1,1,1-trichloro-3-phenylpropane | 1077-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1,1-trichloro-3-phenylpropane
• 英文别名: 1,1,1-trichloro-3-phenyl-propane；<3,3,3,-Trichlor-propyl>-benzol；1,1,1-Trichlor-3-phenyl-propan；InChI=1/C9H9Cl3/c10-9(11,12)7-6-8-4-2-1-3-5-8/h1-5H,6-7H；3,3,3-trichloropropylbenzene
• CAS: 1077-10-7
• 化学式: C₉H₉Cl₃
• 分子量: 223.529
• InChiKey: QRQKPCVDBZQDGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  166-167 °C(Press: 4 Torr)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,1,1,3-四氯丙烷 、 苯 在 三氯化铝 作用下， 生成 1,1,1-trichloro-3-phenylpropane
  参考文献：
  名称：

  Carbon-13 NMR spectra of DDT, its analogues and related compounds

  摘要：

  AbstractCarbon‐13 NMR spectra of mono‐ and disubstituted aromatic compounds including DDT, its analogues, homologues, derivatives and certain model compounds have been studied. The Savitsky scheme of carbon chemical shifts in disubstituted benzenes is applicable to these compounds. The data obtained show that in mono‐ and disubstituted aromatic compounds containing two different substituents in the α‐ and β‐positions of the side chain, the substituted ring carbon atom shifts follow the additivity rule and can be calculated from substituent increments. Mutual effects of substituents in the ring and in the side chains are analysed. The chlorine atoms in α‐position to the phenyl ring give rise to an additive α‐effect of about 25 ppm, as in perchloroalkanes. The influence of a β‐chlorine atom in the side chain on the substituted carbon atom in the ring is, however, only 3 ppm as against the usual value of about 10 ppm for the β‐effect in alkyl chains. Moreover, the first β‐chlorine substituent has no noticeable influence on the substituted ring carbon chemical shift: the effect of 3 ppm is transferred to the para‐carbon atom almost without attenuation. The ring substituted carbon atom signal shifts caused by the γ‐effect of chlorine in the side chain are similar to those observed in aliphatic chains. The ortho‐chlorine substituents shift the side chain α‐carbon atom signal by 3.6‐5.2 ppm to high field compared to para‐chlorophenyl compounds. This is similar to the chlorine γ‐effect in aliphatic chains.

  DOI：

  10.1002/mrc.1270150204

文献信息

• Heteroaryl-substituted pyrrole derivatives, their preparation and their therapeutic uses
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20040054173A1

  公开（公告）日：2004-03-18

  Compounds having activity against production of an inflammatory cytokine of formula (I)′: 1 A′ is pyrrole; R 1′ is phenyl or naphthyl; R 2′ is pyridyl or pyrimidinyl; R 3′ is (IIa)′, (IIb)′ or (IIc)′: 2 m′ is 1; E′ is nitrogen; D′ is >C(R 5′ )—, R 5′ is hydrogen, Substituent &agr;′ or Substituent &bgr;′; B′ is nitrogen-containing 5-membered heterocyclic; R 4′ is 1 to 3 substituents from Substituent &agr;′, Substituent &bgr;′ and Substituent &ggr;′; R 1′ and R 3′ are bonded to two atoms of the pyrrole adjacent to the pyrrole atom bonded to R 2′ ; Substituent &agr;′ is hydroxyl, nitro, cyano, halogen, alkoxy, halogeno alkoxy, alkylthio, halogeno alkylthio or —NR a′ R b′ ; R a′ and R b′ are hydrogen, alkyl, alkenyl, alkynyl, aralkyl or alkylsulfonyl, or R a′ and R b′ with the nitrogen atom form a heterocyclyl; Substituent &bgr;′ is alkyl, alkenyl, alkynyl, aralkyl or cycloalkyl; Substituent &ggr;′ is oxo, hydroxyimino, alkoxyimino, alkylene, alkylenedioxy, alkylsulfinyl, alkylsulfonyl, aryl, aryloxy, alkylidenyl or aralkylidenyl.

