5-[4-[二(2-氯乙基)氨基]苯基]戊酸 | 64508-90-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5-[4-[二(2-氯乙基)氨基]苯基]戊酸
• 英文名称: 5-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-valeric acid
• 英文别名: 5-{4-[Bis-(2-chlor-aethyl)-amino]-phenyl}-valeriansaeure；5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid；5-[4-[bis(2-chloroethyl)amino]phenyl]pentanoic acid
• CAS: 64508-90-3
• 化学式: C₁₅H₂₁Cl₂NO₂
• 分子量: 318.243
• InChiKey: YQMOTGVJXOHLKM-UHFFFAOYSA-N

物化性质

• 密度：
  1.2304 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

制备方法与用途

类别：有毒物品

毒性分级：高毒

急性毒性：腹腔-大鼠 LD50: 50 毫克/公斤

可燃性危险特性：可燃；燃烧时产生有毒的氮氧化物和氯化物烟雾

储运特性：应存放在通风、低温和干燥的地方，并与食品原料分开存放

灭火剂：干粉、泡沫、沙土、二氧化碳或雾状水

反应信息

• 作为反应物：
  描述：

  5-[4-[二(2-氯乙基)氨基]苯基]戊酸 在 sodium azide 、 氯甲酸乙酯 、 三乙胺 作用下， 以 丙酮 、 苯 为溶剂， 反应 1.75h， 生成 Bis-(2-chloro-ethyl)-[4-(4-isocyanato-butyl)-phenyl]-amine
  参考文献：
  名称：

  DNA-directed alkylating agents. 3. Structure-activity relationships for acridine-linked aniline mustards: consequences of varying the length of the linker chain

  摘要：

  Four series of acridine-linked aniline mustards have been prepared and evaluated for in vitro cytotoxicity, in vivo antitumor activity, and DNA cross-linking ability. The anilines were attached to the DNA-intercalating acridine chromophores by link groups (-O-, -CH2-, -S-, and -SO2-) of widely varying electronic properties, providing four series of widely differing mustard reactivity where the alkyl chain linking the acridine and mustard moieties was varied from two to five carbons. Relationships were sought between chain length and biological properties. Within each series, increasing the chain length did not alter the reactivity of the alkylating moiety but did appear to position it differently on the DNA, since cross-linking ability (measured by agarose gel assay) altered with chain length, being maximal with the C4 analogue. The in vivo antitumor activities of the compounds depended to some extent on the reactivity of the mustard, with the least reactive SO2 compounds being inactive. However, DNA-targeting did appear to allow the use of less reactive mustards, since the S-linked acridine mustards showed significant activity whereas the parent S-mustard did not. Within each active series, the most active compound was the C4 homologue, suggesting some relationship between activity and extent of DNA alkylation.

  DOI：

  10.1021/jm00173a016
• 作为产物：
  描述：

  5-(4-nitrophenyl)pentanoic acid 生成 5-[4-[二(2-氯乙基)氨基]苯基]戊酸
  参考文献：
  名称：

  Everett et al., Journal of the Chemical Society, 1953, p. 2386,2387

  摘要：

  DOI：

文献信息

• VALU, KISIONE K.;GOURDIE, TRUDI A.;BORITZKI, THEODORE J.;GRAVATT, G. LANC+, J. MED. CHEM., 33,(1990) N1, C. 3014-3019
  作者：VALU, KISIONE K.、GOURDIE, TRUDI A.、BORITZKI, THEODORE J.、GRAVATT, G. LANC+

  DOI：——

  日期：——
• COMBINATION OF CD37 ANTIBODIES WITH CHLORAMBUCIL
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP3008089A1

  公开（公告）日：2016-04-20
• US4150126A
  申请人：——

  公开号：US4150126A

  公开（公告）日：1979-04-17
• [EN] COMBINATION OF CD37 ANTIBODIES WITH CHLORAMBUCIL<br/>[FR] COMBINAISON D'ANTICORPS ANTI-CD37 ET DE CHLORAMBUCIL
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014198330A1

  公开（公告）日：2014-12-18

  The present invention relates to immunotherapies that are based on depletion of CD37- positive cells such as B-cells. The present invention provides methods for reduction of CD37-positive cells such as B-cells in an individual/ patient using a combination of CD37 antibody /antibodies and chlorambucil. The combination of CD37 antibodies and chlorambucilis shown to have a synergistic effect. The application further provides materials and methods for treatment of diseases involving aberrant B-cell activity.
• Everett et al., Journal of the Chemical Society, 1953, p. 2386,2387
  作者：Everett et al.

  DOI：——

  日期：——