| Identification | More | [Name]
Cefmetazole | [CAS]
56796-20-4 | [Synonyms]
CEFMETAZOLE SODIUM CEFMETAZOLE SODIUM SALT (6r 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((((cyanomethyl)thio)a cs1170 Cefatrixine 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[(cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7S)- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[(cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R-cis)- SKF 83088 U 72791 U 72791a (6R-cis)-7-[[[(Cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefmetazole (6R)-7α-[2-(Cyanomethylthio)acetylamino]-7β-methoxy-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7S)-7-[[[(Cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid CMZ | [EINECS(EC#)]
260-384-2 | [Molecular Formula]
C15H16N7NaO5S3 | [MDL Number]
MFCD00214260 | [Molecular Weight]
493.52 | [MOL File]
56796-20-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
163-165?C | [density ]
1.4380 (rough estimate) | [refractive index ]
1.7400 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
Methanol (Slightly, Heated) | [form ]
Solid | [pka]
2.65±0.50(Predicted) | [color ]
White | [Water Solubility ]
Soluble in water | [InChIKey]
SNBUBQHDYVFSQF-HIFRSBDPSA-N | [SMILES]
N12[C@@]([H])([C@@](NC(CSCC#N)=O)(OC)C1=O)SCC(CSC1N(C)N=NN=1)=C2C(O)=O | [CAS DataBase Reference]
56796-20-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R42/43:May cause sensitization by inhalation and skin contact . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
XI0372200
| [HS Code ]
2941906000 |
| Hazard Information | Back Directory | [Description]
Cefmetazole is a cephamycin with a nonaromatic side chain at C-7. In addition to a fairly characteristic
second-generation cephalosporin antimicrobial spectrum, it possess fairly significant anti-antiaerobic
activity. The ejection of its C-3 side chain leads to alcohol intolerance of the disulfuram type and prolonged
clotting times. | [General Description]
Cefmetazole was synthesized by Sankyo Co. in 1976starting with a biosynthetic cephamycin. It shows excellent activity against Serratia and Proteus, against which cefazolin is not active, and it has stronger activity than cefoxitin, another derivative of cephamycin. Cefmetazole is active against anaerobes and resistant to β-lactamase, but it is not active against Pseudomonas aeruginosa. | [Chemical Properties]
White Solid | [Uses]
Semi-synthetic antibiotic derived from Cephamycin. Antibacterial. | [Definition]
ChEBI: A cephalosporin antibiotic containg an N1-methyltetrazol-5-ylthiomethyl side-chain at C-3 of the parent cephem bicyclic structure. | [Antimicrobial activity]
It is active
against Pr. mirabilis, Pr. vulgaris, Morganella morganii, Yersinia spp.and most anaerobes. S. marcescens is moderately susceptible,
but Ps. aeruginosa and E. faecalis are resistant. It is active against
Mycobacterium fortuitum and some strains of M. chelonei. It is
resistant to a wide range of β-lactamases.
The serum concentration at the end of a 1 g intravenous
infusion is around 77 mg/L. Plasma protein binding is 68%. It
is principally excreted in the urine with a plasma half-life of c.
1.3 h; 70% is recovered over the first 6 h. In patients whose
creatinine clearance is less than 10 mL/min, plasma levels are
elevated and the plasma half-life is increased to around 15 h.
Side effects associated with the methylthiotetrazole group
at position C-3 have been reported. Uses are similar to those
of cefoxitin, but it is not widely available. |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
China Langchem Inc.
|
| Telephone: |
0086-21-58956006 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
|