1-(4-Methoxybenzyl)-1H-tetrazole-5-carbonyl chloride | 66492-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-Methoxybenzyl)-1H-tetrazole-5-carbonyl chloride
• 英文别名: 1-(p-methoxybenzyl)tetrazole-5-carbonyl chloride；1-(4-methoxybenzyl)tetrazole-5-carboxylic acid；1-(p-methoxybenzyl)-1H-tetrazole-5-carbonyl chloride；1-[(4-methoxyphenyl)methyl]tetrazole-5-carbonyl chloride
• CAS: 66492-66-8
• 化学式: C₁₀H₉ClN₄O₂
• 分子量: 252.66
• InChiKey: JJFFXMVCAPPKKL-UHFFFAOYSA-N

物化性质

• 沸点：
  445.6±47.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  69.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-Methoxybenzyl)-1H-tetrazole-5-carbonyl chloride 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 1-[(4-methoxyphenyl)methyl]-N-(2-pyridinyl)-1H-tetrazole-5-carboxamide
  参考文献：
  名称：

  N-(2-pyrazinyl) 1H- (or 2H) tetrazole-5-carboxamide derivatives for the

  摘要：

  N-(2-吡嗪基)1H-(或2H)四唑-5-羧酰胺衍生的抗过敏剂具有以下式子：##STR1## 其中，R1是氢、低级烷基氨基、二(低级)烷基氨基、氰基、卤素、低级烷基或卤素；R2是氢或氰基；或其药学上可接受的盐。

  公开号：

  US04112094A1
• 作为产物：
  描述：

  potassium 1-(4-methoxybenzyl)tetrazole-5-carboxylate 在 吡啶 、 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 1-(4-Methoxybenzyl)-1H-tetrazole-5-carbonyl chloride
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides

  摘要：

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.

  DOI：

  10.1021/jm00154a019

文献信息

• 2'Hydroxy tetrazole-5-carboxanilides and anti-allergic use thereof
  申请人：May & Baker Limited

  公开号：US04442115A1

  公开（公告）日：1984-04-10

  New tetrazole derivatives of the general formula: ##STR1## [wherein R.sup.1 represents a halogen atom, a straight- or branched-chain alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino, or dialkylcarbamoyl group (wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms), a straight- or branched-chain alkanoyl, alkoxycarbonyl, alkoxycarbonylamino, alkylcarbamoyl or alkanoylamino group containing from 2 to 6 carbon atoms, a cycloalkylcarbonyl group containing from 3 to 8 carbon atoms in the cycloalkyl moiety, or a hydroxy, formyl, nitro, trifluoromethyl, trifluoroacetyl, aryl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl, benzyloxy, aralkanoyl or aroyl group, or a group of the formula: --CR.sup.2 .dbd.NOR.sup.3 II (wherein R.sup.2 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 5 carbon atoms, an aryl, aralkyl or trifluoromethyl group, or a cycloalkyl group containing from 3 to 8 carbon atoms, and R.sup.3 represents a hydrogen atom, or a straight- or branched-chain alkyl group containing from 1 to 6 carbon atoms optionally substituted by a phenyl group, or represents an aryl group optionally substituted by one or more substituents selected from halogen atoms and straight- or branched-chain alkyl and alkoxy groups containing from 1 to 6 carbon atoms and hydroxy, trifluoromethyl and nitro groups), and m represents zero or an integer 1, 2 or 3, the substituents R.sup.1 being the same or different when m represents 2 or 3] possess pharmacological properties, in particular properties of value in the treatment of allergic conditions.

  新的四唑衍生物的一般化学式为：##STR1##[其中R.sup.1代表卤素原子，直链或支链烷基，烷氧基，烷硫基，烷基亚硫酰基，烷基磺酰基或烷基磺胺基，每个这样的基团含有1至6个碳原子，双烷基磺酰胺基，双烷基氨基或双烷基氨基甲酰基（其中两个烷基可能相同或不同，每个含有1至4个碳原子），直链或支链脂肪酰基，烷氧基羰基，烷氧基羰基氨基，烷基甲酰胺基或脂肪酰胺基含有2至6个碳原子，环烷基羰基含有3至8个碳原子的环烷基基团，或羟基，甲酰基，硝基，三氟甲基，三氟乙酰基，芳基，苄氧羰胺基，氨基，磺酰胺基，氰基，四唑-5-基，羧基，氨基甲酰基，苄氧基，芳基酰基或芳酰基，或式子：--CR.sup.2.dbd.NOR.sup.3 II（其中R.sup.2代表氢原子或含有1至5个碳原子的直链或支链烷基，芳基，芳基烷基或三氟甲基基团，或含有3至8个碳原子的环烷基基团，R.sup.3代表氢原子，或含有1至6个碳原子的直链或支链烷基基团，可选择地由苯基取代，或表示由一个或多个取代基选择的卤素原子和直链或支链烷基和烷氧基基团，含有1至6个碳原子和氢氧基，三氟甲基和硝基基团），m表示零或整数1、2或3，当m表示2或3时，取代基R.sup.1相同时或不同时]具有药理学性质，特别是在治疗过敏症状方面具有价值的性质。
• N-Benzyl and N-substituted benzyl tetrazole-5-carboxylic acids and the
  申请人：American Home Products Corporation

