5-chloromethyl-3-hydroxyisoxazole | 2682-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-chloromethyl-3-hydroxyisoxazole
• 英文别名: 3-hydroxy-5-isoxazolylmethyl chloride；5-(chloromethyl)-1,2-oxazol-3-one
• CAS: 2682-41-9
• 化学式: C₄H₄ClNO₂
• mdl: MFCD00227539
• 分子量: 133.534
• InChiKey: DZYGNTRDQYBNTF-UHFFFAOYSA-N

物化性质

• 熔点：
  97-101 °C
• 密度：
  1.390±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-chloromethyl-3-hydroxyisoxazole 在 氨 作用下， 以 水 为溶剂， 以34%的产率得到蝇蕈醇
  参考文献：
  名称：

  Structure elucidation of pantherine, a flycidal alkaloid from Amanita pantherina (DC.) Fr.

  摘要：

  通过光谱实验及与合成化合物的化学关联，鉴定出Pantherine为5-氨基甲基-3-羟基异恶唑。

  DOI：

  10.1248/cpb.33.1083
• 作为产物：
  描述：

  4-Chloro-but-2-ynoic acid hydroxyamide 以 甲醇 、 水 为溶剂， 反应 10.0h， 生成 5-chloromethyl-3-hydroxyisoxazole
  参考文献：
  名称：

  麝香酚的简便合成

  摘要：

  由炔丙基氯经三步合成了具有精神活性的异恶唑麝香酚10。

  DOI：

  10.1016/s0040-4039(01)92445-1

文献信息

• Zur Kenntnis der<scp>VAN</scp>S<scp>LYKE</scp>-Reaktion des Muscimols und anderer 3-Hydroxyisoxazole. 32. Mitteilung über Inhaltsstoffe von Fliegenpilzen
  作者：M. Fràter-Schröder、R. Good、C. H. Eugster

  DOI：10.1002/hlca.19690520321

  日期：——

  3-Hydroxyisoxazole werden unter sehr milden Bedingungen zu instabilen N-Nitrosoverbindungen nitrosiert, welche in verdünnter Essigsäure rasch in N2O und CO2 zerfallen. Die Reaktion kann als Mikromethode zur Erkennung von 3-Hydroxyisoxazolen benutzt werden.

  3-羟基异恶唑在室温下逐渐变柔和。Bedingungen zu instabilen N-Nitrosoverbindungen nitrosiert，在N 2 O和CO 2 zerfallen中的VerdünnterEssigsäurerasch中使用。脱氧核糖核酸3-羟基异恶唑酮衍生物。
• Isoxazolinone derivatives, process for their preparation and
  申请人：Sankyo Company, Limited

  公开号：US04579860A1

  公开（公告）日：1986-04-01

  Compounds of formula (I): ##STR1## (wherein R.sup.1 represents a hydrogen or halogen atom R.sup.2 represents an alkyl, alkenyl, alkynyl, optionally substituted aralkyl or optionally substituted aryl group and A represents a sulphur atom or a sulphinyl or sulphonyl group) have insecticidal and acaricidal activity and, when formulated in suitable compositions for agricultural or horticultural use, can be used to protect plants from attack by insects or acarids.

  式(I)的化合物：##STR1##（其中R.sup.1代表氢或卤素原子，R.sup.2代表烷基，烯基，炔基，可选取代的芳基烷基或可选取代的芳基基团，A代表硫原子或磺酰基或磺酸基）具有杀虫和杀螨活性，并且当制成适用于农业或园艺用的合适配方时，可用于保护植物免受昆虫或螨类的攻击。
• Carbamoyloxy-isoxazole derivatives, their preparation and insecticidal
  申请人：Sankyo Company Limited

  公开号：US04892882A1

  公开（公告）日：1990-01-09

  Compounds of formula (I): ##STR1## (wherein: R.sup.1 represents a hydrogen atom or a halogen atom; R.sup.2 represents a C.sub.1 -C.sub.6 alkyl group; and A represents an oxygen atom, a sulphur atom, a sulphinyl group or a sulphonyl group) have good insecticidal activity coupled with a low toxicity to warm-blooded animals. Compounds in which A represents an oxygen or sulphur atom can be prepared by reacting a corresponding alkali metal alkoxide or mercaptide with the corresponding 3-dimethylcarbamoyloxy-5-halomethylisoxazole derivative, while compounds where A represents a sulphinyl or sulphonyl group may be prepared by oxidizing the corresponding compound wherein A represents a sulphur atom. The compounds may be formulated with conventional insecticidal carriers or diluents and exhibit a synergistic increase in activity when combined with various known organic phosphate and carbamate insecticides.

