公开(公告)号：US3979449A

公开(公告)日：1976-09-07

申请号：US588181

申请日：1975-06-19

申请人： Pierre Hirsbrunner ,  Raymond Bertholet

发明人： Pierre Hirsbrunner ,  Raymond Bertholet

IPC分类号： C07C231/02 ,  C07C67/00 ,  C07C231/00 ,  C07C231/12 ,  C07C237/00 ,  C07C237/06 ,  C07C99/00

CPC分类号： C07C237/00

摘要： A process for the preparation of compounds of the general formula ##EQU1## (in which n is an integer equal to 1 or 2 and X and Y which may be the same or different are hydrogen atoms or organic groups, except that when n=2 not more than one of X and Y may represent a hydrogen atom) in which a compound of the general formula ##EQU2## (in which M.sup.+ represents a cation, R represents an aliphatic group containing 1 to 3 carbon atoms and X, Y and n have the meanings given above) is reacted with ammonia in an aqueous medium and thereafter the compound of formula (I) is liberated by acidification of the reaction medium.

摘要翻译： 制备通式COOH | CH NXY（I）|（CH2）n | CONH2（其中n为等于1或2的整数，X和Y可相同或不同的化合物）的方法为氢 原子或有机基团，不同之处在于当n = 2时，不大于X和Y之一可以表示氢原子），其中通式为COO - 的化合物| CH NXY（II）|（CH2 ）n | COOR（其中M +表示阳离子，R表示含有1至3个碳原子的脂族基团，X，Y和n具有上述含义）与氨在水性介质中反应，然后将化合物 式（I）的化合物通过反应介质的酸化而释放。

公开(公告)号：US4772726A

公开(公告)日：1988-09-20

申请号：US924107

申请日：1986-10-31

申请人： Raymond Bertholet ,  Pierre Hirsbrunner

发明人： Raymond Bertholet ,  Pierre Hirsbrunner

IPC分类号： C07D209/16

CPC分类号： C07D209/16

摘要： Melatonine is obtained by methylating N-acetyl serotonine in the 5-position. Mexamine is obtained by de-acetylating melatonine in a hot alkaline solution containing a water-insoluble alcohol and acidifying the alcohol phase with hydrochloric acid.

摘要翻译： 褪黑激素通过在5-位甲基化N-乙酰羟色胺获得。 通过在含有水不溶性醇的热碱性溶液中对褪黑激素进行脱乙酰化并用盐酸酸化醇相而得到Mexamine。

公开(公告)号：US4052372A

公开(公告)日：1977-10-04

申请号：US653704

申请日：1976-01-30

申请人： Paul-Andre Finot ,  Pierre Hirsbrunner ,  Raymond Bertholet

发明人： Paul-Andre Finot ,  Pierre Hirsbrunner ,  Raymond Bertholet

IPC分类号： C07C231/00 ,  A23L1/227 ,  A23L1/30 ,  C07C20060101 ,  C07C67/00 ,  C07C231/10 ,  C07C237/12 ,  C07C237/22 ,  C07C103/52

CPC分类号： C07K1/10

摘要： A process for the preparation of .epsilon.-(.gamma.-glutamyl)-lysine which comprises heating lysine glutamate for at least 5 hours at a temperature of at least 120.degree. C by means of an inert heat-carrier fluid, and isolating .epsilon.-(.gamma.-glutamyl)-lysine from the conversion product thus obtained.The inert heat-carrier fluid can be either a gas such as air or nitrogen, or a liquid such as n-amylalcohol, kerosene, nonane, 1,1,2,2-tetrachloroethane, 1-octanol or 2-ethyl-1-butanol.

公开(公告)号：US4722923A

公开(公告)日：1988-02-02

申请号：US756052

申请日：1985-07-17

申请人： Raymond Bertholet ,  Pierre Hirsbrunner

发明人： Raymond Bertholet ,  Pierre Hirsbrunner

IPC分类号： C07H17/02 ,  A61K31/70 ,  A61K31/7028 ,  A61P7/02 ,  A61P31/04 ,  A61P43/00 ,  C07D233/88 ,  C07H15/26 ,  C07H7/06

CPC分类号： C07H15/26 ,  C07D233/88

摘要： A double sulfate salt of 1-desoxy-(5-hydroxytryptamino)-D-fructose (DSF) and 1-methylhydantoin-2-imide (creatinine) represents a new solid crystalline phase of unit composition, pharmaceutical quality and remarkable stability.It is prepared by glycosylation of serotonin with D-glucose, formation of the double salt by addition of sulfuric acid and creatinine and crystallization of the double salt in the presence of ethanol.The DFS is preferably isolated from the reaction medium by way of the addition complex DFS.Ca(OH).sub.2 which is precipitated by the addition of calcium hydroxide. The calcium hydroxide is then eliminated by addition of sulfuric acid and the double salt is crystallized as described above.DFS is the active principle of a medicament effective, in particular, in the treatment of leprosy.

