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アンピシリン/スルバクタム

アンピシリン/スルバクタム 化学構造式
69-53-4
CAS番号.
69-53-4
化学名:
アンピシリン/スルバクタム
别名:
アルペン;6α-[[(R)-アミノ(フェニル)アセチル]アミノ]ペニシラン酸;(アミノフェニルメチル)ペニシリン;ペントレックス;6α-[(D-フェニルグリシル)アミノ]ペニシラン酸;アミペニックス;アミノベンジルペニシリン;オムニペン;ペンブリチン;アミノベンジルペニシリン/スルバクタム;プリンシペン;6α-[[(R)-アミノフェニルアセチル]アミノ]ペニシラン酸;アンピシリン/スルバクタム,(1:x);アムシル;(2S,5β)-6α-[[(R)-2-アミノ-2-フェニルアセチル]アミノ]-3,3-ジメチル-7-オキソ-4-チア-1-アザビシクロ[3.2.0]ヘプタン-2β-カルボン酸;ビクシリン;ソルシリン;6α-[(R)-アミノフェニルアセチルアミノ]ペニシラン酸;シンペニン;アンピシリン/スルバクタム
英語化学名:
Ampicillin
英語别名:
p-50;Wymox;ab-pc;Unasyn;qidamp;Albipen;AmpiciL;amfipen;ampicin;ampimed
CBNumber:
CB2247346
化学式:
C16H19N3O4S
分子量:
349.4
MOL File:
69-53-4.mol

アンピシリン/スルバクタム 物理性質

融点 :
198-200 °C (dec.)(lit.)
比旋光度 :
D23 +287.9° (c = 1 in water)
沸点 :
201.8°C (rough estimate)
比重(密度) :
1.2794 (rough estimate)
屈折率 :
1.6320 (estimate)
貯蔵温度 :
2-8°C
溶解性:
NH4OH 1 M: 50 mg/mL, clear, colorless
外見 :
solid
酸解離定数(Pka):
2.5 (COOH)(at 25℃)
水溶解度 :
13.9g/L(25 ºC)
JECFA Number:
85
Merck :
13,591
BRN :
1090925
安定性::
Stable, but may be moisture sensitive. Incopmpatible with strong oxidizing agents.
InChIKey:
AVKUERGKIZMTKX-NJBDSQKTSA-N
CAS データベース:
69-53-4(CAS DataBase Reference)
IARC:
3 (Vol. 50) 1990
EPAの化学物質情報:
Ampicillin (69-53-4)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xn,T
Rフレーズ  36/37/38-42/43-61
Sフレーズ  22-26-36/37-45-53
WGK Germany  2
RTECS 番号 XH8425000
10-23
HSコード  29212900
有毒物質データの 69-53-4(Hazardous Substances Data)
毒性 LD50 oral in mouse: > 5gm/kg
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H334 吸入するとアレルギー、喘息または、呼吸困難 を起こすおそれ 感作性、呼吸器 1 危険 P261, P285, P304+P341, P342+P311,P501
H335 呼吸器への刺激のおそれ 特定標的臓器毒性、単回暴露; 気道刺激性 3 警告
注意書き
P261 粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P284 呼吸用保護具を着用すること。
P304+P340 吸入した場合:空気の新鮮な場所に移し、呼吸しやすい 姿勢で休息させること。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P333+P313 皮膚刺激または発疹が生じた場合:医師の診断/手当てを 受けること。
P342+P311 呼吸に関する症状が出た場合:医師に連絡すること。
P405 施錠して保管すること。

アンピシリン/スルバクタム 価格 もっと(23)

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
富士フイルム和光純薬株式会社(wako) W01COBQB-2469 アンピシリン
Ampicillin
69-53-4 1g ¥5400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBQB-2469 アンピシリン
Ampicillin
69-53-4 5g ¥12600 2021-03-23 購入
Sigma-Aldrich Japan BP785 British Pharmacopoeia (BP) Reference Standard
British Pharmacopoeia (BP) Reference Standard
69-53-4 ¥28400 2021-03-23 購入
Sigma-Aldrich Japan 59349 アンピシリン analytical standard
Ampicillin analytical standard
69-53-4 100mg ¥8600 2021-03-23 購入
Sigma-Aldrich Japan 1033000 アンピシリン United States Pharmacopeia (USP) Reference Standard
Ampicillin United States Pharmacopeia (USP) Reference Standard
69-53-4 200mg ¥71100 2018-12-25 購入

アンピシリン/スルバクタム MSDS


Ampicillin

アンピシリン/スルバクタム 化学特性,用途語,生産方法

外観

白色〜わずかにうすい黄色, 粉末

溶解性

水にやや溶けにくく、アセトンに溶けにくく、エタノール(95)に極めて溶けにくい。

解説

広範囲スペクトルの合成ペニシリン。
小学館 デジタル大辞泉について 情報 | 凡例

用途

アンピシリン(Ampicillin)とは、1961年から感染症の治療に用いられているβ-ラクタム系抗生物質の1種である。アミノペニシリングループに属し、抗菌スペクトルや活性はアモキシシリンとほぼ同じである。

