2,3-dichlorobenzylamine hydrochloride | 72955-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dichlorobenzylamine hydrochloride
• 英文别名: (2,3-Dichlorophenyl)methanamine hydrochloride；(2,3-dichlorophenyl)methanamine;hydrochloride
• CAS: 72955-01-2
• 化学式: C₇H₇Cl₂N*ClH
• 分子量: 212.506
• InChiKey: ZNIUPNMCCZDQRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  potassium cyanate 、 2,3-dichlorobenzylamine hydrochloride 以 水 为溶剂， 生成 1-(2,3-Dichlorobenzyl)urea
  参考文献：
  名称：

  Borgna; Vicarini; Carmellino, Farmaco, Edizione Scientifica, 1980, vol. 35, # 12, p. 1034 - 1038

  摘要：

  DOI：

文献信息

• Imidazole-containing inhibitors of farnesyl protein transferase
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0675112A1

  公开（公告）日：1995-10-04

  Inhibition of farnesyl transferase, which is an enzyme involved in ras oncogene expression, is effected by compounds of the formula their enantiomers, diastereomers, and pharmaceutically acceptable salts, prodrugs, and solvates, wherein:    G is    G¹ is    G² is or -NR¹⁰-CH(Q¹)-;    J, K and L are each, independently, N, NR⁹, O, S or CR¹⁰ with the provisos that only one of the groups J, K and L can be O or S, and at least one of the groups J or L must be N, NR⁹, O or S to form a fused five-membered heteroring; the bond between J and K or K and L may also form one side of a phenyl ring fused to the fused five-membered heteroring;    Q is aryl;    Q¹, A¹ and A² are each, independently, H, alkyl, substituted alkyl, phenyl or substituted phenyl;    G³ is R¹¹, -C(O)OR¹¹, -C(O)NR¹¹R¹², 5-tetrazolyl, -C(O)N(R¹³)OR¹¹, -C(O)NHSO₂R¹⁴ or -CH₂OR¹¹;    G⁴ is attached at the 1, 2, 4 or 5 position and optionally substituted, at any of the available position or positions on the ring, with halo, alkyl or substituted alkyl having 1 to 20 carbon atoms, alkoxy, aryl, aralkyl, hydroxy, alkanoyl, alkanoyloxy, amino, alkylamino, dialkylamino, alkanoylamino, thiol, alkylthio, alkylthiono, alkylsulfonyl, sulfonamido, nitro, cyano, carboxy, carbamyl, N-hydroxycarbamyl, N-alkylcarbamyl, N-dialkylcarbamyl, alkoxycarbonyl, phenyl, substituted phenyl, or a combinaton of these groups;    Y and Z are each, independently, -CH₂- or -C(O)-;    R¹ - R¹⁴ are each, independently, H or alkyl having 1 to 20 carbon atoms;    R⁷, R⁸ and R¹⁴ may also be aryl or aralkyl, and R³, R⁹, R¹¹, R¹² and R¹³ may also be aralkyl;    m, n and p are each, independently, 0 or an integer from 1 to 2;    q is 0 or an integer from 1 to 4; and    the dotted line represents an optional double bond.

  抑制法尼醇转移酶是一种参与ras癌基因表达的酶，其受化合物的影响，其化合物包括其对映异构体、非对映异构体和药用可接受的盐、前药和溶剂化合物，其中： G为G¹为G²为或-NR¹⁰-CH(Q¹)-；J、K和L分别独立地为N、NR⁹、O、S或CR¹⁰，但有以下规定：J、K和L中只有一个可以是O或S，且J或L中至少有一个必须是N、NR⁹、O或S以形成融合的五元杂环；J和K之间的键或K和L之间的键也可以形成与融合的五元杂环融合的苯环的一侧；Q为芳基；Q¹、A¹和A²分别独立地为H、烷基、取代烷基、苯基或取代苯基；G³为R¹¹、-C(O)OR¹¹、-C(O)NR¹¹R¹²、5-四唑基、-C(O)N(R¹³)OR¹¹、-C(O)NHSO₂R¹⁴或-CH₂OR¹¹；G⁴附着在1、2、4或5位，并可选择地取代在环上的任何可用位置或位置，取代基为卤素、烷基或取代烷基（碳原子数为1至20）、烷氧基、芳基、芳基烷基、羟基、烷酰基、烷酰氧基、氨基、烷基氨基、二烷基氨基、烷酰氨基、硫醇基、烷基硫基、烷基硫酰基、磺酰胺基、硝基、氰基、羧基、氨基甲酰基、N-羟基氨基甲酰基、N-烷基氨基甲酰基、N-二烷基氨基甲酰基、烷氧基羰基、苯基、取代苯基或上述基团的组合；Y和Z分别独立为-CH₂-或-C(O)-；R¹-R¹⁴分别独立为H或烷基（碳原子数为1至20）；R⁷、R⁸和R¹⁴也可以是芳基或芳基烷基，R³、R⁹、R¹¹、R¹²和R¹³也可以是芳基烷基；m、n和p分别独立地为0或1至2的整数；q为0或1至4的整数；虚线表示可选的双键。
• Inhibitors of farnesyl protein transferase
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0696593A2

