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1. 发明授权

US06563009B1 Vasodilator cannabinoid analogs 失效
标题翻译：血管扩张剂大麻素类似物
公开(公告)号：US06563009B1
公开(公告)日：2003-05-13
申请号：US10009813
申请日：2002-03-08
申请人： George Kunos , Billy Martin , Raj Razdan
发明人： George Kunos , Billy Martin , Raj Razdan
IPC分类号： C07C3917
CPC分类号： C07C39/23 , A61K31/05 , A61K31/055 , C07C39/42 , C07C2601/16
摘要： Cannabinoids have been found to have antioxidant properties, unrelated to NMDA receptor antagonism. This new found property makes the cannabinoids useful in the treatment and prophylaxis of wide variety of oxidation associated diseases, such as ischemic, age-related, inflammatory and autoimmune diseases. The cannabinoids are found to have particular application as neuroprotuctants, for example in limiting neurological damage following ischemic insults, such as stroke and trauma, or in the treatment of neurodegenerative diseases, such as Alzheimer's disease, Parkinson's disease and HIV dementia. Nonpsychoactive cannabinoids, such as cannabidoil, are particularly advantageous to use because they avoid toxicity that is encountered with psychoactive cannabinoids at high doses useful in the method of the present invention. A particular disclosed class of cannabinoids useful as neuroprotective antioxidants is formula (I) wherein the R group is independently selected from the group consisting of H, CH3, and COCH3
摘要翻译：已经发现大麻素具有与NMDA受体拮抗作用无关的抗氧化性质。这种新发现的属性使得大麻素可用于治疗和预防各种氧化相关疾病，例如缺血性，年龄相关性，炎性和自身免疫性疾病。发现大麻素具有作为神经保护剂的特殊应用，例如限制缺血性损伤（例如中风和创伤）或治疗神经变性疾病如阿尔茨海默病，帕金森病和HIV痴呆中的神经损伤。非精神活性大麻素，如大麻素，特别有利于使用，因为它们避免了在本发明方法中有用的高剂量的精神活性大麻素遇到的毒性。可用作神经保护性抗氧化剂的特定公开类型的大麻素是式（I），其中R基团独立地选自H，CH 3和COCH 3

2. 发明授权

US06673975B1 Method for producing 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane 有权
标题翻译： 1,1-双 - （4-羟基苯基）-3,3,5-三甲基环己烷的制备方法
公开(公告)号：US06673975B1
公开(公告)日：2004-01-06
申请号：US10380099
申请日：2003-03-07
申请人： Kazuhiko Yao , Kenji Ekawa , Yoichiro Isota , Toru Nakaguchi
发明人： Kazuhiko Yao , Kenji Ekawa , Yoichiro Isota , Toru Nakaguchi
IPC分类号： C07C3917
CPC分类号： C07C37/20 , C07C37/84 , C07C2527/11 , C07C2601/14 , C07C39/17
摘要： The invention provides a process for production of high purity 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (BPTMC) which comprises: (a) a reaction step wherein phenol is reacted with 3,3,5-trimethylcyclohexanone (TMC) in a slurry containing phenol adduct crystals of BPTMC in the presence of an acid catalyst; (b) a neutralization step wherein after the reaction, the resulting reaction mixture in the form of slurry is neutralized with an alkali while heating to convert the slurry to a solution; (c) a primary crystallization and filtration step wherein the resulting solution is cooled and the resulting phenol adduct crystals of BPTMC are collected by filtration; (d) a secondary crystallization and filtration step wherein the adduct crystals obtained in the primary crystallization and filtration step are heated in a crystallization solvent to dissolve the crystals therein to prepare a solution and then the solution is cooled to crystallize BPTMC out of the solution, followed by collecting the crystals of BPTMC by filtration; (e) a filtrate recycling step wherein at least a part of the secondary crystallization filtrate obtained in the secondary crystallization and filtration step is returned to the reaction step. The process provides uncolored high purity BPTMC in high selectivity and in high yield in an industrially stable manner which is substantially free from residual phenol and trace impurities such as sodium, chlorine and sulfur and hence which is suitable for use as raw materials for the production of resins for optical use.
摘要翻译：本发明提供一种生产高纯度1,1-双（4-羟基苯基）-3,3,5-三甲基环己烷（BPTMC）的方法，该方法包括：（a）一个反应步骤，其中苯酚与3,3,5 - 三甲基环己酮（TMC）在含有BPTMC的苯酚加合物晶体的淤浆中，在酸催化剂存在下; （b）中和步骤，其中在反应之后，将所得到的浆料形式的反应混合物用碱中和，同时加热以将浆料转化为溶液; （c）初步结晶和过滤步骤，其中将所得溶液冷却，并通过过滤收集所得到的BPTMC的苯酚加合物晶体; （d）二次结晶和过滤步骤，其中在一次结晶和过滤步骤中获得的加合物晶体在结晶溶剂中加热以溶解其中的晶体，以制备溶液，然后将溶液冷却以使溶液中的BPTMC结晶，然后过滤收集BPTMC晶体; （e）滤液再循环步骤，其中在二次结晶和过滤步骤中获得的至少一部分二次结晶滤液返回到反应步骤。该方法以高选择性提供无色高纯度BPTMC，在工业上稳定地提供高产率方式基本上不含残留的苯酚和痕量杂质如钠，氯和硫，因此适用于生产光学用树脂的原料。

