5,5-二乙氧基-3-戊炔-2-酮 | 55402-04-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5,5-二乙氧基-3-戊炔-2-酮
• 英文名称: 1,1-diethoxypent-2-yn-4-one
• 英文别名: 5,5-diethoxy-3-pentyn-2-one；5,5-diethoxypent-3-yn-2-one；5,5-diethoxy-pent-3-yn-2-one；5,5-diethoxy-pent-3yne-2-one；5,5-diethoxypent-3-yne-2-one
• CAS: 55402-04-5
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: PRFNDLKQCYRCEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  5,5-二乙氧基-3-戊炔-2-酮 在 盐酸 、 sodium chlorite 、 sodium dihydrogenphosphate 、 甲酸 、 2-甲基-2-丁烯 、 lithium hydroxide monohydrate 、 水 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.33h， 生成 methyl (2S)-3-[(2,4-dioxo-1H-pyrimidine-6-carbonyl)amino]-2-[[5-[(3-hydroxyphenyl)methylcarbamoyl]-3-methylthiophene-2-carbonyl]amino]propanoate
  参考文献：
  名称：

  THIAZOLE AND THIOPHENE COMPOUNDS

  摘要：

  本文提供的是式(I)的化合物及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗炎症性疾病和紊乱，例如哮喘和慢性阻塞性肺病，是有用的。

  公开号：

  US20120238569A1
• 作为产物：
  描述：

  丙醛二乙基乙缩醛 在 manganese(IV) oxide 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 反应 5.25h， 生成 5,5-二乙氧基-3-戊炔-2-酮
  参考文献：
  名称：

  THIAZOLE AND THIOPHENE COMPOUNDS

  摘要：

  本文提供的是式(I)的化合物及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗炎症性疾病和紊乱，例如哮喘和慢性阻塞性肺病，是有用的。

  公开号：

  US20120238569A1

文献信息

• Aminomethylpyrimidines as allosteric enhancers of the GABAB receptors
  申请人：Malherbe Pari

  公开号：US20050197337A1

  公开（公告）日：2005-09-08

  The present invention relates to compounds of formula whereinX is —S— or —NH—; R 3 /R 4 together with the N-atom to which they are attached form a non aromatic 5, 6 or 7 membered ring, which optionally contains in addition to the N-atom one additional heteroatom selected from the group consisting of O, S and N, and wherein the ring is optionally substituted by hydroxy, lower alkyl, lower alkoxy, —NR 2 , —CONR 2 , —CO-lower alkyl or benzyl; or R 3 /R 4 form together with the N-atom to which they are attached a heterocyclic ring system, containing two or three rings and which optionally contains one or two additional heteroatoms selected from the group consisting of N and O and which has no more than 20 carbon atoms; and R, R 1 , R 2 , and R 5 are as defined herein and to pharmaceutically suitable acid addition salts thereof. It has been found that the compounds of the invention are active on the GABA B receptor and therefore are useful for the treatment of anxiety, depression, epilepsy, schizophrenia, cognitive disorders, spasticity and skeletal muscle rigidity, spinal cord injury, multiple sclerosis, amyotrophic lateral sclerosis, cerebral palsy, neuropathic pain and craving associated with cocaine and nicotine, psychosis, panic disorder, posttraumatic stress disorders and gastro-intestinal disorders.

