N-[3-(氯甲基)苯基]氨基甲酸叔丁酯 | 219706-58-8

• 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: N-[3-(氯甲基)苯基]氨基甲酸叔丁酯
• 英文名称: tert-butyl (3-(chloromethyl)phenyl)carbamate
• 英文别名: 1-t-butyl-3-(chloromethyl)phenylcarbamate；3-tert-butoxycarbonylaminobenzyl chloride；N-Boc-3-(chloromethyl)aniline；tert-butyl N-[3-(chloromethyl)phenyl]carbamate
• CAS: 219706-58-8
• 化学式: C₁₂H₁₆ClNO₂
• mdl: MFCD22421768
• 分子量: 241.718
• InChiKey: RAHGJAIFYCYZQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  298.2±23.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2921420090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-(N-boc-氨基)苄醇	tert-butyl N-[3-(hydroxymethyl)phenyl]carbamate	118684-31-4	C12H17NO3	223.272
  3-(N-叔丁氧羰基氨基)苯甲酸	3-((tert-butoxycarbonyl)amino)benzoic acid	111331-82-9	C12H15NO4	237.255

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  [3-(氨基甲基)苯基]氨基甲酸叔丁酯	tert-butyl 3-(aminomethyl)phenylcarbamate	205318-52-1	C12H18N2O2	222.287

反应信息

• 作为反应物：
  描述：

  N-[3-(氯甲基)苯基]氨基甲酸叔丁酯 在 sodium azide 、 四丁基溴化铵 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 5.5h， 生成 [3-(氨基甲基)苯基]氨基甲酸叔丁酯
  参考文献：
  名称：

  Discovery of 1,2,4-thiadiazolidine-3,5-dione analogs that exhibit unusual and selective rapid cell death kinetics against acute myelogenous leukemia cells in culture

  摘要：

  4-Benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione (TDZD-8) was previously identified as an antileukemic agent exhibiting no evident toxicity toward normal hematopoietic cells. An SAR study has been carried out to examine the effect of varying the C-2 and C-4- substituents on the thiadiazolidinone ring of TDZD-8 on antileukemic activity. These studies resulted in the identification of more druglike analogs that exhibited comparable potency to TDZD-8 in killing acute myelogenous leukemia (AML) cells in culture. Surprisingly, the cell death kinetics induced by several of these novel analogs on MV-411 cells were extremely fast, with commitment to death occurring within 30 min. At a concentration of 10 mu M, 3f (LD50 = 3.5 mu M) completely eradicated cell viability of MV-411 cells within 2 h, while analog 3e (LD50 = 2.0 mu M) decimated cell viability within 30 min at a concentration of 10 mu M and effectively abolished cell viability at 5 mu M within 1-2 h. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.027
• 作为产物：
  描述：

  3-(N-boc-氨基)苄醇 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 N-[3-(氯甲基)苯基]氨基甲酸叔丁酯
  参考文献：
  名称：

  Discovery of 1,2,4-thiadiazolidine-3,5-dione analogs that exhibit unusual and selective rapid cell death kinetics against acute myelogenous leukemia cells in culture

  摘要：

  4-Benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione (TDZD-8) was previously identified as an antileukemic agent exhibiting no evident toxicity toward normal hematopoietic cells. An SAR study has been carried out to examine the effect of varying the C-2 and C-4- substituents on the thiadiazolidinone ring of TDZD-8 on antileukemic activity. These studies resulted in the identification of more druglike analogs that exhibited comparable potency to TDZD-8 in killing acute myelogenous leukemia (AML) cells in culture. Surprisingly, the cell death kinetics induced by several of these novel analogs on MV-411 cells were extremely fast, with commitment to death occurring within 30 min. At a concentration of 10 mu M, 3f (LD50 = 3.5 mu M) completely eradicated cell viability of MV-411 cells within 2 h, while analog 3e (LD50 = 2.0 mu M) decimated cell viability within 30 min at a concentration of 10 mu M and effectively abolished cell viability at 5 mu M within 1-2 h. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.027

文献信息

• Efficient Solution-Phase Synthesis of 4,5,7-Trisubstituted Pyrrolo[3,2-<i>d</i>]pyrimidines
  作者：Weihe Zhang、Jing Liu、Michael A. Stashko、Xiaodong Wang

  DOI：10.1021/co300106f

  日期：2013.1.14

  an efficient and robust route to synthesize 4,5,7-trisubstituted pyrrolo[3,2-d]pyrimidines as potent kinase inhibitors. This solution-phase synthesis features a SNAr substitution reaction, cross-coupling reaction, one-pot reduction/reductive amination and N-alkylation reaction. These reactions occur rapidly with high yields and have broad substrate scopes. A variety of groups can be selectively introduced

