2-(萘-1-基氧基)乙酰氯 | 2007-12-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(萘-1-基氧基)乙酰氯
• 中文别名: 2-萘-1-氧基乙酰氯化物；2-(1-萘氧基)乙酰氯；2-萘-1-氧基乙酰氯；(1-萘氧基)乙酰氯
• 英文名称: 2-(1-naphthyloxy)acetyl chloride
• 英文别名: 2-naphthyloxyacetyl chloride；naphthoxyacetyl chloride；Naphthyl-(1)-oxyacetylchlorid；1-Naphthalenyloxyacetyl Chloride；naphthalen-1-yloxy-acetyl chloride；(Naphthyl-(1)-oxy)-essigsaeure-chlorid；[1]naphthyloxy-acetyl chloride；naphthoxy acetic acid chloride；(1-Naphthyloxy)acetyl chloride；2-naphthalen-1-yloxyacetyl chloride
• CAS: 2007-12-7
• 化学式: C₁₂H₉ClO₂
• mdl: MFCD12025104
• 分子量: 220.655
• InChiKey: ZOORULWLQVVPOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  339.0±15.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-(萘-1-基氧基)乙酰氯 在 sodium hydride 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 2.5h， 生成 5-Amino-1-tert-butyl-3-(naphthalen-1-yloxymethyl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Generation of Monospecific Nanomolar Tyrosine Kinase Inhibitors via a Chemical Genetic Approach

  摘要：

  Selective protein kinase inhibitors are highly sought after as tools for studying cellular signal transduction cascades, yet few have been discovered due to the highly conserved fold of kinase catalytic domains. Through a combination of small molecule synthesis and protein mutagenesis, a highly potent (IC50 = 1.5 nM) and uniquely specific inhibitor (4-amino-1-tert-butyl-3-(1'-naphthyl)pyrazolo[3,4-d]pyrimidine) of a rationally engineered v-Src tyrosine kinase (Ile338Gly v-Src) has been identified. Both the potency and specificity of this compound surpass those of any known Src family tyrosine kinase inhibitors. The molecule strongly inhibits the engineered v-Src in whole cells but does not inhibit tyrosine phosphorylation in cells that express only wild-type tyrosine kinases. In addition, the inhibitor selectively disrupts transformation in cells that express the target v-Src. The structural degeneracy of kinase active sites should allow the same complementary inhibitor/protein design strategy to be widely applicable across this entire enzyme superfamily.

  DOI：

  10.1021/ja983267v
• 作为产物：
  描述：

  2-(萘-1-基氧基)乙酸乙酯 在 氯化亚砜 、 N,N-二甲基甲酰胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 6.5h， 生成 2-(萘-1-基氧基)乙酰氯
  参考文献：
  名称：

  Synthesis and biological evaluation of isoflavone amide derivatives with antihyperlipidemic and preadipocyte antiproliferative activities

  摘要：

  A series of isoflavone amides were designed with isoflavone in place of the scaffold of 2-arylbenzoxazole as cholesterol ester transfer protein (CETP) inhibitors. Twelve new compounds were synthesized, and their inhibitory activities of CETP and preadipocyte proliferation were assayed. The hypolipidemic potency of the most effective compound HY-2c was further tested in vivo by hamster. The results indicate that HY-2c exhibited favorable antihyperlipidemic and preadipocyte antiproliferative activities. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.06.032

文献信息

• 一种苯甲酸衍生物及其制法和药物用途
  申请人：中国医学科学院药物研究所

  公开号：CN113402414A

  公开（公告）日：2021-09-17

  本发明公开了一种苯甲酸衍生物及其制法和药物用途，属于医药技术领域。具体公开了式(I)化合物所示的苯甲酸衍生物，及其生理上可接受的盐，所述化合物的制备方法和在制备URAT1抑制剂中的用途，含有所述化合物的药物制剂，以及所述化合物在制备预防和治疗与高尿酸血症相关疾病药物中的应用。
• Phenylalanine derivatives enhancing intestinal absorption of insulin in mice.
  作者：YUSUKE AMINO、KAZUHIRO KAWADA、KOJI TOI、IZUMI KUMASHIRO、KOJI FUKUSHIMA

