1-(4-硝基苯基)环戊烷羧酸 | 52648-77-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-硝基苯基)环戊烷羧酸
• 英文名称: 1-(4-nitro-phenyl)-cyclopentanecarboxylic acid
• 英文别名: 1-(4-nitrophenyl)cyclopentanecarboxylic acid；1-(4-nitrophenyl)cyclopentane-1-carboxylic acid
• CAS: 52648-77-8
• 化学式: C₁₂H₁₃NO₄
• mdl: MFCD01012885
• 分子量: 235.24
• InChiKey: QDCPXRWNBXWBPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  1-(4-硝基苯基)环戊烷羧酸 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以76%的产率得到1-(对氨基苯基)环戊烷羧酸
  参考文献：
  名称：

  Synthesis of a potential M1 muscarinic agent [76Br]bromocaramiphen

  摘要：

  [Br-76]bromocaramiphen was prepared from the iodo-analogue by a Cu+ nucleophilic bromodeiodination exchange. The radiolabelling yield was 40-45%. The radiochemical and chemical purities assessed by radio-TLC and HPLC were 98%. The precursor, iodocaramiphen, was synthesized from commercially available 1-phenylcyclopentanecarboxylic acid with a 10% overall yield in a 5 step procedure. This synthesis includes the formation of 1-(p-nitrophenyl)-, 1-(p-aminophenyl)- and 1-(p-iodophenyl) cyclopentane carboxylic acid. In vivo studies in rats showed high uptake in brain. A 10% decrease was observed by coinjecting with the radiotracer a cold load of QNB, a non subtype selective muscarinic ligand. The metabolite study performed in the polls tissues indicated that there was still 92% of unchanged radiotracer 30 min p.i. After coinjection of dextrometorphan, a sigma ligand, a reduction of the radioactivity uptake by 20 to 27% was observed in the pens, the colter, the striatum and the cerebellum. These data suggest that [Br-76]bromocaramiphen is not a potential probe for investigating the status of central M(1) muscarinic receptors because of its high lipophilicity (log P-7.4 = 2.4) and its affinity for sigma sites.

  DOI：

  10.1002/(sici)1099-1344(199605)38:5<471::aid-jlcr854>3.0.co;2-q
• 作为产物：
  描述：

  1-苯基环戊烷羧酸 生成 1-(4-硝基苯基)环戊烷羧酸
  参考文献：
  名称：

  [EN] 1,1-DISUBSTITUTED CYCLOALKYL DERIVATIVES AS FACTOR XA INHIBITORS
  [FR] DERIVES CYCLOALKYLES 1,1-DISUBSTITUES UTILISES EN TANT QU'INHIBITEURS DU FACTEUR XA

  摘要：

  本申请描述了1,1-二取代环烷基化合物及其衍生物，或其药用可接受的盐形式，这些化合物对于Xa因子的抑制剂具有用处。

  公开号：

  WO2003099276A1

文献信息

• Substituted alkanoic acids
  申请人：——

  公开号：US20040006056A1

  公开（公告）日：2004-01-08

  The invention is directed to physiologically active compounds of general formula (I): 1 wherein:- 2 represents (i) a saturated 3 to 6 membered carbocycle, optionally substituted by one or more alkyl groups, (ii) indanyl or (iii) a saturated 4 to 6 membered heterocyclic ring; R 1 represents R 3 Z 1 -Het- or R 4 N(R 5 )—C(═O)—NH—Ar 1 —; L 1 represents an —R 6 —R 7 — linkage; R 2 represents hydrogen, halogen, lower alkyl or lower alkoxy; L 2 represents an alkylene linkage; Y is carboxy or an acid bioisostere; and their corresponding N-oxides or prodrugs, and pharmaceutically acceptable salts and solvates of such compounds and their corresponding N-oxides or prodrugs. Such compounds have valuable pharmaceutical properties, in particular the ability to regulate the interaction of VCAM-1 and fibronectin with the integrin VLA-4 (&agr;4&bgr;1).

  该发明涉及一般式(I)的生理活性化合物： 1 其中：- 2 表示(i)饱和的3至6成员碳环，可选地由一个或多个烷基取代，(ii)吲哚基或(iii)饱和的4至6成员杂环环； R 1 表示R 3 Z 1 -Het-或R 4 N(R 5 )—C(═O)—NH—Ar 1 —； L 1 表示一个—R 6 —R 7 —连接； R 2 表示氢、卤素、低烷基或低烷氧基； L 2 表示一个烷基连接； Y为羧基或酸生物同位素； 以及这些化合物及其相应的N-氧化物或前药，以及这些化合物及其相应的N-氧化物或前药的药学上可接受的盐和溶剂。 这些化合物具有有价值的药理特性，特别是调节VCAM-1和纤维连接蛋白与整合素VLA-4(&agr;4&bgr;1)相互作用的能力。
• 13-substituted milbemycin derivatives, their preparation and their use against insects and other pests
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20030139601A1

  公开（公告）日：2003-07-24

  Compounds of formula (I) and salts thereof: 1 Wherein R 1 represents methyl, ethyl, isopropyl or s-butyl; and R 2 represents hydrogen or alkyl. R 3 represents hydrogen, optionally substituted alkanoyl, optionally substituted alkenoyl, optionally substituted alkynoyl, alkylsulfonyl, or alkoxycarbonyl, or R 2 and R 3 together with the nitrogen atom to which they are attached form a saturated, optionally substituted 4- to 6-membered heterocyclic ring group. The moiety -a- together with the carbon atom to which it is attached forms a 3- to 6-membered cycloalkyl group. These compounds have anthelmintic, acaricidal and insecticidal activity.

