1-naphthylmethylcarbamate | 74156-18-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-naphthylmethylcarbamate
• 英文别名: 1-Napthyl methylcarbamate；naphthalen-1-ylmethyl carbamate
• CAS: 74156-18-6
• 化学式: C₁₂H₁₁NO₂
• 分子量: 201.225
• InChiKey: PQIYQMVMOHZRKX-UHFFFAOYSA-N

物化性质

• 沸点：
  425.4±24.0 °C(Predicted)
• 密度：
  1.230±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-naphthylmethylcarbamate 在 盐酸 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis and Evaluation of Diphenyl Phosphonate Esters as Inhibitors of the Trypsin-like Granzymes A and K and Mast Cell Tryptase

  摘要：

  Thirty-six new amino acid and peptidyl diphenyl phosphonate esters were synthesized and evaluated to identify potent and selective inhibitors for four trypsin-like proteases: lymphocyte granzymes A and K, human mast cell tryptase, and pancreatic trypsin. Among five Cbz derivatives of Lys and Arg homologues, Z-(4-AmPhe)(P)(OPh)(2) is the mast potent inhibitor for granzyme A, and Z-Lys(P)(OPh)(2) is the best inhibitor for granzyme K, mast tryptase, and trypsin. The amidino P1 residue D,L-(4-AmPhGly)(P)(OPh)(2) was utilized in a series of compounds with several different N-protecting groups and systematic substitutions at P2 in Cbz-AA derivatives and at P3 in Cbz-AA-Ala derivatives. Generally, these phosphonates inhibit granzyme A and trypsin more potently than granzyme K and tryptase. The P2 Thr and Ala dipeptide phosphonates, Cbz-AA-(4-AmPhGly)(P)(OPh)(2), are the most potent inhibitors for granzyme A, and Cbz-Thr-(4-AmPhGly)(P)(OPh)(2) (k(obs)/[I] = 2220 M-1 s(-1)) was quite specific with much lower inhibition rates for granzyme K and trypsin (k(obs)/[I] = 3 and 97 M-1 s(-1), respectively) and no inhibition with tryptase. The most effective inhibitor of granzyme A was Ph-SO2-Gly-Pro-(4-AmPhGly)(P)(OPh)(2) with a second-order rate constant of 3650 M-1 s(-1). The most potent inhibitor for granzyme K was 3,3-diphenylpropanoyl-Pro-(4-AmPhGly)(P)(OPh)(2) with a k(obs)/[I] = 1830 M-1 s(-1) all other phosphonates inhibited granzyme K weakly (k(obs)[I] < 60 M-1 s(-1)). Human mast cell tryptase was inhibited slowly by these phosphonates with Cbz-Lys(P)(OPh)(2) as the best inhibitor (k(obs)/[I] = 89 M-1 s(-1)). The overall results suggest that scaffolds of Phe-Thr-(4-AmPhe) and Phe-Pro-Lys will be useful to create selective phosphonate inhibitors for granzymes A and K, respectively, and that P4 substituents offer opportunities to further enhance selectivity and reactivity.

  DOI：

  10.1021/jm970543s
• 作为产物：
  描述：

  1-萘甲醇 、 sodium isocyanate 在 三氟乙酸 作用下， 以 苯 为溶剂， 以60%的产率得到1-naphthylmethylcarbamate
  参考文献：
  名称：

  Synthesis and Evaluation of Diphenyl Phosphonate Esters as Inhibitors of the Trypsin-like Granzymes A and K and Mast Cell Tryptase

  摘要：

  Thirty-six new amino acid and peptidyl diphenyl phosphonate esters were synthesized and evaluated to identify potent and selective inhibitors for four trypsin-like proteases: lymphocyte granzymes A and K, human mast cell tryptase, and pancreatic trypsin. Among five Cbz derivatives of Lys and Arg homologues, Z-(4-AmPhe)(P)(OPh)(2) is the mast potent inhibitor for granzyme A, and Z-Lys(P)(OPh)(2) is the best inhibitor for granzyme K, mast tryptase, and trypsin. The amidino P1 residue D,L-(4-AmPhGly)(P)(OPh)(2) was utilized in a series of compounds with several different N-protecting groups and systematic substitutions at P2 in Cbz-AA derivatives and at P3 in Cbz-AA-Ala derivatives. Generally, these phosphonates inhibit granzyme A and trypsin more potently than granzyme K and tryptase. The P2 Thr and Ala dipeptide phosphonates, Cbz-AA-(4-AmPhGly)(P)(OPh)(2), are the most potent inhibitors for granzyme A, and Cbz-Thr-(4-AmPhGly)(P)(OPh)(2) (k(obs)/[I] = 2220 M-1 s(-1)) was quite specific with much lower inhibition rates for granzyme K and trypsin (k(obs)/[I] = 3 and 97 M-1 s(-1), respectively) and no inhibition with tryptase. The most effective inhibitor of granzyme A was Ph-SO2-Gly-Pro-(4-AmPhGly)(P)(OPh)(2) with a second-order rate constant of 3650 M-1 s(-1). The most potent inhibitor for granzyme K was 3,3-diphenylpropanoyl-Pro-(4-AmPhGly)(P)(OPh)(2) with a k(obs)/[I] = 1830 M-1 s(-1) all other phosphonates inhibited granzyme K weakly (k(obs)[I] < 60 M-1 s(-1)). Human mast cell tryptase was inhibited slowly by these phosphonates with Cbz-Lys(P)(OPh)(2) as the best inhibitor (k(obs)/[I] = 89 M-1 s(-1)). The overall results suggest that scaffolds of Phe-Thr-(4-AmPhe) and Phe-Pro-Lys will be useful to create selective phosphonate inhibitors for granzymes A and K, respectively, and that P4 substituents offer opportunities to further enhance selectivity and reactivity.

