1-(4-(4-fluorophenoxy)benzyl)semicarbazide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-(4-fluorophenoxy)benzyl)semicarbazide
• 英文别名: 1-[4-(4-Fluorophenoxy)ben-zyl]semicarbazide；[[4-(4-fluorophenoxy)phenyl]methylamino]urea
• 化学式: C₁₄H₁₄FN₃O₂
• 分子量: 275.282
• InChiKey: WTTWAJKXFSGATH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.4
• 氢给体数：
  3
• 氢受体数：
  4

文献信息

• [EN] ANTIVIRALLY ACTIVE HETEROCYCLIC AZAHEXANE DERIVATIVES<br/>[FR] DERIVES D'AZAHEXANE HETEROCYCLIQUES A ACTIVITE ANTIVIRALE
  申请人：NOVARTIS AG

  公开号：WO1997040029A1

  公开（公告）日：1997-10-30

  (EN) There are described compounds of formula (I*) wherein R1 is lower alkoxycarbonyl, R2 is secondary or tertiary lower alkyl or lower alkylthio-lower alkyl, R3 is phenyl that is unsubsituted or substituted by one or more lower alkoxy radicals, or C4-C8cycloalkyl, R4 is phenyl or cyclohexyl each substituted in the 4-position by unsaturated heterocyclyl that is bonded by way of a ring carbon atom, has from 5 to 8 ring atoms, contains from 1 to 4 hetero atoms selected from nitrogen, oxygen, sulfur, sulfinyl (-SO-) and sulfonyl (-SO2-) and is unsubstituted or substituted by lower alkyl or by phenyl-lower alkyl, R5, independently of R2, has one of the meanings mentioned for R2, and R6, independently of R1, is lower alkoxycarbonyl, or salts thereof, provided that at least one salt-forming group is present. The compounds are inhibitors of retroviral aspartate protease and can be used, for example, in the treatment of AIDS. They exhibit outstanding pharmacodynamic properties.(FR) L'invention se rapporte à des composés de la formule (I*) dans laquelle R1 représente alcoxycarbonyle inférieur, R2 représente un alkyle inférieur secondaire ou tertiaire ou un alkylthio inférieur-alkyl inférieur, R3 représente phényle qui est substitué ou non par un ou plusieurs radicaux alcoxy inférieur, ou cycloalkyle en C4-C8, R4 représente phényle ou cyclohéxyle, chacun substitué en position 4 par un hétérocyclyle insaturé qui est lié par un atome de carbone du cycle, possède de 5 à 8 atomes cycliques, renferme de 1 à 4 hétéroatomes sélectionnés parmi azote, oxygène, soufre, sulfinyle (-SO-) et sulfonyle (-SO2-) et à substituer ou non par alkyle inférieur ou par phényl-alkyle inférieur, R5, indépendamment de R2, possède l'une des significations précitées pour R2, et R6, indépendamment de R1, représente alcoxycarbonyle inférieur, ou à des sels de ces composés, à condition qu'au moins un groupe formant un sel soit présent. Ces composés sont des inhibiteurs de l'aspartate protéase rétrovirale et peuvent être utilisés, par exemple, dans le traitement du SIDA. Ils présentent d'excellentes propriétés pharmacodynamiques.

  (中文) 描述了式(I*)的化合物，其中R1为低级烷氧羰基，R2为次级或三级低级烷基或低级烷硫基-低级烷基，R3为苯基，未取代或被一个或多个低级烷氧基取代，或C4-C8环烷基，R4为苯基或环己基，每个取代在4位上的不饱和杂环基通过一个环碳原子相连，具有5-8个环原子，包含1-4个从氮、氧、硫、亚硫基(-SO-)和磺酰基(-SO2-)中选取的杂原子，未取代或被低级烷基或苯基-低级烷基取代，R5与R2独立，具有R2中提到的其中一种含义，R6与R1独立，为低级烷氧羰基或其盐，前提是至少存在一个形成盐的基团。这些化合物是逆转录病毒天冬氨酸蛋白酶抑制剂，可以用于治疗艾滋病等疾病。它们具有出色的药理学特性。
• The use of carbocyclic and heterocyclic substituted semicarbazones and thiosemicarbazones as sodium channel blockers
  申请人：Euro-Celtique S.A.

