苄喹酰胺 | 63-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 中文名称: 苄喹酰胺
• 中文别名: 喹哌酰胺酯；苯喹胺
• 英文名称: Benzquinamide
• 英文别名: [3-(diethylcarbamoyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl] acetate
• CAS: 63-12-7
• 化学式: C₂₂H₃₂N₂O₅
• 分子量: 404.5
• InChiKey: JSZILQVIPPROJI-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131.5°
• 沸点：
  531.0±50.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜
• 物理描述：
  Solid
• 颜色/状态：
  CRYSTALS FROM DIISOPROPYL ETHER
• 稳定性/保质期：

  STABLE UP TO 5 YR @ 25 °C & UP TO 6% RELATIVE HUMIDITY; LIGHT-SENSITIVE; STABLE IN SOLN BETWEEN PH 2 & 4 /HCL/

• 保留指数：
  2980

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  6

ADMET

代谢

本唑喹酰胺产生2-乙酰氧基-3-(N,N-二乙基甲酰胺基)-1,2,3,4,6,7-六氢-9-羟基-10-甲氧基-11BH-苯并喹啉和2-乙酰氧基-3-(N-乙基甲酰胺基)-1,2,3,4,6,7-六氢-9,10-二甲氧基-11BH-苯并喹啉，在人及犬类体内：Wiseman, EH等人，生物化学药理学 13, 1421 (1964)。/来自表格/。

BENZQUINAMIDE YIELDS 2-ACETOXY-3-(N,N-DIETHYLCARBOXAMI DO)-1,2,3,4,6,7-HEXAHYDRO-9-HYDROXY-10-METHOXY-11BH-BENZOQUINOLIZINE & 2-ACETOXY-3-(N-ETHYLCARBOXAMIDO)-1,2,3,4,6,7-HEXAHYDRO- 9,10-DIMETHOXY-11BH-BENZOQUINOLIZINE IN MAN & DOG: WISEMAN, EH ET AL, BIOCHEM PHARMAC 13, 1421 (1964). /FROM TABLE/

来源:Hazardous Substances Data Bank (HSDB)

代谢

苯甲喹酰胺在人和狗体内代谢生成3-(N,N-二乙基羧酰胺基)-1,2,3,4,6,7-六氢-2-羟基-9,10-二甲氧基-11βH-苯并喹啉唑啉：怀斯曼，E.H.等人，生物化学药理学 13, 1421 (1964)。/来自表格/

BENZQUINAMIDE YIELDS 3-(N,N-DIETHYLCARBOXAMIDO)-1,2,3, 4,6,7-HEXAHYDRO-2-HYDROXY-9,10-DIMETHOXY-11BH-BENZOQUINOLIZINE IN MAN & DOG: WISEMAN, EH ET AL, BIOCHEM PHARMAC 13, 1421 (1964). /FROM TABLE/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

瞌睡似乎是最常见的不良反应。其他不良反应包括.../包含/口干、颤抖、出汗、打嗝、潮红、流涎和视力模糊...高血压、低血压、眩晕、房颤和过早的心房和室性收缩...失眠、不安、头痛.../HCL/

DROWSINESS APPEARS TO BE MOST COMMON ADVERSE EFFECT. OTHER ADVERSE REACTIONS... /INCL/ DRY MOUTH, SHIVERING, SWEATING, HICCOUGHS, FLUSHING, SALIVATION, & BLURRED VISION...HYPERTENSION, HYPOTENSION, DIZZINESS, ATRIAL FIBRILLATION, & PREMATURE AURICULAR & VENTRICULAR CONTRACTIONS...INSOMNIA, RESTLESSNESS, HEADACHE... /HCL/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

以下是报告的不良反应：兴奋、紧张、厌食、恶心、抽搐、颤抖、震颤和无力、疲劳、寒战、体温升高/盐酸/

...ADVERSE REACTIONS REPORTED ARE AS FOLLOWS: ...EXCITEMENT, NERVOUSNESS... ANOREXIA, NAUSEA...TWITCHING, SHAKING, TREMORS, & WEAKNESS...FATIGUE, CHILLS, INCR TEMP. /HCL/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

• 吸收

通过胶囊和栓剂给药途径的生物利用度相对肌肉注射途径为33-39%。

Incomplete, with 33–39% bioavailability via the capsule and suppository routes, relative to the intramuscular route.

来源:DrugBank

制备方法与用途

生物活性

Benzquinamide（P2647）是一种止吐剂，能与α2A、α2B和α2C肾上腺素受体结合，对应的Ki值分别为1,365 nM、691 nM和545 nM。

靶点

K_i: 1,365 nM (α_2A)，691 nM (α_2B)，545 nM (α_2C)。

文献信息

• Amino-substituted heterocycles, compositions thereof, and methods of treatment therewith
  申请人：D'Sidocky Neil R.

