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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
Molecular Weight:
462.5
MDL Number:
MFCD01940014
MOL File:
51627-14-6.mol
MSDS File:
SDS
Last updated:2023-05-21 10:59:17

Cefatrizine Properties

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)
FDA UNII 8P4W949T8K
ATC code J01DB07

SAFETY

Risk and Safety Statements

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

Cefatrizine price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 519229 ETAR 51627-14-6 96Tests $729 2021-12-16 Buy
TRC C237575 Cefatrizine 51627-14-6 1g $1470 2021-12-16 Buy
American Custom Chemicals Corporation API0005842 CEPHATHIAMIDINUM 95.00% 51627-14-6 10G $1334.03 2021-12-16 Buy
Product number Packaging Price Buy
519229 96Tests $729 Buy
C237575 1g $1470 Buy
API0005842 10G $1334.03 Buy

Cefatrizine Chemical Properties,Uses,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

Global( 113)Suppliers
Supplier Tel Email Country ProdList Advantage
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9126 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 28557 58
Baoji Guokang Bio-Technology Co., Ltd.
0917-3909592 13892490616 gksales1@gk-bio.com China 9335 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58

View Lastest Price from Cefatrizine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefatrizine pictures 2021-07-13 Cefatrizine
51627-14-6
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Cefatrizine pictures 2021-07-10 Cefatrizine
51627-14-6
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Cefatrizine pictures 2021-07-02 Cefatrizine
51627-14-6
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Cefatrizine pictures
  • Cefatrizine
    51627-14-6
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Cefatrizine pictures
  • Cefatrizine
    51627-14-6
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Cefatrizine pictures
  • Cefatrizine
    51627-14-6
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
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