Brand Name(s) in US
ChemicalBook > CAS DataBase List > Cefazolin sodium salt

Cefazolin sodium salt

Brand Name(s) in US
Product Name
Cefazolin sodium salt
CAS No.
27164-46-1
Chemical Name
Cefazolin sodium salt
Synonyms
CEFAZOLIN SODIUM;Cefazolin sodium sterile;ancef;kefzol;CEFAZOLINE SODIUM;Cefazoline sodium sterile;sodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0;46083;Atirin;Azolin
CBNumber
CB7403213
Molecular Formula
C14H15N8NaO4S3
Formula Weight
478.5
MOL File
27164-46-1.mol
More
Less

Cefazolin sodium salt Property

Melting point:
190 °C
refractive index 
20 ° (C=10, H2O)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
H2O: 50 mg/mL, clear, colorless
form 
crystalline powder
color 
White to Off-White
Sensitive 
Light Sensitive
Merck 
14,1917
BRN 
3585038
Stability:
Stable, but may be heat sensitive - store in cool conditions. May discolour upon exposure to light - store in the dark. Incompatible with strong oxidizing agents.
InChI
InChI=1/C14H14N8O4S3.Na.H/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);;/t9-,12-;;/s3
InChIKey
LJIOGPYKTPCRAP-MVOALHSDNA-N
SMILES
C(C1=C(CS[C@]2([H])[C@H](NC(=O)CN3N=NN=C3)C(=O)N12)CSC1=NN=C(C)S1)(=O)O.[NaH] |&1:5,7,r|
LogP
1.133 (est)
CAS DataBase Reference
27164-46-1(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
Xn,Xi
Risk Statements 
42/43-36/37/38-20/21/22
Safety Statements 
22-36/37-36-26
WGK Germany 
2
RTECS 
XI0390000
HS Code 
29349990
Toxicity
LD50 in mice, rats (mg/kg): 3.9, 3.18 i.v.; 6.2, 7.4 i.p. (Birkhead)
More
Less

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.

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

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C5020
Product name
Cefazolin sodium salt
Purity
89.1-110.1%
Packaging
100mg
Price
$99.7
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2681
Product name
Cefazolin sodium salt
Purity
Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 100?mg
Packaging
100MG
Price
$122
Updated
2024/03/01
Sigma-Aldrich
Product number
C5020
Product name
Cefazolin sodium salt
Purity
89.1-110.1%
Packaging
1g
Price
$499
Updated
2024/03/01
Sigma-Aldrich
Product number
BP819
Product name
Cefazolin sodium
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
150MG
Price
$255
Updated
2024/03/01
TCI Chemical
Product number
C2242
Product name
Cefazolin Sodium Salt
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$108
Updated
2024/03/01
More
Less

Cefazolin sodium salt Chemical Properties,Usage,Production

Brand Name(s) in US

Ancef, Kefzol, and generic

Description

Cefazolin was synthesized by Fujisawa Pharmaceutical Co. in 1969. It was the first of the cephem antibiotics to introduce a thiadiazolylthiomethyl group at the 3 position and a tetrazole group at the 7 position in the side chain. Cefazolin is a parenteral cephem antibiotic showing better activity against gramnegative bacteria than cephalothin or cephaloridine. Its bactericidal activity, tissue distribution, and urinary excretion are excellent and it has wide clinical use.

Chemical Properties

White to off-white powder

Originator

Cefamedin,Fujisawa,Japan,1971

Uses

Semi-synthetic antibiotic derived from 7-amino-cepphalosporanic acid. An antibacterial

Uses

enzyme inhibitor, Gaucher's disease therapy

Uses

Semi-synthetic antibiotic derived from 7-amino-cephalosporanic acid. An antibacterial.

Definition

ChEBI: A cephalosporin organic sodium salt having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups.

