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8-amino-N-benzyl-N-(2-morpholinoethoxy)octanamide | 1170232-14-0

中文名称
——
中文别名
——
英文名称
8-amino-N-benzyl-N-(2-morpholinoethoxy)octanamide
英文别名
8-amino-N-benzyl-N-(2-morpholin-4-ylethoxy)octanamide
8-amino-N-benzyl-N-(2-morpholinoethoxy)octanamide化学式
CAS
1170232-14-0
化学式
C21H35N3O3
mdl
——
分子量
377.527
InChiKey
LQJPEABOAKLHPZ-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    2.1
  • 重原子数:
    27
  • 可旋转键数:
    13
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.67
  • 拓扑面积:
    68
  • 氢给体数:
    1
  • 氢受体数:
    5

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

反应信息

  • 作为反应物:
    描述:
    8-amino-N-benzyl-N-(2-morpholinoethoxy)octanamide 、 S-methyl-N-cyano-N'-4-pyridylisothiourea 在 吡啶三乙胺 作用下, 以38%的产率得到N-benzyl-8-(2-cyano-3-(pyridin-4-yl)guanidino)-N-(2-morpholinoethoxy)-octanamide
    参考文献:
    名称:
    Nicotinamide Phosphoribosyltransferase Inhibitors, Design, Preparation, and Structure–Activity Relationship
    摘要:
    Existing pharmacological inhibitors for nicotinamide phosphoribosyltransferase (NAMPT) are promising therapeutics for treating cancer. By using medicinal and computational chemistry methods, the structure-activity relationship for novel classes of NAMPT inhibitors is described, and the compounds are optimized. Compounds are designed inspired by the NAMPT inhibitor APO866 and cyanoguanidine inhibitor scaffolds. In comparison with recently published derivatives, the new analogues exhibit an equally potent antiproliferative activity in vitro and comparable activity in vivo. The best performing compounds from these series showed subnanomolar antiproliferative activity toward a series of cancer cell lines (compound 15: IC50 0.025 and 0.33 nM, in A2780 (ovarian carcinoma) and MCF-7 (breast), respectively) and potent antitumor in vivo activity in well-tolerated doses in a xenograft model. In an A2780 xenograft mouse model with large tumors (500 mm(3)), compound 15 reduced the tumor volume to one-fifth of the starting volume at a dose of 3 mg/kg administered ip, bid, days 1-9. Thus, compounds found in this study compared favorably with compounds already in the clinic and warrant further investigation as promising lead molecules for the inhibition of NAMPT.
    DOI:
    10.1021/jm4009949
  • 作为产物:
    参考文献:
    名称:
    Nicotinamide Phosphoribosyltransferase Inhibitors, Design, Preparation, and Structure–Activity Relationship
    摘要:
    Existing pharmacological inhibitors for nicotinamide phosphoribosyltransferase (NAMPT) are promising therapeutics for treating cancer. By using medicinal and computational chemistry methods, the structure-activity relationship for novel classes of NAMPT inhibitors is described, and the compounds are optimized. Compounds are designed inspired by the NAMPT inhibitor APO866 and cyanoguanidine inhibitor scaffolds. In comparison with recently published derivatives, the new analogues exhibit an equally potent antiproliferative activity in vitro and comparable activity in vivo. The best performing compounds from these series showed subnanomolar antiproliferative activity toward a series of cancer cell lines (compound 15: IC50 0.025 and 0.33 nM, in A2780 (ovarian carcinoma) and MCF-7 (breast), respectively) and potent antitumor in vivo activity in well-tolerated doses in a xenograft model. In an A2780 xenograft mouse model with large tumors (500 mm(3)), compound 15 reduced the tumor volume to one-fifth of the starting volume at a dose of 3 mg/kg administered ip, bid, days 1-9. Thus, compounds found in this study compared favorably with compounds already in the clinic and warrant further investigation as promising lead molecules for the inhibition of NAMPT.
    DOI:
    10.1021/jm4009949
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文献信息

