4-(3-methylbutyloxy)phenylacetic acid | 55784-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3-methylbutyloxy)phenylacetic acid
• 英文别名: (4-isopentyloxy-phenyl)-acetic acid；(4-Isopentyloxy-phenyl)-essigsaeure；[4-(isopentyloxy)phenyl]acetic acid；2-[4-(3-methylbutoxy)phenyl]acetic acid
• CAS: 55784-09-3
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: ZLBCGSCMPBSKFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-methylbutyloxy)phenylacetic acid 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 3-(4-(isopentyloxy)phenyl)-4-oxo-4H-chromen-7-yl octanoate
  参考文献：
  名称：

  新的杂环异黄酮衍生物的致线虫和血吸虫性液晶：合成，表征和X射线衍射研究

  摘要：

  摘要一系列由八种异黄酮酸酯，7-烷酰氧基-3- [4'-（3-甲基丁氧基苯基）]-4H -1-苯并吡喃-4-酮组成的新液晶，具有对映向列性（N）和近晶C（合成并研究了SmC）相。通过差示量热法和偏振光学显微镜研究了所有衍生物的介晶性质。广角X射线衍射技术用于研究与分子间相互作用相关的分子堆积，以及这些化合物的热行为与其在中间相中的各向异性之间的相关性。

  DOI：

  10.1016/j.cclet.2010.09.018
• 作为产物：
  描述：

  1-溴代异戊烷 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 12.25h， 生成 4-(3-methylbutyloxy)phenylacetic acid
  参考文献：
  名称：

  [EN] MATRIX METALLOPROTEINASE INHIBITORS
  [FR] INHIBITEURS DE MÉTALLOPROTÉINASE MATRICIELLE

  摘要：

  公开号：

  WO2005016868A3

文献信息

• Matrix metalloproteinase inhibitors
  申请人：Holmes Ian

  公开号：US20060235074A1

  公开（公告）日：2006-10-19

  Compounds of Formula (I): wherein: R 1 is optionally substituted —C 4-12 alkyl, —C 2-10 alkylcycloalkyl, —C 2-6 alkylheterocycloalkyl, —C 2-6 alkylaryl, optionally substituted 5- or 6-membered aryl or heteroaryl with the proviso that R 2 in not pyridinyl; Z is a bond, CH 2 , O, S, SO, SO 2 , NR 4 , OCR 4 R 5 or CR 4 R 5 O; or Z, R 1 and Q together form an optionally substituted fused tricyclic group; Q is an optionally substituted 5- or 6-membered aryl or heteroaryl ring; X is COR 3 ; R 2 is CONH 2 , CO 2 H, CO 2 R 7 , SO 2 R 7 or SO 2 NR 8 R 9 , with the proviso that R 2 is not CO 2 R 7 , when X is CONH 2 ; R 3 is OR 6 or NR 8 R 9 ; R 4 and R 5 each independently is H, C 1-6 alkyl or C 1-4 alkylaryl; R 6 is H or C 1-6 alkyl; R 7 is C 1-6 alkyl; and R 8 and R 9 each independently is H or C 1-6 alkyl; or R 8 and R 9 together with the nitrogen atom to which they are attached form a 5- or 6-membered ring which may optionally include 1 or more further heteroatoms selected from O, S and N; or physiologically functional derivatives thereof, with the proviso that formula (I) compounds are not: [3-(acetylamino)-4-cyclohexylphenyl]-butanedioic acid and 3-(acetylamino)-4-cyclohexylphenyl]-butanedioic acid diethyl ether; butanedioic acid [3-methoxy-4-(phenylmethoxy)phenyl]; or butanedioic acid [4-(phenylmethoxy)phenyl]; and with the proviso that when R 1 is C 4-12 alkyl, Z is other than a bond, O or CH 2 ; and physiologically functional derivatives thereof, processes for their preparation, pharmaceutical formulations containing them and their use as inhibitors of matrix metallproteinase enzymes (MMPs) are described.

