4-allyl-5,5-dimethylcyclohexane-1,3-dione | 106185-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-allyl-5,5-dimethylcyclohexane-1,3-dione
• 英文别名: 4-allyl-5,5-dimethyl-1,3-cyclohexanedione；5,5-Dimethyl-4-(prop-2-en-1-yl)cyclohexane-1,3-dione；5,5-dimethyl-4-prop-2-enylcyclohexane-1,3-dione
• CAS: 106185-61-9
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: MIJOFBLTKSBIFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-allyl-5,5-dimethylcyclohexane-1,3-dione 在 氧气 、 copper(l) chloride 、 palladium dichloride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以37%的产率得到5,5-dimethyl-4-(2-oxopropyl)cyclohexane-1,3-dione
  参考文献：
  名称：

  Synthesis of novel pyrroloazepinones by Schmidt expansions of 6-indolones

  摘要：

  New derivatives of pyrroloazepinones were synthesized. The synthesis route consisted of three stages: the formation of a dimedone-derived tricarbonyl compound, the formation of a pyrrole ring resulting from the use of the Paal-Knorr method to generate tetrahydroindole-6-ones, and the expansion of the ketone by following the Schmidt method to generate lactams. The obtained 6-indolones were used to generate new derivatives: the pyrrolo[2,3-c]azepin-6-one and the pyrrolo[2,3-d]azepin-7-one ring systems. The synthesized pyrroloazepinones were evaluated for inhibitory activity in cancer cell lines and they did not show activity and cytotoxic effects on the non-tumor cells HEK239, with IC50 >= 215 +/- 5.41 mu M.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.208
• 作为产物：
  描述：

  3-异丙氧基-5,5-二甲基-2-环己烯-1-酮 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 水 、 乙腈 为溶剂， 反应 4.5h， 生成 4-allyl-5,5-dimethylcyclohexane-1,3-dione
  参考文献：
  名称：

  Synthesis of novel pyrroloazepinones by Schmidt expansions of 6-indolones

  摘要：

  New derivatives of pyrroloazepinones were synthesized. The synthesis route consisted of three stages: the formation of a dimedone-derived tricarbonyl compound, the formation of a pyrrole ring resulting from the use of the Paal-Knorr method to generate tetrahydroindole-6-ones, and the expansion of the ketone by following the Schmidt method to generate lactams. The obtained 6-indolones were used to generate new derivatives: the pyrrolo[2,3-c]azepin-6-one and the pyrrolo[2,3-d]azepin-7-one ring systems. The synthesized pyrroloazepinones were evaluated for inhibitory activity in cancer cell lines and they did not show activity and cytotoxic effects on the non-tumor cells HEK239, with IC50 >= 215 +/- 5.41 mu M.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.208

文献信息

• Modified peptide derivatives and methods of use thereof
  申请人：——

  公开号：US20040077829A1

  公开（公告）日：2004-04-22

  The present invention relates to a compound of formula I 1 wherein (i) when a and c are double bonds, R 2 is absent, b is a single bond, R 1 is 2 or (ii) when a and c are single bonds, b is a double bond, and R 1 is H, R 2 is 3 wherein X is straight or branched chain C 1-6 alkyl, —(CH 2 ) n Ar, C 1-6 cycloalkyl, or —(CH 2 ) n R″, where R″ is a cyclic hydrocarbyl group; Y is a natural or unnatural amino acid side chain; W is OH or NHR 3 , wherein R 3 is —CH(Y′)CO 2 X′, where X′ and Y′ are defined as for X and Y respectively, and may be the same or different to X and Y respectively; and Z 1 and Z 2 are each independently H, straight or branched chain C 1-6 alkyl, straight or branched chain C 1-6 alkenyl, —(CH 2 ) n Ar, —(CH 2 ) n —CO 2 R′, —(CH 2 ) p —CH═CH—(CH 2 ) q Ar where p and q are each independently 0 to 5, R′ is C 1-6 alkyl; and each n may be the same or different and is from 1 to 5.

  本发明涉及一种具有以下式I的化合物： 其中 (i) 当a和c为双键时，R2不存在，b为单键，R1为2或 (ii) 当a和c为单键时，b为双键，R1为H，R2为3 其中X为直链或支链C1-6烷基，—(CH2)nAr，C1-6环烷基，或—(CH2)nR″，其中R″为环烷基羟基烷基； Y为天然或非天然氨基酸侧链； W为OH或NHR3，其中R3为—CH(Y′)CO2X′，其中X′和Y′分别定义如X和Y，且可能与X和Y分别相同或不同；以及 Z1和Z2各自独立地为H，直链或支链C1-6烷基，直链或支链C1-6烯基，—(CH2)nAr，—(CH2)n—CO2R′，—(CH2)p—CH=CH—(CH2)qAr，其中p和q各自独立地为0至5，R′为C1-6烷基； 每个n可以相同也可以不同，范围为1至5。
• Direct 4-Alkylation of 1,3-Cyclohexanediones via Dianionic Species
  作者：Nicola M. Berry、Mark C. P. Darey、Laurence M. Harwood

  DOI：10.1055/s-1986-31679

  日期：——

  1,3-Cyclohexanediones are directly alkylated at the 4 position via dianionic species generated at - 78°C using lithium diisopropylamide/hexamethylphosphoric triamide. Acetylation of the reaction products at room temperature yields the 3-acetoxy-6-alkylcyclohex-2-enones selectively.

  1,3-环己二酮通过使用二异丙基氨基锂/六甲基磷三酰胺在 - 78°C 下生成的双阴离子物质在 4 位直接烷基化。反应产物在室温下乙酰化选择性地产生3-乙酰氧基-6-烷基环己-2-烯酮。
• Synthesis of 2,6-Dioxo-1,2,3,4,5,6-hexahydroindoles by Acid- Catalyzed Cyclization of Acetal-Protected (2,4-Dioxocyclohex-1-yl)acetamides and their Transformation into 5,8,9,10-Tetrahydro-6<i>H</i>-indolo[2,1-<i>a</i>]isoquinolin-9-ones
  作者：Benard Juma、Muhammad Adeel、Alexander Villinger、Helmut Reinke、Anke Spannenberg、Christine Fischer、Peter Langer

  DOI：10.1002/adsc.200800691

  日期：2009.5

  Abstractmagnified imageAcetal‐protected (2,4‐dioxocyclohex‐1‐yl)acetic acids were prepared by allylation of dilithiated 1,3‐cyclohexane‐1,3‐diones, protection of the carbonyl groups and oxidation of the alkene moiety. Their reaction with amines afforded the corresponding amides which were transformed, by acid‐catalyzed cyclization, into various 2,6‐dioxo‐1,2,3,4,5,6‐hexahydroindoles. The reaction of the latter with triflic acid resulted in the formation of novel 5,8,9,10‐tetrahydro‐6H‐indolo[2,1‐a]isoquinolin‐9‐ones.
• BERRY, N. M.;DAREY, M. C. P.;HARWOOD, L. M., SYNTHESIS, BRD, 1986, N 6, 476-480
  作者：BERRY, N. M.、DAREY, M. C. P.、HARWOOD, L. M.

  DOI：——

  日期：——
• CYCLOPHILIN-BINDING LIGANDS
  申请人：Cyclacel Limited

  公开号：EP1343754A2

  公开（公告）日：2003-09-17