  公开号：US04316037A1

  公开（公告）日：1982-02-16

  N-Protected-tetrazole-5-carboxylic acid derivatives of the formula: ##STR1## in which R is --OM, halo or lower alkoxy wherein M is hydrogen, an alkali metal or an alkaline earth metal; and R.sub.1 is phenyl, 4-methoxyphenyl, 2,4-dimethoxyphenyl or 2,4,6-trimethoxyphenyl, are produced by addition of R.sub.1 --CH.sub.2 --N.sub.3 to a lower alkyl cyanoformate followed by saponification, optional acidification, and conversion to the carbonyl halide. The N-protected tetrazole-5-carbonylhalides are intermediates for the production of anti-allergic agents.

  该公式的N-保护-四唑-5-羧酸衍生物为：##STR1## 其中R为--OM、卤素或较低的烷氧基，其中M为氢、碱金属或碱土金属；而R.sub.1为苯基、4-甲氧基苯基、2,4-二甲氧基苯基或2,4,6-三甲氧基苯基，通过将R.sub.1 --CH.sub.2 --N.sub.3 加入到较低烷基氰甲酸酯中，然后进行皂化、可选的酸化和转化为羰基卤化物来制备。N-保护的四唑-5-羰基卤化物是生产抗过敏药物的中间体。
• Tetrazole-5-carboxamide derivatives
  申请人：American Home Products Corporation

  公开号：US04123432A1

  公开（公告）日：1978-10-31

  Anti-allergic agents of N-aromatic 1H-(or 2H) tetrazole-5-carboxamide derivation present the following formulae: ##STR1## in which R.sup.1 is --CN or --CONH.sub.2 ; R.sup.2 is hydrogen, lower alkyl, lower alkoxy, halo, polyhalo(lower)alkyl, lower alkyl carbonyl or carb(lower)alkoxy; X is --CH.sub.2 --, --O--, or ##STR2## where R.sup.3 is lower alkyl; and R.sup.4 is hydrogen or lower alkyl; or a pharmaceutically acceptable salt thereof.

  N-芳基1H-(或2H)四唑-5-羧酰胺衍生物的抗过敏剂具有以下化学式：其中R.sup.1为--CN或--CONH.sub.2；R.sup.2为氢、低碳烷基、低烷氧基、卤素、多卤素(低)烷基、低碳烷基羰基或羰基(低)烷氧基；X为--CH.sub.2 --、--O--或R.sup.3为低碳烷基的##STR2##；R.sup.4为氢或低碳烷基；或其药学上可接受的盐。
• Morpholine containing tetrazole-5-carboxamide derivatives
  申请人：American Home Products Corporation

  公开号：US04013647A1

  公开（公告）日：1977-03-22

  Anti-allergic agents of N-aromatic 1H-(or 2H) tetrazole-5-carboxamide derivation present the following formulae: ##STR1## in which R.sup.1 is --CN or --CONH.sub.2 ; R.sup.2 is hydrogen, lower alkyl, lower alkoxy, halo, polyhalo(lower)alkyl, lower alkyl carbonyl or carb(lower)alkoxy; X is --CH.sub.2 --, ##STR2## where R.sup.3 is lower alkyl and R.sup.4 is hydrogen or lower alkyl; Or a pharmaceutically acceptable salt thereof.

  N-芳香基1H-(或2H)四唑-5-羧酰胺衍生物的抗过敏剂具有以下式子： ##STR1## 其中R.sup.1是--CN或--CONH.sub.2；R.sup.2是氢、低碳基、低烷氧基、卤素、多卤素(低)烷基、低烷基羰基或羰(低)烷氧基；X是--CH.sub.2 --、##STR2## 其中R.sup.3是低碳基，R.sup.4是氢或低碳基；或其药学上可接受的盐。
• Method of treatment using tetrazole-5-carboxamide derivatives
  申请人：American Home Products Corporation

  公开号：US04057632A1

  公开（公告）日：1977-11-08

  Anti-allergic agents of N-aromatic 1H-(or 2H) tetrazole-5-carboxamide derivation present the following formulae: ##STR1## in which R.sup.1 is --CN or --CONH.sub.2 ; R.sup.2 is hydrogen, lower alkyl, lower alkoxy, halo, polyhalo(lower)alkyl, lower alkyl carbonyl or carb(lower)alkoxy; X is --CH.sub.2 --, ##STR2## where R.sup.3 is lower alkyl and R.sup.4 is hydrogen or lower alkyl; Or a pharmaceutically acceptable salt thereof.

  N-芳香基1H-(或2H)四唑-5-羧酰胺衍生物的抗过敏药物具有以下结构式：##STR1## 其中，R1为--CN或--CONH2；R2为氢，低碳基，低烷氧基，卤素，多卤素（低）烷基，低碳基羰基或羰（低）烷氧基；X为--CH2--，##STR2## 其中，R3为低碳基，R4为氢或低碳基；或其药学上可接受的盐。