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Cefroxadine

Product Name
Cefroxadine
CAS No.
51762-05-1
Chemical Name
Cefroxadine
Synonyms
cxd;C12979;Oraspor;cgp9000;cefroxadin;CEFROXADINE;BRN 0587499;antibioticcgp9000;Cefroxadine. Oraspor;Cefroxadine USP/EP/BP
CBNumber
CB5191790
Molecular Formula
C16H19N3O5S
Formula Weight
365.4
MOL File
51762-05-1.mol
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Cefroxadine Property

Melting point:
170° (dec)
alpha 
D20 +87° (c = 1.093 in 0.1N HCl)
Boiling point:
251°C (rough estimate)
Density 
1.3163 (rough estimate)
refractive index 
1.6390 (estimate)
pka
pKa 3.30±0.02(H2O t=35.0 I=0.00)(Approximate)
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Safety

Toxicity
LD50 in mice (mg/kg): >6000 orally; 7090 i.p. (Scartazzini, Bickel, 1978)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0001911
Product name
CEFROXADINE
Purity
95.00%
Packaging
1G
Price
$1188.5
Updated
2021/12/16
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Cefroxadine Chemical Properties,Usage,Production

Description

Cefroxadine was synthesized by Ciba-Geigy in 1972. A methoxyl group replaced the methyl group of cephradine at the 3 position of the cephem nucleus. Cefroxadine shows stronger activities than cephalexin, especially bactericidal and bacteriolytic activities, and it has better oral absorption that is less affected by a recent meal. Cefroxadine shows less renal toxicity than cephalexin in toxicological studies using animals.

Originator

Oraspor,Ciba Geigy,Switz.,1981

Uses

Antibacterial.

Definition

ChEBI: Cefroxadine is a first-generation cephalosporin antibiotic having methoxy and [(2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetyl]amino side groups located at positions 3 and 7 respectively.

Manufacturing Process

A suspension of 30.64 g (0.2 mol) of D-α-amino-α-(1,4-cyclohexadienyl)- acetic acid in 600 ml of methylene chloride is cooled under a stream of argon to 6°C, whereupon hydrogen chloride is passed in for about 30 minutes until the mixture is saturated. Phosphorpentachloride (62.4 g, 0.3 mol) is added in two portions. The mixture is stirred for 2 hours at 6°C to 8°C. The colorless precipitate is filtered off under nitrogen and exclusion of moisture, washed with methylene chloride and dried for 18 hours at 0.05 mm Hg at room temperature to give D-α-amino-α-(1,4-cyclohexadienyl)-acetylchloride hydrochloride in form of colorless crystals.
A suspension of 37.3 g (0.1 mol) of 7β-amino-3-methoxy-3-cephem-4- carboxylic acid hydrochloride dioxanate in 500 ml methylene chloride is stirred for 15 minutes at room temparature under an argon atmosphere and treated with 57.2 ml (0.23 mol) of bis-(trimethylsilyl)acetamide. After 45 minutes the faintly yellow slightly turbid solution is cooled to 0°C and treated within 10 minutes with 31.29 (0.15 mol) of D-α-amino-α-(1,4-cyclohexadienyl)-acetyl chloride hydrochloride. Thirty minutes thereafter 15 ml (about 0.21 mol) of propylene oxide is added and the mixture is further stirred for 1 hour at 0°C: A cooled mixture of 20 ml of absolute methanol in 200 ml of methylene chloride is added within 30 minutes, after another 30 minutes the precipitate is filtered off under exclusion of moisture, washed with methylene chloride and dried under reduced pressure at room temperature. The obtained hygroscopic crystals of the hydrochloride of 7β-[D-α-(1,4-cyclohexadienyl)- acetylamino]-3-methoxy-3-cephem-4-carboxylic acid are stirred into 200 ml of ice water and the milky solution treated with about 66 ml of cold 2 N sodium hydroxide solution until pH 3.5 is reached. The solution is clarified by filtration through diatomaceous earth, washed with ice water, cooled to 0°C and treated with 20 ml of 2 N sodium hydroxide solution until pH 5.7 is reached. A second filtration through a glass filter frit results in a clear solution which is treated with acetone (800 ml) at 0°C. The crystals are filtered washed with acetone:water (2:1), acetone and diethyl ether and dried for 20 hours at room temperature and 0.05 mm Hg to give the 7β-[D-α-amino-α-(1,4- cyclohexadienyl)-acetylamino]-3-methoxy-3-cephem-4-carboxylic acid dihydrate.

