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Cefazedone sodium salt

CAS No.: 63521-15-3

Chemical Name:: Cefazedone sodium salt

Synonyms: Nsc304118;Refosporin sodium salt;Cefazedone, sodium salt;Cefazedone sodium salt USP/EP/BP;Sodium (6R,7R)-7-[[(3,5-dichloro-4-oxo-1(4H)-pyridyl)acetyl]amino]-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;sodium (6R-trans)-7-[[(3,5-dichloro-4-oxo-1(4H)-pyridyl)acetyl]amino]-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;(6R,7R)-7-[[2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt;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-thiadiazol-2-yl)thio]methyl]-8-oxo-, monosodium salt, (6R-trans)-

CBNumber:: CB6878809

Molecular Formula:: C18H14Cl2N5NaO5S3

Molecular Weight:: 570.42503

MOL File:: 63521-15-3.mol

MSDS File:: SDS

Modify Date:: 2022/12/21 16:56:50

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SAFETY

Risk and Safety Statements

Toxicity	LD50 in mice, rats, rabbits, dogs (mg/kg): 6800, 4225, 3200, 3000 i.v. (von Eberstein)

Cefazedone sodium salt Chemical Properties,Uses,Production

Originator

Cefazedone Sodium,Arocor Holdings Inc.

Manufacturing Process

A solution of 1 eq. of the tert-butyl ester of 7-aminocephalosporanic acid and 1 eq. of dicyclohexylcarbodiimide in 100 ml of methylene chloride/DMF (1:1) is cooled to 0°C. The mixture is combined with 1 eq. of 3,5-dichloro-4- pyridone-1-acetic acid; after 5 min the ice bath is removed and the mixture agitated for another 30 min at 25°C. The thus-formed urea is filtered off and the filtrate filtered over silica gel (eluent: ethyl acetate/1% methanol). The solvent is concentrated by evaporation, and the thus-obtained tert-butyl ester of 7-(3,5-dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido)cephalosporanic acid is crystallized from ether.
1 eq. of the tert-butyl ester is dissolved in 30 ml of trifluoroacetic acid. After 30 minutes, the solution is evaporated and the thus-produced 7-(3,5-dichloro- 1,4-dihydro-4-oxo-1-pyridylacetamido)cephalosporanic acid crystallized from ether.
1 eq. of the obtained 7-(3,5-dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido) cephalosporanic acid is dissolved in 60 ml of saturated aqueous sodium bicarbonate solution at a pH of below 7 and combined with 1 eq. of 5-methyl- 1,3,4-thiadiazole-2-thiol in 20 ml of acetone. The reaction solution is agitated for 2 hours at 80°C and at a pH of 6.3 under a nitrogen atmosphere. The acetone is thereupon removed, the solution is washed with ether and acidified to pH 2. The thus-obtained 3-(1-methyltetrazolyl-5-mercaptomethyl)-7-(3,5- dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido)-3-cephem-4-carboxylic acid is filtered off and dried. IR spectrum confirmed the structure of cefazedone.
In practice it is usually used as sodium salt.

Therapeutic Function

Antibiotic

Cefazedone sodium salt Preparation Products And Raw materials

Raw materials

5-Methyl-1,3-benzenediacetonitrile 3,5-Dichloro-4-pyridone-N-acetic acid 2-Mercapto-5-methyl-1,3,4-thiadiazole Trifluoroacetic acid Dicyclohexylcarbodiimide

Preparation Products

Cefazedone sodium salt Suppliers

Global( 44)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
SynZeal Research Pvt Ltd	+1 226-802-2078	Gujarat, India	6522	58	Inquiry
career henan chemical co	+86-0371-86658258 +8613203830695	China	29898	58	Inquiry
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	China	39916	58	Inquiry
CONIER CHEM AND PHARMA LIMITED	+8618523575427	China	49391	58	Inquiry
Shaanxi Dideu Medichem Co. Ltd	+86-029-89586680 +86-18192503167	China	9030	58	Inquiry
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	China	52861	58	Inquiry
changzhou huayang technology co., ltd	+8615250961469	China	9827	58	Inquiry
LEAP CHEM CO., LTD.	+86-852-30606658	China	24738	58	Inquiry
GIHI CHEMICALS CO.,LIMITED	+8618058761490	China	49999	58	Inquiry
Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.	0539-8257899	China	38	58	Inquiry

Supplier	Advantage
SynZeal Research Pvt Ltd	58
career henan chemical co	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
Shaanxi Dideu Medichem Co. Ltd	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
changzhou huayang technology co., ltd	58
LEAP CHEM CO., LTD.	58
GIHI CHEMICALS CO.,LIMITED	58
Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.	58

63521-15-3(Cefazedone sodium salt)Related Search:

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sodium (6R-trans)-7-[[(3,5-dichloro-4-oxo-1(4H)-pyridyl)acetyl]amino]-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 Cefazedone, sodium salt (6R,7R)-7-[[2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt 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-thiadiazol-2-yl)thio]methyl]-8-oxo-, monosodium salt, (6R-trans)- Nsc304118 Refosporin sodium salt Sodium (6R,7R)-7-[[(3,5-dichloro-4-oxo-1(4H)-pyridyl)acetyl]amino]-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 Cefazedone sodium salt USP/EP/BP 63521-15-3 63521-15-5 C18H14Cl2N5NaO5S3