  式(I)的化合物及其盐：其中，R1代表甲基、乙基、异丙基或正丁基；R2代表氢或烷基。R3代表氢、可选择地取代的烷酰基、可选择地取代的烯酰基、可选择地取代的炔酰基、烷基磺酰基或烷氧基羰基，或者R2和R3与它们连接的氮原子一起形成饱和的、可选择地取代的4-至6-成员杂环环基。基团-a-与连接的碳原子一起形成3-至6-成员的环烷基基团。这些化合物具有驱虫、杀螨和杀虫活性。
• INHIBITORS OF C-FMS KINASE
  申请人：Illig Carl R.

  公开号：US20070249608A1

  公开（公告）日：2007-10-25

  The invention is directed to compounds of Formula I: wherein Z, X, J, R 2 and W are set forth in the specification, as well as solvates, hydrates, tautomers and pharmaceutically acceptable salts thereof, that inhibit protein tyrosine kinases, especially c-fms kinase. Methods of treating autoimmune diseases; and diseases with an inflammatory component; treating metastasis from ovarian cancer, uterine cancer, breast cancer, prostate cancer, lung cancer, colon cancer, stomach cancer, hairy cell leukemia; and treating pain, including skeletal pain caused by tumor metastasis or osteoarthritis, or visceral, inflammatory, and neurogenic pain; as well as osteoporosis, Paget's disease, and other diseases in which bone resorption mediates morbidity including rheumatoid arthritis, and other forms of inflammatory arthritis, osteoarthritis, prosthesis failure, osteolytic sarcoma, myeloma, and tumor metastasis to bone with the compounds of Formula I, are also provided.

  该发明涉及以下式I的化合物：其中Z、X、J、R2和W如规范中所述，以及其溶剂合物、水合物、互变异构体和药用盐，能够抑制蛋白酪氨酸激酶，尤其是c-fms激酶。还提供了使用该化合物治疗自身免疫性疾病；有炎症成分的疾病；治疗卵巢癌、子宫癌、乳腺癌、前列腺癌、肺癌、结肠癌、胃癌、毛细胞白血病引起的转移；治疗疼痛，包括肿瘤转移或骨关节炎引起的骨骼疼痛，或内脏、炎症和神经源性疼痛；以及骨质疏松症、帕盖特氏病和其他骨吸收介导发病率的疾病，包括类风湿关节炎和其他形式的炎症性关节炎、骨关节炎、假体失败、溶骨性肉瘤、骨髓瘤和肿瘤转移至骨骼的方法。
• Palladium(II)-Catalyzed C(sp²)–H Bond Activation/C–N Bond Cleavage Annulation of <i>N</i>-Methoxy Amides and Arynes
  作者：Xiu-Fen Cheng、Ting Yu、Yi Liu、Nan Wang、Zhenzhen Chen、Guang-Lu Zhang、Lili Tong、Bo Tang

  DOI：10.1021/acs.orglett.2c00161

  日期：2022.3.25

  The Pd(II)-catalyzed C–H bond activation/C–N bond cleavage annulation reaction of N-alkyoxyamide aryne is developed to synthesize 9,10-dihydrophenanthrenone derivatives. This reaction exhibited good functional group compatibility with yields up to 92%. Detailed mechanistic studies showed that the key to C–N bond cleavage is the formed eight-membered palladacycle intermediate undergoing nucleophilic

  开发了 Pd(II) 催化的 N-烷氧基酰胺芳烃的 C-H 键活化/C- N键裂解环化反应以合成 9,10-二氢菲酮衍生物。该反应表现出良好的官能团相容性，产率高达 92%。详细的机理研究表明，C-N键断裂的关键是形成的八元钯环中间体与羰基进行亲核加成，这为N-烷氧基酰胺定向C-H键活化提供了一种新的实用途径。
• A Novel Aspect of the Reaction of Ivermectin Aglycon Producing 13-Substituted-14<i>Z</i>Derivative
  作者：Yoko Sugiyama、Hiroaki Takahashi、Akio Saito

  DOI：10.1246/bcsj.75.2509

  日期：2002.11

  13-deoxy-13β-substituted ivermectin aglycons, unexpected unique products, 13β-substituted-14Z ivermectin aglycons, were obtained. We will report the results of that series of studies and a possible reaction mechanism.

  在合成 13-脱氧-13β-取代伊维菌素苷元的研究过程中，获得了意想不到的独特产品，13β-取代-14Z 伊维菌素苷元。我们将报告该系列研究的结果和可能的反应机制。