approved for use in any animal species in the United States, the drug is used clinically in veterinary medicine. Cephalothin can cause nephrotoxicity.
Side effects
Manifestations may include urticarial or maculopapular rash, bronchospasm, and drug fever. Anaphylaxis, including severe hypotension and cardiac arrest, is reported. Rare cases of renal insufficiency associated with cephalothin may be hypersensitivity-mediated since fever, eosinophilia, and rash are often also present.
https://www.drugs.com
Cephalothin Preparation Products And Raw materials
Raw materials
Preparation Products
Cephalothin Suppliers
- Tel
- 010-82848833 400-666-7788
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 94657
- Advantage
- 76
- Tel
- 0418-6530555 2855550
- Fax
- +86-418-6502885
- Country
- China
- ProdList
- 338
- Advantage
- 69
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44688
- Advantage
- 61
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9513
- Advantage
- 66
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42958
- Advantage
- 64
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 0571-82693216
- Fax
- +86-571-82880190
- info@yuhaochemical.com
- Country
- China
- ProdList
- 9387
- Advantage
- 52
- Tel
- 1-631-485-4226; 16314854226
- info@bocsci.com
- Country
- United States
- ProdList
- 14055
- Advantage
- 65
- Tel
- 010-56205725
- Fax
- 010-65763397
- waley188@sohu.com
- Country
- China
- ProdList
- 12335
- Advantage
- 58
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28387
- Advantage
- 80
View Lastest Price from Cephalothin manufacturers
- Product
- Cephalothin 153-61-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000KG
- Release date
- 2024-07-16
- Product
- Cemastin 153-61-7
- Price
- US $1.22/KG
- Min. Order
- 300g
- Purity
- 99%
- Supply Ability
- 3tons
- Release date
- 2021-12-09
- Product
- (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 153-61-7
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- JD 527
- Release date
- 2019-09-01