  式(I)的化合物：其中：R1是可选取代的—C4-12烷基，—C2-10烷基环烷基，—C2-6烷基杂环烷基，—C2-6烷基芳基，可选取代的5-或6-成员芳基或杂芳基，但R2不是吡啶基；Z是键，CH2，O，S，SO，SO2，NR4，OCR4R5或CR4R5O；或Z，R1和Q一起形成可选取代的融合三环基团；Q是可选取代的5-或6-成员芳基或杂芳基环；X是COR3；R2是CONH2，CO2H，CO2R7，SO2R7或SO2NR8R9，但当X是CONH2时，R2不是CO2R7；R3是OR6或NR8R9；R4和R5各自独立地是H，C1-6烷基或C1-4烷基芳基；R6是H或C1-6烷基；R7是C1-6烷基；R8和R9各自独立地是H或C1-6烷基；或R8和R9与它们所附着的氮原子一起形成一个可选取代的5-或6-成员环，该环可能包括1个或多个进一步选择的杂原子，包括O、S和N；或其生理学功能衍生物，但式(I)化合物不包括：[3-(乙酰氨基)-4-环己基苯基]-丁二酸和[3-(乙酰氨基)-4-环己基苯基]-丁二酸二乙醚；丁二酸[3-甲氧基-4-(苯基甲氧基)苯基]；或丁二酸[4-(苯基甲氧基)苯基]；以及其制备方法，含有它们的制药配方和作为基质金属蛋白酶酶（MMPs）抑制剂的用途。
• Synthesis and Phase Behavior of New Isoflavone Derivatives: Crystal Structure of 7-Hexyloxy-3-[4′-(3-methylbutyloxy)phenyl]-4H-1-benzopyran-4-one
  作者：Guan-Yeow Yeap、Wan-Sinn Yam、Daisuke Takeuchi、Masaki Kakeya、Kohtaro Osakada

  DOI：10.1080/15421400801914723

  日期：2008.3.20

  This article describes the synthesis and mesomorophic behavior of a novel homologous series of 7-alkyloxy-3-[4'-(3-methylbutyloxyphenyl)-4H-1-benzopyran-4-one. The title compounds were made up of central isoflavone core with branched and linear alkyloxy terminal chains at C-4' and C-7, respectively. The influences of linear alkyloxy terminal chain in different length of OR (where R=CnH2n+1; even number of n ranging from 4 to 18) were discussed. The thermal behavior especially the phase transition and respective enthalpy values of the compounds thus synthesized were analyzed using differential scanning calorimetry. The occurrence of mesophases under the polarized light has suggested the molecular orientation and arrangement of the title compounds. The molecular structure of compound 7-hexyloxy-3-[4'-(3methylbutyloxyphenyl)]-4H-1-benzopyran-4-one in crystal phase was confirmed by single-crystal X-ray diffraction of which the space group is P-1(#2) with the lattice parameters a=6.100(5) angstrom , b=11.704(10) angstrom , c=17.082(17) angstrom , alpha=80.85(4)degrees, beta=85.56(4)degrees, gamma=72.48(3)degrees, and V=1147.6(18) angstrom(3). The elongated alkyloxy terminal chains were found to be fully stretched in solid phase. All present compounds except the derivative with R=C4H9 were smectogenic.
• MNDZHOYAN O. L.; PAXLEVANYAN M. Z.; MELKONYAN D. A.; GERASIMYAN D. A., ARM. XIM. ZH. <AUKZ-AN>, 1974, 27, HO 12, 1051-1055
  作者：MNDZHOYAN O. L.、 PAXLEVANYAN M. Z.、 MELKONYAN D. A.、 GERASIMYAN D. A.

  DOI：——

  日期：——
• MATRIX METALLOPROTEINASE INHIBITORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1654218A2

  公开（公告）日：2006-05-10
• US7476759B2
  申请人：——

  公开号：US7476759B2

  公开（公告）日：2009-01-13