4-chloro-3-hydroxy-1-methyl-5-trifluoromethylpyrazole | 121303-78-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 4-chloro-3-hydroxy-1-methyl-5-trifluoromethylpyrazole
• 英文别名: 5-Trifluoromethyl-4-chloro-3-hydroxy-1-methylpyrazole；4-chloro-3-hydroxy-1-methyl-5-trifluromethylpyrazole；5-trifluoromethyl-4-chloro-3-hydroxy-1 methyl pyrazole；3H-Pyrazol-3-one, 4-chloro-1,2-dihydro-1-methyl-5-(trifluoromethyl)-；4-chloro-2-methyl-3-(trifluoromethyl)-1H-pyrazol-5-one
• CAS: 121303-78-4
• 化学式: C₅H₄ClF₃N₂O
• 分子量: 200.548
• InChiKey: JNMGOISNDBCDBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-chloro-3-hydroxy-1-methyl-5-trifluoromethylpyrazole 在 亚硝酸特丁酯 、 铁粉 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 4-Chloro-1-methyl-5-trifluoromethyl-3-(4-trifluoromethyl-phenoxy)-1H-pyrazole
  参考文献：
  名称：

  Synthesis and QSAR of Herbicidal 3-Pyrazolyl α,α,α-Trifluorotolyl Ethers

  摘要：

  Pyrazole nitrophenyl ethers (PPEs) were recently identified as a novel class of chemistry exerting herbicidal effects by inhibition of protoporphyrinogen IX oxidase. This area of chemistry has been extended to include herbicidal pyrazolyl fluorotolyl ethers. In these compounds, a trifluoromethyl group substitutes for the 4'-nitro group found in the original herbicides and in ''classical'' nitrodiphenyl ether hebicides. Fluoroanisole pyrazole ethers, in which a trifluoromethoxy group replaces the nitro group of diphenyl ether herbicides, are also described. The shift from 4'-nitro to 4'-trifluoromethyl substitution, which is conservative in terms of electrostatics, produced a novel class of herbicide with substantial pre-emergent activity on narrowleaf weed species. Quantitative structure/activity relationships obtained with respect to substitution on the pyrazole ring and at the 3'-position of the fluorotolyl moiety can be summarized effectively by comparative molecular field analysis. In general, 5-methanesulfonyl fluorotoluidide ethers were found to be most active.

  DOI：

  10.1021/jf9601978
• 作为产物：
  描述：

  1,3-二氯-5,5-二甲基海因 、 3-羟基-1-甲基-5-三氟甲基-1H-吡唑 在 水 、 Brine 、 乙醚 、 magnesium sulfate 、 甲基环己烷 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以to give 2131 g of a tan solid, m.p. 136°-140° C.的产率得到4-chloro-3-hydroxy-1-methyl-5-trifluoromethylpyrazole
  参考文献：
  名称：

  Substituted 3-hydroxy pyrazoles

  摘要：

  本发明涉及一类5-卤代烷基-3-羟基-1-(C.sub.1-2烷基)吡唑，可用作苯氧吡唑除草剂活性类的前体。

  公开号：

  US04855442A1

文献信息

• [EN] TRICYCLIC PIPERIDINE COMPOUNDS<br/>[FR] COMPOSÉS PIPÉRIDINIQUES TRICYCLIQUES
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2016177690A1

  公开（公告）日：2016-11-10

  The present invention relates to compounds of the formula (I) wherein R1a, R1b, R2, R3, (R4)n and ring (A) are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), to methods for the preparation of such compounds of formula (I), and especially to their use as TPH modulators.

  本发明涉及式(I)的化合物，其中R1a、R1b、R2、R3、(R4)n和环(A)如描述中所述，其制备方法，其药学上可接受的盐，以及作为药物的用途，含有一个或多个式(I)化合物的药物组合物，制备这种式(I)化合物的方法，特别是作为TPH调节剂的用途。
• Herbicidal pyrazolyloxy and pyrazolylamino-benzotriazoles
  申请人：Imperial Chemical Industries plc

