1-chloro-4-(4-methoxyphenyl)-2-butanol | 59363-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-chloro-4-(4-methoxyphenyl)-2-butanol
• 英文别名: 1-Chloro-4-(4-methoxyphenyl)butan-2-ol
• CAS: 59363-12-1
• 化学式: C₁₁H₁₅ClO₂
• 分子量: 214.692
• InChiKey: XFFILHDDZJJSDM-UHFFFAOYSA-N

物化性质

• 沸点：
  351.5±32.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-chloro-4-(4-methoxyphenyl)-2-butanol 在 sodium hydroxide 、 四正丁基硫酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 2-[2-(4-甲氧基苯基)乙基]环氧乙烷
  参考文献：
  名称：

  .beta.-Adrenergic blocking agents: substituted phenylalkanolamines. Effect of side-chain length on .beta.-blocking potency in vitro

  摘要：

  The synthesis of a group of potential beta-blockers bearing a new 5-ethoxysalicylamide substituent on nitrogen is described. These compounds were tested for beta-adrenergic blocking potency in vitro and compared with analogous compounds bearing a tert-butyl group on nitrogen. The new N-substituent increased the beta-blocking potency substantially. In a series of five homologous compounds of the type Ar(CH2)nCHOHCH2NHR (R = 5-ethoxysalicylamide; n = 0-4), two maxima of beta-blocking potency were found for n = 0 and 2. Moreover, the carbon isostere of the corresponding (aryloxy)propanolamine still proved to be a very potent beta-blocker. The ether oxygen in the side chain is therefore not an absolute requirement for activity. Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00373a003
• 作为产物：
  描述：

  magnesium,1-methanidyl-4-methoxybenzene,bromide 、 环氧氯丙烷 以 乙醚 、 苯 为溶剂， 反应 2.0h， 生成 1-chloro-4-(4-methoxyphenyl)-2-butanol
  参考文献：
  名称：

  .beta.-Adrenergic blocking agents: substituted phenylalkanolamines. Effect of side-chain length on .beta.-blocking potency in vitro

  摘要：

  The synthesis of a group of potential beta-blockers bearing a new 5-ethoxysalicylamide substituent on nitrogen is described. These compounds were tested for beta-adrenergic blocking potency in vitro and compared with analogous compounds bearing a tert-butyl group on nitrogen. The new N-substituent increased the beta-blocking potency substantially. In a series of five homologous compounds of the type Ar(CH2)nCHOHCH2NHR (R = 5-ethoxysalicylamide; n = 0-4), two maxima of beta-blocking potency were found for n = 0 and 2. Moreover, the carbon isostere of the corresponding (aryloxy)propanolamine still proved to be a very potent beta-blocker. The ether oxygen in the side chain is therefore not an absolute requirement for activity. Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00373a003

文献信息

• Male oral contraceptive N-alkylimidazole derivatives, compositions, and
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04518607A1

  公开（公告）日：1985-05-21

  A compound useful as antifungal, antibacterial and antiprotozoal agents and as spermicides have the formula ##STR1## and the acid addition salts thereof wherein Z is oxygen or sulfur; m is 0, 1, 2 or 3; n is 1, 2 or 3; R.sup.1 is hydrogen; alkyl; cycloalkyl; cycloalkyl-lower-alkyl; optionally substituted phenyl; phenyl-lower-alkyl; monocyclic heteroaromatic ring; monocyclic heteroaromatic-lower-alkyl; naphthyl; or naphthyl-lower-alkyl. A and B are independently hydrogen, halo, lower alkyl or lower alkoxy and either one of A or B may be nitro, amino or alkanoylamino; Q is (a) NR.sup.2 R.sup.3 or (b) NR.sup.4 C(X)YR.sup.5 wherein X is oxygen or sulfur; Y is oxygen, sulfur, NR.sup.6 or a bond; R.sup.2 is hydrogen; alkyl; cycloalkyl; cycloalkyl-lower-alkyl; optionally substituted phenyl or optionally substituted phenyl-lower-alkyl; R.sup.3 is hydrogen or lower alkyl; or R.sup.2 and R.sup.3 together with N is a five or six membered optionally substituted ring; R.sup.4 and R.sup.6 are independently hydrogen or lower alkyl; R.sup.5 is lower alkyl; cycloalkyl; phenyl; or optionally substituted phenyl or phenyl-lower-alkyl.

