GB1025041A - Process for the manufacture of diphenylalkylamines - Google Patents
Process for the manufacture of diphenylalkylaminesInfo
- Publication number
- GB1025041A GB1025041A GB7418/64A GB741864A GB1025041A GB 1025041 A GB1025041 A GB 1025041A GB 7418/64 A GB7418/64 A GB 7418/64A GB 741864 A GB741864 A GB 741864A GB 1025041 A GB1025041 A GB 1025041A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- alkyl
- hydrogen
- hydroxy
- propyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Diphenylalkamines of the formula <FORM:1025041/C2/1> and salts thereof, wherein R1 and R2 are each hydrogen, C1- 3 alkyl, C1- 3 alkoxy or halogen, R3 is hydrogen or C1- 3 alkyl and R4 is hydrogen, C1- 4 alkyl or an aralkyl group having 1-4 carbon atoms in the alkylene chain, which may be substituted in the phenyl nucleus by C1- 3 alkyl or C1- 3 alkoxy groups, or NR3R4 forms a morpholino, piperidino or pyrrolidino ring, and n is 1 or 2, are made by reacting an o -phenyl-o -hydroxy-alkylamine or an o -phenyl-o -halo-alkylamine or a styryt or cinnamyl-amine with an aryl compound C6H5R2, in the presence of a Friedel-Crafts catalyst, such as alminium-trichloride, gallium trichloride or boron tri fluoride. 1 - Phenyl - 1 - chloro - 3 - (1 - phenyl - propyl-(2) - amino) - propane is made by reacting 1 - phenyl - 1 - hydroxy - propylamine - (3) with phenylacetone, reducing with sodium boron hydride and treating the resulting 1-phenyl-1-hydroxy - 3 -(1 - phenyl - propyl - (2) - amino)-propane (hydrochloride) with thionyl chloride. 1 - Phenyl - 1 - chloropropylamine is made by the action of thionyl chloride on 1 -phenyl-1-hydroxy - propylamine. 1 - Phenyl - 1 - hydroxy-2 - (1 - phenyl - propyl - (2) - amino) - ethane is made by the reaction of styrene oxide with 1-phenyl - propylamine (2). 1 - Phenyl - 2 -cinnamylamino-propane hydrochloride is made by condensing cinnamic aldehyde with 1-phenyl-propyl-amine-(2) and reducing the resulting Schiffs base with sodium boron hydride.ALSO:Pharmaceutical preparations having action on the cardiac and circulatory system comprose compounds of the formula <FORM:1025041/A5-A6/1> wherein R1 and R2 are each hydrogen, halogen or a C1-3 alkyl or alkoxy group, R3 is hydrogen or a C1-3 alkyl group and R4 is hydrogen, a C1-4 alkyl group or an aralkyl group having up to 4 carbon atoms in the alkylene chain optionally bearing C1-3 alkyl or alkoxy substituents on the alkylene chain, or NR3R4 forms a morpholino, piperidino or pyrrolidino ring and n is 1 or 2, or physiologically tolerable salts thereof with organic or inorganic acids, in admixture or conjunction with an excipient. The preparations may take forms suitable for parenteral or oral administration e.g. tablets.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB7418/64A GB1025041A (en) | 1964-02-21 | 1964-02-21 | Process for the manufacture of diphenylalkylamines |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB7418/64A GB1025041A (en) | 1964-02-21 | 1964-02-21 | Process for the manufacture of diphenylalkylamines |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1025041A true GB1025041A (en) | 1966-04-06 |
Family
ID=9832751
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7418/64A Expired GB1025041A (en) | 1964-02-21 | 1964-02-21 | Process for the manufacture of diphenylalkylamines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1025041A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4034011A (en) * | 1974-12-24 | 1977-07-05 | Eli Lilly And Company | 1,1-Diphenyl-4-(substituted-amino)butanes |
US4098890A (en) | 1974-12-24 | 1978-07-04 | Eli Lilly And Company | Method for treating arrhythmia |
EP0070134A1 (en) * | 1981-07-11 | 1983-01-19 | Beecham Group Plc | Secondary phenyl ethanol amines and their pharmaceutical use |
US4448776A (en) * | 1981-02-12 | 1984-05-15 | Karl Bucher | Method of using certain substituted aliphatic secondary amines or their salts for easing breathing |
GB2137881A (en) * | 1983-04-14 | 1984-10-17 | Novotrade R T | Growth promoter fodders and feed additives containing prenylamine |