効能

抗生物質, 細胞壁合成阻害薬

説明

Ampicillin is an antibacterial antibiotic from the α-aminobenzyl penicillin group, which differs from penicillin by the presence of an amino group that facilitates penetration through the outer membrane of some gram-negative bacteria.
Ampicillin is Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. Ampicillin acts by interfering directly with the biosynthesis of peptidoglycan, which constitutes the major component of the bacterial cell wall, leading to structural instability and death of bacteria.
Ampicillin is a β-lactam antibiotic within the penicillin family. As a member of this family, Ampicillin is susceptible to β-lactamase, which hydrolyzes the β-lactam ring. This broad spectrum antibiotic is effective against gram-positive, gram-negative bacteria and anaerobic bacteria. Ampicillin is widely used in cell culture as a selective agent. As an antibiotic, Ampicillin binds to penicillin binding proteins (PBPs) on a susceptible organism and Inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane. After binding to the PBPs, Ampicilin acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and thereby prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium.
Ampicillin sodium can be used as a selective agent in several types of isolation media. Ampicillin sodium is routinely used to select for cells containing the pcDNA3.1 and pEAK10 resistance plasmids in cell line A904L at an effective concentration of 50 μg/ml.

化学的特性

Crystalline Solid

化学的特性

Ampicillin in anhydrous form occurs as crystals.

Originator

Binotal,Bayer,W. Germany,1962

使用

Ampicillin caused contact dermatitis in a nurse also sensitized to amoxicillin (with tolerance to oral phenoxymethylpenicillin), and in a pharmaceutical factory worker.

使用

β-lactam antibiotics

使用

Labelled Ampicillin. Orally active, semi-synthetic antibiotic; structurally related to penicillin. Antibacterial.

定義

ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.

Manufacturing Process

α-Carbobenzyloxyaminophenylacetic acid (0.1 mol), which is obtained by the reaction of equivalent quantities of α-aminophenylacetic acid and benzyl chlorocarbonate in aqueous sodium hydroxide, dissolved in dry acetone is stirred and cooled to approximately -5°C. To this there is added dropwise with continued cooling and stirring a solution of ethyl chlorocarbonate (0.1 mol). After approximately 10 minutes, the acylating mixture is cooled to about -5°C and then is slowly added to a stirred ice-cold mixture of 6-aminopenicillanic acid (0.1 mol), 3% sodium bicarbonate solution (0.1 mol) and acetone. This reaction mixture is allowed to attain room temperature, stirred for an additional thirty minutes at this temperature and then is extracted with ether.
The extracted aqueous solution is covered with butanol and the pH adjusted to 2 by the addition of HCl. The acidified aqueous phase is extracted with butanol, the pH of the aqueous phase being adjusted to pH 2 each time. The combined butanol solutions which contain the free acid, α- carbobenzyloxyaminobenzylpenicillin, are washed with water, and are then shaken with water to which sufficient 3% sodium bicarbonate has been added to bring the aqueous phase to pH 7. The process of washing and shaking is repeated with fresh water and bicarbonate solution. The combined aqueous solutions are washed with ether and then are evaporated under reduced pressure and low temperature. The product, the sodium salt of α- carbobenzyloxyaminobenzylpenicillin, is obtained as a yellow solid in a yield of 65%.
A suspension of palladium on barium carbonate (3.7 grams of 30%) in water (20 ml) is shaken in an atmosphere of hydrogen at room temperature. The catalyst is then filtered and washed well with water, care being taken that it does not become dry. A solution of the sodium salt of α- carbobenzyloxyaminobenzylpenicillin (4 grams) in water (20 ml) is added to the pretreated catalyst and the suspension is shaken in an atmosphere of hydrogen at room temperature and pressure for one hour. The catalyst is then filtered off, washed well with water, and the combined filtrate and washings adjusted to pH 7 with hydrochloric acid. The resulting solution is evaporated in vacuum at a temperature below 20°C to give α-aminobenzylpenicillin (2.4 grams, 74% yield), which is assayed at approximately 48% pure by the manometric method.

brand name

Amcill (Parke-Davis); Omnipen (Wyeth-Ayerst); Polycillin (Apothecon); Principen (Apothecon).

Therapeutic Function

Antibacterial

接触アレルゲン

Ampicillin caused contact dermatitis in a nurse also sensitized to amoxicillin (with tolerance to oral phenoxymethylpenicillin) and in a pharmaceutical factory worker. Systemic drug reactions are common. Crossreactivity is regular with ampicillin and can occur with other penicillins.

