2-(1-naphthyl)butyraldehyde | 1192280-87-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-naphthyl)butyraldehyde
• 英文别名: 2-(1-naphthyl)-butylaldehyde；2-Naphthalen-1-ylbutanal
• CAS: 1192280-87-7
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: NAVBVBCHLOTSES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(丁-1-烯-1-基)萘 在 N-碘代丁二酰亚胺 、 水 、 十六烷基三甲基溴化铵 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.33h， 以83%的产率得到2-(1-naphthyl)butyraldehyde
  参考文献：
  名称：

  Water-promoted cascade synthesis of α-arylaldehydes from arylalkenes using N-halosuccinimides: an avenue for asymmetric oxidation using Cinchona organocatalysis

  摘要：

  首次在水中直接将芳基烯烃氧化为α-芳基醛，而无需依赖过渡金属催化剂。此外，还探索了一种新颖的有机催化剂手性选择性方法，在初步研究中可实现最高30%的外消旋过量。

  DOI：

  10.1039/b908717f

文献信息

• CYCLIC AMINE DERIVATIVE HAVING SUBSTITUTED ALKYL GROUP
  申请人：Kimura Tomio

  公开号：US20090306059A1

  公开（公告）日：2009-12-10

  A compound having the general formula (I), pharmacologically acceptable salts thereof or prodrugs thereof: [wherein R 1 represents a hydrogen atom, a C1-C6 alkyl group which may be substituted, a C3-C6 cycloalkyl group which may be substituted, a C1-C6 alkoxy group which may be substituted or a C6-C10 aryl group which may be substituted; R 2 represents a hydrogen atom, a halogen atom, a carboxy group, a C2-C7 alkoxycarbonyl group, a carbamoyl group, a cyano group, a C1-C6 alkyl group, a halogeno C1-C6 alkyl group, a C1-C6 alkyl group substituted by a heteroaryl group, a C1-C6 alkoxy group, a halogeno C1-C6 alkoxy group, a hydroxy C1-C6 alkyl group, a C2-C12 alkoxyalkyl group, a formyl group, a C2-C7 alkanoyl group, a C4-C7 cycloalkylcarbonyl group, a C2-C7 alkylcarbamoyl group, a di(C1-C6 alkyl)carbamoyl group, a group of formula R 4 —CO—CR 5 R 6 —(CH 2 ) m —, a group of formula R 7 —CO—(CH 2 ) l —N(R 8 )— or a sulfamoyl C1-C6 alkyl group; R 3 represents a substituted C1-C6 alkyl group, a heterocyclyl group or a heterocyclyl group substituted with 1 to 5 substituents; X 1 , X 2 , X 3 , X 4 and X 5 each independently represents a hydrogen atom, a halogen atom, an amino group, a carboxy group, a carbamoyl group, a cyano group, a nitro group, a C1-C6 alkyl group, a halogeno C1-C6 alkyl group, a C1-C6 alkoxy group, or a halogeno C1-C6 alkoxy group; and n represents an integer of 0 to 2].

  具有通式（I）的化合物，其药学上可接受的盐或前药： [其中R1代表氢原子，可能被取代的C1-C6烷基，可能被取代的C3-C6环烷基，可能被取代的C1-C6烷氧基或可能被取代的C6-C10芳基； R2代表氢原子，卤原子，羧基，C2-C7烷氧羰基，氨基甲酰基，氰基，C1-C6烷基，卤代C1-C6烷基，被杂环芳基取代的C1-C6烷基，C1-C6烷氧基，卤代C1-C6烷氧基，羟基C1-C6烷基，C2-C12烷氧基烷基，甲酰基，C2-C7烷酰基，C4-C7环烷基羰基，C2-C7烷基氨基甲酰基，二(C1-C6烷基)氨基甲酰基，通式R4—CO—CR5R6—(CH2)m—的基团，通式R7—CO—( )l—N(R8)—或磺胺基C1-C6烷基； R3代表取代的C1-C6烷基，杂环烷基或带有1至5个取代基的取代的杂环烷基； X1、X2、X3、X4和X5分别独立地代表氢原子，卤原子，氨基，羧基，氨基甲酰基，氰基，硝基，C1-C6烷基，卤代C1-C6烷基，C1-C6烷氧基或卤代C1-C6烷氧基；以及 n代表0至2的整数。
• MICROWAVE INDUCED SINGLE STEP GREEN SYNTHESIS OF SOME NOVEL 2-ARYL ALDEHYDES AND THEIR ANALOGUES
  申请人：Sinha Arun Kumar

  公开号：US20120041234A1

  公开（公告）日：2012-02-16

  The present invention provides a process for the preparation of some novel 2-aryl and 2,2-diaryl aldehydes and analogues which are privileged intermediates for commercially important nonsteroidal anti-inflammatory drugs including naproxen, flurbiprofen and potent anticancer drug candidates, including phenstatin through a unique single step synthetic methodology utilizing easily available substrates in the form of aryl alkenes as well as environmentally benign aqueous reaction conditions in the form of solvents such as mixtures of water and DMSO or Dioxane and reagents N-bromosuccinimide, N-iodosuccinimide, N-cholorosuccinimide and phase transfer catalyst such as cetyltrimethyl ammonium bromide, N-hexyl ammonium chloride for a reaction time varying from 1 min-30 min, depending upon microwave or conventional heating, without using expensive transition metal catalysts or lewis acids/bases with yield varying from 35-55%, depending upon the solvent and substrate used. The developed method provides a clean and convenient alternative to access a diverse range of medicinally important 2-aryl and 2,2-diaryl aldehyde based scaffolds in lieu of the conventional multistep protocols employing expensive and hazardous transition metal catalysts and lewis acids/bases.

