1-碘乙基异丙基碳酸酯 | 84089-73-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 中文名称: 1-碘乙基异丙基碳酸酯
• 中文别名: 1-碘乙基碳酸异丙酯
• 英文名称: 1-iodoethyl isopropyl carbonate
• 英文别名: 1-(isopropyloxycarbonyloxy)ethyl iodide；1-iodoethyl propan-2-yl carbonate
• CAS: 84089-73-6
• 化学式: C₆H₁₁IO₃
• 分子量: 258.056
• InChiKey: XZVBIIRIWFZJOE-UHFFFAOYSA-N

物化性质

• 沸点：
  204.8±23.0 °C(Predicted)
• 密度：
  1.643±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-碘乙基异丙基碳酸酯 在 硫脲 、 二环己胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 3.75h， 生成 头孢泊肟酯
  参考文献：
  名称：

  An improved method for preparation of cefpodoxime proxetil

  摘要：

  Cefpodoxime proxetil, a third-generation cephalosporin for oral administration, was synthesized by a method based on the following sequence of reactions: acylation of 7-aminocephalosporanic acid (7-ACA) with S-benzothiazol-2-yl(2-amino-4-thiazolyl)(methoxyimino)thioacetate (MAEM), chloroacetylation of the cefotaxime formed with chloroacetyl chloride, esterification of the acid function with 1-iodoethyl isopropyl carbonate and final cleavage of chloroacetamide protective group by treatment with thiourea in N,N-dimethylacetamide. The developed procedure allows us to obtain better yields of cefpodoxime proxetil and to eliminate the final purification step by column chromatography, necessary during the synthesis of this antibiotic by the previously reported methods.

  DOI：

  10.1016/s0014-827x(03)00051-x
• 作为产物：
  描述：

  1-氯乙基氯甲酸酯 生成 1-碘乙基异丙基碳酸酯
  参考文献：
  名称：

  Prodrugs of antiinflammatory 3-acyl-2-oxindole-1-carboxamides

  摘要：

  抗炎和镇痛的氧吲哚前药的化学式为##STR1## 其中R.sup.10、R.sup.11、R.sup.12和R.sup.13为氢、烷基或卤素，R为亚甲氧基烷酰基、亚甲氧基烯酰基或烯酰基。

  公开号：

  US05270331A1
• 作为试剂：
  描述：

  6R-trans (Z)-7-[(2-amino-4-thiazolyl)(methoxyimino)-acetyl]amino-3[[(imino(methylamino)methyl)hydrazono]methyl]-3-cephem-4-carboxylic acid 在 1-碘乙基异丙基碳酸酯 、 四甲基胍 作用下， 以 异丁酰胺 、 甲苯 为溶剂， 反应 1.5h， 生成 6R-trans (Z)-7-[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino-3-[[(imino(methylamino)methyl)hydrazono]methyl]-3-cephem-4-carboxylic acid 1-(isopropoxycarbonyloxy)ethyl ester
  参考文献：
  名称：

  Antibacterial cephalosporins

  摘要：

  公开号：

  EP1221446B1

文献信息

• Carbapenem derivatives
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：US06458780B1

  公开（公告）日：2002-10-01

  Disclosed is a novel carbapenem derivative having a substituted imidazo[5,1-b]thiazole group at the 2-position on the carbapenem ring have high anti-microbial activities against &bgr;-lactamase producing bacteria, MRSA, resistant-Pseudomonas aeruginosa, PRSP, enterococci, and influenza, and high stabilities to DHP-1. According to the present invention, there is provided a compound represented by the formula (I), or a pharmacologically acceptable salt thereof or an ester at the 3-position on the carbapenem ring thereof:

  公开了一种新的碳青霉烯衍生物，其在碳青霉烯环的2位置具有取代的咪唑[5,1-b]噻唑基团，对产生β-内酰胺酶的细菌、耐甲氧西林金黄色葡萄球菌(MRSA)、抗假单胞菌属铜绿假单胞菌、肺炎链球菌(PRSP)、肠球菌和流感具有高的抗菌活性，并对DHP-1具有高稳定性。根据本发明，提供了一种由公式(I)表示的化合物，或其药理上可接受的盐，或其碳青霉烯环上3位置的酯。
• Synthesis and Structure-activity Relationships of a Novel Oral Carbapenem, CS-834.
  作者：MASAO MIYAUCHI、ROKURO ENDO、MASAFUMI HISAOKA、HIROSHI YASUDA、ISAO KAWAMOTO

  DOI：10.7164/antibiotics.50.429

  日期：——

  We have studied an ester prodrug of a carbapenem to develop a potent orally active β-lactam antibiotic. A variety of 1β-methylcarbapenem derivatives have been synthesized. We have found that some derivatives having an amide group in the C-2 side chain show potent and well balanced antibacterial activities as well as high stability against dehydropeptidase-I. Oral absorption of derivatives has been optimized by modifying the C-3 ester promoiety. Pivaloyloxymethyl (1R, 5S, 6S)-6-[(R)-1-hydroxyethyl]-1-methyl-2-[(R)-5-oxopyrrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylate, CS-834, has been selected as the most promising compound for further evaluation.