  DOI：10.1248/cpb.36.4426

  日期：——

  The adjuvant effect of N-acyl-L-and D-phenylalanine derivatives on intestinal absorption of insulin was investigated in normal mice. The correlation between the chemical structural properties of the N-acyl moiety and the absorption-promoting activity was estimated from the glucose concentrations and the insulin levels in the blood of mice after oral combined administration of insulin and adjuvant. The chemical structural properties of N-acyl-phenylalanine derivatives necessary for adjuvant effect on intestinal absorption of insulin were as follows. 1. An aromatic ring is present, separated by two atoms from the acyl carbonyl group. 2. Either of X or Y is oxygen or X-Y is a double bond in Fig.2. 3. The N-acyl moiety has small hydrophobic substituents, such as F, Cl, or Me at Rα, Rβ, Rη and has an appropriate hydrophilic-hydrophobic balance of the overall molecule. The use of these agents to enhance insulin absorption offers the possibility of a new approach to oral insulin therapy.

  研究了N-酰基-L-和D-苯丙氨酸衍生物对正常小鼠胰岛素肠道吸收的辅助效应。根据小鼠口服胰岛素和辅料联合给药后的血糖浓度和胰岛素水平，推测了N-酰基部分的化学结构性质与促吸收活性之间的相关性。N-酰基-苯丙氨酸衍生物对胰岛素肠道吸收具有辅效应的化学结构性质如下：1. 芳环存在，与酰基羰基相隔两个原子。2. 图2中的X或Y之一为氧，或者X-Y是双键。3. N-酰基部分具有较小的疏水取代基，如F、Cl或Me在Rα、Rβ、Rη位置，并且整个分子具有适当的亲水-疏水平衡。利用这些制剂增强胰岛素吸收，为口服胰岛素治疗提供了新的途径。
• Novel pyridopyprimidinone derivatives which are HM74A agonists
  申请人：Conte Aurelia

  公开号：US20070275987A1

  公开（公告）日：2007-11-29

  The invention is concerned with novel pyridopyrimidinone derivatives of formula (I): wherein R 1 to R 8 , X, Y, m and n are as defined in the description and in the claims. The compounds of the present invention are HM74A agonists with improved properties compared to niacin and can be used for the treatment and/or prevention of diseases such as dyslipidemia, atherosclerosis, diabetes, metabolic syndrome, and other related diseases associated with HM74A.

  这项发明涉及式(I)的新型吡啶吡嘧啶酮衍生物：其中R1至R8、X、Y、m和n如描述和索赔中所定义。本发明的化合物是HM74A激动剂，与烟酸相比具有改进的性能，并可用于治疗和/或预防与HM74A相关的疾病，如脂质代谢异常、动脉粥样硬化、糖尿病、代谢综合征和其他与HM74A相关的疾病。
• Synthesis of N-(carbonylamino)-1,2,3,6-tetrahydropyridines with analgesic, antiinflammatory, and hyperglycemic activity
  作者：Jupita M. Yeung、Linda A. Corleto、Edward E. Knaus

  DOI：10.1021/jm00344a020

  日期：1982.2

  the effects that changes in functionality at the carbonyl group have on analgesic, antiinflammatory, and hyperglycemic activities. One of the most active analgesic compounds was N-[(ethoxycarbonyl)amino]-1,2,3,6-tetrahydropyridine (5o), which was comparable to that of morphine. Pretreatment with naloxone did not alter the activity of 5o or 5q. N-[(2-Furanylcarbonyl)amino]-1,2,3,6-tetrahydropyridine (5q)

  合成了一组N-（羰基氨基）-1，2，3，6-四氢吡啶，以研究羰基官能团的变化对镇痛，抗炎和高血糖活性的影响。活性最高的镇痛化合物之一是N-[（乙氧羰基）氨基] -1,2,3,6-四氢吡啶（5o），与吗啡相当。纳洛酮预处理不会改变5o或5q的活性。N-[（2-呋喃基羰基）氨基] -1,2,3,6-四氢吡啶（5q）是最有效的降血糖药，在100 mg / kg po剂量后第2和第4小时血糖升高181％。
• Acylated amine compounds which are useful fungicigal agents
  申请人：Roussel Uclaf