  式(I)化合物：##STR1##（其中：R.sup.1代表氢原子或卤素原子；R.sup.2代表C.sub.1-C.sub.6烷基；A代表氧原子、硫原子、磺酰基或亚磺酰基）具有良好的杀虫活性，同时对温血动物的毒性较低。其中A代表氧原子或硫原子的化合物可通过将相应的碱金属醇盐或巯基盐与相应的3-二甲基氨基甲酰氧基-5-卤甲基异噁唑衍生物反应制备，而A代表亚磺酰基或磺酰基的化合物可通过氧化A代表硫原子的相应化合物制备。这些化合物可以与传统的杀虫剂载体或稀释剂配制，当与各种已知的有机磷和氨基甲酸酯类杀虫剂结合时，表现出协同增强的活性。
• SUBSTITUTED THIAZOLIDINEDIONE INDAZOLES, INDOLES AND BENZOTRIAZOLES AS ESTROGEN-RELATED RECEPTOR-a MODULATORS
  申请人：Bignan Gilles

  公开号：US20110294780A1

  公开（公告）日：2011-12-01

  The present invention relates to compounds of Formula (I), methods for preparing these compounds, compositions, intermediates and derivatives thereof and for treating a condition including but not limited to ankylosing spondylitis, artherosclerosis, arthritis (such as rheumatoid arthritis, infectious arthritis, childhood arthritis, psoriatic arthritis, reactive arthritis), bone-related diseases (including those related to bone formation), breast cancer (including those unresponsive to anti-estrogen therapy), cardiovascular disorders, cartilage-related disease (such as cartilage injury/loss, cartilage degeneration, and those related to cartilage formation), chondrodysplasia, chondrosarcoma, chronic back injury, chronic bronchitis, chronic inflammatory airway disease, chronic obstructive pulmonary disease, diabetes, disorders of energy homeostasis, gout, pseudogout, lipid disorders, metabolic syndrome, multiple myeloma, obesity, osteoarthritis, osteogenesis imperfecta, osteolytic bone metastasis, osteomalacia, osteoporosis, Paget's disease, periodontal disease, polymyalgia rheumatica, Reiter's syndrome, repetitive stress injury, hyperglycemia, elevated blood glucose level, and insulin resistance.

  本发明涉及式（I）的化合物，制备这些化合物的方法，组合物，中间体和衍生物，以及治疗包括但不限于强直性脊柱炎，动脉硬化，关节炎（如类风湿性关节炎，感染性关节炎，儿童关节炎，银屑病性关节炎，反应性关节炎），与骨相关的疾病（包括与骨形成有关的疾病），乳腺癌（包括对抗雌激素治疗无效的乳腺癌），心血管疾病，软骨相关疾病（如软骨损伤/丧失，软骨退化以及与软骨形成有关的疾病），软骨发育不良，软骨肉瘤，慢性背部损伤，慢性支气管炎，慢性炎症性气道疾病，慢性阻塞性肺疾病，糖尿病，能量平衡失调的疾病，痛风，假性痛风，脂质代谢紊乱，代谢综合征，多发性骨髓瘤，肥胖症，骨关节炎，成骨不全症，骨转移性溶骨症，软骨软化症，骨质疏松症，帕吉特病，牙周病，多肌痛性类风湿，Reiter综合征，重复性应力损伤，高血糖，血糖水平升高和胰岛素抵抗等疾病的治疗。
• Substituted thiazolidinedione indazoles, indoles and benzotriazoles as estrogen-related receptor-α modulators
  申请人：Bignan Gilles

  公开号：US08796256B2

  公开（公告）日：2014-08-05

  The present invention relates to compounds of Formula (I), methods for preparing these compounds, compositions, intermediates and derivatives thereof and for treating a condition including but not limited to ankylosing spondylitis, artherosclerosis, arthritis (such as rheumatoid arthritis, infectious arthritis, childhood arthritis, psoriatic arthritis, reactive arthritis), bone-related diseases (including those related to bone formation), breast cancer (including those unresponsive to anti-estrogen therapy), cardiovascular disorders, cartilage-related disease (such as cartilage injury/loss, cartilage degeneration, and those related to cartilage formation), chondrodysplasia, chondrosarcoma, chronic back injury, chronic bronchitis, chronic inflammatory airway disease, chronic obstructive pulmonary disease, diabetes, disorders of energy homeostasis, gout, pseudogout, lipid disorders, metabolic syndrome, multiple myeloma, obesity, osteoarthritis, osteogenesis imperfecta, osteolytic bone metastasis, osteomalacia, osteoporosis, Paget's disease, periodontal disease, polymyalgia rheumatica, Reiter's syndrome, repetitive stress injury, hyperglycemia, elevated blood glucose level, and insulin resistance.

  本发明涉及化合物I式，制备这些化合物的方法，组成物，中间体和衍生物以及治疗包括但不限于强直性脊柱炎，动脉粥样硬化，关节炎（如类风湿性关节炎，感染性关节炎，儿童关节炎，银屑病性关节炎，反应性关节炎），与骨相关的疾病（包括与骨形成有关的疾病），乳腺癌（包括对抗雌激素治疗无效的乳腺癌），心血管疾病，软骨相关疾病（如软骨损伤/丢失，软骨退化以及与软骨形成有关的疾病），软骨发育不良，软骨肉瘤，慢性背部损伤，慢性支气管炎，慢性炎症性气道疾病，慢性阻塞性肺疾病，糖尿病，能量稳态失调疾病，痛风，假性痛风，脂质代谢异常，代谢综合征，多发性骨髓瘤，肥胖症，骨关节炎，成骨不全症，骨转移性溶骨病，骨软化症，骨质疏松症，Paget病，牙周病，多肌痛性类风湿，Reiter综合征，重复性应力损伤，高血糖，血糖升高和胰岛素抵抗等疾病的方法。