(E)-3-chloro-3-methyl-2-butanone oxime | 3238-16-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-3-chloro-3-methyl-2-butanone oxime
• 英文别名: 3-Chlor-3-methyl-butanon-(2)-oxim；(NE)-N-(3-chloro-3-methylbutan-2-ylidene)hydroxylamine
• CAS: 3238-16-2
• 化学式: C₅H₁₀ClNO
• 分子量: 135.594
• InChiKey: UYCLHROMRSQLHO-QPJJXVBHSA-N

物化性质

• 熔点：
  50 °C
• 沸点：
  197.1±23.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-chloro-3-methyl-2-butanone oxime 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 74.0h， 生成 3,3,9,9-tetramethyl-6-(p-aminobenzyl)-4,8-diazaundecane-2,10-dione dioxime
  参考文献：
  名称：

  Studies on99mTc complexes of functionalised propylene amine-oxime (PnAO) ligands

  摘要：

  Three functionalised PnAO ligands, 3,3,9,9-tetramethyl-6-R-4, 8-diazaundecane-2, 10-dionedioxime (R= benzyl, p-nitrobenzyl and p-aminobenzyl) were synthesized. Tc-99m complexes of these ligands were prepared at both tracer levels and carrier added levels with (TcO4-)-Tc-99m and with (TcO4-)-Tc-99. Complexation yields were estimated by thin layer chromatography, HPLC and solvent extraction studies. The complexes were formed in high yields; the resultant complexes were neutral, highly lipophilic(log P similar to 2.3-2.5) and elute as single peak on a re verse phase HPLC column. Complexes with all the three ligands showed excellent stability over 24 h period of storage at room temperature. Biodistribution studies of the Tc-99m complexes of the benzyl and nitrobenzyl ligands in Wistar rats showed brain uptake of 1.2 +/- 0.25% and 0.88 +/- 0.10% at 1 min post injection, respectively. The blood clearance was rapid in both the cases while the main excretory route,was the hepatobiliary system. The aminobenzyl derivative is a bifunctional ligand which could be used for labeling antibodies and peptides with radiometals.

  DOI：

  10.1002/(sici)1099-1344(199912)42:12<1161::aid-jlcr271>3.0.co;2-f
• 作为产物：
  描述：

  2-甲基-2-丁烯 、 亚硝酰氯 以95%的产率得到
  参考文献：
  名称：

  YATES, PETER;BURKE, PATRICK MICHAEL, CAN. J. CHEM., 65,(1987) N 8, 1695-1704

  摘要：

  DOI：

文献信息

• [EN] BENZIIMIDAZOLE AND IMIDAZOPYRIDINE DERIVATIVES AS SODIUM CHANNEL MODULATORS<br/>[FR] DÉRIVÉS D'IMIDAZOPYRIDINE ET DE BENZIIMIDAZOLE EN TANT QUE MODULATEURS DU CANAL SODIUM
  申请人：PFIZER

  公开号：WO2013114250A1

  公开（公告）日：2013-08-08

  The invention relates to benzimidazole and imidazopyridine derivatives, to their use in medicine, to compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to new Nav1.8 modulators of formula (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, R6, R7. X and Y are as defined in the description. Nav1.8 modulators are potentially useful in the treatment of a wide range of disorders, particularly pain.

  这项发明涉及苯并咪唑和咪唑吡啶衍生物，它们在药物中的应用，含有它们的组合物，它们的制备方法以及用于这些方法的中间体。更具体地，该发明涉及公式(I)的新Nav1.8调节剂或其药用盐，其中R1、R2、R3、R4、R5、R6、R7、X和Y如描述中所定义。Nav1.8调节剂在治疗各种疾病，特别是疼痛方面，具有潜在的用途。
• 99mTc imaging agents and methods of use
  申请人：GENERAL ELECTRIC COMPANY

  公开号：US09125955B2

  公开（公告）日：2015-09-08

  An embodiment of the invention comprises method of imaging a target site comprising administrating ligand of Formula I complexed to 99mTc wherein R1 and R2 are independently an alkyl or cycloalkyl; R3 is and alkyl; X is CO or SO2; Y is (CH2)n, C6H4, (OCH2CH2)n(NHCH2CH2)n and (OCH2CH2CH2)n, or a combination thereof; Z is linker group capable of conjugating to a vector; and n is an integer between 0 and 10.