  公开号：US05190574A1

  公开（公告）日：1993-03-02

  A herbicidal compound of formula (I): ##STR1## in which the dotted line indicates the presence of two double bonds arranged so as to form a fused hetero-aromatic ring system; Py is an optionally substituted pyrazole ring; W is O or NR.sup.1 ; where R.sup.1 is hydrogen or lower alkyl; X is (CH.sub.2).sub.n, CH.dbd.CH, CH(OR.sup.5)CH.sub.2, COCH.sub.2 ; where n is 0, 1 or 2; R.sup.2 and R.sup.3 are independently selected from H, optionally substituted alkyl, alkenyl or alkynyl, halogen, NR.sup.6 R.sup.7, or R.sup.2 and R.sup.3 together with the carbon to which they are attached form an optionally substituted alkenyl or cycloalkyl group; R.sup.4 is CO.sub.2 R.sup.8, CN, COR.sup.8, CH.sub.2 OR.sup.8, CH(OH)R.sup.8, CH(OR.sup.8)R.sup.9, CSNH.sub.2, COSR.sup.8, CSOR.sup.8, CONHSO.sub.2 R.sup.8, CONR.sup.10 R.sup.11, CONHNR.sup.10 R.sup.11, CONHN.sup.+ R.sup.10 R.sup.11 R.sup.12 R.sup.14-, CO.sub.2.sup.- R.sup.15+ or COON.dbd.CR.sup.10 R.sup.11 ; R.sup.15+ is an agriculturally acceptable cation and R.sup.14- is an agriculturally acceptable anion. R.sup.5, R.sup.8 and R.sup.9 are independently selected from H or an optionally substituted alkyl, aryl, alkenyl or alkynyl group; R.sup.6, R.sup.7, R.sup.10, R.sup.11 and R.sup.12 are independently selected from H or an optionally substituted alkyl, alkenyl, aryl or alkynyl group; or any two of R.sup.6, R.sup.7, R.sup.10, R.sup.11 and R.sup.12 together with the atom to which they are attached form a cycloalkyl or heterocyclic ring. Processes for the preparation of these compounds and compositions containing them are also described.

  化学式（I）的除草化合物：##STR1## 其中虚线表示存在两个双键，排列成融合的杂环芳香环系统；Py是可选择取代的吡唑环；W是O或NR.sup.1；其中R.sup.1是氢或较低的烷基；X是（CH.sub.2).sub.n，CH.dbd.CH，CH(OR.sup.5)CH.sub.2，COCH.sub.2；其中n为0、1或2；R.sup.2和R.sup.3分别选自H、可选择取代的烷基、烯基或炔基、卤素、NR.sup.6 R.sup.7，或R.sup.2和R.sup.3与其连接的碳共同形成可选择取代的烯基或环烷基基团；R.sup.4是CO.sub.2 R.sup.8，CN，COR.sup.8，CH.sub.2 OR.sup.8，CH(OH)R.sup.8，CH(OR.sup.8)R.sup.9，CSNH.sub.2，COSR.sup.8，CSOR.sup.8，CONHSO.sub.2 R.sup.8，CONR.sup.10 R.sup.11，CONHNR.sup.10 R.sup.11，CONHN.sup.+ R.sup.10 R.sup.11 R.sup.12 R.sup.14-，CO.sub.2.sup.- R.sup.15+或COON.dbd.CR.sup.10 R.sup.11；R.sup.15+是农业可接受的阳离子，R.sup.14-是农业可接受的阴离子。R.sup.5、R.sup.8和R.sup.9分别选自H或可选择取代的烷基、芳基、烯基或炔基；R.sup.6、R.sup.7、R.sup.10、R.sup.11和R.sup.12分别选自H或可选择取代的烷基、烯基、芳基或炔基；或R.sup.6、R.sup.7、R.sup.10、R.sup.11和R.sup.12中的任意两个与其连接的原子共同形成环烷基或杂环状环。还描述了制备这些化合物和含有它们的组合物的方法。
• [EN] BICYCLONONENE DERIVATIVES AS RENIN INHIBITORS<br/>[FR] DÉRIVÉS DU BICYCLONONÈNE EMPLOYÉS EN TANT QU'INHIBITEURS DE LA RÉNINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2006021402A1

  公开（公告）日：2006-03-02

  The invention relates to novel bicyclononene derivatives of Formula (I); and the use thereof as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as inhibitors of renin.