  DOI：

  10.1021/jm970543s

文献信息

• Insecticidal and acaricidal composition, and methods of using the same
  申请人：AGRO-KANESHO CO., LTD.

  公开号：US20020156115A1

  公开（公告）日：2002-10-24

  The present invention provides an insecticidal or acaricidal composition having an excellent pesticidal effect and a high safety, containing, as an active ingredient, a pyrazolyl compound of the following general formula (I): 1 wherein A represents a hydrogen atom; an alkyl group which may be substituted; an alkenyl group which may be substituted; an alkynyl group which may be substituted; a tri-substituted silyl group substituted with an alkyl group and/or an aryl group: an aryl group which may be substituted; or a heterocyclic group which may be substituted; B represents a single bond; a group of the formula: —(G 1 ) n —G 2 —(G 1 ) m — wherein G 1 represents an oxygen atom, a sulfur atom, a sulfinyl group or a sulfonyl group, G 2 represents an alkylene group, an alkenylene group or an alkynylene group, and n and m are independent from each other and represent 0 or 1; carbonyl group; a group of the formula: —CH 2 —O—N═C(R 3 )— wherein R 3 represents a hydrogen atom, an alkyl group or a haloalkyl group; or a group of the formula: —CH═N—O—(CR 3 R 4 ) n — wherein R 3 and R 4 each represents a hydrogen atom, an alkyl group or a haloalkyl group; and n is 0 or 1, R 1 represents a hydrogen atom; a halogen atom, an alkyl group which may be substituted; an alkenyl group which may be substituted; an alkynyl group which may be substituted; an alkoxyl group which may be substituted; or an aryl group which may be substituted, R 2 represents a hydrogen atom; an alkyl group; a haloalkyl group; or an aryl group which may be substituted, and D represents a group of the formula: —C(═Y)COX wherein X represents a hydroxyl group, an alkoxyl group or an alkylamino group, Y represents a group of the formula: CH—(G 3 ) n —G 4 — wherein G 3 represents an oxygen atom or a sulfur atom, G 4 represents an alkyl group or a haloalkyl group, and n represents 0 or 1, a group of the formula: N—O—G 4 wherein G 4 represents an alkyl group or a haloalkyl group; or a group of the formula: —N(R 5 )CO 2 G 5 wherein R 5 represents an alkyl group, an alkenyl group, an alkynyl group, an alkylthioalkyl group or an alkoxyalkyl group, and G 5 represents an alkyl group.

  本发明提供了一种具有优异杀虫或杀螨效果且具有高安全性的杀虫剂或杀螨剂组合物，其包含以下通式（I）的吡唑基化合物作为活性成分：其中A代表氢原子；可以被取代的烷基基团；可以被取代的烯基基团；可以被取代的炔基基团；取代的三取代硅基团，取代的烷基基团和/或芳基团；可以被取代的芳基团；或可以被取代的杂环基团；B代表单键；具有以下结构的基团：—（G1）n—G2—（G1）m—其中G1代表氧原子、硫原子、亚硫酰基或磺酰基，G2代表烷基基团、烯基基团或炔基基团，n和m是独立的，表示0或1；羰基基团；具有以下结构的基团：—CH2—O—N═C(R3)—其中R3代表氢原子、烷基基团或卤代烷基基团；或具有以下结构的基团：—CH═N—O—（CR3R4）n—其中R3和R4各自代表氢原子、烷基基团或卤代烷基基团；n为0或1，R1代表氢原子；卤素原子、可以被取代的烷基基团；可以被取代的烯基基团；可以被取代的炔基基团；可以被取代的烷氧基基团；或可以被取代的芳基团；R2代表氢原子；烷基基团；卤代烷基基团；或可以被取代的芳基团，D代表以下结构的基团：—C(═Y)COX，其中X代表羟基、烷氧基或烷基氨基，Y代表结构：CH—（G3）n—G4—其中G3代表氧原子或硫原子，G4代表烷基基团或卤代烷基基团，n代表0或1，具有以下结构的基团：N—O—G4其中G4代表烷基基团或卤代烷基基团；或具有以下结构的基团：—N(R5)CO2G5其中R5代表烷基基团、烯基基团、炔基基团、烷基硫基基团或烷氧基烷基基团，G5代表烷基基团。
• New compounds, their preparation and use
  申请人：——

