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セフプロジル

セフプロジル 化学構造式
92665-29-7
CAS番号.
92665-29-7
化学名:
セフプロジル
别名:
cis-セフプロジル;セフプロジル;(6R,7R)-7-[(R)-2-アミノ-2-(p-ヒドロキシフェニル)アセチルアミノ]-8-オキソ-3-(1-プロペニル)-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸
英語化学名:
Cefprozil
英語别名:
Procef;Prozef;bmy28100;Cefrozil;CEFPROZIL;Cefprozile;Cephprozyl;Cefprozil-d4;cis-Cefprozil;K690 Cefprozil
CBNumber:
CB4739649
化学式:
C18H19N3O5S
分子量:
389.43
MOL File:
92665-29-7.mol

セフプロジル 物理性質

融点 :
215-217°C (dec.)
沸点 :
803℃
RTECS 番号:
XI0339000
闪点 :
>110°(230°F)
貯蔵温度 :
-20°C Freezer
水溶解度 :
Soluble in DMSO at 10mg/ml. Insoluble in water.
CAS データベース:
92665-29-7(CAS DataBase Reference)

安全性情報

セフプロジル 価格

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入

セフプロジル 化学特性,用途語,生産方法

効能

抗生物質, 細胞壁合成阻害薬

説明

Cefprozil is a new orally active cephalosporin useful in the treatment of otitis media, uncomplicated skin and skin structure infections plus upper/lower respiratory tract infections. Although structurally similar to cefadroxil, its spectrum of antibacterial activity is comparable to cefaclor, but exhibits greater activity against S.aureus, S. epidermidis, Listeria monocytogenes, Streptococci, H. influenzae, Propionibacterium acnes. Clostridium perfringens and difficile.

化学的特性

Pale Yellow Solid

Originator

Bristol-Myers Squibb (U.S.A.)

使用

Semisynthetic oral cephalosporin consisting of approx. 90:10 Z/E isomeric mixture. Antibacterial

定義

ChEBI: A semisynthetic, second-generation cephalosporin, with prop-1-enyl and (R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It is used to treat bronchitis as well as ear, skin and other bacterial infec ions.

brand name

Cefzil (Bristol-Myers Squibb).

抗菌性

Activity against Gram-positive cocci and Gram-negative bacilli is better than that of cefadroxil (which it structurally resembles) but is not as good as that of group 5 agents . It is moderately stable to hydrolysis by the common plasmid-mediated β-lactamases, but is hydrolyzed by the chromosomal enzymes of Gram-negative bacilli .

危険性

Moderately toxic by ingestion. Human sys- temic effects.

薬物動態学

Oral absorption: >90%
Cmax 250 mg oral: 5–7 mg/L after 1 h
500 mg oral: 10 mg/L after 1
Plasma half-life: 1–1.4 h
Volume of distribution: 15–201
Plasma protein binding: 35–45%
Absorption and distribution
It is almost completely absorbed and well distributed, penetrating well into tonsillar and other tissues and inflammatory exudate. Absorption is unaffected by food or antacids and there is no accumulation on multiple dosing regimens.
Metabolism and excretion
Most of the dose is excreted unchanged in urine, though about 20% is found in feces. Urinary concentrations after a 500 mg oral dose usually exceed 1 g/L. The elimination halflife is prolonged in patients with renal impairment, reaching 6 h in anuric patients. About half the drug is removed in 3 h by hemodialysis.

薬物動態学

Oral absorption: >90%
Cmax 250 mg oral: 5–7 mg/L after 1 h
500 mg oral: 10 mg/L after 1
Plasma half-life: 1–1.4 h
Volume of distribution: 15–201
Plasma protein binding: 35–45%
Absorption and distribution
It is almost completely absorbed and well distributed, penetrating well into tonsillar and other tissues and inflammatory exudate. Absorption is unaffected by food or antacids and there is no accumulation on multiple dosing regimens.
Metabolism and excretion
Most of the dose is excreted unchanged in urine, though about 20% is found in feces. Urinary concentrations after a 500 mg oral dose usually exceed 1 g/L. The elimination halflife is prolonged in patients with renal impairment, reaching 6 h in anuric patients. About half the drug is removed in 3 h by hemodialysis.