  该发明的一个实施例包括成像靶位点的方法，包括给予与99mTc络合的Formula I的配体，其中R1和R2分别为烷基或环烷基；R3为烷基；X为CO或SO2；Y为(CH2)n，C6H4，(OCH2CH2)n(NHCH2CH2)n和(OCH2CH2CH2)n，或者它们的组合；Z为能够连接到载体的连接基团；n为0到10之间的整数。
• 99mTc IMAGING AGENTS AND METHODS OF USE
  申请人：Johnson Bruce Fletcher

  公开号：US20130195756A1

  公开（公告）日：2013-08-01

  An embodiment of the invention comprises a ligand of Formula I wherein R 1 and R 2 are independently an alkyl or cycloalkyl; R 3 is and alkyl; X is CO or SO 2 ; Y is (CH2) n , C 6 H 4 , (OCH 2 CH 2 ) n (NHCH 2 CH 2 ) n and (OCH 2 CH 2 CH 2 ) n , or a combination thereof; Z is linker group capable of conjugating to a vector; and n is an integer between 0 and 10. Also included are an imaging agent comprising a compound of Formula I complexed to 99m Tc and their method of use to image a subject having a target site using single photon emission computed tomography (SPECT).

  本发明的一种实施例包括以下式子的配体，其中R1和R2独立地是烷基或环烷基；R3是烷基；X是CO或SO2；Y是(CH2)n，C6H4，(OCH2CH2)n(NHCH2CH2)n和(OCH2CH2CH2)n，或它们的组合；Z是能够与载体共轭的连接基；n是介于0和10之间的整数。还包括一种成像剂，其包括配合到99mTc的式子I化合物，以及使用单光子发射计算机断层扫描（SPECT）成像方法成像具有靶位点的受试者。
• Why Do Nitroso Compounds Dimerize While Their Oxime Tautomers Do Not? A Structural Study of the <i>Trans</i>-Dimer of 2-Chloro-2-methyl-3-nitrosobutane and Higher Level ab Initio Study of Thermodynamic Stabilities and Electronic Structures of Isomers of Diazene Dioxides
  作者：Rainer Glaser、R. Kent Murmann、Charles L. Barnes

  DOI：10.1021/jo950783k

  日期：1996.1.1

  NOCl addition to 2-methyl-2-butene produces a white crystalline solid which was shown by low-temperature X-ray diffraction to contain trans-dimers 2 of 2-chloro-2-methyl-3-nitrosobutane !In): C10H20N2O2Cl2, M(r) = 271.18, monoclinic, I2/a, a = 11.982(4), b = 7.1297(7) c = 15.735(5) Angstrom, beta = 90.20(2)degrees, V = 1344.2(6) Angstrom(3), Z = 4, D-x = 1.340(2)g cm(-3), (Mo K-alpha) = 0.70930 Angstrom;, mu = 4.7 cm(-1), F(000) = 1152, T = 173 K, R = 0.030, R(w) = 0.032 for 791 observed reflections of 898 unique data. Diazene dioxide 2 also is the dominant species in solution although some spectroscopic and chemical observations indicate the presence of monomeric nitroso compound In and of the tautomeric oxime lo at least in small quantities. In conjunction with the experimental study, conformational and configurational equilibrium structure preferences and the bonding in diazene dioxides R(O)NN(O)R' (3: R = R' = H, 4: R = H, R' = Me, 5: R = R' = Me) were studied at the MP2(full)/6-31G* level. The (1)A' and (3)A'' states of HNO and MeNO and the oxime tautomer of MeNO were considered. Isomer energies, rotational barriers, excitation energies, tautomerization energies, and dimer formation energies were determined at levels up to QCISD(T)/6-311G**//MP2(full)/6-31G* + Delta VZPE(MP2(full)/6-31G*). The trans-isomer is favored in all cases, and the trans preference energy increases from 4.0 kcal/mol in (HNO)(2) to 13.2 kcal/mol in(MeNO)(2). The thermodynamic stabilities of the trans-configured diazene dioxides vary by less than 1 kcal/mol as the result of successive H/Me replacement; the calculated dimerization enthalpies for the trans-isomers are -9.0 (3), -9.9 (4), and -9.4 kcal/mol(5). Natural bond orbital analysis and dipole and quadrupole moments show dimer formation to increase the polarity of the NO bond, and this increase is only slightly larger for the Me-substituted NO bond. The driving force for dimer formation is the electron density transfer to the most electronegative element and this density transfer is made possible by N-rehybridization. The analogous dimerization of oximes via N, lone pair [2 + 2] addition would result in an unfavorable polarization reversal for the C-atom.
• J. Chem. Soc. Dalton Trans. 1996, 7, 1373-1377
  作者：

  DOI：——

  日期：——