C6048
Cefmetazole sodium salt
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About This Item
Linear Formula:
C15H16N7O5S3Na
CAS Number:
Molecular Weight:
493.52
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51282205
MDL number:
form
powder
Quality Level
shelf life
limited shelf life, expiry date on the label
solubility
H2O: 50 mg/mL
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
cell wall synthesis | interferes
storage temp.
2-8°C
SMILES string
[Na+].[H][C@]12SCC(CSc3nnnn3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C([O-])=O
InChI
1S/C15H17N7O5S3.Na/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25;/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25);/q;+1/p-1/t13-,15+;/m1./s1
InChI key
BITQGIOJQWZUPL-PBCQUBLHSA-M
General description
Chemical structure: β-lactam
Application
Cefmetazole is used to study the effect of expression, binding, and inhibition of penicillin-binding proteins (PDPs) other than PBP2 on bacterial cell wall mucopeptide synthesis. Cefmetazole is used to study protein mediated transport of antibiotics.
Biochem/physiol Actions
Cefmetazole disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cefmetazole mimics the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan. It is effective against both Gram-positive and Gram-negative bacteria.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
Keep container tightly closed in a dry and well-ventilated place. Hygroscopic Handle and store under inert gas.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
涉药品监管产品
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Shin Fujita et al.
Archives of surgery (Chicago, Ill. : 1960), 142(7), 657-661 (2007-07-20)
Use of prophylactic antibiotics in elective colorectal surgery is essential. Although single-dose prophylactic antibiotics are recommended, the efficacy of single-dose cephalosporin without metronidazole and oral antibiotics is not fully proven. We conducted a multicenter, randomized trial of a single dose
Yukio Kato et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(6), 1088-1096 (2008-03-15)
In the present study, we attempted to identify the membrane permeation process(es) primarily involved in the molecular-weight-dependent biliary excretion of beta-lactam antibiotics. A search of the literature indicated that the molecular weight threshold operates mainly in the transport process across
Chang-I Ho et al.
Journal of the Chinese Medical Association : JCMA, 71(12), 643-645 (2008-12-31)
A 73-year-old woman with leukemia presented with urinary tract infection, splenic abscess, and a renal mass. Both urine culture and pus culture of the splenic abscess yielded Klebsiella pneumoniae. Percutaneous biopsy of the renal mass confirmed the diagnosis of xanthogranulomatous
Asako Doi et al.
International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases, 17(3), e159-e163 (2012-11-13)
Urinary tract infections (UTIs) caused by extended-spectrum beta-lactamase (ESBL)-producing Enterobacteriaceae are on the increase. Although cefmetazole is stable in vitro against the hydrolyzing activity of ESBLs, no clinical study has ever evaluated its role in infections caused by these organisms.
Minako Kobayashi et al.
Surgery today, 40(4), 326-333 (2010-03-27)
To evaluate the effectiveness of our surgical site infection (SSI) preventive strategies for rectal cancer patients. We compared the incidences and risk factors for SSI before (1990-1999) and after the implementation of our SSI prevention policies (2002-2006). A total of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C6048-1G | 04061833503201 |
| C6048-250MG | 04061833618868 |
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