  具有对抗公式(I)′炎症细胞因子生成活性的化合物： 1 A′是吡咯；R 1′ 是苯基或萘基；R 2′ 是吡啶基或嘧啶基；R 3′ 是(IIa)′，(IIb)′或(IIc)′： 2 m′是1；E′是氮；D′是>C(R 5′ )—, R 5′ 是氢，取代基α′或取代基β′；B′是含氮的5-成员杂环；R 4′ 是来自取代基α′，取代基β′和取代基γ′的1至3个取代基；R 1′ 和R 3′ 分别与吡咯环上与R 2′ 相连的吡咯原子的两个相邻原子成键；取代基α′是羟基，硝基，氰基，卤素，烷氧基，卤代烷氧基，烷基亚砜，卤代烷基亚砜或—NR a′ R b′ ；R a′ 和R b′ 是氢，烷基，烯基，炔基，芳烷基或烷基亚磺酰基，或者R a′ 和R b′ 与氮原子形成杂环；取代基β′是烷基，烯基，炔基，芳烷基或环烷基；取代基γ′是氧代，羟基亚胺，烷氧基亚胺，亚烷基，亚烷基二氧，烷基亚磺酰基，烷基亚磺酰基，芳基，芳氧基，亚烷基或芳亚烷基。
• Heteroaryl-substituted pyrrole derivates, their preparation and their therapeutic uses
  申请人：Sankyo Company Limited

  公开号：EP1243589A1

  公开（公告）日：2002-09-25

  Compounds of formula (I): [wherein: A is a pyrrole ring; R1 is an optionally substituted phenyl or naphthyl group; R2 is an optionally substituted pyridyl or pyrimidinyl group; R3 represents a group of the formula -X-R4, wherein X is a single bond or an alkenylene group, and R4 is an optionally substituted nitrogen-containing heterocyclyl group; selected from the group consisting of 8-azabicyclo[3.2.1]octenyl, 9-azabicyclo[3.3.1]nonenyl and quinuclidinenyl groups, PROVIDED THAT said substituents R1 and R3 are bonded to the two atoms of said pyrrole ring which are adjacent to the atom of the pyrrole ring to which said substituent R2 is bonded] have excellent inhibitory activity against the production of inflammatory cytokines.

  化合物的结构式（I）：[其中：A为吡咯环；R1为可选取代的苯或萘基团；R2为可选取代的吡啶或嘧啶基团；R3代表具有下述结构的基团-X-R4，其中X为单键或烯基链，R4为可选取代的含氮杂环基团；所选取自8-氮杂双环[3.2.1]辛烯基、9-氮杂双环[3.3.1]壬烯基和喹啉环基团，前提是所述取代基R1和R3连接到所述吡咯环的两个相邻原子，这两个原子与所述取代基R2连接的吡咯环原子相邻]具有出色的抑制炎症细胞因子产生活性。
• Compounds substituted with bicyclic amino groups
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20040147525A1

  公开（公告）日：2004-07-29

  Compounds of the formula (I) below, or pharmacologically acceptable salts, esters or other derivatives thereof: 1 wherein A is furan, thiophene, pyrazole, imidazole, isoxazole or isothiazole; R 1 is a substituted or unsubstituted aryl or a substituted or unsubstituted heteroaryl; R 2 is a substituted or unsubstituted heteroaryl; and R 3 is a bicyclic amino group; provided that the substituents R 1 and R 2 are bonded to the two atoms of the cyclic group A which are adjacent to the atom of the cyclic group A to which the substituent R 2 is bonded. The compounds inhibit the production of inflammatory cytokines.