  我们已经开发出一种有效而强大的途径来合成4,5,7-三取代的吡咯并[3,2-d]嘧啶类作为有效的激酶抑制剂。该溶液相合成具有SNAr取代反应，交叉偶联反应，一锅还原/还原胺化和N-烷基化反应的特征。这些反应以高收率迅速发生并且具有广泛的底物范围。在合成的后期，可以将各种基团选择性地引入到4,5,7-三取代的吡咯并嘧啶的N5和C7位，从而提供了一种探索吡咯并嘧啶衍生物的结构-活性关系的高效方法。已经针对一组48种激酶对4种合成类似物进行了分析，并确定了一种新的选择性FLT3抑制剂9。
• 3,4-Dihydroisoquinolinium Salt Derivatives
  申请人：Kim Jungho

  公开号：US20090221829A1

  公开（公告）日：2009-09-03

  The present invention relates to 3,4-dihydroisoquinolinium salt derivatives. More specifically, the present invention relates to 3,4-dihydroisoquinolinium salt derivatives of the following chemical formula (I).

  本发明涉及3,4-二氢异喹啉盐衍生物。更具体地，本发明涉及以下化学式(I)的3,4-二氢异喹啉盐衍生物。
• 4,5-dihydro-&lsqb;1H&rsqb;-benz&lsqb;g&rsqb;indazole-3-carboxylic acid derivatives
  申请人：Teikoku Hormone Mfg. Co., Ltd.

  公开号：US06291485B1

  公开（公告）日：2001-09-18

  4,5-Dihydro-[1H]-benz[g]indazole-3-carboxylic acid derivatives represented by the following formula, or their salts, have excellent antagonism to endothelin receptors and are useful as preventives or remedies for diseases such as hypertension, angina pectoris, myocardial infarction, brain infarction, cerebrovascular contraction, renal insufficiency, hepatic dysfunction, arteriosclerosis and post-PTCA restenosis. wherein Ar represents an optionally substituted aryl group, and R1 represents a hydrogen atom, an optionally substituted lower alkyl group, an optionally substituted aryl group, an optionally substituted cycloalkyl group or an optionally substituted heterocyclic group.

  以下公式所代表的4,5-二氢-[1H]-苯[g]吲唑-3-羧酸衍生物，或其盐，对内皮素受体具有出色的拮抗作用，并可用作预防或治疗高血压、心绞痛、心肌梗死、脑梗死、脑血管收缩、肾功能不全、肝功能障碍、动脉硬化和PTCA术后再狭窄等疾病的药物。其中Ar代表可选择取代的芳基，R1代表氢原子、可选择取代的较低烷基、可选择取代的芳基、可选择取代的环烷基或可选择取代的杂环基。
• 4,5-DIHYDRO- 1H]-BENZ g]INDAZOLE-3-CARBOXYLIC ACID DERIVATIVES
  申请人：TEIKOKU HORMONE MFG. CO., LTD.

  公开号：EP1002797A1

  公开（公告）日：2000-05-24

  4,5-Dihydro-[1H]-benz[g]indazole-3-carboxylic acid derivatives represented by the following formula, or their salts, have excellent antagonism to endothelin receptors and are useful as preventives or remedies for diseases such as hypertension, angina pectoris, myocardial infarction, brain infarction, cerebrovascular contraction, renal insufficiency, hepatic dysfunction, arteriosclerosis and post-PTCA restenosis. wherein Ar represents an optionally substituted aryl group, and R1 represents a hydrogen atom, an optionally substituted lower alkyl group, an optionally substituted aryl group, an optionally substituted cycloalkyl group or an optionally substituted heterocyclic group.

  下式所代表的 4,5-二氢-[1H]-苯并[g]吲唑-3-羧酸衍生物或其盐类对内皮素受体具有极好的拮抗作用，可作为高血压、心绞痛、心肌梗塞、脑梗塞、脑血管收缩、肾功能不全、肝功能障碍、动脉硬化和 PTCA 术后再狭窄等疾病的预防或治疗药物。 其中 Ar 代表任选取代的芳基，R1 代表氢原子、任选取代的低级烷基、任选取代的芳基、任选取代的环烷基或任选取代的杂环基。
• US6291485B1
  申请人：——

  公开号：US6291485B1

  公开（公告）日：2001-09-18