1-(3-chloro-4-fluorophenyl) butane-1,3-dione | 38440-12-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-chloro-4-fluorophenyl) butane-1,3-dione
• 英文别名: 1-(3-chloro-4-fluorophenyl)butane-1,3-dione；3-chloro-4-fluorobenzoylacetone；1-(3-chloro-4-fluoro-phenyl)-butane-1,3-dione
• CAS: 38440-12-9
• 化学式: C₁₀H₈ClFO₂
• 分子量: 214.624
• InChiKey: ABFIMSUVEDTLSG-UHFFFAOYSA-N

物化性质

• 沸点：
  325.2±32.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-chloro-4-fluorophenyl) butane-1,3-dione 在 sodium acetate 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 31.0h， 生成 1-(4-(3-Chloro-4-fluorophenyl)-8-phenylpyrazolo(5,1-c)(1,2,4)triazin-3-yl)ethanone
  参考文献：
  名称：

  Joshi; Pathak; Garg, Journal of the Indian Chemical Society, 1983, vol. 60, # 11, p. 1074 - 1076

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-4-氟苯乙酮 、 乙酸乙酯 在 sodium amide 作用下， 以 乙醚 为溶剂， 生成 1-(3-chloro-4-fluorophenyl) butane-1,3-dione
  参考文献：
  名称：

  Joshi; Pathak; Garg, Journal of the Indian Chemical Society, 1983, vol. 60, # 11, p. 1074 - 1076

  摘要：

  DOI：

文献信息

• [EN] GAMMA SECRETASE MODULATERS<br/>[FR] MODULATEURS DE GAMMA-SECRÉTASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011092272A1

  公开（公告）日：2011-08-04

  The invention relates to compounds of formula ( I ) wherein R1/R1' are independently from each other hydrogen, halogen, lower alkoxy or cyano; R2 is lower alkyl, halogen, lower alkoxy, lower alkyl substituted by halogen, lower alkoxy substituted by halogen, lower alkyl substituted by OR, =0, -C(O)O-lower alkyl, -C(O)NH-lower alkyl, cyano, CH2-O-lower alkyl, cycloalkyl, NRR'or is -O-(CH2)o-phenyl optionally substituted by halogen, or is -(CH2)o-phenyl optionally substituted by one, two or three substituents, selected from halogen, -(CH2)o-cyano, lower alkyl, lower alkyl substituted by halogen, lower alkyl substituted by hydroxy, C(O)H, -CH2-NH2-, -CH2-NH-C(O)O-lower alkyl, -CH2-NH-C(O)-lower alkyl, -CH2-NH-lower alkyl, -CH2-NH-S(O)2-lower alkyl, lower alkoxy or by lower alkoxy substituted by halogen, or is -(CH2)o-cycloalkyl, or is -(CH2)o-heterocycloalkyl which is optionally substituted by halogen, CF3, lower alkyl, -CH2CN, -C(O)-lower alkyl, -C(O)O-lower alkyl or S(O)2-lower alkyl, or is heteroaryl selected from the group consisting of furanyl, pyrazinyl, pyridinyl, benzooxazolyl or benzoimidazolyl which are optionally substituted by lower alkyl, or is 4-methyl-3,4-dihydro-2H-benzo[l,4]oxazine R and R' are independently from each other hydrogen or lower alkyl, and o is 0 or 1; R3 may occur once or twice and is lower alkyl; A is Formula a), b), c), d), e), f), h), i), j) and Formula k); R2' is hydrogen, lower alkyl, lower alkyl substituted by halogen, C(O)-lower alkyl, S(O)2-lower alkyl or phenyl optionally substituted by halogen; hetaryl is a 5 or 6 membered N, S or O-containing heteroaryl group; n is O, 1, 2 or 3; if n is 2 or 3, R2 may be the same or not; or to pharmaceutically active acid addition salts thereof. The present compounds of formula ( I ) are modulators for amyloid beta and thus, they may be useful for the treatment or prevention of a disease associated with the deposition of β-amyloid in the brain, in particular Alzheimer's disease, and other diseases such as cerebral amyloid angiopathy, hereditary cerebral hemorrhage with amyloidosis, Dutch-type (HCHWA-D), multi- infarct dementia, dementia pugilistica and Down syndrome.

