3-羟基-5-甲基-2-噻吩羧酸甲酯 | 5556-22-9

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 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-羟基-5-甲基-2-噻吩羧酸甲酯
• 英文名称: methyl 3-hydroxy-5-methylthiophene-2-carboxylate
• 英文别名: methyl 3-hydroxy-5-methyl-2-thiophenecarboxylate；2-methoxycarbonyl-3-hydroxy-5-methyl-thiophene；3-hydroxy-5-methyl-thiophene-2-carboxylic acid methyl ester；3-Hydroxy-5-methyl-thiophen-2-carbonsaeure-methylester；3-hydroxy-5-methylthiophene-2-carboxylic acid methyl ester；methyl 1-[5-methyl-3-hydroxy-thien-2-yl]methanoate
• CAS: 5556-22-9
• 化学式: C₇H₈O₃S
• mdl: MFCD01859968
• 分子量: 172.205
• InChiKey: PLTCMJBEOCSRII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  3-羟基-5-甲基-2-噻吩羧酸甲酯 在 一水合肼 作用下， 以 正丁醇 为溶剂， 反应 4.0h， 以68%的产率得到2-(5-甲基-1H-吡唑-3-基)乙酰肼
  参考文献：
  名称：

  Barker, John M; Huddleston, Patrick R; Wood, Michael L, Journal of Chemical Research, Miniprint, 1992, # 9, p. 2383 - 2396

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 3,3-bis[(2-methoxy-2-oxoethyl)sulfanyl]butanoate 以75%的产率得到
  参考文献：
  名称：

  LARSSON E., J. PRAKT. CHEM., 1980, 322, NO 3, 522-526

  摘要：

  DOI：

文献信息

• New organic nitrates.<b>II</b>. Synthesis of 2<i>H</i>-pyrido[2,3-<i>e</i>]-1,3-oxazine-2,4(3<i>H</i>)-diones, 2<i>H</i>-pyrido[4,3-<i>e</i>]-1,3-oxazine-2,4(3<i>H</i>)-diones, 2<i>H</i>-pyrido[4,3-<i>e</i>]-1,3-oxazin-4(3<i>H</i>)-ones, 2<i>H</i>-thieno[2,3-<i>e</i>]-1,3-oxazin-4(3<i>H</i>)-ones and 2<i>H</i>-thieno[3,4-<i>e</i>]-1,3-oxazin-2,4(3<i>H</i>)-diones
  作者：Francesca Benedini、Giorgio Bertolini、Francesco Ferrario、Angelo Motti、Alberto Sala、Flavio Somenzi

  DOI：10.1002/jhet.5570320118

  日期：1995.1

  The preparation and the physico-chemical characterization of 2H-pyrido[2,3-e]-1,3-oxazine-2,4(3H)-diones, 2H-pyrido[4,3-e]-1,3-oxazine-2,4(3H)-diones, 2H-pyrido[4,3-e]-1,3-oxazin-4(3H)-ones, 2H-thieno[2,3-e]-1,3-oxazin-4(3H)-ones and 2H-thieno[3,4-e]-1,3-oxazine-2,4(3H)-diones are reported.

  2 H-吡啶并[2,3 - e ] -1,3-恶嗪-2,4（3 H）-二酮，2 H-吡啶并[4,3- e ] -1的制备及理化性质，3-恶嗪-2,4（3 H）-二酮，2 H-吡啶基[4,3- e ] -1,3-恶嗪-4（3 H）-ones，2 H-噻吩并[2,3- ë ] -1,3-恶嗪-4（3 H ^） -酮和2- ħ -噻吩并[3,4- ë ] -1,3-恶嗪-2,4-（3 ħ报道） -二酮。
• N-1H-tetrazol-5-yl-2-thiophene carboxamides,
  申请人：Warner-Lambert Company

  公开号：US04748183A1

  公开（公告）日：1988-05-31

  The present invention is for compounds having the formula of N-1H-tetrazol-5-yl-2-thiophenecarboxamides, N-1H-tetrazol-5-yl-2-pyrrolecarboxamides, N-1H-tetrazol-5-yl-2-furancarboxamides or analogs of each of the carboxamides. The compounds are useful for the treatment of allergic or inflammatory conditions or diseases. Thus, pharmaceutical compositions and methods of use are also the invention. Processes of preparation for the compounds are also the invention.