3. 发明授权

US06673974B1 Process for production of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane 有权
标题翻译：制备1,1-双（4-羟基苯基）-3,3,5-三甲基环己烷的方法
公开(公告)号：US06673974B1
公开(公告)日：2004-01-06
申请号：US10363706
申请日：2003-03-06
申请人： Kazuhiko Yao , Kenji Ekawa , Yoichiro Isota , Toru Nakaguchi
发明人： Kazuhiko Yao , Kenji Ekawa , Yoichiro Isota , Toru Nakaguchi
IPC分类号： C07C3917
CPC分类号： C07C37/20 , C07C2527/11 , C07C2601/14 , C07C39/17
摘要： A process for production of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane which comprises reacting phenol with 3,3,5-trimethylcyclohexanone in the presence of an acid catalyst wherein the reaction of phenol with 3,3,5-trimethylcyclohexanone is started in a slurry comprising phenol adduct crystals of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane and hydrated phenol in the presence of an acid catalyst, and then the reaction is continued in the slurry.
摘要翻译：一种生产1,1-双（4-羟基苯基）-3,3,5-三甲基环己烷的方法，包括在酸催化剂存在下使苯酚与3,3,5-三甲基环己酮反应，其中苯酚与3，在酸催化剂存在下，在包含1,1-双（4-羟基苯基）-3,3,5-三甲基环己烷和水合苯酚的苯酚加合物晶体的浆料中开始3,5-三甲基环己酮，然后继续反应在浆液中。

4. 发明授权

US06673973B1 Method of producing 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane 有权
标题翻译： 1,1-双 - （4-羟基苯基）-3,3,5-三甲基环己烷的制备方法
公开(公告)号：US06673973B1
公开(公告)日：2004-01-06
申请号：US10363207
申请日：2003-03-06
申请人： Kazuhiko Yao , Kenji Ekawa , Yoichiro Isota , Toru Nakaguchi
发明人： Kazuhiko Yao , Kenji Ekawa , Yoichiro Isota , Toru Nakaguchi
IPC分类号： C07C3917
CPC分类号： C07C37/20 , C07C37/84 , C07C2527/173 , C07C2601/14 , C07C39/17
摘要： A process for production of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane which comprises reacting phenol with 3,3,5-trimethylcyclohexanone in the presence of an acid catalyst, adding an aqueous solution of an alkali to the resulting reaction mixture to neutralize it, removing a water phase from the thus neutralized reaction mixture, cooling the resulting oil phase to crystallize phenol adduct crystals of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane while obtaining a primary crystallization filtrate, wherein the primary crystallization filtrate is heated to a temperature of 150-250° C. in the presence of an alkali catalyst in an inert gas atmosphere under a reduced pressure to thermally decompose 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane in the primary crystallization filtrate.
摘要翻译：一种生产1,1-双（4-羟基苯基）-3,3,5-三甲基环己烷的方法，包括在酸催化剂存在下使苯酚与3,3,5-三甲基环己酮反应，加入碱的水溶液向所得反应混合物中和，从由此中和的反应混合物中除去水相，冷却所得油相以结晶1,1-双（4-羟基苯基）-3,3,5-三甲基环己烷的苯酚加合物晶体，同时得到一次结晶滤液，其中在碱性催化剂存在下，在惰性气体气氛中，在减压下将一次结晶滤液加热至150-250℃，热分解1,1-二（4- 羟基苯基）-3,3,5-三甲基环己烷。

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