  一种化合物可用作抗真菌、抗菌和抗原虫剂以及避孕剂，其化学式为##STR1##及其酸盐，其中Z为氧或硫；m为0、1、2或3；n为1、2或3；R.sup.1为氢；烷基；环烷基；环烷基-烷基；可选择取代的苯基；苯基-烷基；单环杂芳环；单环杂芳-烷基；萘基；或萘基-烷基。A和B分别为氢、卤素、低烷基或低烷氧基，A或B中的任意一个可以是硝基、氨基或烷酰胺基；Q为(a)NR.sup.2R.sup.3或(b)NR.sup.4C(X)YR.sup.5，其中X为氧或硫；Y为氧、硫、NR.sup.6或键；R.sup.2为氢；烷基；环烷基；环烷基-烷基；可选择取代的苯基或可选择取代的苯基-烷基；R.sup.3为氢或低烷基；或R.sup.2和R.sup.3与N一起形成一个五元或六元可选择取代的环；R.sup.4和R.sup.6独立地为氢或低烷基；R.sup.5为低烷基；环烷基；苯基；或可选择取代的苯基或苯基-烷基。
• Derivatives of thienyl- and furyl-substituted N-butyl and N-phenyl
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04272545A1

  公开（公告）日：1981-06-09

  The compounds of the present invention are represented by the formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are optionally substituted furyl or thienyl the substituents independently selected from the group halo, C.sub.1 to C.sub.6 alkyl and C.sub.1 to C.sub.6 alkoxy or optionally substituted phenyl the substituents independently selected from the group halo, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy and trifluoromethyl; X is oxygen or sulfur; m is the integer 0; and n is the integer 2 or 3; and the antimicrobial acid addition salts thereof, with the proviso that when either R.sup.1 or R.sup.2 is said optionally substituted phenyl the other R.sup.1 or R.sup.2 is said optionally substituted furyl or thienyl. The compounds are useful for combatting fungi, bacteria and protozoa. They also have spermatocidal and spermatostatic activity.

  本发明的化合物由以下结构式表示： 其中R.sup.1和R.sup.2相同或不同，可为取代的呋喃基或噻吩基，取代基可独立地选自卤素、C.sub.1到C.sub.6烷基和C.sub.1到C.sub.6烷氧基，或可选取代的苯基，取代基可独立地选自卤素、C.sub.1到C.sub.4烷基、C.sub.1到C.sub.4烷氧基和三氟甲基；X为氧或硫；m为整数0；n为整数2或3；以及其抗菌酸盐，但当R.sup.1或R.sup.2中有一为可选取代的苯基时，另一R.sup.1或R.sup.2为可选取代的呋喃基或噻吩基。这些化合物可用于对抗真菌、细菌和原生动物。它们还具有杀精子和抑制精子活动。
• Derivatives of substituted N-alkyl imidazoles and compositions and
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04213991A1

  公开（公告）日：1980-07-22

  Compounds of the formula ##STR1## wherein R.sup.1 is phenethyl and R.sup.2 is phenyl, each of said phenethyl or phenyl independently being unsubstituted or substituted in the phenyl ring by from 1 to 3 substituents selected from the group consisting of halo, lower alkyl and lower alkoxy with the proviso that at least one of R.sup.1 and R.sup.2 be substituted by lower alkoxy; X is oxygen or sulfur; and the antimicrobial acid addition salts thereof are useful as antifungal, antibacterial and antiprotozoal agents.

  该公式化合物的化合物其中R.sup.1是苯乙基，R.sup.2是苯基，每个所述的苯乙基或苯基独立地未被取代或在苯环中被1到3个取代基所取代，所述取代基从卤素、低烷基和低烷氧基组成，但要求R.sup.1和R.sup.2中至少有一个被低烷氧基取代；X是氧或硫；以及其抗菌酸盐添加物可用作抗真菌、抗菌和抗原虫剂。
• Derivatives of substituted N-alkyl imidazoles, their preparation and these compounds for pharmaceutical use
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0005980A2

  公开（公告）日：1979-12-12

  Derivatives of substituted N-alkyl imidazoles of the formula wherein R' is phenethyl and R2 is phenyl, each of said phenethyl or phenyl independently being unsubstituted or substituted in the phenyl ring by from 1 to 3 substituents selected from the group consisting of halo, lower alkyl or lower alkoxy with the proviso that at least one of R' and R2 be substituted by lower alkoxy; X is oxygen or sulfur; and the antimicrobial acid addition salts thereof are useful as antifungal, antibacterial and antiprotozoal agents. They can be prepared by etherification or thioetherification of the corresponding compounds having -OH in place of -XR2; or by reaction of R1CH(Y)CH2SR2 and:or R1CH(SR2)CH2Y with imidazole, wherein Y is a leaving group.

  式中取代的 N-烷基咪唑的衍生物 其中 R'为苯乙基，R2 为苯基，每个所述苯乙基或苯基独立地未被取代或在苯基环上被 1 至 3 个取代基取代，这些取代基可从卤代、低级烷基或低级烷氧基组成的组中选出，但条件是 R' 和 R2 中至少有一个被低级烷氧基取代；X 为氧或硫；其抗菌酸加成盐可用作抗真菌剂、抗菌剂和抗原虫剂。它们可以通过相应化合物的醚化或硫醚化来制备，其中-OH 取代-XR2；或通过 R1CH(Y)CH2SR2 和:或 R1CH(SR2)CH2Y 与咪唑反应来制备，其中 Y 是离去基团。
• US3933908A
  申请人：——

  公开号：US3933908A

  公开（公告）日：1976-01-20