2-amino-4,5-bis(ethoxycarbonyl)thiazole | 5445-93-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-amino-4,5-bis(ethoxycarbonyl)thiazole
• 英文别名: diethyl 2-aminothiazole-4,5-dicarboxylate；Amino-2-thiazol-dicarboxylat-4,5；2-Amino-4,5-dicarbethoxy-thiazol；2-Amino-thiazol-4,5-dicarbonsaeurediethylester；2-amino-thiazole-4,5-dicarboxylic acid diethyl ester；2-Amino-thiazol-4,5-dicarbonsaeure-diaethylester；Diethyl 2-amino-1,3-thiazole-4,5-dicarboxylate
• CAS: 5445-93-2
• 化学式: C₉H₁₂N₂O₄S
• mdl: MFCD00570752
• 分子量: 244.271
• InChiKey: WYTAFFGWAKJBTC-UHFFFAOYSA-N

物化性质

• 熔点：
  111-112 °C(Solv: benzene (71-43-2))
• 沸点：
  356.9±22.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-amino-4,5-bis(ethoxycarbonyl)thiazole 在 sodium hydroxide 作用下， 生成 2-amino-thiazole-4,5-dicarboxylic acid
  参考文献：
  名称：

  Rublew, Justus Liebigs Annalen der Chemie, 1890, vol. 259, p. 272,274

  摘要：

  DOI：
• 作为产物：
  描述：

  硫脲 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 作用下， 生成 2-amino-4,5-bis(ethoxycarbonyl)thiazole
  参考文献：
  名称：

  Thiazole Analogs of Pyridoxine

  摘要：

  DOI：

  10.1021/ja01167a121

文献信息

• 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。
• Cycloheptathiazole Derivatives. I. Synthesis of 7-Hydroxycyclohepta-[d] thiazol-6-one and its Derivatives
  作者：Shuichi Seto、Yukio Nishiyama、Kyozo Ogura

  DOI：10.1246/bcsj.35.1998

  日期：1962.12

  It has been found that treatment of 3-bromotropolon-5-yl-thiourea derivatives with a base resulted in facile formation of 7-hydroxycyclohepta[d] thiazol-6-one derivatives, with liberation of hydrogen bromide. Out of such products, 2-benzamido derivative was submitted to oxidative degradation and its structure was confirmed. Reaction of 3-bromo-5-aminotropolone and carbon disulfide, in the presence

  已经发现用碱处理 3-bromotropolon-5-yl-thiourea 衍生物导致 7-羟基环庚烷 [d] thiazol-6-one 衍生物的容易形成，并释放出溴化氢。在这些产物中，2-苯甲酰氨基衍生物被氧化降解并确认其结构。发现 3-bromo-5-aminotropolone 和二硫化碳在叔胺存在下反应形成 2-巯基衍生物。该产品与上述产品的相关性证明了该结构。
• [EN] ANTIBACTERIAL PIPERIDINE DERIVATIVES<br/>[FR] COMPOSÉS ANTIBACTÉRIENS DÉRIVÉS DE PIPÉRIDINE
  申请人：ASTRAZENECA AB

  公开号：WO2006087543A1

  公开（公告）日：2006-08-24

  (EN) Compounds of formula (I) and their pharmaceutically acceptable salts are described: Formula (I). Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described.(FR) La présente invention décrit des composés de formule (I) ainsi que leurs sels de qualité pharmaceutique : Formule (I). La présente invention décrit en outre des procédés de synthèse desdits composés, des préparations pharmaceutiques les contenant, leur emploi en tant que médicaments et leur emploi dans le traitement d'infections bactériennes.