摘要翻译： 1-脱氧 - （5-羟基色氨酸）-D-果糖（DSF）和1-甲基乙内酰脲-2-酰亚胺（肌酸酐）的双硫酸盐代表单位组成，药物质量和显着稳定性的新型固体结晶相。 通过D-葡萄糖的5-羟色胺糖基化，通过加入硫酸和肌酸酐形成双重盐并在乙醇存在下结晶双盐制备。 DFS优选通过加入氢氧化钙沉淀的加成络合物DFS.Ca（OH）2从反应介质中分离出来。 然后通过加入硫酸除去氢氧化钙，如上所述，双重盐结晶。 DFS是有效的药物的有效原理，特别是治疗麻风病。

公开(公告)号：US4652711A

公开(公告)日：1987-03-24

申请号：US697881

申请日：1985-02-04

申请人： Pierre Hirsbrunner ,  Raymond Bertholet

发明人： Pierre Hirsbrunner ,  Raymond Bertholet

IPC分类号： A23L27/20 ,  A23L27/21 ,  C07C67/00 ,  C07C227/00 ,  C07C227/16 ,  C07C227/18 ,  C07C227/42 ,  C07C229/12 ,  C07C99/12

CPC分类号： A23L27/21

摘要： A new betaine salt corresponding to the formula ##STR1## is disclosed. It is obtained in pure crystalline form by preparing a starting aqueous solution containing the ions ##STR2## Na.sup.+ and Cl.sup.- whose composition, as illustrated in a ternary diagram of betaine--NaCl--water shown in the drawing, is situated in an area between two lines diverging from a common point T and passing through the points I and II, adding to the starting solution betaine, sodium chloride and water in molar proportions of 1:1:2 or betaine hydrochloride, sodium hydroxide and water in molar proportions of 1:1:1, and thereafter separating the double betaine salt by crystallization at a temperature below 50.degree. C. The double betaine salt is useful as a seasoning.

摘要翻译： 公开了对应于公式的新的甜菜碱盐。 通过制备含有离子图像Na +和Cl的起始水溶液，可以纯结晶形式获得，其组成如图中所示的甜菜碱-CICl-水的三元图所示，其位于两个 线从共同点T发散并通过点I和II，加入起始溶液中，以摩尔比为1:1:2的甜菜碱，氯化钠和水或盐酸甜菜碱盐酸盐，氢氧化钠和水的摩尔比为1： 1：1，然后在低于50℃的温度下结晶分离双重甜菜碱盐。双重甜菜碱盐可用作调味料。

公开(公告)号：US4506080A

公开(公告)日：1985-03-19

申请号：US510167

申请日：1983-07-01

申请人： Raymond Bertholet ,  Pierre Hirsbrunner

发明人： Raymond Bertholet ,  Pierre Hirsbrunner

IPC分类号： C07D209/16

CPC分类号： C07D209/16

摘要： A process for the separation of serotonine from coffee wax wherein a solution of coffee wax is subjected to alkaline hydrolysis using a strong base in the presence of water in an inert atmosphere after which the reaction medium containing the serotonine is recovered characterized in that the solvent for the coffee wax is a compound having the general formula II:R--(OC.sub.2 H.sub.4).sub.x --OC.sub.n H.sub.2n OH IIwherein R is hydrogen or an alkyl group containing from 1 to 4 carbon atoms, x is 0 or 1 and n is an integer from 2 to 4 with the proviso that x cannot be 1 when n is 3 or 4. N-acetyl serotonine is prepared by acetylating serotonine to N, O-diacetyl serotonine and then selectively hydrolyzing the O-acetyl group. Melatonine is obtained by methylating N-acetyl serotonine in the 5-position. Mexamine is obtained by de-acetylating melatonine in a hot alkaline solution containing a water-insoluble alcohol and acidifying the alcohol phase with hydrochloric acid.

摘要翻译： 一种从咖啡蜡中分离5-羟色胺的方法，其中咖啡蜡溶液在惰性气氛中在水存在下使用强碱进行碱水解，之后回收含有5-羟色胺的反应介质，其特征在于用于 咖啡蜡是具有通式II：R-（OC2H4）x-OCnH2nOHII的化合物，其中R是氢或含有1至4个碳原子的烷基，x是0或1，n是2至4的整数 条件是当n为3或4时，x不能为1。通过乙酰化5-羟色胺至N，O-二乙酰基血清素，然后选择性水解O-乙酰基来制备N-乙酰基5-羟色胺。 褪黑激素通过在5-位甲基化N-乙酰羟色胺获得。 通过在含有水不溶性醇的热碱性溶液中对褪黑激素进行脱乙酰化并用盐酸酸化醇相而得到Mexamine。

公开(公告)号：US4293581A

公开(公告)日：1981-10-06

申请号：US216960

申请日：1980-12-16

申请人： Pierre Hirsbrunner ,  Raymond Bertholet

发明人： Pierre Hirsbrunner ,  Raymond Bertholet

IPC分类号： A23K1/14

CPC分类号： A23K10/37 ,  Y02P60/877 ,  Y10S426/807

摘要： An animal feed component is prepared by subjecting spent coffee grounds to a saponification treatment in an aqueous reaction medium, acidifying the medium to a pH below 5 and recovering an animal feed component by drying the acidified medium.The grounds may optionally be subjected to an oxidation treatment after saponification.