  公开号：US20080242694A1

  公开（公告）日：2008-10-02

  Provided herein are Heterocyclic Compounds having the following structure: wherein R 1 , R 2 , X, Y and Z are as defined herein, compositions comprising an effective amount of a Heterocyclic Compound and methods for treating or preventing cancer, inflammatory conditions, immunological conditions, metabolic conditions and conditions treatable or preventable by inhibition of a kinase pathway comprising administering an effective amount of a Heterocyclic Compound to a patient in need thereof.

  本文提供具有以下结构的杂环化合物： 其中R1、R2、X、Y和Z如本文所定义，包含有效量杂环化合物的组合物，以及治疗或预防癌症、炎症性疾病、免疫疾病、代谢性疾病以及通过给予患者需要的有效量杂环化合物来抑制激酶途径治疗或预防的疾病的方法。
• [EN] COMPOUNDS (CYSTEIN BASED LIPOPEPTIDES) AND COMPOSITIONS AS TLR2 AGONISTS USED FOR TREATING INFECTIONS, INFLAMMATIONS, RESPIRATORY DISEASES ETC.<br/>[FR] COMPOSÉS (LIPOPEPTIDES À BASE DE CYSTÉINE) ET COMPOSITIONS EN TANT QU'AGONISTES DES TLR2 UTILISÉS POUR TRAITER DES INFECTIONS, INFLAMMATIONS, MALADIES RESPIRATOIRES ENTRE AUTRES
  申请人：IRM LLC

  公开号：WO2011119759A1

  公开（公告）日：2011-09-29

  The invention provides a novel class of compounds viz. generally lipopeptides like Pam3CSK4, immunogenic compositions and pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with Toll-Like Receptors 2. In one aspect, the compounds are useful as adjuvants for enhancing the effectiveness a vaccine.

  这项发明提供了一类新型化合物，即一般类似Pam3CSK4的脂肽类化合物，包括含有这类化合物的免疫原组合物和药物组合物，以及使用这类化合物治疗或预防与Toll样受体2相关的疾病或紊乱的方法。在一个方面，这些化合物可用作增强疫苗效果的佐剂。
• Isoindole-imide compounds and compositions comprising and methods of using the same
  申请人：Muller W. George

  公开号：US20070049618A1

  公开（公告）日：2007-03-01

  This invention relates to isoindole-imide compounds, and pharmaceutically acceptable salts, solvates, stereoisomers, and prodrugs thereof. Methods of use, and pharmaceutical compositions of these compounds are disclosed.

  这项发明涉及异吲哚-亚胺化合物，以及它们的药物可接受的盐、溶剂化物、对映异构体和前药。这些化合物的使用方法和药物组合物已经公开。
• Internally Masked Neopentyl Sulfonyl Ester Cyclization Release Prodrugs of Acamprosate, Compositions Thereof, and Methods of Use
  申请人：Li Yunxiao

  公开号：US20090099253A1

  公开（公告）日：2009-04-16

  Internally masked neopentyl sulfonyl ester prodrugs of acamprosate, pharmaceutical compositions comprising such prodrugs, and methods of using such prodrugs and compositions thereof for treating diseases are disclosed. In particular, acamprosate prodrugs exhibiting enhanced oral bioavailability and methods of using acamprosate prodrugs to treat neurodegenerative disorders, psychotic disorders, mood disorders, anxiety disorders, somatoform disorders, movement disorders, substance abuse disorders, binge eating disorder, cortical spreading depression related disorders, tinnitus, sleeping disorders, multiple sclerosis, and pain are disclosed.

  内部掩盖的新戊基磺酰酯前药，包含这种前药的药物组合物，以及使用这种前药和组合物治疗疾病的方法被披露。具体来说，披露了展现增强口服生物利用度的阿卡姆普罗酸前药以及使用阿卡姆普罗酸前药治疗神经退行性疾病、精神障碍、情绪障碍、焦虑障碍、躯体形式障碍、运动障碍、物质滥用障碍、暴饮暴食障碍、皮层扩散性抑郁相关障碍、耳鸣、睡眠障碍、多发性硬化症和疼痛的方法。
• Diphenylethylene compounds and uses thereof
  申请人：Muller W. George

  公开号：US20050107339A1

  公开（公告）日：2005-05-19

  The present invention relates to Diphenylethylene Compounds and compositions comprising a Diphenylethylene Compound. The present invention also relates to methods for preventing or treating various diseases and disorders by administering to a subject in need thereof one or more Diphenylethylene Compounds. In particular, the invention relates to methods for preventing or treating cancer or an inflammatory disorder by administering to a subject in need thereof one or more Diphenylethylene Compounds. The present invention further relates to articles of manufacture and kits comprising one or more Diphenylethylene Compounds.

  本发明涉及二苯乙烯化合物和包含二苯乙烯化合物的组合物。本发明还涉及通过向需要的受试者施用一种或多种二苯乙烯化合物来预防或治疗各种疾病和紊乱的方法。具体而言，该发明涉及通过向需要的受试者施用一种或多种二苯乙烯化合物来预防或治疗癌症或炎症性紊乱的方法。本发明还涉及包含一种或多种二苯乙烯化合物的制品和工具包。

表征谱图