Benzo[1,2,3]thiadiazole-7-nitrile | 23615-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: Benzo[1,2,3]thiadiazole-7-nitrile
• 英文别名: 7-cyanobenzo-1,2,3-thiadiazole；7-cyanobenzothiadiazole；7-Cyano-1,2,3-benzothiadiazol；1,2,3-benzothiadiazole-7-carbonitrile
• CAS: 23615-90-9
• 化学式: C₇H₃N₃S
• 分子量: 161.187
• InChiKey: QFSYOEAIWXEDMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  317.1±34.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Benzo[1,2,3]thiadiazole-7-nitrile 以 盐酸 、 水 为溶剂， 生成 7-carboxymethylbenzo-1,2,3-thiadiazole
  参考文献：
  名称：

  Substituted benzo-1,2,3-thiadiazoles

  摘要：

  包含以下化合物作为活性成分的组合物，其化学式为I ##STR1## 其中：X.sub.1、X.sub.2和X.sub.3彼此独立地为氢、甲基、甲氧基、甲硫基、卤素或硝基；A为C.sub.1 -C.sub.2烷基，其最多被3个X- C.sub.1 -C.sub.4烷基取代，被2或3个卤素原子取代的甲基，被羟基和/或不超过4个卤素原子取代的乙基；未取代或被不超过3个卤素原子取代的乙烯基；此外，乙炔基、丙炔基、甲酰基、乙酰基、被不超过3个卤素原子取代的乙酰基，或者C(R).dbd.N--N(R.sub.2)R.sub.3、C(N.dbd.N--U.sub.1).dbd.N--NH--U.sub.1、CH(R)--[N(R.sub.1)].sub.n --N(R.sub.2)R.sub.3、C(R)(CN)OR.sub.4、C(R).dbd.N(O).sub.n R.sub.3、CH(R)--O--N.dbd.C(R.sub.1)R.sub.2、CH(R)--O--N.dbd.C(CN)--CONH--R.sub.5、C(R.sub.6).dbd.N--(O).sub.n R、CH(R)--Y--E--R.sub.3、CO--[C(OR).sub.2 ].sub.n Q、C(Q).dbd.CH--OR或T--Q中的一种；此外：n为零或1；X和Y彼此独立地为氧或硫；R和R.sub.1彼此独立地为氢或C.sub.1 -C.sub.2烷基；R.sub.2为氢、C.sub.1 -C.sub.8烷基、C.sub.3 -C.sub.6烯基、C.sub.3 -C.sub.6炔基、C.sub.3 -C.sub.7环烷基、苄基或氰基；R.sub.3为氢、C.sub.1 -C.sub.6烷基、C.sub.3 -C.sub.6烯基、C.sub.3 -C.sub.6炔基、C.sub.3 -C.sub.7环烷基、苄基或芳基U；R.sub.4为氢、C.sub.1 -C.sub.6烷基、Si(C.sub.1 -C.sub.6烷基).sub.3或OCOC.sub.1 -C.sub.3烷基；R.sub.5为氢或CONHR.sub.1；R.sub.6为N(R.sub.1)R.sub.2、叠氮基或Q；E为CO或SO.sub.2；U和U.sub.1彼此独立地为未取代或单取代或多取代的苯基，其取代基相同或不同，包括甲基、甲氧基、卤素、三氟甲基、硝基或氰基；T为C.sub.1 -C.sub.2亚烷基、被氨基、羟基或卤素取代的亚甲基，取代基彼此独立，或者未取代或被卤素或氰基取代的乙烯基；Q为COXR或氰基。这些新型组合物具有保护作物的性质，特别适用于保护植物免受真菌、细菌和病毒等植物病原微生物的侵害。

  公开号：

  US05260423A1
• 作为产物：
  描述：

  2,3-二氯硝基苯 在 四(三苯基膦)镍 盐酸 、 sodium sulfide 、 potassium carbonate 、 亚硝酸异戊酯 作用下， 以 N,N-二甲基乙酰胺 、 水 、 异丙醇 、 正丁醇 为溶剂， 生成 Benzo[1,2,3]thiadiazole-7-nitrile
  参考文献：
  名称：

  The Chemistry of Benzothiadiazole Plant Activators

  摘要：

  DOI：

  10.1002/(sici)1096-9063(199708)50:4<275::aid-ps593>3.0.co;2-7

文献信息

• Process and a composition for immunizing plants against diseases
  申请人：Ciba-Geigy Corporation

  公开号：US04931581A1

  公开（公告）日：1990-06-05

  A method and composition for the immunization of healthy useful plants against plant diseases containing as active ingredients compounds of formula ##STR1## in which: X is hydrogen, halogen, hydroxy, methyl, methoxy, HOOC or MOOC; Y is hydrogen, halogen, SO.sub.3 H, SO.sub.3 M, nitro, hydroxy or amino, M being the molar equivalent of an alkali metal or alkaline earth metal ion that is formed from a corresponding base or basic compound; and Z is cyano or --CO--A; A represents either --OH or --SH, the hydrogen atom of which may also be replaced by the molar equivalent of an inorganic or organic cationic residue, or wherein A represents any other organic residue which has a molecular weight of less than 900 and which may also contain one, or more than one, hetero atom, including the salts of the phytophysiologically tolerable 7-carboxylic acid or 7-thiocarboxylic acid with primary, secondary or tertiary amines or with inorganic bases.

