IL41417A - 3-(2-aminopropyl) indole derivatives and their production - Google Patents
3-(2-aminopropyl) indole derivatives and their productionInfo
- Publication number
- IL41417A IL41417A IL41417A IL4141773A IL41417A IL 41417 A IL41417 A IL 41417A IL 41417 A IL41417 A IL 41417A IL 4141773 A IL4141773 A IL 4141773A IL 41417 A IL41417 A IL 41417A
- Authority
- IL
- Israel
- Prior art keywords
- indole
- group
- aminopropyl
- general formula
- hydrogen
- Prior art date
Links
- QSQQQURBVYWZKJ-UHFFFAOYSA-N alpha-methyltryptamine Chemical class C1=CC=C2C(CC(N)C)=CNC2=C1 QSQQQURBVYWZKJ-UHFFFAOYSA-N 0.000 title claims 7
- 238000004519 manufacturing process Methods 0.000 title claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 6
- 239000001257 hydrogen Substances 0.000 claims abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract 4
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 4
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- WAGPFYGOLZGETK-UHFFFAOYSA-N 1-(1h-indol-2-yl)propan-2-one Chemical class C1=CC=C2NC(CC(=O)C)=CC2=C1 WAGPFYGOLZGETK-UHFFFAOYSA-N 0.000 claims abstract 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
- -1 aminophenyl Chemical group 0.000 claims abstract 3
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 3
- 239000011737 fluorine Chemical group 0.000 claims abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000001412 amines Chemical class 0.000 claims abstract 2
- 239000000460 chlorine Chemical group 0.000 claims abstract 2
- 125000005059 halophenyl group Chemical group 0.000 claims abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 2
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 12
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 6
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 5
- 239000002253 acid Substances 0.000 claims 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 4
- 150000007522 mineralic acids Chemical class 0.000 claims 3
- 150000007524 organic acids Chemical class 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 2
- 239000011707 mineral Substances 0.000 claims 2
- 235000005985 organic acids Nutrition 0.000 claims 2
- 150000002923 oximes Chemical class 0.000 claims 2
- MYTGFBZJLDLWQG-UHFFFAOYSA-N 5-chloro-1h-indole Chemical compound ClC1=CC=C2NC=CC2=C1 MYTGFBZJLDLWQG-UHFFFAOYSA-N 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 230000002152 alkylating effect Effects 0.000 claims 1
- 125000001207 fluorophenyl group Chemical group 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000012280 lithium aluminium hydride Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 238000006386 neutralization reaction Methods 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 150000003141 primary amines Chemical class 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 abstract 2
- OOIAXMPVZJKJHK-UHFFFAOYSA-N 3-(1h-indol-3-yl)propan-1-amine Chemical class C1=CC=C2C(CCCN)=CNC2=C1 OOIAXMPVZJKJHK-UHFFFAOYSA-N 0.000 abstract 1
- ZIKXJNMQOWRSSL-UHFFFAOYSA-N N-[1-(1H-indol-2-yl)propan-2-ylidene]hydroxylamine Chemical class N1C(=CC2=CC=CC=C12)CC(C)=NO ZIKXJNMQOWRSSL-UHFFFAOYSA-N 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 125000006501 nitrophenyl group Chemical group 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7205196A FR2171935B1 (xx) | 1972-02-16 | 1972-02-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL41417A0 IL41417A0 (en) | 1973-03-30 |
| IL41417A true IL41417A (en) | 1976-10-31 |
Family
ID=9093584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL41417A IL41417A (en) | 1972-02-16 | 1973-01-29 | 3-(2-aminopropyl) indole derivatives and their production |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US3953442A (xx) |
| JP (1) | JPS4892363A (xx) |
| AR (1) | AR201098A1 (xx) |
| AT (1) | AT322543B (xx) |
| AU (1) | AU5172573A (xx) |
| BE (1) | BE795457A (xx) |
| CA (1) | CA1003415A (xx) |
| CH (1) | CH576959A5 (xx) |
| DD (1) | DD105610A5 (xx) |
| DE (1) | DE2307708A1 (xx) |
| ES (1) | ES411679A1 (xx) |
| FR (1) | FR2171935B1 (xx) |
| GB (1) | GB1382943A (xx) |
| HU (1) | HU165507B (xx) |
| IE (1) | IE37162B1 (xx) |
| IL (1) | IL41417A (xx) |
| LU (1) | LU67032A1 (xx) |
