5,5-d2-2-pyrrolidone | 931-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 5,5-d2-2-pyrrolidone
• 英文别名: <5.5-2H₂>-2-pyrrolidinone；2-[5,5-²H₂]Pyrrolidone；pyrrolidin-2-one-5,5-d2；5,5-Dideuterio-2-pyrrolidon；5,5-dideuteriopyrrolidin-2-one
• CAS: 931-76-0
• 化学式: C₄H₇NO
• 分子量: 87.0898
• InChiKey: HNJBEVLQSNELDL-SMZGMGDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,5-d2-2-pyrrolidone 在 盐酸 、 水 作用下， 反应 2.0h， 以92%的产率得到4-[4,4-²H₂]aminobutyric acid hydrochloride
  参考文献：
  名称：

  A Unique Pathway for the 3-Aminobutyrate Starter Unit from l-Glutamate through β-Glutamate during Biosynthesis of the 24-Membered Macrolactam Antibiotic, Incednine

  摘要：

  Incednine is a 24-membered macrolactam antibiotic produced by Streptomyces sp. ML694-90F3. A previous study demonstrated that its unique nitrogen-containing starter unit was derived from L-glutamate. To elucidate the missing link between L-glutamate and the starter unit, deuterium labeled amino acid feeding experiments were conducted. These experiments revealed that 3[3-H-2]aminobutyrate end beta-[2,2,4,4-H-2(4)]glutamate were incorporated into the starter moiety. The results indicate that a novel decarboxylation of beta-glutamate to give 3-aminobutyrate is involved in incednine biosynthesis.

  DOI：

  10.1021/ol302052c
• 作为产物：
  描述：

  丁二酰亚胺 在 lithium aluminium deuteride 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以1.44 g的产率得到5,5-d2-2-pyrrolidone
  参考文献：
  名称：

  取代的吡唑并[1,5-a]嘧啶类的大环化合物

  摘要：

  本发明提供了一种取代的吡唑并[1,5‑a]嘧啶类大环化合物的药物组合物及其用途，所述的吡唑并[1,5‑a]嘧啶类大环化合物如式(Aa)所示化合物，或其药学上可接受的盐、前药、水合物或溶剂化合物、晶型、立体异构体或同位素变体。本发明化合物为Trk激酶的抑制剂，并且可以用于治疗疼痛、癌症、炎症、神经退行性疾病和某些传染病。

  公开号：

  CN109575025B

文献信息

• 取代的吡唑并[1,5-a]嘧啶类的大环化合物
  申请人：深圳市塔吉瑞生物医药有限公司

  公开号：CN109575025B

  公开（公告）日：2020-09-11

  本发明提供了一种取代的吡唑并[1,5‑a]嘧啶类大环化合物的药物组合物及其用途，所述的吡唑并[1,5‑a]嘧啶类大环化合物如式(Aa)所示化合物，或其药学上可接受的盐、前药、水合物或溶剂化合物、晶型、立体异构体或同位素变体。本发明化合物为Trk激酶的抑制剂，并且可以用于治疗疼痛、癌症、炎症、神经退行性疾病和某些传染病。
• 一种取代的吡唑并[1,5-a]嘧啶化合物及其药 物组合物及用途
  申请人：深圳市塔吉瑞生物医药有限公司

  公开号：CN109456331B

  公开（公告）日：2020-06-05

  本发明提供了一种取代的吡唑并[1,5‑a]嘧啶化合物的药物组合物及其用途，所述的吡唑并[1,5‑a]嘧啶化合物如式(I)所示化合物，或其药学上可接受的盐、前药、水合物或溶剂化合物、多晶型、立体异构体或同位素变体。本发明化合物可用于治疗可用Trk激酶抑制剂治疗的疾病。
• Synthesis of [4-2H2]-, (4R)[4-2H1]- and (4S)[4-2H1]- 4-(methylnitrosamino)-1-(3'-pyridyl)-1-butanone, c-4 deuteriated isotopomers of the procarcinogen nnk
  作者：Tanmaya Pathak、Noel F. Thomas、Mahmoud Akhtar、David Gani

  DOI：10.1016/s0040-4020(01)81978-5

  日期：1990.1

  The synthesis of C-4 dideuteriated and both C-4 monodeuteriated enantiomers of NNK, the metabolic precursor to a variety of potential carcinogens, starting from (2S)-glutamic acid and nicotinic acid is described. The route is suitable for the synthesis of NNK isotopomers labelled in each of the putative sites for metabolic activation.

  描述了NNK的C-4复配的和C-4单氘代对映体的合成，NNK是多种潜在致癌物的代谢前体，从（2S）-谷氨酸和烟酸开始。该路线适用于合成在每个假定的代谢活化位点标记的NNK异构体。
• <i>Cis</i>/<i>trans</i>stereochemical effects in the negative chemical ionization/OH⁻mass spectra of strained-ring azabicycloalkanes using MIKE and CA/MIKE spectrometry
  作者：Jean-Claude Tabet、Yves Tondeur、Yves Troin、Danielle Vallee-Goyet、Jean-Claude Gramain、Daniel Fraisse

  DOI：10.1002/oms.1210201214

  日期：1985.12

  AbstractStereospecific decomposition reactions of isomeric (cis and trans) deprotonated molecules from azabicycloalkane derivatives as azetidinols generated under negative chemical ionization (NCI)/OH− have been examined using mass‐analysed ion kinetic energy (MIKE) and collisional activation (CA)/MIKE spectra. These measurements together with the ones obtained on specifically labelled compounds enabled us to determine the origin of the stereochemical effects. The results indicate that the hydroxylic proton constitutes the preferential (≃90%) site for the deprotonation process. Subsequent fragmentations of the deprotonated species observed in the second field‐free region of a reversed geometry instrument are affected by the stereochemistry of the hydroxylic group. The isomer with the hydroxyl group in the cis position relative to the hydrogen at the ring junction mainly loses H2O, while the trans isomer eliminates CH3˙, both processes occurring with high specificity. Labelling studies indicate that two major pathways exist for the elimination of H2O from the cis isomer and the loss of CH3˙ from the trans isomer. The course of the reaction is determined by the ability of the stereoisomers to transfer a proton during the first decomposition step. When the size of the lactam ring is increased from a five‐membered ring to a six‐ or seven‐membered ring, these stereochemical effects tend to become less pronounced.
• PATHAK, TAMMAYA;THOMAS, NOEL F.;AKHTAR, MAHMOUD;GANI, DAVID, TETRAHEDRON, 46,(1990) N, C. 1733-1744
  作者：PATHAK, TAMMAYA、THOMAS, NOEL F.、AKHTAR, MAHMOUD、GANI, DAVID

  DOI：——

  日期：——