  一种用于对健康有益的植物进行免疫接种以防止植物病害的方法和组合物，其中活性成分是公式##STR1##的化合物，其中：X是氢、卤素、羟基、甲基、甲氧基、羧基或甲氧羧基；Y是氢、卤素、磺酸基、甲磺酸基、硝基、羟基或氨基，M是一个碱金属或碱土金属离子的摩尔当量，该金属离子由相应的碱或碱性化合物形成；Z是氰基或--CO--A；A代表--OH或--SH，其中的氢原子也可以被无机或有机阳离子残基的摩尔当量所取代，或者其中A代表任意的其它有机残基，其分子量小于900，并且也可以包含一个或多个杂原子，包括与初级、次级或三级胺或无机碱形成的植物生理上可容忍的7-羧酸或7-硫羧酸的盐。
• Process for the preparation of substituted 3-aminobenzonitriles
  申请人：Novartis Finance Corporation

  公开号：US05883283A1

  公开（公告）日：1999-03-16

  The invention relates to a process for the preparation of substituted 3-amninobenzonitriles, which comprises reacting the appropriate substituted 3-aminochlorobenzene with a cyano-donating reagent, and to the compounds thereby produced. The compounds are intermediates, which after further reaction, produce 1,2,3-benzothiadiazole-derivatives having plant immunizing properties.

  该发明涉及一种制备取代3-氨基苯腈的过程，包括将适当的取代3-氨基氯苯与氰基供体试剂反应，以及由此产生的化合物。这些化合物是中间体，经进一步反应后可产生具有植物免疫性能的1,2,3-苯并噻二唑衍生物。
• Microbicidal compositions
  申请人：Ciba-Geigy Corporation

  公开号：US05384321A1

  公开（公告）日：1995-01-24

  Compositions comprising, as active ingredients, compounds of the formula I ##STR1## in which: X.sub.1, X.sub.2 and X.sub.3 independently of one another are hydrogen, methyl, methoxy, methylthio, halogen or nitro; A is C.sub.1 -C.sub.2 alkyl which is substituted by a maximum of 3 X--C.sub.1 -C.sub.4 alkyl groups, methyl which is substituted by 2 or 3 halogen atoms, ethyl which is substituted by hydroxyl and/or not more than 4 halogen atoms; vinyl which is unsubstituted or substituted by not more than 3 halogen atoms; furthermore ethynyl, propargyl, formyl, acetyl, acetyl which is substituted by not more than 3 halogen atoms, or one of the groups C(R).dbd.N--N(R.sub.2)R.sub.3, C(N.dbd.N--U.sub.1).dbd.N--NH--U.sub.1, CH(R)--[N(R.sub.1)].sub.n --N(R.sub.2)R.sub.3, C(R)(CN)OR.sub.4, C(R).dbd.N(O).sub.n R.sub.3, CH(R)--O--N.dbd.C(R.sub.1)R.sub.2, CH(R)--O--N.dbd.C(CN)--CONH--R.sub.5, C(R.sub.6).dbd.N--(O).sub.n R, CH(R)--Y--E--R.sub.3, CO--[C(OR).sub.2 ].sub.n Q, C(Q).dbd.CH--OR or T--Q; in which furthermore: n is zero or 1; X and Y independently of one another are oxygen or sulfur, R and R.sub.1 independently of one another are hydrogen or C.sub.1 -C.sub.2 alkyl; R.sub.2 is hydrogen, C.sub.1-C.sub.8 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, benzyl or cyano; R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, benzyl or is an aryl radical U; R.sub.4 is hydrogen, C.sub.1 -C.sub.6 alkyl, Si(C.sub.1 -C.sub.6 alkyl).sub.3 or OCOC.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or CONHR.sub.1 ; R.sub.6 is N(R.sub.1)R.sub.2, hydrazino or Q; E is CO or SO.sub.2 ; U and U.sub.1 independently of one another are a phenyl radical which is unsubstituted or monosubstituted or polysubstituted by identical or different substituents from the series comprising methyl, methoxy, halogen, trifluoromethyl, nitro or cyano; T is C.sub.1 -C.sub.2 alkylene, methylene which is substituted by amino, hydroxyl or halogen, the substituents being independent of one another, or is ethenylene which is unsubstituted or substituted by halogen or cyano; Q is COXR or cyano. The novel compositions have crop-protecting properties and are particularly suitable for protecting plants against infestation by phytopathogenic microorganisms such as fungi, bacteria and viruses.

