3-甲酰基噻吩-2-羧酸 | 19991-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 3-甲酰基噻吩-2-羧酸
• 英文名称: 3-formyl-thiophene-2-carboxylic acid
• 英文别名: 3-carboxaldehyde-2-thiophene carboxylic acid；3-Formyl-2-thiophenecarboxylic acid；3-formylthiophene-2-carboxylic acid
• CAS: 19991-68-5
• 化学式: C₆H₄O₃S
• mdl: MFCD11052549
• 分子量: 156.162
• InChiKey: RUNMORKVPCSMTK-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131℃ (benzene ligroine )
• 沸点：
  344.8±27.0 °C(Predicted)
• 密度：
  1.514±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-甲酰基噻吩-2-羧酸 在 一水合肼 作用下， 以 甲醇 为溶剂， 以12.1 g (36%)的产率得到thieno<2,3-d>pyridazin-7-(6H)-one
  参考文献：
  名称：

  Psychotropic heterobicycloalkylpiperazine derivatives

  摘要：

  具有结构##STR1##的一系列具有精神药物异杂二环烷基哌嗪衍生物，其中V是一个3-或4-成员的不饱和链，当为4-成员时，含有所有碳原子，或者当为3-成员链时，V包含一个氧或硫原子作为其中之一；R是H或C.sub.1-4烷基；W是CH、N、CH.sub.2或一个化学键；X是CH、N、SO.sub.2或CO，但W和X不能同时为N；Z是一个杂芳环系统。这些化合物是有用的抗精神病和/或抗焦虑药物。

  公开号：

  US05001130A1
• 作为产物：
  描述：

  4,4-dimethyl-2-(2-thienyl)oxazoline 在 盐酸 、 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 32.75h， 生成 3-甲酰基噻吩-2-羧酸
  参考文献：
  名称：

  Carpenter, Andrew J.; Chadwick, Derek J., Journal of the Chemical Society. Perkin transactions I, 1985, p. 173 - 182

  摘要：

  DOI：

文献信息

• Phosphorylamides, their preparation and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05840917A1

  公开（公告）日：1998-11-24

  A phosphorylamide derivative represented by the general formula (I): ##STR1## wherein R represents an amino group that may be substituted, or a salt thereof, possesses potent antibacterial activity against Helicobacter bacterium, especially Helicobacter pylori, and is useful for prevention or treatment of digestive diseases caused by Helicobacter bacterium, solely or in combination with an antacid or an acid secretion inhibitor.

  一种由通式（I）表示的磷酰胺衍生物：##STR1## 其中R代表可能被取代的氨基团或其盐，对幽门螺杆菌，特别是幽门螺杆菌，具有强效的抗菌活性，并可用于单独或与抗酸剂或酸分泌抑制剂联合预防或治疗由幽门螺杆菌引起的消化系统疾病。
• Thienyl substituted acylguanidines as inhibitors of bone resorption and vitronectin receptor antagonists
  申请人：Aventis Pharma Deutschland GmbH and Genentech, Inc.

  公开号：US20030153557A1

  公开（公告）日：2003-08-14

  The present invention relates to thienyl substituted acylguanidine derivatives, such as compounds of formula (I) in which R 1 , R 2 , R 4 , R 6 , A, B and D have the meanings indicated in the claims, their physiologically tolerable salts and their prodrugs. The compounds of the present invention are valuable pharmaceutical active compounds. They are vitronectin receptor antagonists and inhibitors of bone resorption by osteoclasts. They are suitable, for example, for the therapy and prophylaxis of diseases which are caused at least partially by an undesired extent of bone resorption, for example of osteoporosis. The invention furthermore relates to processes for the preparation of thienyl substituted acylguanidines, their use, in particular as active ingredients in pharmaceuticals, and pharmaceutical preparations comprising them.