  公开（公告）日：1996-02-14

  Inhibition of farnesyl transferase, which is an enzyme involved in ras oncogene expression, is effected by compounds of the formula their enantiomers, diastereomers, and pharmaceutically acceptable salts, prodrugs, and solvates, wherein:    G is    when G is it is optionally substituted, at any available position or positions, with halo, alkyl or substituted alkyl having 1 to 20 carbon atoms, alkoxy, or a combination of these groups;    G¹ is optionally substituted, at any of the available position or positions on the ring, with halo, alkyl or substituted alkyl having 1 to 20 carbon atoms, alkoxy, aryl, aralkyl, hydroxy, alkanoyl, alkanoyloxy, amino, alkylamino, dialkylamino, alkanoylamino, thiol, alkylthio, alkylthiono, alkylsulfonyl, sulfonamido, nitro, cyano, carboxy, carbamyl, N-hydroxycarbamyl, N-alkylcarbamyl, N-dialkylcarbamyl, alkoxycarbonyl, phenyl, substituted phenyl, or a combination of these groups;    G² is or -NR⁶-CH(Q¹)-;    J, K and L are each, independently, N, NR⁷, O, S or CR⁶ with the provisos that only one of the groups J, K and L can be O or S, and at least one of the groups J or L must be N, NR⁷, O or S to form a fused five-membered heteroring; the bond between J and K or K and L may also form one side of a phenyl ring fused to the fused five-membered heteroring;    Q is is alkyl, cycloalkyl, substituted alkyl, aryl, pyrrolyl, furyl, thiophenyl, imidazolyl, oxazolyl, thiazolyl, pyrazolyl, pyrrolidyl or pyridyl;    Q¹, A¹ and A² are each, independently, H, alkyl, substituted alkyl, phenyl or substituted phenyl;    G³ is R⁸, -C(O)OR⁸, -C(O)NR⁸R⁹, -C(O)N(R¹⁰)OR⁸, -C(O)NHSO₂R¹¹ or -CH₂OR⁸;    X is -SH, -OH or -NHR¹²;    X¹ is -NR¹³-, -CH₂- or -CH(NHR¹⁴)-;    Y and Z are each, independently, -CH₂- or -C(O)-;    R¹ - R¹⁴ are each, independently, H or alkyl having 1 to 20 carbon atoms;    R³ may also be substituted alkyl or cycloalkyl; R⁴, R⁵ and R¹¹ may also be aryl or aralkyl; R⁷, R⁸, R⁹ and R¹⁰ may also be aralkyl; and R¹², R¹³ and R¹⁴ may also be substituted alkyl or aralkyl;    m is 0 or an integer from 1 to 2;    q is 0 or an integer from 1 to 3;    t is an integer from 1 to 2; and    the dotted line represents an optional double bond.

  式中的化合物可抑制法尼基转移酶，该酶是一种参与 ras 肿瘤基因表达的酶。 它们的对映体、非对映体以及药学上可接受的盐、原药和溶液，其中： G 是 当 G 为 在任何一个或多个可用位置被卤代、具有 1 至 20 个碳原子的烷基或取代烷基、烷氧基或这些基团的组合任选取代； G¹ 是 在环上的任何一个或多个可用位置被卤代、烷基或具有 1 至 20 个碳原子的取代烷基、烷氧基、芳基、芳烷基、羟基、烷酰基、烷酰氧基、氨基、烷基氨基、二烷基氨基、烷酰氨基、硫醇、烷基酰胺、烷氧基、烷氧基酰胺、烷氧基酰胺、烷氧基酰胺或这些基团的组合任选取代烷酰氨基、硫醇、烷硫基、烷硫基、烷基磺酰基、磺酰氨基、硝基、氰基、羧基、氨基甲酰基、N-羟基氨基甲酰基、N-烷基氨基甲酰基、N-二烷基氨基甲酰基、烷氧基羰基、苯基、取代苯基或这些基团的组合； G² 是 或-NR⁶-CH(Q¹)-； J、K 和 L 各自独立地为 N、NR⁷、O、S 或 CR⁶，但 J、K 和 L 中只能有一个基团为 O 或 S，且 J 或 L 中至少有一个基团必须为 N、NR⁷、O 或 S，以形成融合的五元杂环；J 和 K 或 K 和 L 之间的键还可以形成与融合的五元杂环相融合的苯基环的一侧； Q 是烷基、环烷基、取代烷基、芳基、吡咯基、呋喃基、噻吩基、咪唑基、噁唑基、噻唑基、吡唑基、吡咯烷基或吡啶基； Q¹、A¹ 和 A² 各自独立地为 H、烷基、取代的烷基、苯基或取代的苯基； G³ 是 R⁸、-C(O)OR⁸、-C(O)NR⁸R⁹、-C(O)N(R¹⁰)OR⁸、-C(O)NHSO₂R¹ 或 -CH₂OR⁸； X 是-SH、-OH 或-NHR¹²； X¹是-NR¹³-、-CH₂-或-CH(NHR¹⁴)-； Y和Z各自独立地为-CH₂-或-C(O)-； R¹-R¹⁴各自独立地为 H 或具有 1-20 个碳原子的烷基； R³也可以是取代的烷基或环烷基；R⁴、R⁵和R¹¹也可以是芳基或芳烷基；R⁷、R⁸、R⁹和R¹⁰也可以是芳烷基；R¹²、R¹³和R¹⁴也可以是取代的烷基或芳烷基； m 为 0 或 1 至 2 的整数； q 是 0 或 1 至 3 的整数 t 是 1 至 2 的整数；以及 虚线代表任选双键。