1-(2-氨基苯甲酰)-1-甲基肼 | 59169-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(2-氨基苯甲酰)-1-甲基肼
• 中文别名: 1-(2-氨基苯甲酰基)-1-甲基肼
• 英文名称: 1-(2'-aminobenzoyl)-1-methylhydrazine
• 英文别名: 2-aminobenzoic acid N-methylhydrazide；1-(2-aminobenzoyl)-1-methylhydrazine；1-(o-Aminobenzoyl)-1-methylhydrazine；N-(2-aminobenzoyl)-N-methylhydrazine；anthranilic acid N-methylhydrazide；N-methyl-N-(2-aminobenzoyl)hydrazine；2-amino-N-methylbenzohydrazide
• CAS: 59169-69-6
• 化学式: C₈H₁₁N₃O
• mdl: MFCD00097833
• 分子量: 165.195
• InChiKey: KBVKSMLDIIJRII-UHFFFAOYSA-N

物化性质

• 熔点：
  69-71 °C
• 沸点：
  16 °C (2 mmHg)
• 密度：
  1.1669 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  72.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25
• 储存条件：
  存于阴凉干燥处

反应信息

• 作为反应物：
  描述：

  1-(2-氨基苯甲酰)-1-甲基肼 以 二苯醚 、 乙醇 为溶剂， 反应 18.33h， 生成 3-methyl-2-phenyl-4(3H)-quinazolinone
  参考文献：
  名称：

  Shailaja, G.; Reddy, P. S. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 4, p. 321 - 325

  摘要：

  DOI：
• 作为产物：
  描述：

  靛红酸酐 、 甲基肼 以76%的产率得到
  参考文献：
  名称：

  SUNDER S.; PEET N. P.; TREPANIER D. L., J. ORG. CHEM. , 1976, 41, NO 16, 2732-2733

  摘要：

  DOI：

文献信息

• N-(2-aminobenzoyl)-N-methylhydrazones of aldehydes and aldoses and their cyclization to benzo-1,3,4-triazepine derivatives
  作者：A. Yu. Ershov、B. V. Chernitsa、V. A. Doroshenko、S. I. Yakimovich、V. V. Alekseyev、I. V. Lagoda、V. V. Pakal’nis、I. V. Zerova、V. V. Shamanin

  DOI：10.1007/s10593-011-0697-0

  日期：2011.3

  nes of aromatic aldehydes. A tautomeric equilibrium is observed in DMSO-d6 for the products of the condensation of the hydrazide of 2-aminobenzoic acid with a series of aldoses. This equilibrium exists between α,β-isomeric pyranose forms and the open aldosohydrazone form. Isomeric conversion to the seven-membered benzo-1,3,4-triazepine form is observed for the products of the condensation of aldoses

  脂族醛与N-（2-氨基苯甲酰基）-N-甲基肼的缩合产物以线性乙hydr与环状苯并1,3,4-三氮杂forms形式的互变异构混合物形式存在于DMSO-d 6溶液中。线性互变异构体主要是芳族醛的2-氨基苯甲酰基-N-甲基hydr。在DMSO-d 6中观察到2-氨基苯甲酸酰肼与一系列醛糖缩合的产物的互变异构平衡。该平衡存在于α，β-异构体吡喃糖形式和开放的醛糖zone形式之间。对于醛糖与N-（2-氨基苯甲酰基）-N-甲基肼的缩合产物，观察到异构体转化为七元苯并-1,3,4-三氮杂form形式。
• The ring closure and rearrangement of N-2-aminobenzoyl -N-methylhydrazones of β-dicarbonyl compounds
  作者：Melinda Gál、Ödön Fehér、Endre Tihanyl、Gyula Horváth、Gyula Jerkovich

  DOI：10.1016/0040-4020(82)85022-9

  日期：1982.1

  A novel rearrangement was observed during the cyclization of N-(2-aminobenzoyl)-N-methylhydrazones of β-dicarbonyl compounds, leading to pyrazole derivatives 2,4, and 5 depending on substituents and the reaction media.

  N-环化过程中观察到一种新的重排（2-氨基苯甲酰基）-N- methylhydrazonesβ二羰基化合物，导致吡唑衍生物2，4，和5根据取代基和反应介质。
• 1,3,4-benzotraizepin-5(4H)-one derivatives and process for the
  申请人：Egis Gyogyszergyar Rt.