  • [EN] NOVEL CYANOGUANIDINES<br/>[FR] NOUVELLES CYANOGUANIDINES
    申请人:TOPOTARGET AS
    公开号:WO2009086835A1
    公开(公告)日:2009-07-16
    This application discloses novel cyanoguanidines of the formula (I) wherein A is selected from -C(=O)-, -S(=O)2-, -C(=S)-, and -P(=O)(R5)-, wherein R5 is selected from C1-6-alkyl, C1-6-alkoxy, and hydroxy; B is selected from a single bond, -O-, -NR6- and -C(=O)-NR6-, wherein R6 is selected from hydrogen, optionally substituted C1-12-alkyl, optionally substituted C1-12-alkenyl, optionally substituted aryl, optionally substituted heterocyclyl, and optionally substituted heteroaryl; and m is an integer of 0-12 and n is an integer of 0-12, wherein the sum m+n is 1-20; and R1 is selected from optionally substituted heteroaryl; and pharmaceutically acceptable salts thereof, and prodrugs thereof. The compounds are usefuld for use as a medicament for the treatment of a disease or a condition caused by an elevated level of nicotinamide phosphoribosyltransferase (NAMPRT).
    该申请公开了一种新型氰胍啶化合物,其化学式为(I),其中A从-C(=O)-,-S(=O)2-,-C(=S)-和-P(=O)(R5)-中选择,其中R5选择自C1-6-烷基,C1-6-烷氧基和羟基;B从单键,-O-,-NR6-和-C(=O)-NR6-中选择,其中R6选择自氢,可选择地取代的C1-12-烷基,可选择地取代的C1-12-烯基,可选择地取代的芳基,可选择地取代的杂环烷基和可选择地取代的杂环芳基;m为0-12的整数,n为0-12的整数,其中m+n之和为1-20;R1选择自可选择地取代的杂环芳基;以及其药学上可接受的盐和前药。这些化合物可用作治疗由烟酰胺磷酸核糖转移酶(NAMPRT)水平升高引起的疾病或病况的药物。
  • SQUARIC ACID DERIVATIVES AS INHIBITORS OF THE NICOTINAMIDE
    申请人:Christensen Mette Knak
    公开号:US20120225847A1
    公开(公告)日:2012-09-06
    The present application discloses novel squaric acid derivatives of the formula A: from —C(═O)—, —S(═O) 2 —, —C(═S)— and —P(═O)(R 5 )—; B: -, —O—, —NR 6 — and —C(═O)—NR 6 —; D: -, —O—, —CR 7 R 8 — and —NR 9 ; m=0-12; n=0-12; m+n=1-20; p=0-2; R 1 : heteroaryl, aryl; R 2 : H, C 1-12 -alkyl, C 3-12 -cycloalkyl, —[CH 2 CH 2 O] 1-10 —(C 1-6 -alkyl), C 1-12 -alkenyl, aryl, heterocyclyl, heteroaryl; R 3 : C 1-12 -alkyl, C 3-12 -cycloalkyl, —[CH 2 CH 2 O] 1-10 —(C 1-6 -alkyl), C 1-12 -alkenyl, aryl, heterocyclyl, heteroaryl; or R 2 and R 3 : N-containing heterocyclic/heteroaromatic ring; R 4 and R 4 *: H, C 1-12 -alkyl, C 1-12 -alkenyl; and pharmaceutically acceptable salts and prodrugs thereof, and their use in the treatment of diseases/conditions caused by an elevated level of NAMPRT (inflammatory and tissue repair disorders, particularly rheumatoid arthritis, inflammatory bowel disease, asthma and CPOD, osteoarthritis, osteoporosis and fibrotic diseases; dermatosis; autoimmune diseases including systemic lupus erythematosis, multiple sclerosis, psoriatic arthritis, ankylosing spondylitis, tissue and organ rejection, Alzheimer's disease, stroke, atherosclerosis, restenosis, diabetes, glomerulonephritis, cancer, cachexia, inflammation associated with infection and viral infections, adult respiratory distress syndrome, ataxia telengiectasia).