  公式（I）的化合物及其药用盐被描述：公式（I）。还描述了它们的制备方法、含有它们的药物组成物、作为药物的用途以及在治疗细菌感染中的用途。
• A Mechanistic Study on the Reaction of Iminothiadiazolines with Activated Acetylenes: Competitive Pathway through Hypervalent Sulfurane and Zwitterion
  作者：Yohsuke Yamamoto、Tohru Tsuchiya、Masahide Ochiumi、Shin-ichi Arai、Naoki Inamoto、Kin-ya Akiba

  DOI：10.1246/bcsj.62.211

  日期：1989.1

  The reaction of 3-aryl-5-benzoyl-2-imino-2,3-dihydro-1,3,4-thiadiazoles (6) with dimethyl acetylenedicarboxylate (4b) gave the corresponding thiazole (8) and benzoyl cyanide through sulfurane (B) by 1,3-dipolar cycloaddition and cis- (9) and trans-vinyl (10) compounds through zwitterion (C) by simple addition. Two types of addition reactions competed each other and the ratio of the two [R=B/C] depended solely on the solvent polarity (ET). Dibenzoylacetylene behaved similarly. Several iminothiazolines and iminothiadiazolines reacted with activated acetylenes and the selectivity for the two types of addition reactions for each system was shown to be affected by quite subtle balance of electron-withdrawing ability of each heterocycle.

  3- 芳基-5-苯甲酰基-2-亚氨基-2,3-二氢-1,3,4-噻二唑（6）与乙炔二甲酸二甲酯（4b）通过 1,3-两极环加成反应（B）得到相应的噻唑（8）和苯甲酰基氰，通过简单加成反应（C）得到顺式（9）和反式乙烯基（10）化合物。两种加成反应相互竞争，两者的比例[R=B/C]完全取决于溶剂的极性（ET）。二苯甲酰基乙炔也有类似的表现。一些亚氨基噻唑和亚氨基噻二唑与活化的乙炔发生反应，结果表明，每个体系的两种加成反应的选择性受到每个杂环的电子吸收能力的微妙平衡的影响。
• 플루오린 원자가 포함된 신규 싸이아졸 단량체의 제조 방법
  申请人：Kwangwoon University Industry-Academic Collaboration Foundation 광운대학교 산학협력단(220040102654) BRN ▼210-82-08677

  公开号：KR20210083749A

  公开（公告）日：2021-07-07

  본 발명은 플루오린 원자가 포함된 신규 싸이아졸 단량체의 제조 방법에 관한 것으로, 그 목적은 도너-억셉터 구조를 가져 높은 전도도를 갖는 공액 고분자 합성에 사용될 수 있는 신규 단량체를 얻기 위해 싸이오 우레아를 이용한 싸이아졸 합성과 이후 아미노 싸이아졸에 플루오린을 도입하여 플루오로 싸이아졸을 합성한 후 싸이아졸 유도체로부터 π-공액 구조를 갖는 플루오린 원자가 포함된 신규 싸이아졸 단량체의 제조방법을 제공하는데 있다.본 발명에 따른 플루오린 원자가 포함된 신규 싸이아졸 단량체의 제조 방법은 기존 황을 포함하는 싸이아졸 단량체보다 어셉터로써의 역할이 커져 도너-억셉터 고분자를 만들때 유용하게 사용될 수 있고, 또한 컨쥬게이션 길이의 확장으로 인한 전도도의 증가, 근적외선 영역의 파장 흡수와 같은 성질이 좋아져 전도성 고분자에 응용성을 높일 수 있다는 장점을 가지며, 도너-억셉터(donor-acceptor) 구조를 갖는 공액 고분자 합성을 통해 향후 태양전지, 투명 전도체(transparent conductor), 박막 트랜지스터, 유기발광소자(OLED: Organic Light Emitting Diodes 또는 유기 EL) 등에 이용될 수 있다.

  本发明涉及一种含有氟原子的新型噻唑单体的制备方法，其目的是通过使用噻唑尿素合成噻唑，然后将氟引入氨基噻唑中合成氟代噻唑，并从噻唑衍生物中制备含有π-共轭结构和氟原子的新型噻唑单体，以用于合成具有高导电性的共轭高分子。根据本发明，含有氟原子的新型噻唑单体的制备方法可用作适配器，可用于制备供给体-受体高分子，并且具有增加导电性的传导长度扩展，波长吸收等性质，可以提高导电性高分子的应用性，并且可用于制备太阳能电池，透明导体，薄膜晶体管，有机发光二极管（OLED）等。

表征谱图