  公开号：US20020010171A1

  公开（公告）日：2002-01-24

  The present invention relates to compounds of the general formula (I) 1 The compounds are useful in the treatment and/or prevention of conditions mediated by nuclear receptors, in particular the Peroxisome Proliferator-Activated Receptors (PPAR).

  本发明涉及一般式(I)的化合物。这些化合物在治疗和/或预防由核受体介导的疾病方面具有用途，特别是过氧化物酶体增殖激活受体（PPAR）。
• Beta-alanine derivatives and their use as receptor anatgonists
  申请人：——

  公开号：US20030018193A1

  公开（公告）日：2003-01-23

  A beta-alanine derivative of the formula (I) wherein R 1 is hydrogen atom or an amino protective group; A is a lower alkylene group or a lower alkenylene group; R 2 is hydrogen atom or an amino group which may be substituted with an acyl group; R 3 is hydrogen atom or an aryl or aralkyl group which may be substituted with one or more of hydroxy and/or lower alkoxy, a moiety represented by the formula (II), which is a bivalent N-containing 6- to 8-membered heterocyclic group, or a pharmaceutically acceptable salt thereof.

  公式（I）的β-丙氨酸衍生物，其中R1是氢原子或氨基保护基团；A是较低的烷基或较低的烯基基团；R2是氢原子或氨基团，可能被酰基取代；R3是氢原子或芳基或芳基基团，可能被一个或多个羟基和/或较低的烷氧基取代，由公式（II）表示的基团，该基团是一种双价的含氮6-到8-成员杂环基团，或其药用盐。
• Pyrimidine nucleoside derivatives having anti-tumor activity, their preparation and use
  申请人：Sankyo Company Limited

  公开号：EP0536936A1

  公开（公告）日：1993-04-14

  Compounds of formula (I): [in which: R¹, R² and R³ are the same or different and each represents a hydrogen atom, an optionally substituted alkanoyl group or an alkenylcarbonyl group, provided that at least one of R¹, R² and R³ represents an unsubstituted alkanoyl group having from 5 to 24 carbon atoms, said substituted alkanoyl group or said alkenylcarbonyl group; and one of R⁴ and R⁵ represents a hydrogen atom and the other represents a cyano group]; have valuable anti-tumour activity.

  式子（I）的化合物：[其中：R¹、R²和R³相同或不同，每个代表氢原子、可选取代的脂肪酰基团或烯基羰基团，前提是至少有一个R¹、R²和R³代表有5到24个碳原子的未取代脂肪酰基团，或者是所述取代的脂肪酰基团或所述烯基羰基团；R⁴和R⁵中的一个代表氢原子，另一个代表氰基]，具有有价值的抗肿瘤活性。
• Amide derivatives
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP0887341A1

  公开（公告）日：1998-12-30

  A compound represented by the following general formula (I): wherein R1 represents a C3-C8 cycloalkyl group, an optionally substituted C6-C14 aryl group, an optionally substituted heterocyclic residue, an optionally substituted C6-C14 aryloxy group, or an optionally substituted C7-C15 arylmethyl group; R2 and R3 independently represent hydrogen atom or a C1-C5 alkyl group, or R2 and R3 may combine to represent a C2-C7 alkylene group; R4 and R5 independently represent hydrogen atom or a C1-C5 alkyl group; and R6 represents hydrogen atom, a C1-C5 alkyl group which may optionally be substituted with a hydroxyl group, hydroxyl group or a C1-C5 alkoxy group, or a salt thereof, or a solvate thereof or a hydrate thereof. The compounds have antibacterial activity against Helicobacter pylori.

  以下是通式（I）所代表的化合物：其中R1代表C3-C8环烷基，可选取代的C6-C14芳基，可选取代的杂环残基，可选取代的C6-C14芳氧基或可选取代的C7-C15芳基甲基基团；R2和R3独立地代表氢原子或C1-C5烷基，或R2和R3可以结合成C2-C7烷基烷基团；R4和R5独立地代表氢原子或C1-C5烷基；而R6代表氢原子、C1-C5烷基，该烷基可以选择性地被羟基基团取代，羟基或C1-C5烷氧基，或其盐、溶剂化合物或水合物。这些化合物对幽门螺杆菌具有抗菌活性。