ES315465A1 - A procedure for preparing compounds with stimulating properties of the nervous system. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for preparing compounds with stimulating properties of the nervous system. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES315465A1 ES315465A1 ES0315465A ES315465A ES315465A1 ES 315465 A1 ES315465 A1 ES 315465A1 ES 0315465 A ES0315465 A ES 0315465A ES 315465 A ES315465 A ES 315465A ES 315465 A1 ES315465 A1 ES 315465A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- compound
- group
- translation
- procedure
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- 210000000653 nervous system Anatomy 0.000 title 1
- 230000004936 stimulating effect Effects 0.000 title 1
- ILASZRLOZFHWOJ-UHFFFAOYSA-N 3-phenyl-1h-indene Chemical compound C12=CC=CC=C2CC=C1C1=CC=CC=C1 ILASZRLOZFHWOJ-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 2
- -1 alkali metal salt Chemical class 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052739 hydrogen Chemical group 0.000 abstract 2
- 239000001257 hydrogen Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003158 alcohol group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- AFRJJFRNGGLMDW-UHFFFAOYSA-N lithium amide Chemical compound [Li+].[NH2-] AFRJJFRNGGLMDW-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 abstract 1
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 1
- 239000012312 sodium hydride Substances 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16B—DEVICES FOR FASTENING OR SECURING CONSTRUCTIONAL ELEMENTS OR MACHINE PARTS TOGETHER, e.g. NAILS, BOLTS, CIRCLIPS, CLAMPS, CLIPS OR WEDGES; JOINTS OR JOINTING
- F16B12/00—Jointing of furniture or the like, e.g. hidden from exterior
- F16B12/44—Leg joints; Corner joints
- F16B12/48—Non-metal leg connections
Landscapes
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A procedure for preparing a compound of formula I **(See formula)** wherein R is methyl or hydrogen, which comprises forming an alkali metal salt of a 3-phenylindene, by reaction of 3-phenylindene with a strongly alkaline material, such as sodium amide, sodium hydride, lithium amide, butyl lithium, sodium triphenylmethyl, and reacting with it a compound of group A. 2-dimethylaminoethyl halide and B. ester of N- (2-haloethyl) -N-methylcarbamic acid, said halogens being selected from the group of chlorine, bromine and iodine, in which an intermediate of formula II is produced, in which R1 is a lower alcohol group of up to 6 carbon atoms, when compound B is used as the reactant, **(See formula)** or alternatively forming said intermediate of formula II by reacting said compound of formula I, wherein R is CH3, with an alcohol haloformate of formula XCO2R1, wherein X is selected from the group consisting of chlorine, bromine and iodine, at a temperature of 80-150ºC in the presence of an inert organic solvent, and thereafter hydrolyzing and decarboxylating said intermediate of formula II to provide the compound of formula I in which R is hydrogen. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39767364A | 1964-09-15 | 1964-09-15 | |
| US457837A US3360435A (en) | 1964-09-15 | 1965-05-21 | Treatment of depressed states |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES315465A1 true ES315465A1 (en) | 1966-06-01 |
Family
ID=27015954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0315465A Expired ES315465A1 (en) | 1964-09-15 | 1965-07-17 | A procedure for preparing compounds with stimulating properties of the nervous system. (Machine-translation by Google Translate, not legally binding) |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3360435A (en) |
| BE (1) | BE667739A (en) |
| BR (1) | BR6571638D0 (en) |
| CH (2) | CH473760A (en) |
| DE (1) | DE1543216B1 (en) |
| ES (1) | ES315465A1 (en) |
| FR (2) | FR1482826A (en) |
| GB (1) | GB1041989A (en) |
| IL (1) | IL23869A (en) |
| NL (1) | NL6509895A (en) |
| SE (2) | SE322770B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE371190B (en) * | 1972-03-24 | 1974-11-11 | Kabi Ab |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2798888A (en) * | 1952-08-12 | 1957-07-09 | Ciba Pharm Prod Inc | Indene and indane compounds and their production |
| NL282517A (en) * | 1961-08-31 |
-
1965
- 1965-05-21 US US457837A patent/US3360435A/en not_active Expired - Lifetime
- 1965-07-02 GB GB28248/65A patent/GB1041989A/en not_active Expired
- 1965-07-02 IL IL23869A patent/IL23869A/en unknown
- 1965-07-17 ES ES0315465A patent/ES315465A1/en not_active Expired
- 1965-07-26 SE SE9813/65A patent/SE322770B/xx unknown
- 1965-07-27 DE DE19651543216 patent/DE1543216B1/en active Pending
- 1965-07-28 BR BR171638/65A patent/BR6571638D0/en unknown
- 1965-07-29 CH CH1114968A patent/CH473760A/en not_active IP Right Cessation
- 1965-07-29 CH CH1068665A patent/CH463486A/en unknown
- 1965-07-30 FR FR26746A patent/FR1482826A/en not_active Expired
- 1965-07-30 NL NL6509895A patent/NL6509895A/xx unknown
- 1965-07-30 FR FR26747A patent/FR4646M/fr not_active Expired
- 1965-07-30 BE BE667739D patent/BE667739A/xx unknown
-
1968
- 1968-06-28 SE SE08871/68A patent/SE332171B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE322770B (en) | 1970-04-20 |
| FR4646M (en) | 1966-12-05 |
| IL23869A (en) | 1970-09-17 |
| US3360435A (en) | 1967-12-26 |
| SE332171B (en) | 1971-02-01 |
| NL6509895A (en) | 1966-03-16 |
| DE1543216B1 (en) | 1972-11-09 |
| CH473760A (en) | 1969-06-15 |
| FR1482826A (en) | 1967-06-02 |
| BR6571638D0 (en) | 1973-08-14 |
| GB1041989A (en) | 1966-09-07 |
| CH463486A (en) | 1968-10-15 |
| BE667739A (en) | 1966-01-31 |
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