摘要翻译： 通过将废咖啡渣在含水反应介质中进行皂化处理，将培养基酸化至​​低于5的pH并通过干燥酸化培养基回收动物饲料组分来制备动物饲料组分。 皂化后可以任意地进行氧化处理。

公开(公告)号：US4925932A

公开(公告)日：1990-05-15

申请号：US120394

申请日：1987-11-13

申请人： Raymond Bertholet ,  Pierre Hirsbrunner

发明人： Raymond Bertholet ,  Pierre Hirsbrunner

IPC分类号： C07H17/02 ,  A61K31/70 ,  A61K31/7028 ,  A61P7/02 ,  A61P31/04 ,  A61P43/00 ,  C07D233/88 ,  C07H15/26

CPC分类号： C07H15/26 ,  C07D233/88

摘要： A double sulfate salt of 1-desoxy-(5-hydroxytryptamino)-D-fructose (DFS) and 1-methylhydantoin-2-imide (creatinine) is prepared by adding creatinine to an aqueous solution of DFS containing sulfuric acid having a pH of approximately 3. The double salt may be isolated by crystallizing it in the presence of a water-miscible solvent such as ethanol. DFS may be prepared by glycosylation of 5-hydroxytryptamine with D-glucose and then adding an excess of calcium hydroxide to the glycosylation reaction medium for precipitating DFS.CA(OH).sub.2 from which the DFS may be isolated for preparing the double salt as described above. Recycling and treatment of mother liquors enables yields to be increased.

公开(公告)号：US4530799A

公开(公告)日：1985-07-23

申请号：US158825

申请日：1980-06-12

申请人： Pierre Hirsbrunner ,  Raymond Bertholet

发明人： Pierre Hirsbrunner ,  Raymond Bertholet

IPC分类号： A23L27/21 ,  C07C101/04

CPC分类号： A23L27/21

摘要： A new betaine salt corresponding to the formula (CH.sub.3).sub.3 N.sup.+ --CH.sub.2 --COO.sup.-.Na.sup.+.Cl.sup.-.2H.sub.2 O is disclosed. It is obtained in pure crystalline form by preparing a starting aqueous solution containing the ions (CH.sub.3).sub.3 N.sup.+ --CH.sub.2 --COO.sup.-, Na.sup.+ and Cl.sup.- whose composition, as illustrated in a ternary diagram of betaine-NaCl-water shown in the drawing, is situated in an area between two lines diverging from a common point T and passing through the points I and II, adding to the starting solution betaine, sodium chloride and water in molar proportions of 1:1:2 or betaine hydrochloride, sodium hydroxide and water in molar proportions of 1:1:1, and thereafter separating the double betaine salt by crystallization at a temperature below 50.degree. C. The double betaine salt is useful as a seasoning.

摘要翻译： 公开了对应于式（CH3）3N + -CH2-COO-.Na + .Cl·.2H2O的新甜菜碱盐。 通过制备含有离子（CH3）3N + -CH2-COO-，Na +和Cl-的起始水溶液，以纯结晶形式获得，其组成如图中所示的甜菜碱-Nc-水三元图所示， 位于从公共点T分叉并通过点I和II的两条线之间的区域中，加入起始溶液的甜菜碱，氯化钠和摩尔比例为1:1或2的水或盐酸甜菜碱盐酸盐，氢氧化钠和 水的摩尔比为1：1：1，然后在低于50℃的温度下结晶分离双重甜菜碱盐。双重甜菜碱盐可用作调味料。

公开(公告)号：US4307246A

公开(公告)日：1981-12-22

申请号：US182623

申请日：1980-08-29

申请人： Raymond Bertholet ,  Pierre Hirsbrunner

发明人： Raymond Bertholet ,  Pierre Hirsbrunner

IPC分类号： C07C227/40 ,  C07C7/00 ,  C07C67/00 ,  C07C227/00 ,  C07C227/18 ,  C07C229/08 ,  C07C99/12

CPC分类号： C07C227/40

摘要： From a mixture of isoleucine and leucine in a ratio by weight of at least 3:7, the isoleucine is precipitated in an anhydrous solvent, particularly methyl ethyl ketone, using concentrated sulphuric acid. The precipitate is separated and freed from sulphuric acid, for example by neutralisation with barium hydroxide after elimination of the solvent. Industrial production of marketable isoleucine from a mixture still containing leucine.

摘要翻译： 从异亮氨酸和亮氨酸的混合物中按重量比至少为3:7，使用浓硫酸将异亮氨酸在无水溶剂，特别是甲基乙基酮中沉淀。 分离沉淀物并从硫酸中除去，例如通过在除去溶剂后用氢氧化钡中和。 从含有亮氨酸的混合物中工业生产可销售的异亮氨酸。