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(R)-(4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methanol | 502434-73-3

中文名称
——
中文别名
——
英文名称
(R)-(4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methanol
英文别名
[(2R)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methanol
(R)-(4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methanol化学式
CAS
502434-73-3
化学式
C10H13NO2
mdl
——
分子量
179.219
InChiKey
JXHXGRFRNVQDJK-MRVPVSSYSA-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):
    1.2
  • 重原子数:
    13
  • 可旋转键数:
    1
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.4
  • 拓扑面积:
    32.7
  • 氢给体数:
    1
  • 氢受体数:
    3

反应信息

  • 作为反应物:
    参考文献:
    名称:
    Discovery of orally active prostaglandin D2 receptor antagonists
    摘要:
    A series of N-(p-alkoxy)benzoyl-2-methylindole-4-acetic acids were synthesized and evaluated for prostaglandin D-2 (DP) receptor affinity and antagonist activity. Some of them exhibited strong receptor binding and were potent in the cAMP formation assays. These antagonists also suppressed allergic inflammatory responses such as the PGD(2)-induced increase of microvascular permeability. Structure-activity relationship (SAR) data are presented. (C) 2004 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmcl.2004.07.039
  • 作为产物:
    描述:
    (2R)-2-(phenylmethoxymethyl)-3,4-dihydro-2H-1,4-benzoxazine 在 palladium on activated charcoal 盐酸氢气potassium carbonate 作用下, 以 甲醇丙酮 为溶剂, 反应 5.0h, 生成 (R)-(4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methanol
    参考文献:
    名称:
    发现了一类新型的,有效的,选择性的和口服活性的前列腺素D2受体拮抗剂。
    摘要:
    提出了发现一系列N-(对烷氧基)苯甲酰基-2-甲基吲哚-4-乙酸类似物的过程,因为这些化合物代表了一类新的强效,选择性和口服活性前列腺素D2(PGD2)受体拮抗剂。这些化合物大多数在cAMP形成分析中表现出较强的PGD2受体结合和PGD2受体拮抗作用。口服时,这些新的拮抗剂可显着抑制过敏性炎症反应,例如PGD2诱导或OVA诱导的血管通透性增加。还讨论了结构活动关系(SAR)数据。
    DOI:
    10.1016/j.bmc.2004.07.048
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文献信息