  本发明涉及具有N-1H-四唑-5-基-2-噻吩羧酰胺、N-1H-四唑-5-基-2-吡咯羧酰胺、N-1H-四唑-5-基-2-呋喃羧酰胺或每种羧酰胺的类似物的化合物。这些化合物可用于治疗过敏或炎症性疾病。因此，药物组合物和使用方法也属于本发明。制备这些化合物的方法也是本发明的一部分。
• Novel thiophene-, pyrrole-, furan-, and benzene carboxamidotetrazoles as potential antiallergy agents
  作者：Michael D. Mullican、Roderick J. Sorenson、David T. Connor、David O. Thueson、John A. Kennedy、Mary Carol Conroy

  DOI：10.1021/jm00111a039

  日期：1991.7

  The synthesis and antiallergic activity of a series of novel thiophene-, pyrrole-, furan-, and benzenecarboxamidotetrazoles are described. A number of compounds inhibit the release of histamine from anti-IgE-stimulated human basophils. Optimal inhibition is exhibited in compounds with a 3-alkoxy, a 4-halo, and a 5-methyl, 5-methoxy, or 5-bromo on a thiophene-2-carboxamidotetrazole.

  描述了一系列新型噻吩，吡咯，呋喃和苯甲酰胺四唑的合成和抗过敏活性。许多化合物抑制组胺从抗IgE刺激的人类嗜碱细胞释放。在噻吩-2-羧酰胺基四唑上具有3-烷氧基，4-卤代和5-甲基，5-甲氧基或5-溴的化合物中表现出最佳抑制作用。
• Thiophene compounds and their manufacture
  申请人：BASF Aktiengesellschaft

  公开号：US04239897A1

  公开（公告）日：1980-12-16

  New thiophene compounds and a new process for the manufacture of thiophene compounds by dehydrogenating dihydrothiophene with certain halogen compounds. The products are starting materials for the manufacture of pharmaceuticals, dyes and plant protection agents and, in particular, for the manufacture of additives to foodstuffs, feeds, beverages and pharmaceuticals.

  新的噻吩化合物以及一种通过使用特定卤素化合物对二氢噻吩进行脱氢来制造噻吩化合物的新工艺。这些产品是制造药品、染料和植物保护剂的起始材料，特别是用于制造食品、饲料、饮料和药品的添加剂。
• [EN] PYRROLIDINE AND BICYCLOHETEROARYL CONTAINING OGA INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS D'OGA CONTENANT DE LA PYRROLIDINE ET DE LA BICYCLOHÉTÉROARYLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2021094312A1

  公开（公告）日：2021-05-20

  The present invention relates to O-GIcNAc hydrolase (OGA) inhibitors. The invention is also directed to pharmaceutical compositions comprising such compounds, to processes for preparing such compounds and compositions, and to the use of such compounds and compositions for the prevention and treatment of disorders in which inhibition of OGA is beneficial, such as tauopathies, in particular Alzheimer's disease or progressive supranuclear palsy; and neurodegenerative diseases accompanied by a tau pathology, in particular amyotrophic lateral sclerosis or frontotemporal lobe dementia caused by C90RF72 mutations; or alpha synucleinopathies, in particular Parkinson's disease, dementia due to Parkinson's (or neurocognitive disorder due to Parkinson's disease), dementia with Lewy bodies, multiple system atrophy, or alpha synucleinopathy caused by Gaucher's disease.

  本发明涉及O-GIcNAc水解酶（OGA）抑制剂。该发明还涉及包含这类化合物的药物组合物，制备这类化合物和组合物的方法，以及利用这类化合物和组合物预防和治疗抑制OGA有益的疾病，如tau病变，特别是阿尔茨海默病或进行性上行性麻痹；以及伴有tau病理的神经退行性疾病，特别是由C90RF72突变引起的肌萎缩侧索硬化或额颞叶痴呆；或α-突触核蛋白病，特别是帕金森病，由帕金森病引起的痴呆（或由帕金森病引起的神经认知障碍），具有Lewy小体的痴呆，多系统萎缩，或由高雪氏病引起的α-突触核蛋白病。