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セファマンドール

セファマンドール 化學(xué)構(gòu)造式
34444-01-4
CAS番號(hào).
34444-01-4
化學(xué)名:
セファマンドール
別名:
セファマンドール;(6R,7R)-7α-[(R)-ヒドロキシ(フェニル)アセチルアミノ]-3-[[(1-メチル-1H-テトラゾール-5-イル)チオ]メチル]-8-オキソ-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;(6R,7R)-7-[(R)-ヒドロキシフェニルアセチルアミノ]-3-[[(1-メチル-1H-テトラゾール-5-イル)チオ]メチル]-8-オキソ-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;化合物83405;(6R,7R)-7-[(2R)-2-ヒドロキシ-2-フェニルアセトアミド]-3-{[(1-メチル-1H-1,2,3,4-テトラゾール-5-イル)スルファニル]メチル}-8-オキソ-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(yǔ)名:
Cefamandole
英語(yǔ)別名:
Florfenicol-d3 AMine;(r*)))-;cefadole;cephadole;cefamandol;CEFAMANDOLE;cephamandole;l-cefamandole;R hidalgoense;Compound-83405
CBNumber:
CB2398185
化學(xué)式:
C18H18N6O5S2
分子量:
462.5
MOL File:
34444-01-4.mol

セファマンドール 物理性質(zhì)

融點(diǎn) :
107-109oC
比重(密度) :
1.3806 (rough estimate)
屈折率 :
1.7000 (estimate)
貯蔵溫度 :
Refrigerator
溶解性:
クロロホルム(少量)、メタノール(少量)
酸解離定數(shù)(Pka):
pKa 2.6–2.9 (Uncertain)
外見(jiàn) :
色:
オフホワイト
CAS データベース:
34444-01-4(CAS DataBase Reference)

安全性情報(bào)

セファマンドール 価格

メーカー 製品番號(hào) 製品説明 CAS番號(hào) 包裝 価格 更新時(shí)間 購(gòu)入
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セファマンドール 化學(xué)特性,用途語(yǔ),生産方法

効能

抗生物質(zhì), 細(xì)胞壁合成阻害薬

説明

Cefamandole is also known as cephamandole. It is a parenterally administered broad-spectrum cephalosporin antibiotic. The pharmacological action and indications for use of cefamandole is analogous to that of cefuroxime and cefamandole. Synonyms of this drug are mandoxef, kefandol, kefadol, and many others.

化學(xué)的特性

Off-White Foam

使用

Cefamandole is a second-generation cephalosporin antibiotic with antibacterial activity. It is a labelled metabolite of Deprenyl (D288641) (Selegiline).

主な応用

Cefamandole was synthesized by Eli Lilly & Co. in 1972. It shows strong activity against Proteus (indole-positive) species, Enterobacter, and Citrobacter, against which the earlier cephalosporins, such as cephalothin and cefazolin, are inactive. The nafate (sodium salt of the O-formyl ester) has been used in the United States and Europe, and the sodium salt of cefamandole has been used in Japan by injection.

定義

ChEBI: Cefamandole is a cephalosporin compound having (R)-mandelamido and N-methylthiotetrazole side-groups. It has a role as an antibacterial drug. It is a cephalosporin and a semisynthetic derivative. It is a conjugate acid of a cefamandole(1-).

抗菌性

A semisynthetic cephalosporin supplied as the nafate, an antibacterially inactive ester hydrolyzed in the body to cefamandole. It is active against common pathogenic bacteria , but there is considerable strain variation in susceptibility. It is somewhat more stable than other group 1 agents to enterobacterial β-lactamases. Acinetobacter, Serratia and Pseudomonas spp. are often resistant. Some anaerobic Gram-negative rods are susceptible but B. fragilis is resistant.
A 1 g intramuscular dose achieves a plasma concentration of 20–35 mg/L after 1 h. It is widely distributed in body tissues. CSF levels are poor in the absence of meningeal inflammation. Therapeutically effective concentrations (c. 9 mg/kg) are found in bone after an intravenous dose of 2 g. Protein binding is 65–80%.
Renal excretion with a plasma half-life of around 50 min is mainly by both glomerular and tubular routes. A small amount is excreted in the bile and concentrations around 150–250 mg/L are found in T-tube bile following a 1 g intravenous dose. Only about 5% is removed by hemodialysis.
Cefamandole is one of the analogs containing the methylthiotetrazole side chain associated with bleeding . Rare renal damage or enhancement of existing renal damage has been described. Thrombophlebitis on intravenous administration is relatively common.
Experience in the treatment of a variety of infections and for surgical prophylaxis has been mixed and it is no longer recommended.

一般的な説明

Cefamandole is a semisynthetic second-generation, β-lactam, wide-spectrum cephalosporin antibiotic with bactericidal activity. It is active against many strains resistant to other cephalosporins, such as Enterobacter species and indole-positive Proteus species. It is used for the treatment of serious infections caused by susceptible strains of microorganisms. In pharmaceutical products, cefamandole may be employed as cefamandole sodium (CAS number 30034-03-8, EC number 250-009-0, molecular formula C18H 17N6NaO5S2) or (when used parenterally) the formate ester prodrug cefamandole nafate (CAS number 42540-40-9, EC number 255-877-4, molecular formula C19H17N6NaO6S2).

セファマンドール 上流と下流の製品情報(bào)

原材料

準(zhǔn)備製品


セファマンドール 生産企業(yè)

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34444-01-4(セファマンドール)キーワード:


  • 34444-01-4
  • Florfenicol AMine-d3 Discontinued See F405774
  • R-(-)-N-DeMethyl Deprenyl-d5
  • N-[(8-Hydroxy-3-Methyl-1-oxo-7-isochroManyl)carbonyl]-3- (phenyl-d5)-L-alanine
  • N-[[(3R)-3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-(phenyl-d5)alanine
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-hydroxyphenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-
  • 7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[(R)-Hydroxyphenylacetylamino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7α-[(R)-Hydroxy(phenyl)acetylamino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Compound-83405
  • 3-(1-Methyltetrazol-5-ylthiomethyl)-7-D-mandelamido-3-cephem-4-carboxylic acid
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(hydroxyphenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-[6α,7β(R*)]]-
  • cefadole
  • cefamandol
  • cephadole
  • cephamandole
  • l-cefamandole
  • CEFAMANDOLE
  • (r*)))-
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((hydroxyphenylacetyl)
  • amino)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-,(6r-(6-alpha,7-beta
  • Vortioxetine Hydrobromide impurity R
  • Mosapride R isomer
  • Lifitegrast impurity R
  • ApreMilast R isomers
  • R hidalgoense
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-
  • Cefamandole USP/EP/BP
  • Cefamandole Nafate EP Impurity B
  • Florfenicol-d3 AMine
  • (6R,7R)-7-((R)-2-Hydroxy-2-phenylacetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Cefmandole Sodium Impurity)
  • セファマンドール
  • (6R,7R)-7α-[(R)-ヒドロキシ(フェニル)アセチルアミノ]-3-[[(1-メチル-1H-テトラゾール-5-イル)チオ]メチル]-8-オキソ-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
  • (6R,7R)-7-[(R)-ヒドロキシフェニルアセチルアミノ]-3-[[(1-メチル-1H-テトラゾール-5-イル)チオ]メチル]-8-オキソ-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
  • 化合物83405
  • (6R,7R)-7-[(2R)-2-ヒドロキシ-2-フェニルアセトアミド]-3-{[(1-メチル-1H-1,2,3,4-テトラゾール-5-イル)スルファニル]メチル}-8-オキソ-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(lèi)
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