  公开号：EP1568690A1

  公开（公告）日：2005-08-31

  This invention is related to carbocyclic and heterocyclic substituted semicarbazones and thiosemicarbazones represented by formula (I), or a pharmaceutically acceptable salt or prodrug thereof, wherein: Y is oxygen or sulfur; R1, R21, R22 and R23 are independently hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, haloalkyl, aryl, aminoalkyl, hydroxyalkyl, alkoxyalkyl or carboxyalkyl; or R22 and R23, together with the N, form a heterocycle; A1 and A2 are independently aryl, heteroaryl, saturated or partially unsaturated carbocycle or saturated or partially unsaturated heterocycle, any of which is optionally substituted; X is one or O, S, NR24, CR25R26, C(O), NR24C(O), C(O)NR24, SO, SO2 or a covalent bond; where R24, R25 and R26 are independently hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, haloalkyl, aryl, aminoalkyl, hydroxyalkyl, alkoxyalkyl or carboxyalkyl. The invention is also directed to the use of carbocycle and heterocycle substituted semicarbazones and thiosemicarbazones for the treatment of neuronal damage following global and focal ischemia, for the treatment or prevention of neurodegenerative conditions such as amyiotrophic lateral sclerosis (ALS), for the treatment and prevention of otoneurotoxicity and eye diseases involving glutamate toxicity and for the treatment, prevention or amelioration of pain, as anticonvulsants, and as antimanic depressants, as local anesthetics, as antiarrhythmics and for the treatment or prevention of diabetic neuropathy and urinary incontinence.

  本发明涉及式(I)代表的碳环和杂环取代的半咔唑酮和硫代咔唑酮，或其药学上可接受的盐或原药，其中：Y是氧或硫；R1、R21、R22和R23独立地是氢、烷基、环烷基、烯基、炔基、卤代烷基、芳基、氨基烷基、羟基烷基、烷氧基烷基或羧基烷基；或R22和R23与N一起形成杂环；A1和A2独立地是芳基、杂芳基、饱和或部分不饱和碳环或饱和或部分不饱和杂环，其中任何一个都被任选取代；X是一个或O、S、NR24、CR25R26、C(O)、NR24C(O)、C(O)NR24、SO、SO2或共价键；其中R24、R25和R26独立地是氢、烷基、环烷基、烯基、炔基、卤代烷基、芳基、氨基烷基、羟基烷基、烷氧基烷基或羧基烷基。本发明还涉及碳环和杂环取代的半咔唑酮和硫代咔唑酮用于治疗全局性和局灶性缺血后的神经元损伤，治疗或预防神经退行性疾病，如肌萎缩性脊髓侧索硬化症（ALS）、用于治疗和预防耳神经毒性和涉及谷氨酸毒性的眼部疾病，用于治疗、预防或改善疼痛，用作抗惊厥药、抗躁狂抑制剂、局部麻醉剂、抗心律失常药，以及用于治疗或预防糖尿病神经病变和尿失禁。
• Sodium channel blocker compositions and the use thereof
  申请人：——

  公开号：US20020037926A1

  公开（公告）日：2002-03-28

  Methods of treating or preventing chronic pain or convulsion are disclosed by administering to an animal a sodium channel blocker and at least one of gabapentin and pregabalin. Also disclosed are pharmaceutical compositions and kits for the treatment or prevention of chronic pain or convulsion.

  本发明公开了通过向动物施用钠通道阻滞剂以及加巴喷丁和普瑞巴林中的至少一种来治疗或预防慢性疼痛或抽搐的方法。还公开了用于治疗或预防慢性疼痛或抽搐的药物组合物和试剂盒。
• ANTIVIRALLY ACTIVE HETEROCYCLIC AZAHEXANE DERIVATIVES
  申请人：Novartis AG

  公开号：EP0900210A1

  公开（公告）日：1999-03-10
• THE USE OF CARBOCYCLIC AND HETEROCYCLIC SUBSTITUTED SEMICARBAZONES AND THIOSEMICARBAZONES AS SODIUM CHANNEL BLOCKERS
  申请人：Euro-Celtique S.A.

  公开号：EP0986540B1

  公开（公告）日：2005-02-16