GB1147887A - Indole derivatives and a method for the production thereof - Google Patents
Indole derivatives and a method for the production thereofInfo
- Publication number
- GB1147887A GB1147887A GB1810066A GB1810066A GB1147887A GB 1147887 A GB1147887 A GB 1147887A GB 1810066 A GB1810066 A GB 1810066A GB 1810066 A GB1810066 A GB 1810066A GB 1147887 A GB1147887 A GB 1147887A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- indole
- alkyl
- phenyl
- halogen
- 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
- 150000002475 indoles Chemical class 0.000 title abstract 4
- 229940054051 antipsychotic indole derivative Drugs 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- -1 mono-substituted phenyl Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RSGBMGFQNOGIPC-UHFFFAOYSA-N (4-methylphenyl) thiohypochlorite Chemical compound CC1=CC=C(SCl)C=C1 RSGBMGFQNOGIPC-UHFFFAOYSA-N 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- YZBIEKKAKFEWIL-UHFFFAOYSA-N 3-(2-carboxyethyl)-6-chloro-1h-indole-2-carboxylic acid Chemical compound ClC1=CC=C2C(CCC(=O)O)=C(C(O)=O)NC2=C1 YZBIEKKAKFEWIL-UHFFFAOYSA-N 0.000 abstract 1
- VFRNTOBLPJQBET-UHFFFAOYSA-N 3-(6-chloro-1h-indol-3-yl)propanoic acid Chemical compound ClC1=CC=C2C(CCC(=O)O)=CNC2=C1 VFRNTOBLPJQBET-UHFFFAOYSA-N 0.000 abstract 1
- PNPCRKVUWYDDST-UHFFFAOYSA-N 3-chloroaniline Chemical compound NC1=CC=CC(Cl)=C1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 abstract 1
- 229910010082 LiAlH Inorganic materials 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 abstract 1
- 230000003627 anti-cholesterol Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- JHZPNBKZPAWCJD-UHFFFAOYSA-N ethyl 2-oxocyclopentane-1-carboxylate Chemical compound CCOC(=O)C1CCCC1=O JHZPNBKZPAWCJD-UHFFFAOYSA-N 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 125000006277 halobenzyl group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004970 halomethyl group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2406265 | 1965-04-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1147887A true GB1147887A (en) | 1969-04-10 |
Family
ID=12127942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1810066A Expired GB1147887A (en) | 1965-04-23 | 1966-04-25 | Indole derivatives and a method for the production thereof |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH462813A (enrdf_load_stackoverflow) |
| DE (1) | DE1620750A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1147887A (enrdf_load_stackoverflow) |
| SE (1) | SE307788B (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4116963A (en) * | 1977-05-23 | 1978-09-26 | G.D. Searle & Co. | 3,3,3-triarylalkyl-4-phenylalkyl-4-hydroxy piperidines and related compounds |
| US4358456A (en) * | 1980-05-03 | 1982-11-09 | John Wyeth & Brother Limited | Antipsychotic piperidinomethyl-indole derivatives |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3301758A1 (de) * | 1983-01-20 | 1984-07-26 | Merck Patent Gmbh, 6100 Darmstadt | Indolderivate |
| DE3342632A1 (de) * | 1983-11-25 | 1985-06-05 | Merck Patent Gmbh, 6100 Darmstadt | Indolderivate |
-
1966
- 1966-04-12 SE SE497166A patent/SE307788B/xx unknown
- 1966-04-20 CH CH572266A patent/CH462813A/de unknown
- 1966-04-22 DE DE19661620750 patent/DE1620750A1/de active Pending
- 1966-04-25 GB GB1810066A patent/GB1147887A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4116963A (en) * | 1977-05-23 | 1978-09-26 | G.D. Searle & Co. | 3,3,3-triarylalkyl-4-phenylalkyl-4-hydroxy piperidines and related compounds |
| US4358456A (en) * | 1980-05-03 | 1982-11-09 | John Wyeth & Brother Limited | Antipsychotic piperidinomethyl-indole derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1620750A1 (de) | 1970-04-30 |
| CH462813A (de) | 1968-09-30 |
| SE307788B (enrdf_load_stackoverflow) | 1969-01-20 |
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