  本发明涉及具有以下公式的化合物：其中X是-S-或-NH-；R3/R4与它们所连接的N原子一起形成一个非芳香性的5、6或7元环，该环除了N原子外，还可以选择性地包含一个额外的杂原子，该杂原子选自O、S和N的组中，并且环可以选择性地被羟基、低级烷基、低级烷氧基、-NR2、-CONR2、-CO-低级烷基或苄基取代；或者R3/R4与它们所连接的N原子一起形成一个含有两个或三个环的杂环体系，该体系可以选择性地包含一个或两个额外的杂原子，这些杂原子选自N和O的组中，并且含有的碳原子数不超过20个；以及R、R1、R2和R5如本文所述，以及药用适当的酸加成盐。已经发现，本发明的化合物对GABAB受体具有活性，因此可用于治疗焦虑、抑郁、癫痫、精神分裂症、认知障碍、痉挛和骨骼肌僵直、脊髓损伤、多发性硬化症、肌萎缩侧索硬化症、脑瘫、神经性疼痛以及与可卡因和尼古丁相关的渴望、精神疾病、恐慌症、创伤后应激障碍和胃肠功能障碍。
• [EN] 4- (SULFANYL-PYRIMIDIN-4-YLMETHYL) -MORPHOLINE DERIVATIVES AND RELATED COMPOUNDS AS GABA RECEPTOR LIGANDS FOR THE TREATMENT OF ANXIETY, DEPRESSION AND EPILEPSY<br/>[FR] DERIVES DE 4-(SULFANYL-PYRIMIDINE-4-YLMETHYLE)-MORPHOLINE ET COMPOSES ASSOCIES UTILISES EN TANT QUE LIGANDS RECEPTEURS GABA DANS LE TRAITEMENT DE L'ANXIETE, DE LA DEPRESSION ET DE L'EPILEPSIE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005094828A1

  公开（公告）日：2005-10-13

  The present invention relates to compounds of Formula (I) wherein X is -S- or -NH-; R1 is alkyl, alkenyl, arylalkyl, arylalkenyl or aryl-O-alkyl, wherein the aryl groups are optionally substituted by one or more substituents, selected from the group consisting of lower alkyl, lower alkoxy, halogen or lower halogen-alkyl; R2 is hydrogen, lower alkyl or cycloalkyl; R3/R4 may form together with the N-atom to which they are attached a non aromatic5, 6 or 7 membered ring, which may contain in addition to the N-atom one additional heteroatom selected from the group consisting of O, S or N, and wherein the ring is optionally substituted by hydroxy, lower alkyl, lower alkoxy, -NR2, -CONR2, -CO-lower alkyl or benzyl; or may form together with the N-atom to which they are attached a heterocyclic ring system, containing at least two rings and which may contain one or two additional heretoatoms, selected from the group consisting of N or O; R is hydrogen or lower alkyl; R5 is hydrogen or lower alkyl; and to pharmaceutically suitable acid addition salts thereof. It has been found that the compounds are active on the GABAB receptor and therefore useful for the treatment of anxiety, depression, epilepsy, schizophrenia, cognitive disorders, spasticity and skeletal muscle rigidity, spinal cord injury, multiple sclerosis, amyotrophic lateral sclerosis, cerebral palsy, neuropathic pain and craving associated with cocaine and nicotine, psychosis, panic disorder, posttraumatic stress disorders or gastro-intestinal disorders.

  本发明涉及公式(I)所示的化合物，其中X是-S-或-NH-；R1是烷基、烯基、芳烷基、芳烯基或芳基-O-烷基，其中芳基可被选自低烷基、低烷氧基、卤素或低卤代烷基的一个或多个取代基所取代；R2是氢、低烷基或环烷基；R3/R4可与它们所连接的N原子共同形成一个非芳香性的5、6或7元环，该环除了N原子外，还可包含一个选自O、S或N的附加杂原子，并且该环可被羟基、低烷基、低烷氧基、-NR2、-CONR2、-CO-低烷基或苄基所取代；或者可与它们所连接的N原子共同形成一个含有至少两个环的杂环体系，该体系可包含一个或两个选自N或O的附加杂原子；R是氢或低烷基；R5是氢或低烷基；以及涉及药用适宜的酸加成盐。已经发现，这些化合物对GABAB受体具有活性，因此可用于治疗焦虑、抑郁、癫痫、精神分裂症、认知障碍、痉挛和骨骼肌僵直、脊髓损伤、多发性硬化症、肌萎缩性侧索硬化症、脑瘫、神经性疼痛以及与可卡因和尼古丁相关的渴望、精神疾病、恐慌症、创伤后应激障碍或胃肠功能紊乱。
• 4-(Isoxazol-3-yl)pyrimidines from Pyrimidinyl Nitrile Oxides
  作者：Mark Kurth、Wonken Choung、Beth Lorsbach、Thomas Sparks、James Ruiz