  • Enantioselective Desymmetrization of 3-Substituted Oxetanes: An Efficient Access to Chiral 3,4-Dihydro-2<i>H</i>-1,4-benzoxazines
    作者:Viraj A. Bhosale、Martin Nigríni、Martin Dračínský、Ivana Císařová、Jan Veselý
    DOI:10.1021/acs.orglett.1c03419
    日期:2021.12.17
    Herein, we describe a versatile transition metal/oxidant free synthesis of the chiral 2H-1,4-benzoxazines through chiral phosphoric acid (CPA) catalyzed enantioselective desymmetrization of prochiral oxetanes (30 examples) in up to 99% yield and 99% enantioselectivity under mild reaction conditions. The reported strategy not only complements the conventional 2H-1,4-benzoxazine synthetic strategies
    在此,我们描述了一种通用的无过渡金属/无氧化剂合成手性 2 H -1,4-苯并恶嗪,通过手性磷酸 (CPA) 催化前手性氧杂环丁烷的对映选择性去对称化(30 个实例),收率高达 99%,对映选择性高达 99%在温和的反应条件下。报告的策略不仅补充了传统的 2 H -1,4-苯并恶嗪合成策略,而且还提供了获得治疗候选物的关键中间体,即前列腺素 D2 受体拮抗剂和 M1 正变构调节剂 (PAM) 化合物 VU0486846。
  • Palladium-Catalyzed Asymmetric Aminohydroxylation of 1,3-Dienes
    作者:Hong-Cheng Shen、Yu-Feng Wu、Ying Zhang、Lian-Feng Fan、Zhi-Yong Han、Liu-Zhu Gong
    DOI:10.1002/anie.201712350
    日期:2018.2.23
    A PdII‐catalyzed asymmetric aminohydroxylation of 1,3‐dienes with N‐tosyl‐2‐aminophenols was developed by making use of a chiral pyridinebis(oxazoline) ligand. The highly regioselective reaction provides direct and efficient access to chiral 3,4‐dihydro‐2H‐1,4‐benzoxazines in high yield and enantioselectivity (up to 96:4 e.r.). The reaction employs readily available N‐tosyl‐2‐aminophenols as a unique
    利用手性吡啶双(恶唑啉)配体开发了Pd II催化的1,3-二烯与N-甲苯磺酰基-2-氨基苯酚的不对称氨基羟基化反应。高度区域选择性反应可直接高效地获得手性3,4-二氢-2 H -1,4-苯并恶嗪,且产率高且对映选择性高(高达96:4 er)。该反应采用现成的N-甲苯磺酰基-2-氨基苯酚作为独特的氨基羟基化试剂,是已知不对称氨基羟基化方法的补充。
  • Indole derivatives, process for producing the same and drugs containing the same as the active ingredient
    申请人:Torisu Kazuhiko
    公开号:US20050004096A1
    公开(公告)日:2005-01-06
    Indole derivatives represented by formula (I) wherein all symbols represent the same as that in specification), production methods thereof, and DP receptor antagonist comprising them as active ingredients. Since the compounds of formula (I) binds and antagonizes to DP receptor, they are useful for the prevention and/or treatment against allergic diseases, diseases accompanied with itching, secondary diseases generated by behaviors caused by itching, inflammation, chronic obstructive pulmonary disease, ischemic reperfusion disorder, cerebrovascular disorder, pleuritis complicated by rheumatoid arthritis, ulcerative colitis.
    公式(I)所表示的吲哚衍生物(其中所有符号均与规范中相同),其生产方法以及包含它们作为活性成分的DP受体拮抗剂。由于公式(I)中的化合物结合并拮抗DP受体,因此它们对于预防和/或治疗过敏性疾病、伴随瘙痒的疾病、由瘙痒引起的行为所致的继发疾病、炎症、慢性阻塞性肺疾病、缺血再灌注障碍、脑血管疾病、风湿性关节炎并发的胸膜炎、溃疡性结肠炎等具有用处。
  • INDOLE DERIVATIVES, PROCESS FOR PRODUCING THE SAME AND DRUGS CONTAINING THE SAME AS THE ACTIVE INGREDIENT
    申请人:ONO PHARMACEUTICAL CO., LTD.
    公开号:EP1424325A1
    公开(公告)日:2004-06-02
    Indole derivatives represented by formula (I)    wherein all symbols represent the same as that in specification), production methods thereof, and DP receptor antagonist comprising them as active ingredients. Since the compounds of formula (I) binds and antagonizes to DP receptor, they are useful for the prevention and/or treatment against allergic diseases, diseases accompanied with itching, secondary diseases generated by behaviors caused by itching, inflammation, chronic obstructive pulmonary disease, ischemic reperfusion disorder, cerebrovascular disorder, pleuritis complicated by rheumatoid arthritis, ulcerative colitis.
    由式(I)代表的吲哚衍生物 其中所有符号均与说明书中的符号相同)的吲哚衍生物、其生产方法以及以它们为活性成分的 DP 受体拮抗剂。 由于式(I)化合物能结合并拮抗 DP 受体,因此可用于预防和/或治疗过敏性疾病、伴随瘙痒的疾病、由瘙痒引起的行为所导致的继发性疾病、炎症、慢性阻塞性肺病、缺血性再灌注疾病、脑血管疾病、类风湿性关节炎并发的胸膜炎、溃疡性结肠炎。
  • US7153852B2
    申请人:——
    公开号:US7153852B2
    公开(公告)日:2006-12-26
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