  我们研究了一种碳青霉烯酯类前药，旨在开发一种强效的口服活性β-内酰胺抗生素。合成了一系列1β-甲基碳青霉烯衍生物。我们发现，一些在C-2侧链中含有酰胺基团的衍生物显示出强大的且平衡的抗菌活性，并且对脱氨�酶-I具有高稳定性。通过修饰C-3酯的前体部分，优化了衍生物的口服吸收。Pivaloyloxymethyl (1R, 5S, 6S)-6-[(R)-1-羟基乙基]-1-甲基-2-[(R)-5-氧代吡咯烷-3-基硫]-1-碳青霉烯-2-em-3-羧酸酯，CS-834，已被选为最具前景的化合物进行进一步评估。
• POLYENE DIESTER ANTIBIOTICS
  申请人：WANG WEN-MEI

  公开号：US20100210576A1

  公开（公告）日：2010-08-19

  The present invention discloses a new polyene diester and its preparation. This polyene diester has a structure of Formula 1, which is used as prodrugs by introducing diester group to polyene antibiotics, and these prodrugs exhibit antifungal or antiviral activities through releasing parent polyenes by esterase in vivo. The new derivatives have good antimicrobial activity and better safety. These new derivatives are useful for the antifungal and antiviral treatment. PA-COOR Formula 1

  本发明公开了一种新的聚烯二酯及其制备方法。该聚烯二酯具有Formula 1的结构，通过在聚烯抗生素中引入二酯基团作为前药，这些前药通过体内酯酶释放出母体聚烯，表现出抗真菌或抗病毒活性。这些新衍生物具有良好的抗微生物活性和更好的安全性。这些新衍生物对抗真菌和抗病毒治疗有用。PA-COOR Formula 1
• 2-Thioethenyl substituted carbapenem derivatives
  申请人：Maruyama Takahisa

  公开号：US20070004700A1

  公开（公告）日：2007-01-04

  [Objective] An objective of the present invention is to provide compounds that are effective against various resistant bacteria which cause current clinical problems, for example, pneumococci including penicillin resistant Streptococcus pneumoneae (PRSP), Haemophilus influenzae including bata-lactamase-nonproducing ampicillin-resistant Haemophilus influenzae (BLNAR), and Moraxella ( Branhamella ) catarrhalis. [Structure] The present invention provides 2-ethenylthio-based carbapenem derivatives represented by the formula (I) or pharmaceutically acceptable salts thereof that are effective, for example, against pneumococci including penicillin resistant Streptococcus pneumoneae (PRSP), Haemophilus influenzae including beta-lactamase-nonproducing ampicillin-resistant Haemophilus influenzae (BLNAR), and Moraxella (Branhamella) catarrhalis:

  本发明的一个目标是提供对抗引起当前临床问题的各种耐药细菌有效的化合物，例如对抗青霉素耐药的肺炎球菌（PRSP）、包括产β-内酰胺酶非产生性氨苄青霉素耐药的流感嗜血杆菌（BLNAR）和喜马拉雅链球菌（布兰氏链球菌）等。本发明提供了以公式（I）表示的基于2-乙烯硫的碳青霉烯衍生物或其药用可接受盐，例如对抗青霉素耐药的肺炎球菌（PRSP）、包括产β-内酰胺酶非产生性氨苄青霉素耐药的流感嗜血杆菌（BLNAR）和喜马拉雅链球菌（布兰氏链球菌）有效。
• 1-Methylcarbapenem derivatives
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20040014962A1

  公开（公告）日：2004-01-22

  1-Methylcarbapenem compounds having antibacterial activity, pharmacologically acceptable esters or salts thereof and pharmaceutical compositions (particularly antibacterial agents) containing them as an active ingredient are described. In addition, the invention includes the use of these compounds, ester derivatives or salts for the manufacture of pharmaceutical compositions, or a method for the prevention or treatment of diseases (particularly bacterial infections) by administering a pharmacologically effective amount of the compounds, ester derivatives or salts to warm-blooded animals (particularly human beings).

  描述了具有抗菌活性的1-甲基碳青霉烯化合物、它们的药物可接受的酯或盐，以及含有它们作为活性成分的药物组合物（特别是抗菌剂）。此外，发明包括这些化合物、酯衍生物或盐用于制造药物组合物，或通过向温血动物（特别是人类）投给药物有效量的这些化合物、酯衍生物或盐，用于预防或治疗疾病（特别是细菌感染）的方法。