Therapeutic Function

Antibacterial

Antimicrobial activity

Cefroxadine is closely related to cefradine, the structure differing only by the presence of a methoxy group replacing methyl at the C-3 position. The antimicrobial spectrum is identical to that of cefradine and cefalexin. A dose of 1 g as film-coated tablets produced mean peak plasma levels of 25 mg/L at 1 h. Absorption is depressed and delayed by administration with food. The plasma elimination half-life is 0.8 h, rising to 40 h in end-stage renal failure and falling to 3.4 h during hemodialysis. Around 85% of an oral dose is excreted unchanged in the urine. It is available in Japan.

Cefroxadine Preparation Products And Raw materials

Raw materials

Preparation Products

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Cefroxadine Suppliers

XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8844
Advantage
52
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32063
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
+86-0551-65418671 +8618949823763
Fax
0551-65418697
Email
sales@tnjchem.com
Country
China
ProdList
34553
Advantage
58
AFINE CHEMICALS LIMITED
Tel
+86-0571-85134551
Fax
008657185134895
Email
sales@afinechem.com
Country
China
ProdList
15361
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-029-89586680 +86-18192503167
Fax
+86-29-88380327
Email
1026@dideu.com
Country
China
ProdList
7724
Advantage
58
Chemwill Asia Co.,Ltd.
Tel
86-21-51086038
Fax
86-21-51861608
Email
chemwill_asia@126.com
Country
CHINA
ProdList
23912
Advantage
58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19553
Advantage
58
Chongqing Chemdad Co., Ltd
Tel
+86-023-6139-8061 +86-86-13650506873
Email
sales@chemdad.com
Country
China
ProdList
39894
Advantage
58
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View Lastest Price from Cefroxadine manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Cefroxadine 51762-05-1
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
500 MT
Release date
2020-05-25
Career Henan Chemical Co
Product
Cefroxadine 51762-05-1
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-21

51762-05-1, CefroxadineRelated Search:


  • cxd
  • CEFROXADINE
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(amino-1,4-cyclohexadien-1-ylacetyl)amino]-3-methoxy-8-oxo-, [6R-[6α,7β(R*)]]-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-amino-1,4-cyclohexadien-1-ylacetyl]amino]-3-methoxy-8-oxo-, (6R,7R)-
  • Oraspor
  • (6R,7R)-7-[[(2R)-2-Amino-2-(1-cyclohexa-1,4-dienyl)acetyl]amino]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[[(R)-Amino(1,4-cyclohexadien-1-yl)acetyl]amino]-3-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • C12979
  • 7-[2-aMino-2-(cyclohexa-2,5-dien-1-yl)acetaMido]-3-Methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r-(6-alpha,7-beta(r*)))-ien-1-ylacetyl)amino)-3-methoxy-8-oxo
  • 7-(d-2-amino-2-(1,4-cyclohexadienyl)acetamide)-3-methoxy-3-cephem-4-carboxyl
  • antibioticcgp9000
  • cefroxadin
  • cgp9000
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-amino-2-(1,4-cyclohexadien-1-yl)acetyl]amino]-3-methoxy-8-oxo-, (6R,7R)-
  • Cefroxadine USP/EP/BP
  • BRN 0587499
  • Cefroxadine. Oraspor
  • 51762-05-1