GB1013908A - Improvements in and relating to n-substituted 2,3-polymethyleneindoles - Google Patents
Improvements in and relating to n-substituted 2,3-polymethyleneindolesInfo
- Publication number
- GB1013908A GB1013908A GB37481/62A GB3748162A GB1013908A GB 1013908 A GB1013908 A GB 1013908A GB 37481/62 A GB37481/62 A GB 37481/62A GB 3748162 A GB3748162 A GB 3748162A GB 1013908 A GB1013908 A GB 1013908A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- radical
- hydroxy
- amino
- methyl
- 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 nitro, amino Chemical group 0.000 abstract 13
- 239000001257 hydrogen Substances 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 7
- 125000003282 alkyl amino group Chemical group 0.000 abstract 6
- 230000002862 amidating effect Effects 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 230000001603 reducing effect Effects 0.000 abstract 6
- 150000003254 radicals Chemical class 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 230000002140 halogenating effect Effects 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 abstract 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000007126 N-alkylation reaction Methods 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- DXGTUUQHTDOFFQ-UHFFFAOYSA-N [N].C1=CC=C2NC=CC2=C1 Chemical group [N].C1=CC=C2NC=CC2=C1 DXGTUUQHTDOFFQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 229940025084 amphetamine Drugs 0.000 abstract 1
- 229940035676 analgesics Drugs 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 229940125715 antihistaminic agent Drugs 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 239000002830 appetite depressant Substances 0.000 abstract 1
- 230000002716 ataractic effect Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- SXOZDDAFVJANJP-UHFFFAOYSA-N cyclodecanone Chemical compound O=C1CCCCCCCCC1 SXOZDDAFVJANJP-UHFFFAOYSA-N 0.000 abstract 1
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002825 nitriles Chemical group 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 150000007925 phenylethylamine derivatives Chemical class 0.000 abstract 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 abstract 1
- 229940067157 phenylhydrazine Drugs 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/94—[b, c]- or [b, d]-condensed containing carbocyclic rings other than six-membered
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (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)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14719061A | 1961-10-24 | 1961-10-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1013908A true GB1013908A (en) | 1965-12-22 |
Family
ID=22520602
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37481/62A Expired GB1013908A (en) | 1961-10-24 | 1962-10-03 | Improvements in and relating to n-substituted 2,3-polymethyleneindoles |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE623933A (enrdf_load_stackoverflow) |
| BR (1) | BR6244031D0 (enrdf_load_stackoverflow) |
| CH (1) | CH454853A (enrdf_load_stackoverflow) |
| DE (1) | DE1445416C3 (enrdf_load_stackoverflow) |
| DK (3) | DK116282B (enrdf_load_stackoverflow) |
| GB (1) | GB1013908A (enrdf_load_stackoverflow) |
| MY (1) | MY6900101A (enrdf_load_stackoverflow) |
| NL (2) | NL133522C (enrdf_load_stackoverflow) |
| SE (2) | SE218553C1 (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6706750B1 (en) | 1999-08-11 | 2004-03-16 | Vernalis Research Limited | Indole derivatives process for their preparation, pharmaceutical compositions containing them and their medicinal application |
-
0
- NL NL284655D patent/NL284655A/xx unknown
- NL NL133522D patent/NL133522C/xx active
-
1962
- 1962-10-03 GB GB37481/62A patent/GB1013908A/en not_active Expired
- 1962-10-19 DE DE62A41426A patent/DE1445416C3/de not_active Expired
- 1962-10-22 BR BR144031/62A patent/BR6244031D0/pt unknown
- 1962-10-23 BE BE623933A patent/BE623933A/fr unknown
- 1962-10-23 DK DK457262AA patent/DK116282B/da unknown
- 1962-10-24 CH CH1247862A patent/CH454853A/de unknown
- 1962-10-24 SE SE1692966A patent/SE218553C1/sl unknown
-
1966
- 1966-05-05 DK DK233266AA patent/DK120541B/da unknown
- 1966-05-05 DK DK233166AA patent/DK120748B/da unknown
- 1966-12-09 SE SE1692866A patent/SE218552C1/sl unknown
-
1969
- 1969-12-31 MY MY1969101A patent/MY6900101A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6706750B1 (en) | 1999-08-11 | 2004-03-16 | Vernalis Research Limited | Indole derivatives process for their preparation, pharmaceutical compositions containing them and their medicinal application |
Also Published As
| Publication number | Publication date |
|---|---|
| BE623933A (fr) | 1963-04-23 |
| DE1445416A1 (de) | 1969-01-23 |
| NL284655A (enrdf_load_stackoverflow) | |
| SE218553C1 (enrdf_load_stackoverflow) | 1968-01-30 |
| DE1445416B2 (de) | 1978-06-15 |
| NL133522C (enrdf_load_stackoverflow) | |
| DE1445416C3 (de) | 1979-03-01 |
| DK116282B (da) | 1969-12-29 |
| BR6244031D0 (pt) | 1973-05-24 |
| CH454853A (de) | 1968-04-30 |
| SE218552C1 (enrdf_load_stackoverflow) | 1968-01-30 |
| DK120748B (da) | 1971-07-12 |
| MY6900101A (en) | 1969-12-31 |
| DK120541B (da) | 1971-06-14 |
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