  公开号：US05064861A1

  公开（公告）日：1991-11-12

  A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of Ar-O- and aryl, polyaryl and condensed polyaryl unsubstituted or substituted and heterocycle unsubstituted or substituted, Ar is aryl of 6 to 14 carbon atoms unsubstituted or substituted, heteroaryl unsubstituted or substituted and heterocyclic unsubstituted or substituted, W is selected from the group comsisting of --(CH.sub.2).sub.n.sbsb.1 --or --(CH.sub.2).sub.n.sbsb.2 --NY--(CH.sub.2).sub.n.sbsb.3, n.sub.1, n.sub.2 and n.sub.3 are individually integers from 2 to 6, Y is selected from the group consisting of hydrogen, alkyl of 1 to 12 carbon atoms, aryl of 6 to 12 carbon atoms and aralkyl of 7 to 14 carbon atoms unsubstituted or substituted, --COOAlk and --COR.sub.2, Alk is alkyl of 1 to 12 carbon atoms, R.sub.2 is selected from the group consisting of alkyl of 1 to 12 carbon atoms, alkenyl and alkynyl of 2 to 12 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms unsubstituted or substituted and heterocyclic unsubstituted or substituted, Z is selected from the group consisting of hydrogen, ##STR2## R.sub.2 is alkyl of 1 to 12 carbon atoms or aralkyl of 7 to 18 carbon atoms, Alk' is alkyl of 1 to 12 carbon atoms, ArAlk is aralkyl of 7 to 18 carbon atoms, R.sub.2 ' is R.sub.2, R.sub.3 and R.sub.3 ' are selected from the group consisting of aryl substituted or unsubstituted, heteroaryl substituted or unsubstituted, heterocyclic unsubstituted or substituted and R.sub.1 with the proviso that Z is not hydrogen when W is --(CH.sub.2).sub.3 --and R.sub.1 is 2,4-dichlorophenoxy and their non-toxic, pharmaceutically acceptable acid addition salts having fungicidal activity.

  从以下化合物组中选择的一种化合物，其具有以下通式： ##STR1## 其中，R1 选自以下组：Ar-O-、芳基、多芳基、稠合多芳基，这些基团未被取代或被取代，以及未被取代或被取代的杂环；Ar 是未被取代或被取代的具有6至14个碳原子的芳基、未被取代或被取代的杂芳基、未被取代或被取代的杂环；W 选自以下组：--(CH2)n1-- 或 --(CH2)n2--NY--(CH2)n3--，其中 n1、n2 和 n3 各自为2至6的整数；Y 选自以下组：氢、具有1至12个碳原子的烷基、具有6至12个碳原子的芳基、具有7至14个碳原子的芳烷基，这些基团未被取代或被取代，以及 --COOAlk 和 --COR2，其中 Alk 是具有1至12个碳原子的烷基，R2 选自以下组：具有1至12个碳原子的烷基、具有2至12个碳原子的烯基和炔基、具有6至14个碳原子的芳基、具有7至18个碳原子的芳烷基，这些基团未被取代或被取代，以及未被取代或被取代的杂环；Z 选自以下组：氢、##STR2## 其中 R2 是具有1至12个碳原子的烷基或具有7至18个碳原子的芳烷基，Alk' 是具有1至12个碳原子的烷基，ArAlk 是具有7至18个碳原子的芳烷基，R2' 是 R2，R3 和 R3' 选自以下组：被取代或未被取代的芳基、被取代或未被取代的杂芳基、未被取代或被取代的杂环，以及 R1，但条件是当 W 是 --(CH2)3-- 且 R1 是 2,4-二氯苯氧基时，Z 不是氢；以及它们的非毒性、药学上可接受的酸加成盐，具有杀菌活性。