2-氯-5-氯甲基-吡啶盐酸盐 | 82674-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-氯-5-氯甲基-吡啶盐酸盐
• 中文别名: 2-氯-5-氯甲基吡啶盐酸盐
• 英文名称: 2-chloro-5-chloromethylpyridine chydrochloride
• 英文别名: 2-chloro-5-(chloromethyl)pyridine hydrochloride；2-chloro-5-chloromethylpyridine hydrochloride；2-chloro-(5-chloromethyl)pyridine hydrochloride；6-chloro-3-picolyl chloride hydrochloride；2-chloro-5-(chloromethyl)pyridine;hydrochloride
• CAS: 82674-16-6
• 化学式: C₆H₅Cl₂N*ClH
• 分子量: 198.479
• InChiKey: ZHEXGKWVNRSSLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-氯-5-氯甲基-吡啶盐酸盐 在 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 2-氯-5-氯甲基吡啶
  参考文献：
  名称：

  EP1176141

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氯-5-羟甲基吡啶 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 生成 2-氯-5-氯甲基-吡啶盐酸盐
  参考文献：
  名称：

  Indazolinones, a new series of redox-active 5-lipoxygenase inhibitors with built-in selectivity and oral activity

  摘要：

  Since the hypothetical mechanisms of hydroperoxydation of arachidonic acid by, respectively, 5-lipoxygenase (5-LPO) and cyclooxygenase (CO) involve a redox cycle, a compound which reduces 5-LPO and CO to their inactive state would give a nonselective inhibitor of both enzymes. Structural modifications of such a compound could be expected to give improved potency and selectivity for 5-LPO and oral activity. Such an approach has led to the discovery of 1,2-dihydroindazol-3-ones which are potent 5-LPO inhibitors with various degrees of selectivity. Structure-activity relationship studies indicated that while N-1,N-2-unsubstituted and N-1-substituted derivatives are orally inactive, N-2-alkyl derivatives are orally active and inhibit both 5-LPO and CO. In contrast, N-2-benzyl derivatives are selective for 5-LPO but possess only weak oral activity. Further structural modifications have identified ICI 207968 [1,2-dihydro-2-(3-pyridylmethyl)-3H-indazol-3-one, 21a] which combines potent oral activity and high selectivity. Methemoglobin (MHb) induction by 21a in dog blood precluded its development for clinical use. Attempts at dissociating 5-LPO inhibitory properties and MHb formation showed that MHb formation in vitro seemed to be related to the redox potential of the compounds whereas 5-LPO inhibition was not. This study led to a series of 4-(N-n-pentylcarbamoyl)indazolinones which maintained in vitro 5-LPO potency but did not induce MHb.

  DOI：

  10.1021/jm00107a023

文献信息

• Docking model of the nicotinic acetylcholine receptor and nitromethylene neonicotinoid derivatives with a longer chiral substituent and their biological activities
  作者：Hikaru Nagaoka、Hisashi Nishiwaki、Takuya Kubo、Miki Akamatsu、Satoshi Yamauchi、Yoshihiro Shuto

  DOI：10.1016/j.bmc.2014.12.058

  日期：2015.2

  that contain a sulfur atom, oxygen atom or aromatic ring at position 5 on the imidazolidine ring were synthesized to evaluate their affinity for the nicotinic acetylcholine receptor (nAChR) and their insecticidal activity against adult female houseflies. Comparing the receptor affinity of the alkylated derivative with the receptor affinity of compounds possessing either ether or thioether groups revealed

  在本研究中，合成具有在咪唑烷环上第5位含有硫原子，氧原子或芳香环的取代基的硝基亚甲基新烟碱衍生物，以评估其对烟碱乙酰胆碱受体（nAChR）的亲和力及其对成年雌性家蝇的杀虫活性。 。将烷基化衍生物的受体亲和力与具有醚或硫醚基团的化合物的受体亲和力进行比较后发现，碳原子向硫原子的转化不会影响受体亲和力，而向氧原子的转化则对受体亲和力不利。 。具有苄基或苯基的化合物的受体亲和力低于未取代的化合物。连接在咪唑烷环上第5位的正丁基。对nAChR-配体模型的对接研究表明，通过掠过形成结合区的氨基酸，配体结合区会随着取代基长度的增加而扩展。通过考虑log P和取代基中杂原子（包括硫和氧原子）的数量，化合物的杀虫活性与受体亲和力呈正相关 ，这表明杀虫活性受受体亲和力，疏水性和代谢稳定性的影响的化合物。
• [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine Derivatives as Dual Antagonists of PAF and Histamine
  作者：Elena Carceller、Manuel Merlos、Marta Giral、Dolors Balsa、Carmen Almansa、Javier Bartroli、Julian Garcia-Rafanell、Javier Forn