  该发明涉及公式（I）的新型双环庚烯衍生物；以及其作为药物组合物中活性成分的用途。该发明还涉及相关方面，包括制备化合物的方法，含有其中一种或多种化合物的药物组合物，特别是它们作为肾素抑制剂的用途。
• Benzisoxazole compounds useful as herbicides
  申请人：Imperial Chemical Industries PLC

  公开号：US05176737A1

  公开（公告）日：1993-01-05

  A herbicidal compound of formula (I): ##STR1## in which Ar is an optionally substituted aryl or heterocyclic ring system: R.sup.1 and R.sup.2 are independently selected from H, optionally substituted alkyl, alkenyl or akynyl, halogen, NR.sup.a R.sup.b, or R.sup.1 and R.sup.2 together with the carbon to which they are attached form an optionally substituted alkenyl or cycloalkyl group; R.sup.3 is CO.sub.2 R.sup.4, CN, COR.sup.4, CH.sub.2 OR.sup.4, CH.sub.4 (OH)R.sup.4, CH(OR.sup.4)R.sup.5, CH.sub.2 OSO.sub.6 R.sup.4, CH.sub.2 OSO.sub.6 R.sub.4, CH.sub.2 ONR.sup.6 R.sup.7, CSNH.sub.2, COSR.sup.4, SCOR.sup.4, COHNSO.sub.2 R.sup.4, CONR.sup.6 R.sup.7, CONHNR.sup.6 R.sup.7, CONHN.sup.+ R.sup.6 R.sup.7 R.sup.8 Y.sup.-2, CO.sub.2.sup.- M.sup.+ or COON.dbd.CR.sup.6 R.sup.7 ; M.sup.+ is an agriculturally acceptable cation; Y.sup.- is an agriculturally acceptable anion; R.sup.4, and R.sup.5 are independently selected from H or an optionally substituted alkyl, aryl, alkenyl or alkynyl group; R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.a and R.sup.b are independently selected from H or an optionally substituted alkyl alkenyl, aryl or akynyl group or any two of R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.a and R.sup.b together with the atom to which they are attached form a cycloalkyl or heterocyclic ring; R.sup.6 and R.sup.7 may also be a heterocyclic ring; W is O or NR.sup.10 where R.sup.10 is H or lower alkyl; X is (CH.sub.2).sub.n, CH.dbd.CH, CH(OR.sup.c)CH.sub.2, COCH.sub.2 ; where R.sup.c is H or an optionally substituted alkyl, aryl, alkynyl or alkynyl group; and n is O, 1 or 2.

  化合物公式（I）的除草剂化合物：##STR1## 其中Ar是可选取代的芳基或杂环烷基系统：R1和R2独立选择自H、可选取代的烷基、烯基或炔基、卤素、NRaRb，或R1和R2与它们所附着的碳形成可选取代的烯基或环烷基基团；R3是CO2R4、CN、COR4、CH2OR4、CH4(OH)R4、CH(OR4)R5、CH2OSO6R4、CH2OSO6R4、CH2ONR6R7、CSNH2、COSR4、SCOR4、COHNSO2R4、CONR6R7、CONHNR6R7、CONHN+R6R7R8Y-2、CO2-M+或COON=CR6R7；M+是农业可接受的阳离子；Y-是农业可接受的阴离子；R4和R5独立选择自H或可选取代的烷基、芳基、烯基或炔基；R6、R7、R8、R9、Ra和Rb独立选择自H或可选取代的烷基、烯基、芳基或炔基，或其中任意两个与它们所附着的原子形成环烷基或杂环基；R6和R7也可以是杂环基；W是O或NR10，其中R10是H或较低的烷基；X是（CH2）n、CH=CH、CH(ORc)CH2、COCH2；其中Rc是H或可选取代的烷基、芳基、炔基或炔基；n为O、1或2。
• Substituted 4-(4-nitrophenoxy) pyrazoles and their use as herbicides
  申请人：Monsanto Company

  公开号：US04964895A1

  公开（公告）日：1990-10-23

  The present invention relates to certain novel substituted 3-(4-nitrophenoxy)pyrazoles and their use as herbicides.

  本发明涉及某些新型取代的3-(4-硝基苯氧基)吡唑并将其用作除草剂。