臨床応用

Cefprozil (Cefzil) is an orally active second-generationcephalosporin that is similar in structure and antibacterialspectrum to cefadroxil. Oral absorption is excellent (oralbioavailability is about 95%) and is not affected by antacidsor histamine H2-antagonists. Cefprozil exhibits greater invitro activity against streptococci, Neisseria spp., and S. aureusthan does cefadroxil. It is also more active than thefirst-generation cephalosporins against members of theEnterobacteriaceae family, such as E. coli, Klebsiella spp., P. mirabilis, and Citrobacter spp. The plasma half-life of1.2 to 1.4 hours permits twice-a-day dosing for the treatmentof most community-acquired respiratory and urinary tractinfections caused by susceptible organisms.

臨床応用

As for group 2 cephalosporins . It should not be used in infections in which H. influenzae is, or is likely to be, implicated. It should not be used as an alternative to penicillin in syphilis.

臨床応用

It has been used for various infections for which oral cephalosporins are appropriate.

副作用

It is well tolerated. Diarrhea and gastrointestinal discomfort may occur. There have been a few reports of pseudomembranous colitis and serum sickness-like reactions.

副作用

Nausea, vomiting and abdominal discomfort are relatively common. Pseudomembranous colitis has been described and overgrowth of Candida with vaginitis may be troublesome. Otherwise, mild hypersensitivity reactions and biochemical changes common to cephalosporins occur. Very rare neurological disturbances have been described, particularly in patients in whom very high plasma levels have been achieved. There are rare reports of Stevens–Johnson syndrome and toxic epidermal necrolysis.

セフプロジル 上流と下流の製品情報

原材料

準備製品


セフプロジル 生産企業

Global( 126)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21990 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20680 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32457 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 19923 58
J & K SCIENTIFIC LTD. 400-666-7788 +86-10-82848833
+86-10-82849933 jkinfo@jkchemical.com;market6@jkchemical.com China 96815 76
TAIYUAN RHF CO.,LTD. +86 351 7031519
+86 351 7031519 sales@RHFChem.com China 2349 56
Pure Chemistry Scientific Inc. 001-857-928-2050 or 1-888-588-9418
001-617-206-9595 sales@chemreagents.com United States 9922 62
LGM Pharma 1-(800)-881-8210
615-250-9817 inquiries@lgmpharma.com United States 1943 70
Nanjing Chemlin Chemical Co., Ltd 025-83697070
+86-25-83453306 sales@chemlin.com.cn China 19982 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380
shchemsky@sina.com China 32365 50

92665-29-7(セフプロジル)キーワード:


  • 92665-29-7
  • (6R-(6alpha,7beta(R*)))-7-((Amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-(1-propenyl)-5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • 8-[2-Amino-2-(4-hydroxyphenyl)-acetyl]amino-7-oxo-4-prop-1-enyl-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylic acid
  • (6R,7R)-7-[(R)-2-Amino-2-(p-hydroxyphenyl)acetylamino]-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • cis-Cefprozil
  • (6R,7R)-7-[(2R)-2-aMino-2-(4-hydroxyphenyl)acetaMido]-8-oxo-3-[(1E)-prop-1-en-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefprozil-d4
  • CEFPROZIL:(6R,7R)-7-[(2R)-2-AMINO-2-(4-HYDROXYPHENYL)ACETYLAMINO]-8-OXO-3-(1-PRO-PENYL)-5-THIA-1-AZABICYLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID
  • K690 Cefprozil
  • (6r-(6-alpha,7beta(r*)))-l)acetyl)amino)-8-oxo-3-(1-propenyl)
  • bmy28100
  • (6R,7R)-7-[(2R)-2-AMINO-2-(4-HYDROXYPHENYL)ACETYLAMINO]-8-OXO-3-(1-PRO-PENYL)-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID
  • CEFPROZIL
  • Cefrozil
  • (6S,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-8-oxo-3-((E)-prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propen-1-yl)-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  • Cefprozile
  • Cephprozyl
  • Procef
  • Prozef
  • 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 7-(2R)-amino(4-hydroxyphenyl)acetylamino-8-oxo-3-(1-propenyl)-, (6R,7R)-
  • (6R,7R)-7-[(2R)-2-Amino-2-(4-hydroxyphenyl) acetylamino]-8-oxo-3-(1-pro-penyl)-5-thia-1-azabicylo [4.2.0]oct-2-ene-2-carboxylic acid
  • cis-セフプロジル
  • セフプロジル
  • (6R,7R)-7-[(R)-2-アミノ-2-(p-ヒドロキシフェニル)アセチルアミノ]-8-オキソ-3-(1-プロペニル)-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸
  • セファロスポリン類
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