  DOI：10.1055/s-0028-1087346

  日期：2008.12

  The 1,3-dipolar cycloaddition reaction of pyrimidinyl aldoxime derived nitrile oxides and alkynes delivers 4-(isoxazol-3-yl)pyrimidines. The procedures reported accommodate three points of diversification around this bisheterocyclic scaffold and the resulting library of compounds has been added to the National Institutes of Health repository (ca. 10 mg of each with >90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database.

  嘧啶基醛肟（pyrimidinyl aldoxime）衍生的腈氧化物与炔烃发生 1,3-二极环化反应，生成 4-（异噁唑-3-基）嘧啶。所报告的程序围绕该双杂环支架实现了三个多样化点，由此产生的化合物库已被添加到美国国立卫生研究院（National Institutes of Health）的储存库中（每种化合物约 10 毫克，纯度大于 90%），用于试验性生物医学研究，其生物测定数据可从美国国家生物技术信息中心（National Center for Biotechnology Information）的 PubChem 数据库中获取。
• Aminomethylpyrimidines as allosteric enhancers of the GABAB receptors
  申请人：Hoffmann-La Roche Inc.

  公开号：US07351700B2

  公开（公告）日：2008-04-01

  The present invention relates to compounds of formula wherein X is —S— or —NH—; R3/R4 together with the N-atom to which they are attached form a non aromatic 5, 6 or 7 membered ring, which optionally contains in addition to the N-atom one additional heteroatom selected from the group consisting of O, S and N, and wherein the ring is optionally substituted by hydroxy, lower alkyl, lower alkoxy, —NR2, —CONR2, —CO-lower alkyl or benzyl; or R3/R4 form together with the N-atom to which they are attached a heterocyclic ring system, containing two or three rings and which optionally contains one or two additional heteroatoms selected from the group consisting of N and O and which has no more than 20 carbon atoms; and R, R1, R2, and R5 are as defined herein and to pharmaceutically suitable acid addition salts thereof. It has been found that the compounds of the invention are active on the GABAB receptor and therefore are useful for the treatment of anxiety, depression, epilepsy, schizophrenia, cognitive disorders, spasticity and skeletal muscle rigidity, spinal cord injury, multiple sclerosis, amyotrophic lateral sclerosis, cerebral palsy, neuropathic pain and craving associated with cocaine and nicotine, psychosis, panic disorder, posttraumatic stress disorders and gastro-intestinal disorders.

  本发明涉及式为的化合物其中X为—S—或—NH—；R3/R4与它们所附着的N原子形成一个非芳香性的5、6或7元环，该环选自包含O、S和N中的一个额外杂原子的群体，且该环可由羟基、低烷基、低烷氧基、—NR2、—CONR2、—CO-低烷基或苄基取代；或R3/R4与它们所附着的N原子形成一个杂环系统，其中包含两个或三个环，该系统选自包含N和O中的一个或两个额外杂原子的群体，且该系统的碳原子数不超过20；以及R、R1、R2和R5的定义如本文所述和其药物上适宜的酸盐。发现本发明的化合物对GABAB受体具有活性，因此可用于治疗焦虑、抑郁、癫痫、精神分裂症、认知障碍、痉挛和骨骼肌僵硬、脊髓损伤、多发性硬化症、肌萎缩侧索硬化、脑瘫、神经痛以及与可卡因和尼古丁相关的渴望、精神病、惊恐障碍、创伤后应激障碍和胃肠道疾病的治疗。
• Thiazole and thiophene compounds
  申请人：Gillespie Paul

  公开号：US08404859B2

  公开（公告）日：2013-03-26

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of inflammatory diseases and disorders such as, for example, asthma and COPD.

  本文提供的是公式（I）的化合物及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及其含有它们的药物组合物，可用于治疗炎症性疾病和疾病，例如哮喘和慢性阻塞性肺疾病。