  本发明提供了一种制备一些新型2-芳基和2,2-二芳基醛类及类似物的过程，这些中间体是商业上重要的非类固醇抗炎药物（包括萘普生、氟比洛芬等）和潜在的抗癌药物候选药物（包括苯斯他汀）的特权中间体，通过一种独特的单步合成方法利用易得的芳基烯烃底物以及环境友好的水相反应条件，如水和二甲基亚砜或二恶烷的混合物，以及试剂N-溴代琥珀酰亚胺、N-碘代琥珀酰亚胺、N-氯代琥珀酰亚胺和相转移催化剂（如溴化十六烷基三甲基铵、N-己基氯化铵）进行反应，反应时间从1分钟至30分钟不等，取决于微波或传统加热，无需使用昂贵的过渡金属催化剂或路易斯酸碱，收率在35-55%之间变化，取决于所使用的溶剂和底物。该方法提供了一种干净、方便的替代方案，可访问各种重要的药用2-芳基和2,2-二芳基醛基骨架，而不是采用传统的多步协议，这些多步协议使用昂贵和危险的过渡金属催化剂和路易斯酸碱。
• Cyclic amine derivative having heteroaryl ring
  申请人：Kimura Tomio

  公开号：US20060270706A1

  公开（公告）日：2006-11-30

  A compound having the general formula (I) wherein R 1 represents C1-C6 alkyl, etc., R 2 represents hydrogen, C2-C7 alkanoyl, C7-C11 arylcarbonyl, the formula R 4 —(CH 2 ) 1 —, etc., R 3 represents C6-C10 aryl, etc., X 1 , X 2 , X 3 , X 4 and X 5 each independently represents hydrogen, halogen, etc., and n represents an integer of 0 to 2, pharmacologically acceptable salts thereof or prodrugs thereof. They have excellent inhibition of platelet activation, etc. and are useful as a prophylactic or therapeutic agents for diseases related to thrombus or embolus formation.

  化合物具有通式（I），其中R1代表C1-C6烷基等，R2代表氢，C2-C7酰基，C7-C11芳基羰基，公式R4 -（CH2）1-等，R3代表C6-C10芳基等，X1，X2，X3，X4和X5各自独立地代表氢，卤素等，n代表0到2的整数，其药学上可接受的盐或前药。它们具有优异的抑制血小板活化等作用，并可用作与血栓或栓塞形成有关的疾病的预防或治疗剂。
• Benzylamine analogues
  申请人：Koyama Kazuo

  公开号：US20080255095A1

  公开（公告）日：2008-10-16

  A compound of the formula (I): wherein R 1 is C 1 -C 6 alkyl, amino, (C 1 -C 6 alkyl)amino, di(C 1 -C 6 alkyl)amino or a nitrogen-containing saturated heterocyclic; R 2 and R 3 are hydrogen or C 1 -C 6 alkyl; Arom is phenyl, idenyl, napthyl, phenanthrenyl, furyl, thiolyl, pyrrolyl, azepinyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3 oxadiazolyl, pyranyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl or quinolyl; A is C 1 -C 6 alkylene; R a is hydrogen, C 1 -C 6 alkyl or C 2 -C 6 alkenyl; E is a single bond, oxygen, sulfur or —NR 4 —, wherein R 4 is hydrogen or C 1 -C 7 alkanoyl; X 1 and X 2 are oxygen or sulfur; or a pharmacologically acceptable salt or ester thereof.

  化合物的化学式（I）：其中R1为C1-C6烷基，氨基，（C1-C6烷基）氨基，双（C1-C6烷基）氨基或含氮饱和杂环；R2和R3为氢或C1-C6烷基；Arom为苯基，茚基，萘基，菲基，呋喃基，硫代苯基，吡咯基，氮杂七元环基，吡唑基，咪唑基，噁唑基，异噁唑基，噻唑基，异噻唑基，1,2,3-噁二唑基，吡喃基，吡啶基，吡嗪基，嘧啶基，吡咯嗪基或喹啉基；A为C1-C6烷基；R为氢，C1-C6烷基或C2-C6烯基；E为单键，氧，硫或-NR4-，其中R4为氢或C1-C7烷酰基；X1和X2为氧或硫；或其药理学上可接受的盐或酯。
• CYCLIC AMINE DERIVATIVE HAVING HETEROARYL RING
  申请人：Sankyo Company, Limited

  公开号：EP1695962A1

  公开（公告）日：2006-08-30

  A compound having the general formula (I) (wherein R1 represents C1-C6 alkyl, etc., R2 represents hydrogen, C2-C7 alkanoyl, C7-C11 arylcarbonyl, the formula R4-(CH2)1-, etc., R3 represents C6-C10 aryl, etc., X1, X2, X3, X4 and X5 each independently represents hydrogen, halogen, etc., and n represents an integer of 0 to 2), pharmacologically acceptable salts thereof or prodrugs thereof. They have excellent inhibition of platelet activation, etc. and are useful as a prophylactic or therapeutic agents for diseases related to thrombus or embolus formation.

  具有通式(I)的化合物（其中R1代表C1-C6烷基等，R2代表氢、C2-C7烷酰基、C7-C11芳羰基、式R4-(CH2)1-等，R3代表C6-C10芳基等，X1、X2、X3、X4和X5各自独立地代表氢、卤素等，n代表0至2的整数）、其药理学上可接受的盐或其原药。它们对血小板活化等有很好的抑制作用，可作为血栓或栓子形成相关疾病的预防或治疗药物。