Cefatrizine

ChemicalBook > CAS DataBase List > Cefatrizine

Product Name: Cefatrizine
CAS No.: 51627-14-6
Chemical Name: Cefatrizine
Synonyms: s640p;bls640;SKF-60771;eta(r)))-;CEFATRIZINE;cephatriazine;Cephathiamidine;antibioticbl-640;CEPHATHIAMIDINUM;antibioticbl-s640
CBNumber: CB3116636
Molecular Formula: C18H18N6O5S2
Formula Weight: 462.5
MOL File: 51627-14-6.mol

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Cefatrizine Property

Boiling point:: 948.1±65.0 °C(Predicted)
Density: 1.3806 (rough estimate)
refractive index: 1.7000 (estimate)
storage temp.: Store at -20°C
solubility: DMSO: 95 mg/mL (201.02 mM);Ethanol: 23 mg/mL (48.67 mM)
pka: 2?+-.0.50(Predicted)
Water Solubility: Water: 95 mg/mL (201.02 mM)
CAS DataBase Reference: 51627-14-6(CAS DataBase Reference)

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Safety

Toxicity: LD50 in male, female mice, male, female rats (mg/kg): 6880, 6410, 4325, 4325 i.p. (Matsuzaki)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological

Product number: 519229
Product name: ETAR
Packaging: 96Tests
Price: $729
Updated: 2021/12/16

TRC

Product number: C237575
Product name: Cefatrizine
Packaging: 1g
Price: $1470
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0005842
Product name: CEPHATHIAMIDINUM
Purity: 95.00%
Packaging: 10G
Price: $1334.03
Updated: 2021/12/16

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Cefatrizine Chemical Properties,Usage,Production

Description

Cefatrizine was synthesized by BristolMyers Co. and Smith Klein & French Laboratories in 1974. It shows two to four times higher activity against gram-positive and four to eight times higher activity against gram-negative bacteria than cephalexin. Cefatrizine also shows excellent oral absorption, and its in vivo activity is 30 to 500 times higher than that of cephalexin.

Originator

Bricef,Bristol Banyu,Japan,1980

Uses

Antidepressant, Selective serotonin reuptake inhibitor

Uses

Cefatrizine is a new orally administered cephalosporin with excellent activity against gram-positive cocci, inhibiting all except enterococci at minimal inhibitory concentrations below 1 μg/ml.

Definition

ChEBI: A cephalosporin compound having (1H-1,2,3-triazol-4-ylsulfanyl)methyl and [(2R)-2-amino-2-(4-hydroxyphenyl)]acetamido side-groups. An antibacterial drug first prepared in the 1970s, it has more recently been found to be n inhibitor of eukaryotic elongation factor-2 kinase (eEF2K), which is known to regulate apoptosis, autophagy and ER stress in many types of human cancers.

Manufacturing Process

A total 6.5 g (1 1.55 mmol) of 7-[D-α-t-butoxycarbonylamino-α-(p-hydroxyphenyl)acetamido]-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4- carboxylic acid was dissolved in 175 ml (98 to 100% formic acid under anhydrous conditions. The mixture was stirred at room temperature for 2.5 hours. Part of the solution, 125 ml, was evaporated under reduced pressure to an amber oil. The oil was then azeotroped 3 times with 70 ml of toluene under reduced pressure. The residue was suspended in an 80:20 H2O-CH3OH solution (700 ml) and stirred for 0.5 hour until most of the solid dissolved, then filtered. The filtration was treated with 1.59 of (Darko) charcoal for about 20 minutes. The charcoal was filtered off through a Celite pad. The solution was then freeze-dried in 9 separate 100 ml round bottom flasks. The freeze-dried material weighed 2.415 g. It was recrystallized in batches of 0.200 g as described above to yield a total of 0.923 g 7-[D-α-amino-α-(p-hydroxyphenyl) acetamidol-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid. NMR was consistent, indicating the presence of 0.33 mol of CH3OH.

Therapeutic Function

Antibiotic

Antimicrobial activity

A semisynthetic cephalosporin formulated for oral use. The spectrum is similar to that of cefalexin but it is more active against H. influenzae. Wide strain variations in susceptibility have been reported.
It is only partially absorbed when given by mouth. A 500 mg oral dose achieves a concentration of c. 6 mg/L after 1–2 h. The normal half-life of 2.5 h is extended to 5.5 h in end-stage renal failure. Distribution resembles that of cefalexin. It crosses the placenta readily. Plasma protein binding is 40–60%.
Urinary recovery in 6 h is 35% of an oral dose, producing urinary levels of 50–1500 mg/L. It is presumed that the remainder is metabolized, but no metabolites have been identified.
Apart from some mild diarrhea, it is well tolerated. It is available in Japan.

Safety Profile

Moderately toxic byintraperitoneal and subcutaneous routes. An experimentalteratogen. Other experimental reproductive effects. Whenheated to decomposition it emits very highly toxic fumesof NOx and SOx.

Cefatrizine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cefatrizine manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: Cefatrizine 51627-14-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

Zhuozhou Wenxi import and Export Co., Ltd

Product: Cefatrizine 51627-14-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Zhuozhou Wenxi import and Export Co., Ltd

Product: Cefatrizine 51627-14-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-26

51627-14-6, CefatrizineRelated Search:

Cefatrizine P.G Jp13 CEFATRIZINE PROPYLENE GLYCOL EPC(CRM STANDARD),CEFATRIZINE PROPYLENE GLYCOL EPC(CRM STANDARD) CEFATRIZINE IMPURITY A 7-TACA for cefatrizine P.G 7-amino-3-(1,2,3-triazole-4-ylthio)methyl cephalosporanic acid Inter.cefatrizine (7-TACA) 7-TACA / for Cefatrizine Zileuton Cefatrizine propylene glycolate Cefatrizine 7-Amino-3-(1,2,3-triazol-4-ylthio)methyl cephalosporanic acid Cephalexin 5-Methylmercapto-1,2,3-triazole CEFADROXIL CEFATRIZINE PROPYLENE GLYCOL,CEFATRIZINE PROPYLENE GLYCOL,propyleneglycol-cefatrizin

CEFATRIZINE

CEFATRIZINE PROPYLENE GLYCOL

7-[2-(4-hydroxyphenyl)-2-aminoacetamido]-3-(1,2,3-triazole-4-ylthio)methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

antibioticbl-640

antibioticbl-s640

bls640

cephatriazine

eta(r)))-

l)acetyl)amino)-8-oxo-3-((1h-1,2,3-triazol-4-ylthio)methyl)-,(6r-(6-alpha,7-b

s640p

SKF-60771

Cephathiamidine

CEFATRIZINE IMPURITY A7-AMINO-(6R,7R)-3-[(2H-1,2,3-TRIAZOL-4-YL)SULFANYL]-METHYL-8-OXO-5-THIA-1-AZABICYCLO[4.2.O]OCT-2-ENE-2-CARBOXYLIC ACID(7-ACA TRIAZOLE) EPC(CRM STANDARD)

CEPHATHIAMIDINUM

(6R,7R)-7-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(2H-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2R)-2-aMino-2-(4-hydroxyphenyl)acetyl]aMino]-8-oxo-3-[(1H-1,2,3-triazol-5-ylthio)Methyl]-,(6R,7R)-

Cefatrizine USP/EP/BP

51627-14-6

57627-40-2

330175-00-2

C19H28N4O6S2