  本发明涉及一种化合物，其为公式I的化合物，作为活性成分的组合物：##STR1## 其中：X1、X2和X3彼此独立地为氢、甲基、甲氧基、甲硫基、卤素或硝基；A为C1-C2烷基，其被最多3个X-C1-C4烷基取代，被2或3个卤素原子取代的甲基，被羟基和/或不超过4个卤素原子取代的乙基；未被取代或最多被3个卤素原子取代的乙烯基；此外还包括乙炔基、丙炔基、甲酰基、乙酰基、最多被3个卤素原子取代的乙酰基，或者是C（R）=N-N（R2）R3，C（N=N-U1）=N-NH-U1，CH（R）-[N（R1）]n-N（R2）R3，C（R）（CN）OR4，C（R）=N（O）nR3，CH（R）-O-N=C（R1）R2，CH（R）-O-N=C（CN）-CONH-R5，C（R6）=N-(O)nR，CH（R）-Y-E-R3，CO-[C（OR）2]nQ，C（Q）=CH-OR或T-Q；此外还包括：n为零或1；X和Y彼此独立地为氧或硫，R和R1彼此独立地为氢或C1-C2烷基；R2为氢、C1-C8烷基、C3-C6烯基、C3-C6炔基、C3-C7环烷基、苄基或氰基；R3为氢、C1-C6烷基、C3-C6烯基、C3-C6炔基、C3-C7环烷基、苄基或是苯基U；R4为氢、C1-C6烷基、Si（C1-C6烷基）3或OCOC1-C3烷基；R5为氢或CONHR1；R6为N（R1）R2、肼基或Q；E为CO或SO2；U和U1彼此独立地为苯基，其未被取代或单取代或多取代，取代基为相同或不同的甲基、甲氧基、卤素、三氟甲基、硝基或氰基；T为C1-C2亚烷基、被氨基、羟基或卤素取代的亚甲基，取代基彼此独立，或未被取代或被卤素或氰基取代的乙烯基；Q为COXR或氰基。这些新的组合物具有保护作物的性质，特别适用于保护植物免受植物病原微生物（如真菌、细菌和病毒）的侵害。
• Lipoxygenase genes, promoters, transit peptides and proteins thereof
  申请人：——

  公开号：US20040103453A1

  公开（公告）日：2004-05-27

  This invention describes novel lipoxygenase genes and promoters, transit peptides and proteins derived therefrom. More specifically, this invention describes novel promoters that confer chemically inducible but not wound- or pathogen-inducible expression to an associated nucleotide sequence. The invention further describes peptides capable of targeting and associated protein to plastids and proteins having lipoxygenase activity which can be used to inhibit fungal mycotoxins. The invention also describes recombinant sequences containing such promoter sequences, and/or sequences encoding transit peptides and proteins according to the invention. The said recombinant DNA sequences may be used to create transgenic plants, but especially transgenic plants expressing a nucleotide sequence of interest in response to chemicals but not in response to wounding or pathogens.

  本发明描述了新型的脂氧合酶基因和启动子、转运肽和由此衍生的蛋白质。更具体地，本发明描述了赋予化学诱导但不是伤口或病原体诱导表达与相关核苷酸序列相关的新型启动子。该发明还描述了能够将相关蛋白质定向到质体的肽和具有脂氧合酶活性的蛋白质，可用于抑制真菌毒素。该发明还描述了包含此类启动子序列和/或根据本发明编码转运肽和蛋白质的序列的重组序列。这些重组DNA序列可用于创建转基因植物，尤其是在对化学物质做出反应但不对伤口或病原体做出反应的转基因植物表达感兴趣的核苷酸序列。
• Process and a composition for immunizing plants against disease
  申请人：Ciba-Geigy Corporation

  公开号：US05523311A1

  公开（公告）日：1996-06-04

  A method and composition for the immunization of healthy useful plants against plant diseases containing as active ingredients compounds of formula ##STR1## in which: X is hydrogen, halogen, hydroxy, methyl, methoxy, HOOC or MOOC; Y is hydrogen, halogen, SO.sub.3 H, SO.sub.3 M, nitro, hydroxy or amino, M being the molar equivalent of an alkali metal or alkaline earth metal ion that is formed from a corresponding base or basic compound; and Z is cyano or --CO--A; A represents either --OH or --SH, the hydrogen atom of which may also be replaced by the molar equivalent of an inorganic or organic cationic residue, or wherein A represents any other organic residue which has a molecular weight of less than 900 and which may also contain one, or more than one, hetero atom, including the salts of the phytophysiologically tolerable 7-carboxylic acid or 7-thiocarboxylic acid with primary, secondary or tertiary amines or with inorganic bases.

  一种用于对健康有益植物进行免疫以防治植物疾病的方法和组合物，其包含以下化合物作为活性成分：##STR1## 其中：X为氢、卤素、羟基、甲基、甲氧基、HOOC或MOOC；Y为氢、卤素、SO.sub.3 H、SO.sub.3 M、硝基、羟基或氨基，M为相应碱基或碱性化合物形成的相应碱金属或碱土金属离子的摩尔当量；Z为氰基或--CO--A；A表示--OH或--SH，其中氢原子也可以被无机或有机阳离子残基的摩尔当量所取代，或者A表示任何其他分子量小于900且可能含有一个或多个杂原子的有机残基，包括七羧酸或七硫羧酸与一级、二级或三级胺或无机碱的植物生理学可耐受盐。