27164-46-1 Usage
Uses
Used in Pharmaceutical Industry:
Cefazolin sodium salt is used as an antibacterial agent for treating various bacterial infections. Its application is based on its ability to inhibit bacterial cell wall synthesis, leading to cell lysis and death.
Used in Enzyme Inhibition:
Cefazolin sodium salt is used as an enzyme inhibitor for the treatment of Gaucher's disease, a genetic disorder that results in the accumulation of a fatty substance called glucocerebroside in macrophages, leading to organ enlargement and other complications. Its application in this context is due to its ability to inhibit the enzyme glucocerebrosidase, which is deficient in Gaucher's disease.
Brand Names in US:
Cefazolin sodium salt is available under the brand names Ancef (GlaxoSmithKline) and Kefzol (Lilly), as well as in generic forms.
Therapeutic Function
Antibacterial
Biological Activity
cefazolin is a semisynthetic antibiotic with a broad spectrum of antibacterial activity. cefazolin has exhibited high activity against gram-positive bacteria and gram-negative bacteria [1].
Clinical Use
Cefazolin (Ancef, Kefzol) is one of a series of semisyntheticcephalosporins in which the C-3 acetoxy function has beenreplaced by a thiol-containing heterocycle—here, 5-methyl-2-thio-1,3,4-thiadiazole. It also contains the somewhatunusual tetrazolylacetyl acylating group. Cefazolin wasreleased in 1973 as a water-soluble sodium salt. It is activeonly by parenteral administration.Cefazolin provides higher serum levels, slower renalclearance, and a longer half-life than other first-generationcephalosporins. It is approximately 75% protein bound inplasma, a higher value than for most other cephalosporins.Early in vitro and clinical studies suggest that cefazolin ismore active against Gram-negative bacilli but less activeagainst Gram-positive cocci than either cephalothin orcephaloridine. Occurrence rates of thrombophlebitis followingintravenous injection and pain at the site of intramuscularinjection appear to be the lowest of the parenteralcephalosporins.
Veterinary Drugs and Treatments
In the United States, there are no cefazolin products approved for
veterinary species but it has been used clinically in several species
when an injectable, first generation
cephalosporin is indicated. It is
used for surgical prophylaxis, and for variety of systemic infections
(including orthopedic, soft tissue, sepsis) caused by susceptible bacteria.
Most commonly given every 6 – 8 hours via parenteral routes,
cefazolin constant rate intravenous infusion protocols are being
developed as cefazolin is a time (above MIC)-dependent antibiotic,
and serum/tissue concentrations can remain above MIC.
in vitro
in cultured mg-63 human osteosarcoma cell line, cefazolin (100 μg/ml) showed little or no effect on osteoblast replication. cefazolin (200μg/ml) significantly decreased cell replication, and 10,000 μg/ml caused cell death [2].
in vivo
in patients with normal and various degrees of compromised renal function, administration of cefazolin significantly decreased the urinary concentration and percentage of the dose excreted in the urine [3]. the half-life of cefazolin in serum of normal persons was 1.9 hr and as long as 35 hr in severely uremic patients. in uremic patients, cefazolin was well tolerated [4].
references
[1] kariyone k, harada h, kurita m, et al. cefazolin, a new semisynthetic cephalosporin antibiotic. i[j]. the journal of antibiotics, 1970, 23(3): 131-136.[2] edin m l, miclau t, lester g e, et al. effect of cefazolin and vancomycin on osteoblasts in vitro[j]. clinical orthopaedics and related research, 1996, 333: 245-251.[3] levison m e, levison s p, ries k, et al. pharmacology of cefazolin in patients with normal and abnormal renal function[j]. journal of infectious diseases, 1973, 128(supplement 2): s354-s357.[4] craig w a, welling p g, jackson t c, et al. pharmacology of cefazolin and other cephalosporins in patients with renal insufficiency[j]. journal of infectious diseases, 1973, 128(supplement 2): s347-s353.
