GB1290686A - - Google Patents
Info
- Publication number
- GB1290686A GB1290686A GB1290686DA GB1290686A GB 1290686 A GB1290686 A GB 1290686A GB 1290686D A GB1290686D A GB 1290686DA GB 1290686 A GB1290686 A GB 1290686A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- prepared
- methylene
- nicotinate
- bromo
- 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
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 14
- 239000011664 nicotinic acid Substances 0.000 abstract 11
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 abstract 8
- 238000006243 chemical reaction Methods 0.000 abstract 7
- 235000001968 nicotinic acid Nutrition 0.000 abstract 7
- KPJPHPFMCOKUMW-UHFFFAOYSA-N iodomethane Chemical compound I[CH2] KPJPHPFMCOKUMW-UHFFFAOYSA-N 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 5
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- -1 alkali metal amide Chemical class 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- WFIFHOWQEJADPH-UHFFFAOYSA-N 2-chloro-4-(2-oxo-4-phenylpyrrolidin-1-yl)benzenesulfonamide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC=C1N1C(=O)CC(C=2C=CC=CC=2)C1 WFIFHOWQEJADPH-UHFFFAOYSA-N 0.000 abstract 1
- MBVCESWADCIXJN-UHFFFAOYSA-N 5-Bromoisatin Chemical compound BrC1=CC=C2NC(=O)C(=O)C2=C1 MBVCESWADCIXJN-UHFFFAOYSA-N 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl 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
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000007256 debromination reaction Methods 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- ZAGRKAFMISFKIO-QMTHXVAHSA-N lysergic acid Chemical class C1=CC(C2=C[C@H](CN([C@@H]2C2)C)C(O)=O)=C3C2=CNC3=C1 ZAGRKAFMISFKIO-QMTHXVAHSA-N 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 8
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR166470 | 1968-09-17 | ||
| FR6926237A FR2052237A6 (en) | 1969-07-31 | 1969-07-31 | Psychotropic lysergic acid derivs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1290686A true GB1290686A (enrdf_load_stackoverflow) | 1972-09-27 |
Family
ID=26182224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1290686D Expired GB1290686A (enrdf_load_stackoverflow) | 1968-09-17 | 1969-09-16 |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE738926A (enrdf_load_stackoverflow) |
| CH (1) | CH515917A (enrdf_load_stackoverflow) |
| DE (2) | DE1965896A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1290686A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6689806B1 (en) * | 1999-03-24 | 2004-02-10 | Sugen, Inc. | Indolinone compounds as kinase inhibitors |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5953485A (ja) * | 1982-09-18 | 1984-03-28 | Ueno Seiyaku Oyo Kenkyusho:Kk | リゼルギン酸誘導体化合物 |
-
1969
- 1969-09-16 GB GB1290686D patent/GB1290686A/en not_active Expired
- 1969-09-16 BE BE738926D patent/BE738926A/xx unknown
- 1969-09-17 DE DE19691965896 patent/DE1965896A1/de active Pending
- 1969-09-17 DE DE19691947063 patent/DE1947063A1/de active Pending
- 1969-09-17 CH CH1405269A patent/CH515917A/fr not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6689806B1 (en) * | 1999-03-24 | 2004-02-10 | Sugen, Inc. | Indolinone compounds as kinase inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1947063A1 (de) | 1970-08-27 |
| CH515917A (fr) | 1971-11-30 |
| BE738926A (enrdf_load_stackoverflow) | 1970-03-16 |
| DE1965896A1 (de) | 1970-10-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |