6-({2-[4-(4-氟苄基)哌啶-1-基]乙基}亚磺酰)-1,3-苯并恶唑-2(3H)-酮 | 253450-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 6-({2-[4-(4-氟苄基)哌啶-1-基]乙基}亚磺酰)-1,3-苯并恶唑-2(3H)-酮
• 英文名称: CI-1041
• 英文别名: PD196860；6-[[2-[4-[(4-fluorophenyl)methyl]-1-piperidinyl]ethyl]sulfinyl]-2(3H)-benzoxazolone；(+)-6-{2-[4-(4-fluorobenzyl)piperidin-1-yl]ethanesulfinyl}-3H-benzooxazol-2-one；(+)-Besonprodil；Besonprodil；6-[2-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]ethylsulfinyl]-3H-1,3-benzoxazol-2-one
• CAS: 253450-09-8
• 化学式: C₂₁H₂₃FN₂O₃S
• 分子量: 402.49
• InChiKey: FCBQJNCAKZSIAH-UHFFFAOYSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-{2-[4-(4-fluoro-benzyl)-piperidin-1-yl]-ethanesulfanyl}-3H-benzooxazol-2-one 生成 6-({2-[4-(4-氟苄基)哌啶-1-基]乙基}亚磺酰)-1,3-苯并恶唑-2(3H)-酮
  参考文献：
  名称：

  4-Benzyl piperidine alkylsulfoxide heterocycles and their use as subtype-selective NMDA receptor antagonists

  摘要：

  本发明揭示了新型的4-苄基哌啶烷基亚砜杂环，并将其用作亚型选择性NMDA受体拮抗剂，特别是用于帕金森病的治疗，最好与L-DOPA结合使用。

  公开号：

  US06284774B1

文献信息

• [EN] INDOLE-2 -CARBOXAMIDINE DERIVATIVES AS NMDA RECEPTOR ANTAGONISTS<br/>[FR] DERIVES DE INDOLE-2 -CARBOXAMIDINE UTILISES COMME ANTAGONISTES DU RECEPTEUR NMDA
  申请人：RICHTER GEDEON VEGYESZET

  公开号：WO2006010965A1

  公开（公告）日：2006-02-02

  The present invention relates therefore first to new indole-2-carboxamidine derivatives of formula (I) - wherein the meaning of X is hydrogen or halogen atom, C1-C4 alkyl, C1-C4 alkoxy, trifluoromethyl group, Y, V and Z independently are hydrogen or halogen atom, hydroxy, cyano, C1-C4 alkylsulfonamido optionally substituted by a halogen atom or halogen atoms, C1-C4 alkanoylamido optionally substituted by a halogen atom or halogen atoms, trifluoromethyl, trifluoromethoxy, C1-C4 alkyl, C1-C4 alkoxy group, or the neighboring V and Z groups in given case together with one or more identical or different additional hetero atom and -CH= and/or -CH2- groups can form an optionally substituted 4-7 membered homo- or heterocyclic ring, preferably benzene, dioxolane ring, A, B and C independently are substituted carbon atom or one of them is nitrogen atom, and the salts thereof. Further objects of the invention are the processes for producing indole-2-carboxamidine derivatives of formula (I), and the pharmaceutical manufacture of medicaments containing these compounds, as well as the process of treatments with these compounds, which means administering to a mammal to be treated - including human - effective amount/amounts of indole-2-carboxamidine derivatives of formula (I) of the present invention as such or as medicament. The new indole-2-carboxamidine derivatives of formula (I) of the present invention are highly effective and selective antagonists of NMDA receptor, and moreover most of the compounds are selective antagonist of NR2B subtype of NMDA receptor.

  本发明首先涉及新的吲哚-2-羧酰胺衍生物，其化学式为（I），其中X的含义为氢原子或卤素原子，C1-C4烷基，C1-C4烷氧基，三氟甲基基团，Y、V和Z独立地为氢原子或卤素原子，羟基，氰基，C1-C4烷基磺酰胺基可选择地被卤素原子或卤素原子取代，C1-C4烷酰胺基可选择地被卤素原子或卤素原子取代，三氟甲基，三氟甲氧基，C1-C4烷基，C1-C4烷氧基，或在特定情况下与一个或多个相同或不同的额外杂原子和-CH=和/或-CH2-基团一起形成可选择取代的4-7元杂环或杂环，优选为苯环，二氧兰环，A、B和C独立地为取代的碳原子或其中之一为氮原子，以及其盐。本发明的进一步目标是制备化学式（I）的吲哚-2-羧酰胺衍生物的工艺，以及含有这些化合物的药物的制造，以及使用这些化合物进行治疗的过程，即向待治疗的哺乳动物（包括人类）施用本发明的吲哚-2-羧酰胺衍生物的有效量/量，作为药物或本身。本发明的新吲哚-2-羧酰胺衍生物化学式（I）是NMDA受体高效选择性拮抗剂，而且大多数化合物是NMDA受体NR2B亚型的选择性拮抗剂。
• [EN] NEW HETEROCYCLIC CARBOXYLIC ACID AMIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES AMIDES D'ACIDE CARBOXYLIQUE HETEROCYCLIQUE
  申请人：RICHTER GEDEON VEGYESZET

  公开号：WO2006010969A1

  公开（公告）日：2006-02-02

  The invention relates to new heterocyclic carboxylic acid amide derivatives of formula (I) - wherein the meaning of X is hydrogen or halogen atom, hydroxy, cyano, C1-C4 alkylsulfonamido optionally substituted by a halogen atom or halogen atoms, C1-C4 alkanoylamido optionally substituted by a halogen atom or halogen atoms, arylsulfonamido groups, is -CH= group or -N= atom, Z is one or more hydrogen or halogen atom, C1-C4 alkyl, C1-C4 alkoxy, cyano, trifluoromethyl, trifluoromethoxy group and to the salts thereof, which are antagonists of NMDA receptor or are intermediates for preparing thereof.

  该发明涉及公式（I）的新杂环羧酸酰胺衍生物，其中X的含义是氢或卤素原子，羟基，氰基，C1-C4烷基磺酰胺（可选择地由卤素原子或卤素原子取代），C1-C4烷酰胺（可选择地由卤素原子或卤素原子取代），芳基磺酰胺基团，-CH=基团或-N=原子，Z是一个或多个氢或卤素原子，C1-C4烷基，C1-C4烷氧基，氰基，三氟甲基，三氟甲氧基团及其盐，这些衍生物是NMDA受体的拮抗剂或用于其制备的中间体。
• [EN] NEW BENZOYL UREA DERIVATIVES<br/>[FR] NOUVEAUX DERIVES D'UREE BENZOYLE
  申请人：RICHTER GEDEON VEGYESZET

  公开号：WO2006010966A1

  公开（公告）日：2006-02-02

  The new benzoyl urea derivatives of formula (I) wherein the meaning of X and Y independently are hydrogen atom, hydroxy, benzyloxy, amino, nitro, C1-C4 alkylsulfonamido optionally substituted with a halogen atom or halogen atoms, C1-C4 alkanoylamido optionally substituted with a halogen atom or halogen atoms, C1-C4 alkoxy, aroyl-carbamoyl optionally substituted with halogen atom or C1-C4 alkyl or C1-C4 alkoxycarbonyl group, or the neighboring X and Y groups optionally form together with one or more identical or different additional hetero atom and -CH= and/or -CH2- groups an optionally substituted 4-7 membered homo- or heterocyclic ring, preferably morpholine, pyrrole, pyrrolidine, oxo- or thioxo-pyrrolidine, pyrazole, pyrazolidine, imidazole, imidazolidine, oxo- or thioxo-imidazole or imidazolidine, 1,4-oxazine, oxazole, oxazolidine, triazole, oxo- or thioxo-oxazolidine, or 3-oxo-l,4-oxazine ring, V and Z independently are hydrogen or halogen atom, cyano, C1-C4 alkyl, C1-C4 alkoxy, trifluoromethyl, hydroxy or optionally esterized carboxyl group, W is oxygen atom, as well as C1-C4 alkylene, C2-C4 alkenylene, aminocarbonyl, -NH-, -N(alkyl)-, -CH2O-, -CH2S-, -CH(OH)-, -OCH2- group, wherein the meaning of alkyl is a C1-C4 alkyl group -, when the dotted bonds ( --- ) represent simple C-C bonds then U is hydroxy group or hydrogen atom or when W is C1-C4 alkylene or C2-C4 alkenylene group, then one of the dotted bonds ( --- ) can represent a further double C-C bond and in this case U means an electron pair, which participate in the double bond and optical antipodes, racemates and the salts thereof are highly effective and selective antagonists of NMDA receptor, and moreover most of the compounds are selective antagonist of NR2B subtype of NMDA receptor. Furthermore objects of the present invention are the pharmaceutical compositions containing new benzoyl urea derivatives of formula (I) or optical antipodes or racemates or the salts thereof as active ingredients and processes for producing these compounds and pharmaceutical compositions.

  公式（I）的新苯甲酰脲衍生物，其中X和Y的含义独立地是氢原子、羟基、苄氧基、氨基、硝基、C1-C4烷基磺酰胺（可选择地与卤原子或卤原子取代）、C1-C4烷酰胺（可选择地与卤原子或卤原子取代）、C1-C4烷氧基、芳酰基-氨基（可选择地与卤原子或C1-C4烷基或C1-C4烷氧羰基团取代）或相邻的X和Y基团可选择地与一个或多个相同或不同的额外杂原子和-CH=和/或-CH2-基团一起形成一个可选择地取代的4-7成员同源或异源环，优选为吗啡啉、吡咯、吡咯烷、氧代或硫代吡咯烷、吡唑、吡唑烷、咪唑、咪唑烷、氧代或硫代咪唑或咪唑烷、1,4-氧杂噁啉、氧唑、氧杂噁啉、三唑、氧代或硫代氧杂噁啉或3-氧代-1,4-氧杂噁啉环，V和Z独立地是氢或卤原子、氰基、C1-C4烷基、C1-C4烷氧基、三氟甲基、羟基或可选择酯化的羧基，W是氧原子，以及C1-C4烷基、C2-C4烯基、氨基羰基、-NH-、-N(烷基)-、-CH2O-、-CH2S-、-CH(OH)-、-OCH2-基团，其中烷基的含义是C1-C4烷基群-，当虚线键（---）代表简单的C-C键时，U是羟基或氢原子，或当W是C1-C4烷基或C2-C4烯基群时，那么虚线键（---）中的一个可以代表进一步的双键C-C键，在这种情况下，U表示参与双键和光学异构体、消旋体及其盐的电子对，这些化合物是NMDA受体的高效和选择性拮抗剂，而且大多数化合物是NMDA受体NR2B亚型的选择性拮抗剂。此外，本发明的目的是包含公式（I）的新苯甲酰脲衍生物、光学异构体或消旋体或其盐为活性成分的药物组合物，以及生产这些化合物和药物组合物的方法。
• [EN] KYNURENIC ACID AMIDE DERIVATIVES AS NR2B RECEPTOR ANTAGONISTS<br/>[FR] DERIVES AMIDES D'ACIDE KYNURENIQUE UTILISES EN TANT QU'ANTAGONISTES DE RECEPTEURS DE NR2B
  申请人：RICHTER GEDEON VEGYESZET

  公开号：WO2006010967A1

  公开（公告）日：2006-02-02

  The new kynurenic acid amide derivatives of formula (I): and optical antipodes, racemates and the salts thereof are highly effective and selective antagonists of NMDA receptor, and moreover most of the compounds are selective antagonist of NR2B subtype of NMDA receptor.

  公式(I)的新型酮尿酸酰胺衍生物及其光学对映体、外消旋体和盐类是NMDA受体的高效选择性拮抗剂，而且大多数化合物是NMDA受体NR2B亚型的选择性拮抗剂。
• [EN] NEW 4-BENZYLIDENE-PIPERIDIN DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE 4-BENZYLIDENE-PIPERIDINE
  申请人：RICHTER GEDEON VEGYESZET

  公开号：WO2006010964A1

  公开（公告）日：2006-02-02

  The present invention relates to new 4-benzylidene-piperidin derivatives of formula (I), useful as NMDA, in a particular NR2B subunit containing receptor antagonists and analgesica.

  本发明涉及新的4-苄基亚苯基哌啶衍生物，其化学式为(I)，可用作NMDA受体的NR2B亚基拮抗剂和镇痛剂。