Check Digit Verification of cas no
The CAS Registry Mumber 27164-46-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,1,6 and 4 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 27164-46:
(7*2)+(6*7)+(5*1)+(4*6)+(3*4)+(2*4)+(1*6)=111
111 % 10 = 1
So 27164-46-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H14N8O4S3.Na/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21;/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26);/q;+1/p-1/t9-,12-;/m1./s1
27164-46-1Relevant articles and documents
Cefazolin sodium or composition thereof, preparation method thereof, preparations thereof and novel indication for genital system infection
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Paragraph 0132; 0137; 0138, (2019/11/13)
The present invention provides cefazolin sodium or a composition thereof, a preparation method thereof, preparations thereof and use. The preparation method has high repeatability and a stable and reliable production process. The prepared cefazolin sodium or the composition thereof has a low impurity content, facilitating improvement in raw material quality and quality of corresponding preparations, and improvement in safety and clinical curative effects of preparations. The cefazolin sodium or the composition thereof can be used for preparing medicines treating genital system infection.
Preparation method of cefazolin sodium with previous research quality and medicine preparation of cefazolin sodium
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Paragraph 0029-0030, (2017/02/23)
The invention discloses a preparation method of cefazolin sodium with previous research quality. The preparation method is characterized by comprising the following steps: (1) adding a boron trifluoride-dimethyl carbonate solution into dimethyl carbonate; stirring and adding 2-sulfydryl-5-methyl-1,3,4-thiadiazole and 7-ACA (Acetic Acid) to react; after the reaction is finished, adding dimethyl formamide and dropwise adding hydrochloric acid; adjusting the temperature to 25 to 35 DEG C and reacting for 60 minutes; filtering and washing with acetone; drying in vacuum to obtain a TDA (Toluene Diamine) crude product; (2) preparing mixed anhydride from dichloromethane, tetrazolyl acetic acid, triethylamine and pivaloyl chloride; (3) adding the TDA crude product into a dichloromethane solvent; cooling and dropwise adding tetramethyl guanidine; dropwise adding the mixed anhydride to react, and purifying and refining a crystal through a low-temperature acetonitrile-water extraction process after extraction and crystallization. With the adoption of the preparation method provided by the invention, the moisture content of the product can be reduced and residues of the solvent can be reduced; the increasing of related substances can be effectively reduced, a freeze-drying technology is not used and the production efficiency is improved.
MANUFACTURING METHOD AND APPARATUS OF ULTRAFINE PARTICLES HAVING UNIFORM PARTICLE SIZE DISTRIBUTION
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, (2011/09/14)
The present invention relates to a novel technology for forming fine particles with a size of 0.02?3 microns from a solid that can be dissolved in a liquid solvent and is not decomposed by heat. The particle preparation technology according to the present invention may be applicable to the fields of food, cosmetics, biopolymer, polymer compositions, and pharmaceuticals.
Cefazolin Sodium Pentahydrate Crystal and Its Molecular Assembly Preparation Method
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Page/Page column 2-3, (2009/12/23)
The present invention relates to cefazolin sodium pentahydrate crystal and a method for assembly and preparation of the crystal molecule. The cefazolin sodium pentahydrate crystal molecule contains five water molecules, orthorhombic system, space group of C222(1), in which sodium ion is bonded to the cefazolin molecule with a coordinate bond. The method for assembly and preparation of cefazolin sodium pentahydrate crystal molecule are: adding a solvent to a reactor equipped with a jacket, adding cefazolin acid and a sodium salt, heating until the reaction solution is clear, stirring continuously, adjusting pH, upon the completion of the reaction, transferring the liquid into a jacketed crystallizer, adding crystal seeds or nucleating spontaneously, controlling cooling, slowly adding a antisolvent. The particle size of cefazolin sodium pentahydrate crystal according to the present invention is adjustable, and the distribution of particle size is concentrated, the product has good flowability, smooth surface, high crystallinity, good stability, and rapid dissolving rate.
α-crystals of cefazolin sodium
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, (2008/06/13)
This invention relates to α-crystals of cefazolin sodium with a water content in the range of 13.0 to 15.8%, useful as an antibiotic of improved thermal and light stability.