| NL (1) | NL153544B (xx) |
| PH (1) | PH9387A (xx) |
| PL (1) | PL82175B1 (xx) |
| RO (1) | RO61190A (xx) |
| SE (1) | SE390535B (xx) |
| SU (1) | SU523637A3 (xx) |
| ZA (1) | ZA73619B (xx) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4256641A (en) * | 1976-06-22 | 1981-03-17 | Hoffmann-La Roche Inc. | Novel syntheses of tryptophans |
| US4316847A (en) * | 1979-07-30 | 1982-02-23 | Hoffmann-La Roche Inc. | Pyrroles and pyrrolidines |
| US4379932A (en) * | 1980-02-15 | 1983-04-12 | American Hoechst Corporation | Process for preparing spiro[indoline-3,4'-piperidine]s |
| US4379933A (en) * | 1980-02-15 | 1983-04-12 | American Hoechst Corporation | Process for preparing spiro[indoline-3,4'-piperidine]s |
| DE3430284A1 (de) * | 1984-08-17 | 1986-02-27 | Troponwerke GmbH & Co KG, 5000 Köln | Neue tryptamin-derivate, ein verfahren zu ihrer herstellung und ihre verwendung |
| HU219974B (hu) * | 1990-06-07 | 2001-10-28 | Astrazeneca Ab, | Heterociklusos csoporttal helyettesített indolszármazék, előállítása és a vegyületet hatóanyagként tartalmazó gyógyszerkészítmények |
| DK139593D0 (da) * | 1993-12-16 | 1993-12-16 | Lundbeck & Co As H | Compounds |
| US5965582A (en) * | 1994-08-03 | 1999-10-12 | Asta Medica Aktiengesellschaft | N-benzylindole and benzopyrazole derivatives with anti-asthmatic, anti-allergic, anti-inflammatory and immunemodulating effect |
| US5916801A (en) * | 1996-10-31 | 1999-06-29 | Lopinto; Richard William | Nectophotometer |
| WO2008062167A2 (en) * | 2006-11-20 | 2008-05-29 | University Of Sunderland | Melatonin derivatives and their use as antioxidants |
| PL2828256T3 (pl) * | 2012-03-23 | 2019-12-31 | Novartis Ag | Chemiczny sposób wytwarzania spiroindolonów i ich związków pośrednich |
-
0
- BE BE795457D patent/BE795457A/xx unknown
-
1972
- 1972-02-16 FR FR7205196A patent/FR2171935B1/fr not_active Expired
- 1972-12-29 PL PL1972159972A patent/PL82175B1/xx unknown
-
1973
- 1973-01-25 CH CH106773A patent/CH576959A5/xx not_active IP Right Cessation
- 1973-01-29 ZA ZA730619A patent/ZA73619B/xx unknown
- 1973-01-29 IE IE136/73A patent/IE37162B1/xx unknown
- 1973-01-29 IL IL41417A patent/IL41417A/en unknown
- 1973-02-01 AR AR246394A patent/AR201098A1/es active
- 1973-02-02 AU AU51725/73A patent/AU5172573A/en not_active Expired
- 1973-02-03 RO RO73719A patent/RO61190A/ro unknown
- 1973-02-05 AT AT98073A patent/AT322543B/de not_active IP Right Cessation
- 1973-02-05 CA CA162,180A patent/CA1003415A/en not_active Expired
- 1973-02-09 NL NL737301880A patent/NL153544B/xx unknown
- 1973-02-10 PH PH14337*UA patent/PH9387A/en unknown
- 1973-02-12 SE SE7301945A patent/SE390535B/xx unknown
- 1973-02-14 GB GB733073A patent/GB1382943A/en not_active Expired
- 1973-02-14 LU LU67032A patent/LU67032A1/xx unknown
- 1973-02-14 DD DD168884A patent/DD105610A5/xx unknown
- 1973-02-14 JP JP48018870A patent/JPS4892363A/ja active Pending
- 1973-02-15 SU SU1888664A patent/SU523637A3/ru active
- 1973-02-15 HU HUCI1341A patent/HU165507B/hu unknown
- 1973-02-16 ES ES411679A patent/ES411679A1/es not_active Expired
- 1973-02-16 DE DE19732307708 patent/DE2307708A1/de active Pending
- 1973-02-16 US US05/333,343 patent/US3953442A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| IE37162L (en) | 1973-08-16 |
| NL7301880A (xx) | 1973-08-20 |
| DD105610A5 (xx) | 1974-05-05 |
| NL153544B (nl) | 1977-06-15 |
| AR201098A1 (es) | 1975-02-14 |
| SU523637A3 (ru) | 1976-07-30 |
| LU67032A1 (xx) | 1973-08-17 |
| SE390535B (sv) | 1976-12-27 |
| GB1382943A (en) | 1975-02-05 |
| CA1003415A (en) | 1977-01-11 |
| AU5172573A (en) | 1974-08-08 |
| FR2171935B1 (xx) | 1975-04-25 |
| HU165507B (xx) | 1974-09-28 |
| US3953442A (en) | 1976-04-27 |
| ES411679A1 (es) | 1976-01-01 |
| PH9387A (en) | 1975-10-22 |
| AT322543B (de) | 1975-05-26 |
| IE37162B1 (en) | 1977-05-25 |
| BE795457A (fr) | 1973-08-16 |
| CH576959A5 (xx) | 1976-06-30 |
| RO61190A (xx) | 1976-11-15 |
| JPS4892363A (xx) | 1973-11-30 |
| PL82175B1 (xx) | 1975-10-31 |
| IL41417A0 (en) | 1973-03-30 |
| ZA73619B (en) | 1973-10-31 |
| DE2307708A1 (de) | 1973-08-23 |
| FR2171935A1 (xx) | 1973-09-28 |
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