  公开号：US05441948A1

  公开（公告）日：1995-08-15

  The invention relates to racemic or optically active 1,3,4-benzotriazepin-5(4H)-one derivatives, a process for the preparation thereof, pharmaceutical compositions comprising the same, to the use of the said compounds for the treatment of diseases and for the preparation of pharmaceutical compositions containing the said compounds as active agent. The new compounds according to the invention correspond to the general formula (I), ##STR1## wherein R.sup.1 represents hydrogen or straight or branched chain C.sub.1-4 alkyl optionally carrying a pyridyl or a phenyl substituent; R.sup.2 stands for cyanoimino; R.sup.3 denotes hydrogen or straight or branched chain C.sub.1-4 alkyl; R.sup.4 stands for C.sub.1-4 alkyl; and the dotted line does not represent a valency bond; or R.sup.2 stands for a group of the formula R.sup.9 R.sup.10 N, wherein R.sup.9 and R.sup.10 are independently hydrogen or straight or branched chain C.sub.1-10 alkyl, or R.sup.9 R.sup.10 N together form a 5- to 7-membered heterocyclic group; or R.sup.9 R.sup.10 N together form a group of the formula N.dbd.C(NR.sup.12 R.sup.13)NH.sub.2, wherein R.sup.12 and R.sup.13 are independently hydrogen or straight or branched chain C.sub.1-10 alkyl, or NR.sup.12 R.sup.13 together form a 5- to 7-membered heterocyclic group; R.sup.4 stands for C.sub.1-4 alkyl; and the dotted line represents a valency bond, consequently substituent R.sup.1 is missing; with the proviso that if R.sup.9 and R.sup.10 are the same, they are other than hydrogen. The 1,3,4-benzotriazepin-5(4H)-one derivatives of the general formula (I) affect the circulatory system and possess antianginal, antihypertensive and peripheral vasodilating effects.

  本发明涉及光学活性或外消旋1,3,4-苯并三唑环-5(4H)-酮衍生物、其制备方法、包含该衍生物的制药组合物，以及将该化合物用于治疗疾病和制备含有该化合物作为活性剂的制药组合物。根据本发明，新的化合物符合通式(I)，其中R1代表氢或直链或支链C1-4烷基，可选地带有吡啶基或苯基取代基；R2代表氰基亚氨基；R3代表氢或直链或支链C1-4烷基；R4代表C1-4烷基；虚线不代表价键；或者R2代表式R9R10N的基团，其中R9和R10独立地表示氢或直链或支链C1-10烷基，或者R9R10N共同形成5-至7-成员的杂环基团；或者R9R10N共同形成式N=C(NR12R13)NH2的基团，其中R12和R13独立地表示氢或直链或支链C1-10烷基，或者NR12R13共同形成5-至7-成员的杂环基团；R4代表C1-4烷基；虚线表示价键，因此缺少取代基R1；但是，如果R9和R10相同，则它们不是氢。通式(I)的1,3,4-苯并三唑环-5(4H)-酮衍生物影响循环系统，并具有抗心绞痛、降压和周围血管扩张作用。
• A Diversity Oriented Synthesis of 2,10-Dioxo-10H-1,2,3,4,4a,5-hexahydropyridazino[3,2-b]quinazolines
  作者：José I. Borrell、Elisabeth Schuler、Nacho Juanico、Jordi Teixidó、Enrique L. Michelotti

  DOI：10.3987/com-05-s(t)9

  日期：——
• Correlation analysis of the13C chemical shifts of substituted benzaldehyde 2-aminobenzoylhydrazones. Study of the propagation of substituent effects along a heteroatomic chain
  作者：Kari Neuvonen、Ferenc F�l�p、Helmi Neuvonen、Mario Simeonov、Kalevi Pihlaja

  DOI：10.1002/(sici)1099-1395(199701)10:1<55::aid-poc854>3.0.co;2-d

  日期：1997.1

  The C-13 chemical shifts of eight series of para- or meta-substituted benzaldehyde 2-aminobenzoylhydrazones possessing both amide and imine functionalities were measured. The C-13 chemical shifts were used to study the transmission of electronic substituent effects along the heteroaromatic side-chain of the substituted aromatic ring, In addition to the C=N bond, the benzoylhydrazones possess in their side-chain polarizable C=O and phenyl pi-units. The benzylidenic ring-substituent chemical shifts were analysed by the dual substituent parameter approach to separate the inductive and resonance effects, The negative p(I) and p(R) values observed (i.e. reverse substituent effects) indicate a significant pi-polarization of the C=N bond, The highly negative p(R) values, especially those in the case of meta substitution, suggest a contribution from a marked secondary field-transmitted resonance effect, The results are compared with those obtained for other hydrazones or imines. Variation of the electron-withdrawing ability of the N-2 substituent is seen to have a systematic effect on the p(I) values. Reverse substituent effects are also observed at the C-1'' site of the 2-aminobenzoyl ring while C-4'' shifts show normal behaviour, consistent with the general concept of the pi-polarization that each pi-unit of the side-chain is polarized largely as a localized system, Accordingly, the pi-polarization effect is seen efficiently to propagate also along a heteroaromatic chain, On the other hand, the C=O sites exhibit normal, although fairly slight, dependence on the benzylidenic substituent indicating an insignificant role of pi-polarization at that site. The effects of the solvent, CDCI3 vs. DMSO-d(6), on the p(I) and p(R) values are also considered.