Manufacturing Process

7-Aminocephalosporanic acid is converted to its sodium salt and acylated with 1H-tetrazole-1-acetyl chloride. The acetoxy group is then displaced by reaction with 5-methyl-1,3,4-thiadiazole-2-thiol in buffer solution. The product acid is converted to the sodium salt by NaHCO3.

brand name

Ancef (GlaxoSmithKline); Kefzol (Lilly).

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.

Cefazolin sodium salt Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Cefazolin sodium salt Suppliers

Hubei widely chemical technology Co., Ltd.
Tel
027-83991130 18627774460
Fax
027-83991130
Email
1718093273@qq.com
Country
China
ProdList
1890
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
027-81302411 15377658509
Email
zs@dkybpc.com
Country
China
ProdList
2057
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
0712-0712-2580635 15527768850
Email
1791901229@qq.com
Country
China
ProdList
8850
Advantage
52
More
Less

View Lastest Price from Cefazolin sodium salt manufacturers

Hebei Yime New Material Technology Co., Ltd.
Product
Cefazolin sodium 27164-46-1
Price
US $110.00/KG
Min. Order
10KG
Purity
99%
Supply Ability
1000KG/day
Release date
2024-02-28
Shanghai Affida new material science and technology center
Product
Cefazolin Sodium Salt 27164-46-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99
Supply Ability
50000KG/month
Release date
2024-03-19
Henan Tengmao Chemical Technology Co. LTD
Product
Cefazolin sodium salt 27164-46-1
Price
US $110.00-90.00/kilogram
Min. Order
1kilogram
Purity
99%
Supply Ability
10 tons/per week
Release date
2024-03-11

27164-46-1, Cefazolin sodium saltRelated Search:


  • (6r-trans
  • sodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0
  • SKF-41558
  • CEFAZOLINE SODIUM
  • CEFAZOLIN NA
  • CEFAZOLIN SODIUM
  • CEFAZOLIN SODIUM SALT
  • CEFAMEDIN
  • ancef
  • biazolina
  • cezsodium
  • firmacef
  • gramaxin
  • kefzol
  • lampocef
  • liviclina
  • monosodiumcefazolin
  • sodiumcefazolin
  • sodiumcephazolin
  • sodiumcez
  • totacef
  • zolicef
  • sodium (6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • Cefazoline sodium sterile
  • Cefazolin sodium sterile
  • (6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt
  • Cefazil
  • Cefazil sodium salt, Cefamedin sodium salt
  • Monosodium cetazolin
  • DBL Cephazolin Sodium For Injection
  • Cefazolin sodium salt, 95%, a first-generation cephalosporin antibiotic
  • (6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[2-(1H-tetrazol-1-yl)acetylamino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • (6R,7R)-7-[1H-Tetrazol-1-ylacetylamino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • 46083
  • Atirin
  • Azolin
  • Bor-Cefazol
  • Cefacidal
  • Cefazina
  • Cefazoliin
  • Cefazolin SodiuM Steril
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]Methyl]-8-oxo-7-[[2-(1H-tetrazol-1-yl)acetyl]aMino]-,sodiuM salt (1:1), (6R,7R)-
  • Cefazolin Sodium IMP
  • Cefazolin Sodium Salt &gt
  • Cefazolin Sodium Salt Standard
  • cephazolin sodium
  • Cefazolin sodium (Sodium cefazolin
  • Sodium (6R,7R)-7-(2-(1H-tetrazol-1-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • Cefazolin sodium salt USP/EP/BP
  • Cefazolin Sodium, Ancef
  • Cefazolin Sodium (cefazoline
  • Cefazolin sodiumQ: What is Cefazolin sodium Q: What is the CAS Number of Cefazolin sodium Q: What is the storage condition of Cefazolin sodium
  • Cefazolin sodium API
  • Cefazolin Sodium Salt (CFZL), 89-110%
  • Brizolina
  • Cefazolin Sodium Impurity L (Sodium Salt)
  • 27164-46-1
  • 2716-46-1