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Cefazedone

Names

[ CAS No. ]:
56187-47-4

[ Name ]:
Cefazedone

[Synonym ]:
Cefazedonum
Refosporen
Cefazedone [INN:BAN]
Cefazedonum [INN-Latin]
3-(5-Methyl-1,3,4-thiadiazolyl-2-mercaptomethyl)-7-(3,5-dichloro-4-pyridon-1-ylacetamido)-3-cephem-4-carboxylic Acid
(6R,7R)-7-{[(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetyl]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Cefazedone
(6R,7R)-7-{[(3,5-Dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R)-7t-[2-(3,5-dichloro-4-oxo-4H-pyridin-1-yl)-acetylamino]-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[2-(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (6R,7R)-
MFCD01682029
Cefazedona
Refosporene
Cefazedona [INN-Spanish]

Biological Activity

[Description]:

Cefazedone (Refosporen) is a first-generation cephalosporin with activity against Gram-positive and Gram-negative bacteria, and it is effective in the treatment of infections caused by sensitive bacteria. Cefazedone is a time-dependent antibiotic, the time of concentration exceeds the minimum inhibitory concentration (MIC) is the key pharmacokinetic-pharmacodynamic (PK-PD) variable associated with the killing of pathogens[1].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Gao L, et al. A Pharmacokinetic and Pharmacodynamic Study on Intravenous Cefazedone Sodium in Patients with Community-acquired Pneumonia. Chin Med J (Engl). 2015 May 5;128(9):1160-4.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Molecular Formula ]:
C18H15Cl2N5O5S3

[ Molecular Weight ]:
548.443

[ Exact Mass ]:
546.961243

[ PSA ]:
213.33000

[ LogP ]:
0.92

[ Index of Refraction ]:
1.761

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XI0372700
CHEMICAL NAME :
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((3,5-dichloro-4-oxo-1(4H)- pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazo l-2-yl)thio)methyl)-8 -oxo-, (6R-trans)-
CAS REGISTRY NUMBER :
56187-47-4
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C18-H15-Cl2-N5-O5-S3
MOLECULAR WEIGHT :
548.46

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
88 mg/kg/17W-I
TOXIC EFFECTS :
Blood - normocytic anemia Blood - thrombocytopenia
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 90,135,1987

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds