GB1455998A - 2-alpha-substituted-amino-benzyl-1,3-propane-diols - Google Patents
2-alpha-substituted-amino-benzyl-1,3-propane-diolsInfo
- Publication number
- GB1455998A GB1455998A GB2900376A GB2900376A GB1455998A GB 1455998 A GB1455998 A GB 1455998A GB 2900376 A GB2900376 A GB 2900376A GB 2900376 A GB2900376 A GB 2900376A GB 1455998 A GB1455998 A GB 1455998A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyl
- substituted
- formula
- diols
- propane
- 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
- -1 2 - [α - (Substituted) - aminobenzyl] - 1,3 - propanediols Chemical class 0.000 abstract 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 abstract 1
- ISDGWTZFJKFKMO-UHFFFAOYSA-N 2-phenyl-1,3-dioxane-4,6-dione Chemical compound O1C(=O)CC(=O)OC1C1=CC=CC=C1 ISDGWTZFJKFKMO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000003935 benzaldehydes Chemical class 0.000 abstract 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Natural products O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 1
- 125000005059 halophenyl group Chemical group 0.000 abstract 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000003944 tolyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1455998 2 - [α - (Substituted) - aminobenzyl] - 1,3 - propanediols ELI LILLY & CO 10 Dec 1973 [8 Dec 1972] 29003/76 Divided out of 1455997 Heading C2C Novel compounds of Formula I wherein R and R<SP>1</SP> are C 1 -C 4 alkyl or C 2 -C 4 alkenyl or when taken together with the nitrogen to which they are attached, are aziridino, pyrrolidino or piperidino; and Ar is phenyl, halophenyl, methoxyphenyl, methylphenyl, trifluoromethylphenyl, hydroxyphenyl, acetoxyphenyl, benzyloxyphenyl, or 3-pyridyl as well as compounds wherein R<SP>1</SP> is also H or benzyl and R is also benzyl are prepared by reacting a di-C 1-6 -alkylbenzalmalonate with an amine of formula HNRR<SP>1</SP> to form an intermediate di- C 1-6 -alkyl-(α-RR<SP>1</SP>N-)-benzylmalonate which is reduced to give a comound of Formula I. The dialkyl benzal malonate is obtained by reacting a substituted benzaldehyde ArCHO with a dialkyl malonate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31322172A | 1972-12-08 | 1972-12-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1455998A true GB1455998A (en) | 1976-11-17 |
Family
ID=23214841
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2900376A Expired GB1455998A (en) | 1972-12-08 | 1973-12-10 | 2-alpha-substituted-amino-benzyl-1,3-propane-diols |
| GB5711373A Expired GB1455997A (en) | 1972-12-08 | 1973-12-10 | M-dioxane-5-methylamine analgesics |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5711373A Expired GB1455997A (en) | 1972-12-08 | 1973-12-10 | M-dioxane-5-methylamine analgesics |
Country Status (27)
| Country | Link |
|---|---|
| JP (2) | JPS5734835B2 (en) |
| AR (3) | AR206306A1 (en) |
| AT (2) | AT332396B (en) |
| BE (1) | BE808340A (en) |
| BG (4) | BG22386A3 (en) |
| CA (2) | CA1014560A (en) |
| CH (4) | CH619219A5 (en) |
| CS (3) | CS193480B2 (en) |
| CY (1) | CY1017A (en) |
| DD (3) | DD109625A5 (en) |
| DE (1) | DE2361340C2 (en) |
| DK (1) | DK134717B (en) |
| ES (4) | ES421291A1 (en) |
| FR (1) | FR2209578B1 (en) |
| GB (2) | GB1455998A (en) |
| HK (1) | HK60479A (en) |
| HU (2) | HU168620B (en) |
| IE (1) | IE40226B1 (en) |
| IL (1) | IL43773A (en) |
| KE (1) | KE2976A (en) |
| MY (1) | MY8000064A (en) |
| NL (1) | NL7316839A (en) |
| PH (2) | PH15197A (en) |
| SE (3) | SE403377B (en) |
| SU (4) | SU578001A3 (en) |
| YU (3) | YU35447B (en) |
| ZA (1) | ZA739207B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013169531A1 (en) * | 2012-05-09 | 2013-11-14 | Boehringer Ingelheim International Gmbh | Methods for making oxetan-3-ylmethanamines |
| LV14983B (en) * | 2013-10-15 | 2015-06-20 | Olainfarm, A/S | Phenibut O & scaron Intermediate Products ū š anas pa ņ ē miens |
-
1973
- 1973-01-01 AR AR251422A patent/AR206306A1/en active
- 1973-12-04 IE IE2190/73A patent/IE40226B1/en unknown
- 1973-12-04 ZA ZA00739207A patent/ZA739207B/en unknown
- 1973-12-06 PH PH15299A patent/PH15197A/en unknown
- 1973-12-06 CA CA187,516A patent/CA1014560A/en not_active Expired
- 1973-12-07 YU YU3184/73A patent/YU35447B/en unknown
- 1973-12-07 AR AR251423A patent/AR212416A1/en active
- 1973-12-07 HU HUEI510A patent/HU168620B/hu unknown
- 1973-12-07 NL NL7316839A patent/NL7316839A/xx not_active Application Discontinuation
- 1973-12-07 YU YU3185/73A patent/YU36171B/en unknown
- 1973-12-07 HU HUEI511A patent/HU168763B/hu unknown
- 1973-12-07 ES ES73421291A patent/ES421291A1/en not_active Expired
- 1973-12-07 SU SU7301978316A patent/SU578001A3/en active
- 1973-12-07 CH CH1720873A patent/CH619219A5/en not_active IP Right Cessation
- 1973-12-07 ES ES73421290A patent/ES421290A1/en not_active Expired
- 1973-12-07 BE BE1005568A patent/BE808340A/en not_active IP Right Cessation
- 1973-12-07 IL IL43773A patent/IL43773A/en unknown
- 1973-12-07 DK DK663373AA patent/DK134717B/en not_active IP Right Cessation
- 1973-12-07 SU SU731977567A patent/SU587861A3/en active
- 1973-12-07 CH CH1720973A patent/CH605903A5/xx not_active IP Right Cessation
- 1973-12-07 SE SE7316586A patent/SE403377B/en unknown
- 1973-12-07 AT AT1026173A patent/AT332396B/en not_active IP Right Cessation
- 1973-12-07 AT AT1026073A patent/AT330773B/en not_active IP Right Cessation
- 1973-12-07 FR FR7343848A patent/FR2209578B1/fr not_active Expired
- 1973-12-07 CA CA187,636A patent/CA1024150A/en not_active Expired
- 1973-12-07 CH CH17977A patent/CH614439A5/en not_active IP Right Cessation
- 1973-12-08 DE DE2361340A patent/DE2361340C2/en not_active Expired
- 1973-12-08 BG BG027548A patent/BG22386A3/en unknown
- 1973-12-08 JP JP14024573A patent/JPS5734835B2/ja not_active Expired
- 1973-12-08 BG BG028632A patent/BG26205A4/en unknown
- 1973-12-08 JP JP48140246A patent/JPS5742633B2/ja not_active Expired
- 1973-12-08 BG BG025193A patent/BG21223A3/en unknown
- 1973-12-08 BG BG028633A patent/BG21409A3/en unknown
- 1973-12-10 GB GB2900376A patent/GB1455998A/en not_active Expired
- 1973-12-10 GB GB5711373A patent/GB1455997A/en not_active Expired
- 1973-12-10 CS CS738528A patent/CS193480B2/en unknown
- 1973-12-10 DD DD175231A patent/DD109625A5/xx unknown
- 1973-12-10 CY CY1017A patent/CY1017A/en unknown
- 1973-12-10 CS CS738529A patent/CS222208B2/en unknown
- 1973-12-10 DD DD179119*A patent/DD115653A5/xx unknown
- 1973-12-10 CS CS765892A patent/CS222209B2/en unknown
- 1973-12-10 DD DD175232A patent/DD110864A5/xx unknown
-
1975
- 1975-01-27 SU SU752100370A patent/SU648081A3/en active
- 1975-02-19 SU SU752106121A patent/SU663305A3/en active
- 1975-05-14 AR AR258799A patent/AR212012A1/en active
-
1976
- 1976-01-28 ES ES444716A patent/ES444716A1/en not_active Expired
- 1976-02-04 ES ES444911A patent/ES444911A1/en not_active Expired
- 1976-04-30 PH PH18384A patent/PH14923A/en unknown
-
1977
- 1977-02-17 SE SE7701796A patent/SE428378B/en unknown
- 1977-02-17 SE SE7701795A patent/SE417196B/en unknown
-
1979
- 1979-07-03 KE KE2976A patent/KE2976A/en unknown
- 1979-08-23 HK HK604/79A patent/HK60479A/en unknown
- 1979-09-06 CH CH805879A patent/CH630914A5/en not_active IP Right Cessation
-
1980
- 1980-04-22 YU YU1093/80A patent/YU36020B/en unknown
- 1980-12-30 MY MY64/80A patent/MY8000064A/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 429A | Application made for amendment of specification (sect. 29/1949) | ||
| 429H | Application (made) for amendment of specification now open to opposition (sect. 29/1949) | ||
| 429D | Case decided by the comptroller ** specification amended (sect. 29/1949) | ||
| SPA | Amended specification published | ||
| PCNP | Patent ceased through non-payment of renewal fee |