  DOI：10.1021/jm00043a009

  日期：1994.8

  A series of [(3-pyridylalkyl)piperidylidene]- and (nicotinoylpiperidylidene)benzocycloheptapyridine derivatives, Ia,b, were prepared and evaluated for PAF antagonist and H1 antihistamine activity. PAF antagonist activity was investigated by the in vitro PAF-induced platelet aggregation assay (PPA) and the in vivo PAF-induced hypotension test in rats (PH) and mortality test in mice (PM). For the evaluation

  制备了一系列的[（3-吡啶基烷基）哌啶基]-和（烟酰基哌啶基）苯并环庚吡啶衍生物Ia，b，并评价了PAF拮抗剂和H1抗组胺活性。通过体外PAF诱导的血小板聚集测定（PPA）和体内PAF诱导的大鼠低血压测试（PH）和小鼠的死亡率测试（PM），研究了PAF拮抗剂的活性。为了评估H1抗组胺药的活性，在血压正常的大鼠中使用了体外组胺引起的豚鼠回肠试验（HC）收缩和体内组胺引起的低血压试验（HH）。使用活性过敏性休克试验在小鼠中评估了化合物的潜在抗过敏活性。这些化合物在结构上与氯雷他定（1）有关，是通过用取代的3-吡啶基甲基和烟酰基部分取代1的乙氧羰基而生成的。抗PAF和H1抗组胺活性均显示出对吡啶环中取代基的确切性质和位置的高度依赖性。结合有（5-甲基-3-吡啶基）甲基的最佳结构19（UR-12592）表现出独特的双重活性，可抑制两种PAF诱导的作用（PPA，IC50 = 3.7 microM； PH，ID50
• Design, synthesis, and anti-tumor evaluation of novel symmetrical bis-benzimidazoles
  作者：Yan-Hui Yang、Mao-Sheng Cheng、Qing-He Wang、Han Nie、Na Liao、Jian Wang、Hong Chen

  DOI：10.1016/j.ejmech.2008.07.021

  日期：2009.4

  A novel symmetrical bis-benzimidazole was designed as DNA minor groove binder. Molecular modeling study showed that it could dock into the minor groove of DNA. Several derivatives were synthesized and confirmed by IR, MS, and 1H NMR. All these novel compounds were screened for cytotoxic activity on SKOV-3, HeLa, and BGC-823 cell lines in vitro. Some compounds showed IC50s in the single-digit micromolar

  一种新型的对称双苯并咪唑被设计为DNA小沟结合剂。分子建模研究表明，它可以插入DNA的小沟中。合成了几种衍生物，并通过IR，MS和1 H NMR确认。所有这些新化合物中筛选出细胞毒活性在SKOV-3，HeLa和BGC-823细胞系在体外。一些化合物对数种肿瘤细胞系的细胞毒性显示在数微摩尔范围内的IC 50 s。
• Affinity to the Nicotinic Acetylcholine Receptor and Insecticidal Activity of Chiral Imidacloprid Derivatives with a Methylated Imidazolidine Ring
  作者：Hisashi NISHIWAKI、Hikaru NAGAOKA、Mituhiro KURIYAMA、Satoshi YAMAUCHI、Yoshihiro SHUTO

  DOI：10.1271/bbb.100846

  日期：2011.4.23

  asymmetrically methylated imidazolidine ring were synthesized. Their affinity to the nicotinic acetylcholine receptor of housefly Musca domestica and insecticidal activity against the housefly were measured. The compound with a 5R-methylated imidazolidine ring demonstrated intrinsic activity comparable to that of the unsubstituted compound. Most of the compounds were synergized by oxygenase inhibitors

  合成了具有不对称甲基化咪唑烷环的四种吡虫啉衍生物。测量它们对家蝇家蝇的烟碱乙酰胆碱受体的亲和力和对家蝇的杀虫活性。具有5R-甲基化的咪唑烷环的化合物显示出与未取代的化合物相当的固有活性。大多数化合物是由加氧酶抑制剂协同作用的。
• Heterocyclic compounds having effect of activating a4beta2 nicotinic acetylcholine receptors
  申请人：SUNTORY LIMITED

  公开号：US20020028809A1

  公开（公告）日：2002-03-07

  There is provided heterocyclic compounds of the following formula (I): 1 in which, A is optionally substituted aryl group or optionally substituted heterocyclic group; X is oxygen atom, sulfur atom, carbon atom or nitrogen atom; dotted line shows either presence or absence of bond; n is integer of 1 or 2; and Y represents alkylene bond and so on; or a pharmaceutically acceptable salt thereof. These compounds have good affinity to &agr;4&bgr;2 nicotinic acetylcholine receptors and activate the same to thereby exert a preventive or therapeutic effect on cerebral dysfunction.

  提供了以下式子（I）的杂环化合物：1其中，A是可选择取代的芳基或可选择取代的杂环基；X是氧原子、硫原子、碳原子或氮原子；虚线表示键的存在或不存在；n是1或2的整数；Y表示烷基键等；或其药学上可接受的盐。这些化合物与α4β2型尼古丁乙酰胆碱受体具有良好的亲和力，并激活它们，从而对脑功能障碍产生预防或治疗作用。