IL49658A - Bicyclo(2,2,1)heptane(2,3)dicarboximides and their preparation - Google Patents
Bicyclo(2,2,1)heptane(2,3)dicarboximides and their preparationInfo
- Publication number
- IL49658A IL49658A IL49658A IL4965873A IL49658A IL 49658 A IL49658 A IL 49658A IL 49658 A IL49658 A IL 49658A IL 4965873 A IL4965873 A IL 4965873A IL 49658 A IL49658 A IL 49658A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- reacting
- acid addition
- compound
- endo
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 title 2
- 150000008056 dicarboxyimides Chemical class 0.000 title 1
- 239000002253 acid Substances 0.000 claims abstract 8
- 238000010992 reflux Methods 0.000 claims abstract 7
- 150000001875 compounds Chemical class 0.000 claims abstract 6
- SDQGRJKYBWFIDP-UHFFFAOYSA-N 3-but-2-enyl-4-methyloxolane-2,5-dione Chemical compound CC=CCC1C(C)C(=O)OC1=O SDQGRJKYBWFIDP-UHFFFAOYSA-N 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 3
- 150000001412 amines Chemical class 0.000 claims abstract 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract 3
- 239000011707 mineral Substances 0.000 claims abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 3
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000012346 acetyl chloride Substances 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- 238000005815 base catalysis Methods 0.000 claims 2
- 238000001035 drying Methods 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims 2
- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 230000026030 halogenation Effects 0.000 abstract 2
- 238000005658 halogenation reaction Methods 0.000 abstract 2
- 239000003416 antiarrhythmic agent Substances 0.000 abstract 1
- 229940124575 antispasmodic agent Drugs 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 230000003170 musculotropic effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
-
- 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
- C07D209/58—[b]- or [c]-condensed
- C07D209/72—4,7-Endo-alkylene-iso-indoles
- C07D209/76—4,7-Endo-alkylene-iso-indoles with oxygen atoms in positions 1 and 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00290596A US3850921A (en) | 1972-09-20 | 1972-09-20 | Derivatives of 2,3-norbornanedicarboxamide |
Publications (1)
Publication Number | Publication Date |
---|---|
IL49658A true IL49658A (en) | 1976-11-30 |
Family
ID=23116712
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL49658A IL49658A (en) | 1972-09-20 | 1973-09-18 | Bicyclo(2,2,1)heptane(2,3)dicarboximides and their preparation |
IL43261A IL43261A (en) | 1972-09-20 | 1973-09-18 | 5-benzoyloxy-n-aminoalkyl(bicyclo(2,2,1)heptane)-(2,3)dicarboximide derivatives their preparation and anti-arrhythmic compositions containing them |
IL49658A IL49658A0 (en) | 1972-09-20 | 1976-05-25 | Novel bicyclo(2,2,1)heptane(2,3)dicarboximides and their preparation |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL43261A IL43261A (en) | 1972-09-20 | 1973-09-18 | 5-benzoyloxy-n-aminoalkyl(bicyclo(2,2,1)heptane)-(2,3)dicarboximide derivatives their preparation and anti-arrhythmic compositions containing them |
IL49658A IL49658A0 (en) | 1972-09-20 | 1976-05-25 | Novel bicyclo(2,2,1)heptane(2,3)dicarboximides and their preparation |
Country Status (13)
Country | Link |
---|---|
JP (1) | JPS59210067A (ja) |
CS (1) | CS192505B2 (ja) |
DD (2) | DD111576A5 (ja) |
DK (1) | DK137236C (ja) |
FI (1) | FI59089C (ja) |
HU (2) | HU168424B (ja) |
IE (1) | IE38264B1 (ja) |
IL (3) | IL49658A (ja) |
PH (1) | PH12308A (ja) |
SE (1) | SE411207B (ja) |
SU (1) | SU583749A3 (ja) |
YU (2) | YU246673A (ja) |
ZA (1) | ZA737458B (ja) |
-
1973
- 1973-09-18 SE SE7312732A patent/SE411207B/xx unknown
- 1973-09-18 IL IL49658A patent/IL49658A/en unknown
- 1973-09-18 YU YU02466/73A patent/YU246673A/xx unknown
- 1973-09-18 IL IL43261A patent/IL43261A/en unknown
- 1973-09-19 DK DK512673A patent/DK137236C/da not_active IP Right Cessation
- 1973-09-19 FI FI2918/73A patent/FI59089C/fi active
- 1973-09-19 PH PH7315035A patent/PH12308A/en unknown
- 1973-09-20 CS CS736480A patent/CS192505B2/cs unknown
- 1973-09-20 DD DD173590A patent/DD111576A5/xx unknown
- 1973-09-20 HU HUOI183A patent/HU168424B/hu unknown
- 1973-09-20 ZA ZA737458A patent/ZA737458B/xx unknown
- 1973-09-20 DD DD183523*A patent/DD115663A5/xx unknown
- 1973-09-20 SU SU7301962649A patent/SU583749A3/ru active
- 1973-09-20 HU HUOI163A patent/HU166755B/hu unknown
- 1973-09-20 IE IE1685/73A patent/IE38264B1/xx unknown
-
1976
- 1976-05-25 IL IL49658A patent/IL49658A0/xx unknown
-
1982
- 1982-07-29 YU YU01663/82A patent/YU166382A/xx unknown
-
1984
- 1984-05-02 JP JP59087826A patent/JPS59210067A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
PH12308A (en) | 1979-01-16 |
DD111576A5 (de) | 1975-02-20 |
YU166382A (en) | 1988-08-31 |
ZA737458B (en) | 1974-09-25 |
JPS59210067A (ja) | 1984-11-28 |
IL43261A (en) | 1976-11-30 |
HU168424B (ja) | 1976-04-28 |
IE38264B1 (en) | 1978-02-01 |
IE38264L (en) | 1974-03-20 |
HU166755B (ja) | 1975-05-28 |
FI59089B (fi) | 1981-02-27 |
IL49658A0 (en) | 1976-07-30 |
FI59089C (fi) | 1981-06-10 |
IL43261A0 (en) | 1974-01-14 |
DK137236B (da) | 1978-02-06 |
DK137236C (da) | 1978-07-10 |
SE411207B (sv) | 1979-12-10 |
SU583749A3 (ru) | 1977-12-05 |
YU246673A (en) | 1983-01-21 |
DD115663A5 (ja) | 1975-10-12 |
CS192505B2 (en) | 1979-08-31 |
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