    本申请公开了公式A的新型苯二甲酸衍生物:从—C(═O)—,—S(═O)2—,—C(═S)—和—P(═O)(R5)—;B:-,—O—,—NR6—和—C(═O)—NR6—;D:-,—O—,—CR7R8—和—NR9;m=0-12;n=0-12;m+n=1-20;p=0-2;R1:杂环芳基,芳基;R2:H,C1-12-烷基,C3-12-环烷基,—[CH2CH2O]1-10—(C1-6-烷基),C1-12-烯基,芳基,杂环烷基,杂环芳基;R3:C1-12-烷基,C3-12-环烷基,—[CH2CH2O]1-10—(C1-6-烷基),C1-12-烯基,芳基,杂环烷基,杂环芳基;或R2和R3:含氮杂环/杂芳基环;R4和R4*:H,C1-12-烷基,C1-12-烯基;以及其药学上可接受的盐和前药,以及它们在治疗由NAMPRT水平升高引起的疾病/状况中的用途(炎症和组织修复障碍,特别是类风湿性关节炎,炎症性肠病,哮喘和CPOD,骨关节炎,骨质疏松症和纤维性疾病;皮肤病;自身免疫性疾病,包括系统性红斑狼疮,多发性硬化症,银屑病性关节炎,强直性脊柱炎,组织和器官排斥,阿尔茨海默病,中风,动脉粥样硬化,再狭窄,糖尿病,肾小球肾炎,癌症,消瘦症,与感染和病毒感染相关的炎症,成人呼吸窘迫综合征,遗传性毛细血管扩张性共济失调)。
  • Mask having adsorption membrane provided therein
    申请人:AMOGREENTECH CO., LTD.
    公开号:US10912961B2
    公开(公告)日:2021-02-09
    Provided is a mask having a built-in adsorptive membrane, the mask including: a mask body having the built-in adsorptive membrane for adsorbing foreign substances contained in air; and a hanger band fixed to the mask body to be hung and fixed to the ear, wherein the adsorptive membrane comprises: a support member having a plurality of first pores; and a first adsorptive member that is stacked on the support member and has a plurality of second pores formed therein and that is made by accumulating ion exchange nanofibers for adsorbing ionic foreign substances in the foreign substances.
    提供了一种具有内置吸附膜的口罩,该口罩包括:具有内置吸附膜的口罩本体,用于吸附空气中含有的异物;以及固定在口罩本体上的挂带,用于挂在耳朵上固定,其中吸附膜包括具有多个第一孔的支撑件;以及堆叠在支撑件上并在其中形成多个第二孔的第一吸附件,该吸附件由离子交换纳米纤维堆积而成,用于吸附异物中的离子性异物。
  • CELL CULTURE SUPPORT USING WATER-SOLUBLE POLYMER
    申请人:AMOLIFESCIENCE CO., LTD.
    公开号:US20180078673A1
    公开(公告)日:2018-03-22
    Provided is a cell culture support using a water-soluble polymer, which is a support to which cells are attached to culture the cells, and which includes: a fibrous web having a plurality of pores in which fibers containing a water-soluble polymer and a synthetic polymer obtained by electrospinning are accumulated, and into which a culture solution is penetrated, and the water-soluble polymer of the fibers gradually dissolves in the culture solution so that the cells can be grown and eluted from the fibrous web, thereby gradually reducing the diameters of the fibers.
  • MASK HAVING ADSORPTION MEMBRANE PROVIDED THEREIN
    申请人:AMOGREENTECH CO., LTD.
    公开号:US20180117370A1
    公开(公告)日:2018-05-03
    Provided is a mask having a built-in adsorptive membrane, the mask including: a mask body having the built-in adsorptive membrane for adsorbing foreign substances contained in air; and a hanger band fixed to the mask body to be hung and fixed to the ear, wherein the adsorptive membrane comprises: a support member having a plurality of first pores; and a first adsorptive member that is stacked on the support member and has a plurality of second pores formed therein and that is made by accumulating ion exchange nanofibers for adsorbing ionic foreign substances in the foreign substances.
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