ビアペネム
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- CAS番号.
- 120410-24-4
- 化学名:
- ビアペネム
- 别名:
- 6-[[(4R,5S,6S)-2-カルボキシラト-6β-[(R)-1-ヒドロキシエチル]-4α-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]チオ]-6,7-ジヒドロ-5H-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イウム;6-[[(4R,5S,6S)-2-カルボキシラト-6β-[(1R)-1-ヒドロキシエチル]-4α-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]チオ]-6,7-ジヒドロ-5H-ピラゾロ[1,2-a]-s-トリアゾール-4-イウム;6-[[(4R,5β)-2-カルボキシラト-4α-メチル-6β-[(R)-1-ヒドロキシエチル]-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]チオ]-6,7-ジヒドロ-5H-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イウム;(4R,5S,6S)-3-(6,7-ジヒドロ-5H-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イウム-6-イルチオ)-6-[(1R)-1-ヒドロキシエチル]-4-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-2-カルボキシラート;ビアペネム;オメガシン;ビアペネム (JAN);6-{[(4R,5S,6S)-2-カルボキシラト-6-[(1R)-1-ヒドロキシエチル]-4-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]スルファニル}-5H,6H,7H-4λ5-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イリウム
- 英語名:
- Biapenem
- 英語别名:
- L-627;CS-1393;BIAPENEM;OMegacin;LJC-10627;Biapenern;CL 186815;CLI 86815;Crude Grade
- CBNumber:
- CB0219286
- 化学式:
- C15H18N4O4S
- 分子量:
- 350.39
- MOL File:
- 120410-24-4.mol
- MSDS File:
- SDS
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ビアペネム 物理性質
- 融点 :
- 265-271°C (dec.)
- 比旋光度 :
- D20 -32.9° (c = 0.5)
- 貯蔵温度 :
- -20°C
- 溶解性:
- H2O: ≥5mg/mL (加温)
- 外見 :
- 粉
- 色:
- 白からベージュ
- InChI:
- InChI=1/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/s3
- InChIKey:
- MRMBZHPJVKCOMA-YJFSRANCSA-N
- SMILES:
- C(C1=C([C@H](C)[C@]2([H])[C@@]([H])([C@H](O)C)C(=O)N12)SC1C[N+]2=CN=CN2C1)(=O)[O-] |&1:3,5,7,9,r|
- CAS データベース:
- 120410-24-4(CAS DataBase Reference)
| 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 |
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富士フイルム和光純薬株式会社(wako)
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W01LKTB3203 |
ビアペネム
Biapenem |
120410-24-4 |
10mg |
￥19100 |
2024-03-01 |
購入 |
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富士フイルム和光純薬株式会社(wako)
|
W01LKTB3203 |
ビアペネム
Biapenem |
120410-24-4 |
25mg |
￥32700 |
2024-03-01 |
購入 |
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東京化成工業
|
B5522 |
ビアペネム >98.0%(GC)
Biapenem
>98.0%(GC) |
120410-24-4 |
25mg |
￥11400 |
2024-03-01 |
購入 |
|
東京化成工業
|
B5522 |
ビアペネム >98.0%(GC)
Biapenem
>98.0%(GC) |
120410-24-4 |
100mg |
￥34700 |
2024-03-01 |
購入 |
|
Sigma-Aldrich Japan
|
SML0306 |
≥98% (HPLC)
Biapenem ≥98% (HPLC) |
120410-24-4 |
10mg |
￥12100 |
2024-03-01 |
購入 |
ビアペネム 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
商品名
オメガシン (Meiji Seikaファルマ); オメガシン (Meiji Seikaファルマ)
説明
Biapenem was introduced in Japan as a parenteral treatment for bacterial
infections. This new 1-β-methylcarbapenem can be prepared by reaction of commercially
available 4-nitrobenzyl protected β-methylcarbapenem enolphosphate with mercapto
bicyclotriazolium chloride, obtained in 11 steps starting from hydrazine, followed by
deprotection of the carboxylic acid function. Biapenem is a bacterial cell wall synthesis
inhibitor with a broad spectrum in vitro antibacterial activity encompassing many Gramnegative
and Gram-positive aerobic and anaerobic bacteria, including species producing
β-lactamases. Like imipenem, biapenem is moderately active against fnferococcus
faecalis and E. faecuirn and is inactive against methicillin-resistant Staphylococcus aureus.
Biapenem is stable to hydrolysis by human renal dihydropeptidase I (DHP-I) and therefore
does not require the coadministration of a DHP-I inhibitor. In clinical trials, biapenem
showed good clinical and microbiological efficacy in the treatment of patients with intraabdominal,
lower respiratory tract and complicated urinary tract infections. After
intravenous administration, the drug is widely distributed, has linear pharmacokinetics and
is mainly excreted in the urine with an elimination half-life of approximately 1 h. Biapenem
is generally well tolerated, the most common adverse events being skin eruptions/rashes,
nausea and diarrhea.