US7230030B2 (en) | 1998-05-12 | 2007-06-12 | Schwarz Pharma Ag | Derivatives of 3,3-diphenylpropylamines |
US7989654B2 (en) * | 2003-04-08 | 2011-08-02 | Ucb Pharma Gmbh | High purity bases of 3,3-diphenylpropylamino monoesters |
-
1964
- 1964-02-21 GB GB7418/64A patent/GB1025041A/en not_active Expired
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4034011A (en) * | 1974-12-24 | 1977-07-05 | Eli Lilly And Company | 1,1-Diphenyl-4-(substituted-amino)butanes |
US4098890A (en) | 1974-12-24 | 1978-07-04 | Eli Lilly And Company | Method for treating arrhythmia |
US4448776A (en) * | 1981-02-12 | 1984-05-15 | Karl Bucher | Method of using certain substituted aliphatic secondary amines or their salts for easing breathing |
EP0070134A1 (en) * | 1981-07-11 | 1983-01-19 | Beecham Group Plc | Secondary phenyl ethanol amines and their pharmaceutical use |
GB2137881A (en) * | 1983-04-14 | 1984-10-17 | Novotrade R T | Growth promoter fodders and feed additives containing prenylamine |
US7230030B2 (en) | 1998-05-12 | 2007-06-12 | Schwarz Pharma Ag | Derivatives of 3,3-diphenylpropylamines |
US7384980B2 (en) | 1998-05-12 | 2008-06-10 | Schwarz Pharma Ag | Derivatives of 3,3-diphenylpropylamines |
US7855230B2 (en) | 1998-05-12 | 2010-12-21 | Ucb Pharma Gmbh | Derivatives of 3,3-diphenylpropylamines |
US7985772B2 (en) | 1998-05-12 | 2011-07-26 | Ucb Pharma Gmbh | Derivatives of 3,3-diphenylpropylamines |
US8338478B2 (en) | 1998-05-12 | 2012-12-25 | Ucb Pharma Gmbh | Derivatives of 3,3-diphenylpropylamines |
US7989654B2 (en) * | 2003-04-08 | 2011-08-02 | Ucb Pharma Gmbh | High purity bases of 3,3-diphenylpropylamino monoesters |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NL930136I1 (en) | Propenylamines methods for their preparation of pharmaceutical preparations containing them and their use as pharmaceuticals | |
NL177403C (en) | PROCESS FOR MANUFACTURING A PHARMACEUTICAL PREPARATION WITH ANTIMICROBIC ACTION BASED ON A 14-DESOXY-14-ACETOXYMUTILINE DERIVATIVE AND METHOD FOR PREPARING A COMPOUND SUITABLE FOR THE SAID PROCESS. | |
SE7508789L (en) | PROCEDURE FOR THE PREPARATION OF NEW 5,9-BETA-DISUBSTITUTED 2-TETRAHYDROFURFURYL-6,7-BENZOMORPHANES, THEIR ACID ADDITIONAL SALTS AND USE AS MEDICINES | |
GB1025041A (en) | Process for the manufacture of diphenylalkylamines | |
ES482472A1 (en) | Isoquinoline derivatives, process for their preparation and pharmaceutical compositions containing them. | |
GB1013907A (en) | Alkene derivatives | |
GB1014348A (en) | Antidepressant compositions comprising phenoxyalkylamines | |
GB1069797A (en) | ª-aminoketone derivatives | |
GB993525A (en) | Substituted propanolamines and process for preparing the same | |
GB1111785A (en) | New piperazino-phenylethanol derivatives and process for preparing them | |
GB1075812A (en) | Basically substituted cyclic ureas and a process for their production | |
GB1096351A (en) | Improvements in or relating to piperazine derivatives | |
GB1043519A (en) | New basic alcohols | |
GB978093A (en) | Quaternary compounds and methods for producing same | |
GB1057447A (en) | Quinolyl-aminoethanols and process for the preparation thereof | |
GB1007025A (en) | Improvements in or relating to aminoalkoxybenzene-sulfonamides | |
GB1057969A (en) | Aryloxyamines and process for preparation | |
SE7608119L (en) | POLYCYCLIC ASSOCIATIONS | |
ES314635A1 (en) | Procedure for the preparation of new derivatives of azepine. (Machine-translation by Google Translate, not legally binding) | |
GB1365097A (en) | Substituted phenoxyalkyamines process for their preparation and applications thereof | |
FR2357563A1 (en) | NEW 7H-PYRROLO (3,2-F) QUINAZOLINE-1,3-DIAMINES SUBSTITUTED IN POSITION 7, THEIR PROCESS FOR PREPARATION AND THE MEDICINAL PRODUCT CONTAINING THEM | |
GB1010238A (en) | Benzenesulphonyl-semicarbazides and process for their manufacture | |
GB747418A (en) | New anaesthetic agents | |
ES368730A1 (en) | Benzodioxole compounds | |
GB1124838A (en) | Phenyl-propylamine derivatives and process for preparing them |