  以下式子（I）的化合物，或其药理学上可接受的盐，酯或其他衍生物：1其中A是呋喃，噻吩，吡唑，咪唑，异唑或异噻唑; R1是取代或未取代的芳基或取代或未取代的杂环芳基; R2是取代或未取代的杂环芳基; R3是双环氨基; 前提是取代基R1和R2与环族A的两个原子相连，这些原子邻接于取代基R2所连接的环族A原子。这些化合物抑制炎性细胞因子的产生。
• Lipid A analogues having immunoactivating and anti-tumour activity
  申请人：Sankyo Company Limited

  公开号：EP0437016A2

  公开（公告）日：1991-07-17

  Compounds of formula (I): [in which: R1 is hydroxy, protected hydroxy, fluorine, or -OP(0)(OH)2; R2 and R3 are independently optionally substituted C6 - C20 aliphatic acyl; R4 is hydroxy, protected hydroxy, or -OP(O)(OH)2, where at least one of R1 and R4 is -OP(O)(OH)2; and R5 is hydroxy, protected hydroxy, or fluorine; provided that, except where at least one of R1 and R5 is fluorine, then at least one of R2 and R3 is a substituted C6 - C20 aliphatic acyl having (i) at least one halogen substituent and (ii) at least one of halogen, hydroxy and C6 - C20 aliphatic acyloxy or at least one of R2 and R3 is a substituted C6 - C20 aliphatic acyl which is substituted by at least one halogen-substituted C6 - C20 aliphatic carboxylic acyloxy]; have Lipid A-like activity and may be used for the treatment, prophylaxis, diagnosis and support of an animal suffering a disease or disorder arising from a deficiency in the immune system or from a tumor. They may be prepared by phosphorylation of corresponding compounds lacking a phosphoryl group.

  式(I)化合物： 其中R1 是羟基、受保护的羟基、氟或-OP(0)(OH)2；R2 和 R3 独立地是任选取代的 C6 - C20 脂肪族酰基；R4 是羟基、受保护的羟基或-OP(O)(OH)2，其中 R1 和 R4 中至少有一个是-OP(O)(OH)2；R5 是羟基、受保护的羟基或氟；条件是，除非 R1 和 R5 中至少有一个是氟，否则 R2 和 R3 中至少有一个是被取代的 C6 - C20 脂肪族酰基，该酰基具有 (i) 至少一个卤素取代基和 (ii) 卤素、羟基和 C6 - C20 脂肪族酰氧基中的至少一个，或者 R2 和 R3 中至少有一个是被至少一个卤素取代的 C6 - C20 脂肪族羧基酰氧基取代的 C6 - C20 脂肪族酰基]；具有类似脂质 A 的活性，可用于治疗、预防、诊断和支持因免疫系统缺陷或肿瘤引起的疾病或紊乱的动物。它们可以通过对缺乏磷酸基团的相应化合物进行磷酸化来制备。
• A method of producing an aromatic ketone and an aromatic ketone composition containing it
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1053990A2

  公开（公告）日：2000-11-22

  In a method of producing an aromatic ketone an aromatic compound having an R-CH2 group ( R denotes an alkyl group, aryl group, allyl group or aralkyl group) is oxidised in liquid phase by an oxygen-containing gas in the presence of a catalyst comprising a heavy metal compound and at least one compound selected from (1) ammonia, (2) organic basic compounds and (3) onium halides while the water produced in the reaction is removed from the reaction solution. An aromatic ketone composition produced by the process comprises the aromatic ketone and 10 ppm to 3 wt% of at least one compound selected from: a benzene derivative of the formula (II) a vinylbenzene of the formula (III) a benzaldehyde of the formula (IV) where X is a substituent; n is zero or 1 to 5; R is alkyl, aryl, allyl or aralkyl and R1 is hydrogen, alkyl, aryl, allyl or aralkyl.

  在一种生产芳香酮的方法中，具有 R-CH2 基团（R 表示烷基、芳基、烯丙基或芳烷基）的芳香化合物在液相中被含氧气体氧化，催化剂包括重金属化合物和至少一种选自(1)氨、(2)有机碱性化合物和(3)卤化铌的化合物，同时从反应溶液中除去反应中产生的水。 由该工艺制得的芳香酮组合物包括芳香酮和 10ppm 至 3 wt%的至少一种选自以下的化合物： 式 (II) 的苯衍生物 式 (III) 的乙烯基苯 式 (IV) 的苯甲醛 其中 X 为取代基；n 为零或 1 至 5；R 为烷基、芳基、烯丙基或芳烷基，R1 为氢、烷基、芳基、烯丙基或芳烷基。

表征谱图