化学的特性
Off-White Solid
使用
Biapenem is a carbapenem antibiotic. It has in vitro activity against anaerobes. Biapenem is a new parenteral carbapenem antibacterial agent with a broad spectrum of in vitro antibacterial activity encompassing many Gram-negative and Gram-positive aerobic
抗菌性
A semisynthetic carbapenem with a 2-substituted triazolium
moiety. It has broad-spectrum activity against most aerobic
and anaerobic Gram-positive and Gram-negative organisms.
It is equivalent to, or slightly more active than, imipenem
against Gram-negative aerobic bacteria and slightly less active
than imipenem against Gram-positive organisms. It is stable
to hydrolysis by dehydropeptidase. It is not hydrolyzed by
most serine β-lactamases, but like all carbapenems and penems
is readily hydrolyzed by carbapenemases. It penetrates
into bronchial epithelial lining fluid with peak concentrations
of 2.4–4.4 mg/L. The plasma half-life is 1.5–1.9 h. The potential
for neurotoxicity is less than that of imipenem.
臨床応用
Biapenem is a newer second-generation carbapenem withchemical and microbiological properties similar to those ofmeropenem. Thus, it has broad-spectrum antibacterial activitythat includes most aerobic Gram-negative and Grampositivebacteria and anaerobes. Biapenem is stable toDHP-I67 and resistant to most β-lactamases. It is claimedto be less susceptible to metallo-β-lactamases than eitherimipenem or meropenem. It is not active orally.
ビアペネム 上流と下流の製品情報
原材料
準備製品
ビアペネム 生産企業
Global( 388)Suppliers
120410-24-4(ビアペネム)キーワード:
- 120410-24-4
- 6-[[(4r,5s,6s)-2-carboxy-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5h-pyrazolo[1,2-a][1,2,4]triazol-4-ium inner salt
- BIAPENEM
- (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
- 6-[[(4R,5S,6S)-2-Carboxylato-6β-[(1R)-1-hydroxyethyl]-4α-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a]-s-triazol-4-ium
- 6-[[(4R,5S,6S)-2-Carboxylato-6β-[(R)-1-hydroxyethyl]-4α-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium
- 6-[[(4R,5β)-2-Carboxylato-4α-methyl-6β-[(R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium
- L-627
- LJC-10627
- protected biapenum
- protected biapenem
- Biapenem ,98%
- Crude
- Grade
- 6-{[(4R,5S,6S)-2-carboxylato-6-[(1R)-1-hydroxyethyl]-4-Methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-2,4000000$l^{5},8000000-pyrazolo[1,2-a][1$l^{5},2,4]triazol-4-yliuM
- 6-[[(4R,5S,6S)-2-Carboxylato-6β-[(1R)-1-hydroxyethyl]-4α-Methyl-7-oxo-1-azabicyclo[3.2.0]he
- Biapenern
- OMegacin
- BiapeneM Crude
- CL 186815
- CL 186-815
- BiapeneM USP
- 5H-Pyrazolo[1,2-a][1,2,4]triazol-4-ium, 6-[[(4R,5S,6S)-2-carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-, inner salt
- Biapenem, >=99%
- Biapenem CAS:120410-24-4
- L-627; LJC 10627
- Biapenem (GMP)
- CS-1393
- Biapenem for Injection
- (155835-09-9) biapenem
- 6-(7-oxo-1-azabicyclo[3.2.0]hept-2-en-6-yl)-1-azabicyclo[3.2.0]hept-2-en-7-one
- 6-[[(4R,5S,6S)-2-カルボキシラト-6β-[(R)-1-ヒドロキシエチル]-4α-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]チオ]-6,7-ジヒドロ-5H-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イウム
- 6-[[(4R,5S,6S)-2-カルボキシラト-6β-[(1R)-1-ヒドロキシエチル]-4α-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]チオ]-6,7-ジヒドロ-5H-ピラゾロ[1,2-a]-s-トリアゾール-4-イウム
- 6-[[(4R,5β)-2-カルボキシラト-4α-メチル-6β-[(R)-1-ヒドロキシエチル]-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]チオ]-6,7-ジヒドロ-5H-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イウム
- (4R,5S,6S)-3-(6,7-ジヒドロ-5H-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イウム-6-イルチオ)-6-[(1R)-1-ヒドロキシエチル]-4-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-2-カルボキシラート
- ビアペネム
- オメガシン
- ビアペネム (JAN)
- 6-{[(4R,5S,6S)-2-カルボキシラト-6-[(1R)-1-ヒドロキシエチル]-4-メチル-7-オキソ-1-アザビシクロ[3.2.0]ヘプタ-2-エン-3-イル]スルファニル}-5H,6H,7H-4λ5-ピラゾロ[1,2-a][1,2,4]トリアゾール-4-イリウム
- カルバペネム系抗生物質