  该发明涉及以下式（I）的化合物，其中R1/R1'分别独立地为氢、卤素、较低的烷氧基或氰基；R2为较低的烷基、卤素、较低的烷氧基、卤素取代的较低烷基、卤素取代的较低烷氧基、取代的较低烷基OR、=0、-C(O)O-较低烷基、-C(O)NH-较低烷基、氰基、CH2-O-较低烷基、环烷基、NRR'或为-O-(CH2)o-苯基，可选择地取代为卤素，或为-(CH2)o-苯基，可选择地取代为一个、两个或三个取代基，选自卤素、-(CH2)o-氰基、较低烷基、卤素取代的较低烷基、羟基取代的较低烷基、C(O)H、-CH2-NH2-、-CH2-NH-C(O)O-较低烷基、-CH2-NH-C(O)-较低烷基、-CH2-NH-较低烷基、-CH2-NH-S(O)2-较低烷基、较低烷氧基或取代的较低烷氧基，或为-(CH2)o-环烷基，或为-(CH2)o-杂环烷基，可选择地取代为卤素、CF3、较低烷基、-CH2CN、-C(O)-较低烷基、-C(O)O-较低烷基或S(O)2-较低烷基，或为杂芳基，选自呋喃基、吡嗪基、吡啶基、苯并噁唑基或苯并咪唑基，可选择地取代为较低烷基，或为4-甲基-3,4-二氢-2H-苯并[l,4]噁啉，R和R'分别独立地为氢或较低烷基，o为0或1；R3可能出现一次或两次，为较低烷基；A为式a)、b)、c)、d)、e)、f)、h)、i)、j)和式k)；R2'为氢、较低烷基、卤素取代的较低烷基、C(O)-较低烷基、S(O)2-较低烷基或可选择地取代为卤素的苯基；hetaryl为5或6成员的含氮、硫或氧的杂芳基；n为O、1、2或3；如果n为2或3，R2可能相同也可能不同；或其药用活性酸盐。该式（I）的化合物是淀粉样蛋白β的调节剂，因此，它们可能对与大脑中β-淀粉样蛋白沉积相关的疾病的治疗或预防有用，特别是阿尔茨海默病，以及其他疾病，如脑淀粉样血管病、遗传性淀粉样脑出血症，荷兰型（HCHWA-D），多梗死性痴呆、拳击性痴呆和唐氏综合征。
• GAMMA SECRETASE MODULATORS
  申请人：Baumann Karlheinz

  公开号：US20110190269A1

  公开（公告）日：2011-08-04

  The invention relates to compounds of formula wherein R 1 , R 1′ , R 2 , R 3 , n, A, and hetaryl are defined herein or to pharmaceutically active acid addition salts thereof. The present compounds of formula I are modulators for amyloid beta and thus, they may be useful for the treatment or prevention of a disease associated with the deposition of β-amyloid in the brain, in particular Alzheimer's disease, and other diseases such as cerebral amyloid angiopathy, hereditary cerebral hemorrhage with amyloidosis, Dutch-type (HCHWA-D), multi-infarct dementia, dementia pugilistica and Down syndrome.

  该发明涉及以下式的化合物 其中R 1 ，R 1′ ，R 2 ，R 3 ，n，A和hetaryl在此处定义，或其药用活性酸盐。式I的这些化合物是淀粉样蛋白β的调节剂，因此它们可能对与大脑中β-淀粉样蛋白沉积相关的疾病的治疗或预防有用，特别是阿尔茨海默病，以及其他疾病，如脑淀粉样血管病，遗传性脑出血伴有淀粉样变性，荷兰型（HCHWA-D），多梗死性痴呆，拳击性痴呆和唐氏综合征。
• Studies in fluorinated β-diketones and related compounds—III
  作者：Krishna C. Joshi、Vijai N. Pathak

  DOI：10.1016/0022-1902(73)80015-6

  日期：1973.9

  Thirty-three new tetrakis rare earth chelate salts of the type: Piperidinium+ [(Ar-COCH-CO-R)4]−, have been prepared and characterized. Eighteen of these complexes have been examined for their fluorescence properties in solid state at 77°K. Correlations have been drawn between the fluorescence spectra and the possible site symmetries of the Eu3+ ion in europium tetrakis chelates. The i.r. of eighteen

  已经制备和表征了33种新的四烷基稀土螯合物盐：哌啶鎓+ [（Ar-COCH-CO-R）4 ] -。已经检查了这些复合物中的18种在77°K固态下的荧光性质。已经在四ki化ates螯合物的荧光光谱和Eu 3+离子的可能位点对称性之间绘制了相关性。已经研究了18个配合物的ir，特别是参考了四配位体的结构考量。还讨论了Ar和R对拉伸频率和拉伸频率的影响。
• Joshi; Pathak; Garg, Journal of the Indian Chemical Society, 1981, vol. 58, # 12, p. 1180 - 1181
  作者：Joshi、Pathak、Garg

  DOI：——

  日期：——
• SYNTHESIS OF SOME 1-FLUOROARYL-1,3-DIKETONES, BIS(1,3-DIKETONATO)COPPER(II), BIS(1,3-DIKETONATO)DIOXOURANIUM(VI), AND THEIR ELECTROPHILIC SUBSTITUTION REACTIONS
  作者：Vijai N. Pathak、Chandra K. Oza、Ragini Gupta、Ranjana Tiwari、Sarita Chaudhary

  DOI：10.1081/sim-120013154

  日期：2002.11.2

  Some 1-fluoroaryl-1,3-diketones were prepared by treatment of methyl 1-fluoroaryl ketone with ethyl acetate, ethyl fluoroacetate or ethyl pentafluoropropionate in the presence of sodamide which were characterized in the form of their copper chelates. 1-Substituted-aryl-1,3-diketones (la-h) in turn on treatment with uranyl acetate afforded corresponding bis(1,3-diketonato) dioxouranium(VI) (3a-f). Bis(1,3-diketonato)dioxouranium(VI) (3a-f) when subjected to electrophilic bromination or nitration reactions yielded bis(2-bromo1,3-diketonato)dioxouranium(VI) (4a-e) and bis(2-nitro-I,3-diketonato)dioxouranium(VI) (5a-e), respectively. The bonding mode of the ligands to the uranium ion has also been determined from IR and H-1 NMR spectral studies.