安全性プロファイル

Poison by intracerebral route. Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: fever, agranulocytosis, and other blood effects. An experimental teratogen. Mutation data reported. Questionable carcinogen. When heated to decomposition it emits very toxic fumes of NO, and SOx,.

職業ばく露

Used as an antibiotic.

Veterinary Drugs and Treatments

In dogs and cats, ampicillin is not as well absorbed after oral administration as amoxicillin and its oral use has largely been supplanted by amoxicillin. It is used commonly in parenteral dosage forms when an aminopenicillin is indicated in all species.
The aminopenicillins, also called the “broad-spectrum” or ampicillin penicillins, have increased activity against many strains of gram-negative aerobes not covered by either the natural penicillins or penicillinase-resistant penicillins, including some strains of E. coli, Klebsiella, and Haemophilus.

輸送方法

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

不和合性

May be incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

廃棄物の処理

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

アンピシリン/スルバクタム 上流と下流の製品情報

原材料

準備製品


アンピシリン/スルバクタム 生産企業

Global( 358)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
Univar Solutions(China) Co., Ltd.
15902132654
86-21-61932700 Ivy.zhuang@univarsolutions.com CHINA 275 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8910 55
Guangzhou PI PI Biotech Inc
+8618371201331
020-81716319 sales@pipitech.com;87478684@qq.com China 3245 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29954 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6369 58
Standardpharm Co. Ltd.
86-714-3992388
overseasales1@yongstandards.com United States 14344 58

69-53-4(アンピシリン/スルバクタム)キーワード:


  • 69-53-4
  • D(-)-ALPHA-AMINOBENZYLPENICILLIN
  • D(-)-ALPHA-AMINOBENZYLPENICILLIN TRIHYDRATE
  • D(-)-aplha-aminobenzylpenicillin
  • Marisilan
  • Penstabil
  • Rosampline
  • Unasyn
  • Wymox
  • 6-[D-ALPHA-AMINOPHENYLACETAMIDO]PENICILLANIC ACID TRIHYDRATE
  • ALPHA-AMINOBENZYLPENICILLIN, TRIHYDRATE
  • Ampicilin Trihydrate
  • AMPICILLIN ANHYDROUS CRYSTALLINE
  • AMPICILLIN READY MADE SOLUTION
  • AMPICILIN 3-HYDRATE
  • 6-(D-[-]-α-Aminophenylacetamido) penicillanic acid
  • 4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 6-(2R)-aminophenylacetylamino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • (2S,5R,6R)-6-[(R)-2-Amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Ampicillin
  • (2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7 -oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
  • Albipen
  • Ampicillin-d5 (Mixture of Diastereomers)
  • 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3.2.0]heptane-2-carboxylic acid trihydrate
  • AMPICILLIN, ANHYDROUS MM(CRM STANDARD)
  • Ampicillinbase
  • Nonane-1,9-diamine
  • Aminobenzylpenicillin/sulbactam
  • Ampicillin/Sulbactam,(1:x)
  • SBT/ABPC
  • ampicillin soluble powder70%
  • AmpiciL
  • アルペン
  • 6α-[[(R)-アミノ(フェニル)アセチル]アミノ]ペニシラン酸
  • (アミノフェニルメチル)ペニシリン
  • ペントレックス
  • 6α-[(D-フェニルグリシル)アミノ]ペニシラン酸
  • アミペニックス
  • アミノベンジルペニシリン
  • オムニペン
  • ペンブリチン
  • アミノベンジルペニシリン/スルバクタム
  • プリンシペン
  • 6α-[[(R)-アミノフェニルアセチル]アミノ]ペニシラン酸
  • アンピシリン/スルバクタム,(1:x)
  • アムシル
  • (2S,5β)-6α-[[(R)-2-アミノ-2-フェニルアセチル]アミノ]-3,3-ジメチル-7-オキソ-4-チア-1-アザビシクロ[3.2.0]ヘプタン-2β-カルボン酸
  • ビクシリン
  • ソルシリン
  • 6α-[(R)-アミノフェニルアセチルアミノ]ペニシラン酸
  • シンペニン
  • アンピシリン/スルバクタム
  • (2S,5R,6R)-6-[[(R)-2-アミノ-2-フェニルアセチル]アミノ]-3,3-ジメチル-7-オキソ-4-チア-1-アザビシクロ[3.2.0]ヘプタン-2-カルボン酸
  • (2S,5R)-6α-[[(R)-アミノフェニルアセチル]アミノ]-3,3-ジメチル-7-オキソ-4-チア-1-アザビシクロ[3.2.0]ヘプタン-2β-カルボン酸
  • ビノタール
  • D-α-アミノベンジルペニシリン
  • ユナシン-S
  • アンピシリン
  • 無水アンピシリン
  • アンビシリン
  • アンピシリン標準品
  • 無水アンピシリン (JP17)
  • ペニシリン類
  • 複合製剤
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