  本发明涉及噻吩取代的酰基胍衍生物，例如公式(I)中R1、R2、R4、R6、A、B和D所示含义的化合物，它们的生理耐受性盐和前药。本发明的化合物是有价值的药物活性化合物。它们是玻璃蛋白受体拮抗剂和破骨细胞骨吸收抑制剂。例如，它们适用于治疗和预防由于骨吸收不良造成的至少部分疾病，例如骨质疏松症。此外，本发明还涉及制备噻吩取代的酰基胍衍生物的方法，它们的使用，特别是作为药物中的活性成分，并包括它们的制剂。
• Novel microorganism and its use in lignocellulose detoxifixcation
  申请人：Shell Internationale Research Maatschappij B.V.

  公开号：EP2308959A1

  公开（公告）日：2011-04-13

  The present invention relates to an isolated microorganism which is Cupriavidus basilensis strain HMF14 Deposit number DSM 22875, and its use in a process for the in-situ detoxification of lignocelluloses hydrolysate

  本发明涉及一种分离出的微生物（Cupriavidus basilensis 菌株 HMF14 保藏号 DSM 22875）及其在木质纤维素水解物原位解毒工艺中的应用。
• Robba,M. et al., Bulletin de la Societe Chimique de France, 1967, p. 2495 - 2507
  作者：Robba,M. et al.

  DOI：——

  日期：——
• Ring-Chain Tautomerism in 2-(2,2-Dicyano-1-methylethenyl)benzoic Acid and Related Compounds.
  作者：Per Kolsaker、Joe Arukwe、József Barcóczy、Are Wiberg、Anne Kristine Fagerli、Ole Hammerich、Inger Søtofte、Bengt Långström

  DOI：10.3891/acta.chem.scand.52-0490

  日期：——

  Ring-chain tautomerism with slow interconversion (compared with the NMR timescale) was observed in solutions of 2-(2,2-dicyano-1-methylethenyl)benzoic acid (3e), obtained by Knoevenagel condensation of 2-acetylbenzoic acid with malononitrile, forming the ring tautomer 3-dicyanomethyl-3-methylphthalide (4e) in admixture with 3e. Similar condensations of 2-formylbenzoic acid with methyl cyanoacetate or malononitrile give 2-(2-cyano-2-methoxycarbonyl-ethenyl)benzoic acid (3b) and 2-(2,2-dicyanoethenyl)benzoic acid (3d), respectively, which in solution also exhibit the same tautomerism to give the ring tautomers, 3-(cyanomethoxycarbonylmethyl)phthalide (4d) and 3-(dicyanomethyl)phthalide (4d), respectively. Condensation of 2-formylbenzoic acid with dimethyl malonate gave only the ring compound, 3-(dimethoxycarbonylmethyl)phthalide (4a). Attempts to synthezise 2-(2-cyano-2-methoxycarbonyl-1-methylethenyl)benzoic acid (3c) by methylation of the trimethyl silylester of 3b with diazomethane led to the ring form of 3c, viz. 3-cyanomethoxycarbonylmethyl-3-methylphthalide (4c) as an equimolar mixture of two diastereomers. No tautomerism was observed when the benzene ring was replaced by a thiophene ring (7a, 7b and 8) or an aliphatic double bond (9). Solid state spectra (IR and NMR) indicated that all compounds carrying two cyano groups at the double bond, except the aliphatic compound 9, were in the open-chain form, while all the others were in the ring form. Equilibrium studies for compound (3e reversible arrow 4e) indicated increased stability for the chain form 4e with increasing solvent polarity. Determination of the free energy change, Delta G degrees, and of the free energy of activation, Delta G(double dagger), for the tautomerization in deuteriochloroform (using H-1 NMR spectroscopy) indicated that, in this solvent, a concerted process from the starting material 3e to the anion of 4e is taking place. It is also postulated that a similar reaction path is followed in the other solvents used in this investigation, all belonging to the solvent class 'protophobic dipolar aprotic solvents'.

表征谱图