methyl 2,2-dimethyl-3-(nitrooxy)propanoate | 130432-35-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: methyl 2,2-dimethyl-3-(nitrooxy)propanoate
• 英文别名: Methyl 2,2-dimethyl-3-nitrooxypropanoate
• CAS: 130432-35-8
• 化学式: C₆H₁₁NO₅
• 分子量: 177.157
• InChiKey: PGFJAPYACVKEFS-UHFFFAOYSA-N

物化性质

• 沸点：
  219.7±23.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2,2-dimethyl-3-(nitrooxy)propanoate 在 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以98%的产率得到2,2-二甲基-3-(硝基氧基)丙酸
  参考文献：
  名称：

  [EN] NITRIC OXIDE RELEASING COMPOUNDS FOR THE TREATMENT OF NEUROPHATIC PAIN
  [FR] COMPOSÉS LIBÉRANT DE L'OXYDE NITRIQUE POUR LE TRAITEMENT DE DOULEURS NEUROPHATIQUES

  摘要：

  本发明涉及血清素去甲肾上腺素再摄取抑制剂的一氧化氮释放衍生物及其在治疗疼痛中的应用，具有以下一般式(I)或其药学上可接受的盐：其中：A选自式(1a)和(1b)。本发明还涉及包含这种衍生物的药物配方，以及用于它们的制备的过程和有用的中间体。

  公开号：

  WO2011092065A1
• 作为产物：
  描述：

  羟基三甲基乙酸甲酯 在 硝酸 、 乙酸酐 作用下， 反应 1.0h， 生成 methyl 2,2-dimethyl-3-(nitrooxy)propanoate
  参考文献：
  名称：

  [EN] NITRIC OXIDE RELEASING COMPOUNDS FOR THE TREATMENT OF NEUROPATHIC PAIN
  [FR] COMPOSÉS LIBÉRANT DU MONOXYDE D'AZOTE POUR LE TRAITEMENT DE LA DOULEUR NEUROPATHIQUE

  摘要：

  该发明涉及γ-氨基丁酸类似物（GABA类似物）的硝基氧衍生物，用于治疗神经病性疼痛，特别是糖尿病性神经病变。该发明还涉及包含这些衍生物的药物配方，以及它们的制备方法。

  公开号：

  WO2011101245A1

文献信息

• NITROOXY ALKANOIC ACIDS AND DERIVATIVES THEREOF IN FEED FOR REDUCING METHANE EMISSION IN RUMINANTS, AND/OR TO IMPROVE RUMINANT PERFORMANCE
  申请人：Duval Stephane

  公开号：US20120315339A1

  公开（公告）日：2012-12-13

  The present invention relates to a method for reducing the production of methane emanating from the digestive activities of a ruminant and or for improving ruminant animal performance by using, as active compound at least one nitrooxy alkanoic acid and/or derivative thereof, which is administrated to the animal together with the feed. The invention also relates to the use of these compounds in feed and feed additives such as premix, concentrates and total mixed ration (TMR) or in the form of a bolus.

  本发明涉及一种方法，用于减少反刍动物消化活动产生的甲烷排放量，以及通过使用至少一种硝基氧代烷酸及其衍生物作为活性化合物，来提高反刍动物的性能，该活性化合物与饲料一起给动物服用。发明还涉及将这些化合物用于饲料和饲料添加剂，如预混料、浓缩料和全混合日粮（TMR），或以丸剂形式使用。
• [EN] DUAL-FUNCTIONAL COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS À DOUBLE FONCTION ET LEURS PROCÉDÉS D'UTILISATION
  申请人：BIOFRONT THERAPEUTICS BEIJING CO LTD

  公开号：WO2022022669A1

  公开（公告）日：2022-02-03

  The present disclosure provides a compound configured to release nitric oxide (NO) and inhibit the activity of a phosphodiesterase (PDE) when administered to a subject. The compound may include L1 and L2. L1 may include a functional group that is part or all of a NO releasing agent. L2 may include a functional group that is part or all of a PDE inhibitor. The compound may further include a bond or a biradical that connects L1 and L2. The present disclosure further provides a method of treating or preventing a disease using the compound or a composition including the compound.

  本公开提供了一种化合物，当给予受试者时，该化合物被配置为释放一氧化氮(NO)并抑制磷酸二酯酶(PDE)的活性。该化合物可以包括L1和L2。L1可以包括作为一氧化氮释放剂的部分或全部的功能基团。L2可以包括作为磷酸二酯酶抑制剂的部分或全部的功能基团。该化合物还可以包括连接L1和L2的键或双自由基。本公开还提供了一种使用该化合物或包括该化合物的组成物治疗或预防疾病的方法。
• Synthesis and vasorelaxant properties of hybrid molecules out of NO-donors and the β-receptor blocking drug propranolol
  作者：Michael Decker、Andreas König、Erika Glusa、Jochen Lehmann

  DOI：10.1016/j.bmcl.2004.07.014

  日期：2004.10

  S-Nitroso-N-acetylpenicillamine (SNAP) and 3-nitrooxypivaloyl acid were combined in the form of the respective amides with propranolol, in order to obtain prodrugs (NO-propranololes) with beta-receptor blocking properties of the latter compound with nitric oxide releasing properties of the former compounds. A respective nitratoester could not be synthesized, because it immediately rearranges to the amide after deprotection of the amino group. In vitro tests on porcine pulmonary arteries showed that both types of hybrid molecules (6, 12) elicited vasorelaxation, but the nitratoamide was less potent by more than one order of magnitude. The vasorelaxant effect of SNAP was more pronounced than that of the SNAP-hybrid (12), on the other hand the nitratoamide 6 was more potent than 3-nitrooxypivaloyl acid. (C) 2004 Elsevier Ltd. All rights reserved.
• WO2008/75152
  申请人：——

  公开号：——

  公开（公告）日：——
• NO donors. Part 16: Investigations on structure–activity relationships of organic mononitrates reveal 2-nitrooxyethylammoniumnitrate as a high potent vasodilator
  作者：Andreas Koenig、Carolin Roegler、Kathrin Lange、Andreas Daiber、Erika Glusa、Jochen Lehmann

  DOI：10.1016/j.bmcl.2007.08.046

  日期：2007.11

  The vasoactive properties of 14 organic mononitrates were investigated in vitro using PGF(2 alpha)-precontracted porcine pulmonary arteries. A surprisingly wide range of vasorelaxant potencies was observed (pD(2): 3.36-7.50). Activities showed to be highly sensitive to the molecular structure and the substituents at the molecular carrier of the nitrate group. A correlation between lipophilicity and vasorelaxant potency could not be recognized. 2-Nitrooxyethylarmmoniumnitrate (1) was found to be slightly superior to the high potency trinitrate GTN. (c) 2007 Elsevier Ltd. All rights reserved.