NO782027L - Fremgangsmaate for fremstilling av nye imidazolinderivater - Google Patents
Fremgangsmaate for fremstilling av nye imidazolinderivaterInfo
- Publication number
- NO782027L NO782027L NO782027A NO782027A NO782027L NO 782027 L NO782027 L NO 782027L NO 782027 A NO782027 A NO 782027A NO 782027 A NO782027 A NO 782027A NO 782027 L NO782027 L NO 782027L
- Authority
- NO
- Norway
- Prior art keywords
- imidazoline
- imidazoline derivatives
- procedure
- hydrochloride
- compounds
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 title claims description 6
- 150000002462 imidazolines Chemical class 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 9
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 claims description 6
- YFBPRBZDQSMTKG-UHFFFAOYSA-N 2-(chloromethyl)-4,5-dihydroimidazole Chemical compound ClCC1=NCCN1 YFBPRBZDQSMTKG-UHFFFAOYSA-N 0.000 claims description 4
- VLLSCJFPVSQXDM-UHFFFAOYSA-N 2-phenoxyacetonitrile Chemical class N#CCOC1=CC=CC=C1 VLLSCJFPVSQXDM-UHFFFAOYSA-N 0.000 claims description 4
- GRMJZZBFHKTYDJ-UHFFFAOYSA-N 2-(phenoxymethyl)-4,5-dihydro-1h-imidazole Chemical compound N=1CCNC=1COC1=CC=CC=C1 GRMJZZBFHKTYDJ-UHFFFAOYSA-N 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 230000021962 pH elevation Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 230000000694 effects Effects 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000005526 vasoconstrictor agent Substances 0.000 description 4
- -1 (2-Cyclobutyl-phenoxy)-2-methyl-imidazoline Chemical compound 0.000 description 3
- 241000283973 Oryctolagus cuniculus Species 0.000 description 3
- 210000000709 aorta Anatomy 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- CNIIGCLFLJGOGP-UHFFFAOYSA-N 2-(1-naphthalenylmethyl)-4,5-dihydro-1H-imidazole Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=NCCN1 CNIIGCLFLJGOGP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000013081 microcrystal Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 206010039083 rhinitis Diseases 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- OHMZXXMZIISZCI-UHFFFAOYSA-N 1-(naphthalen-1-ylmethyl)-4,5-dihydroimidazole Chemical compound C1(=CC=CC2=CC=CC=C12)CN1C=NCC1 OHMZXXMZIISZCI-UHFFFAOYSA-N 0.000 description 1
- DCAIEYUJOVJWCG-UHFFFAOYSA-N 2-cyclobutylphenol Chemical compound OC1=CC=CC=C1C1CCC1 DCAIEYUJOVJWCG-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010047139 Vasoconstriction Diseases 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 230000002517 constrictor effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- LBAQSKZHMLAFHH-UHFFFAOYSA-N ethoxyethane;hydron;chloride Chemical compound Cl.CCOCC LBAQSKZHMLAFHH-UHFFFAOYSA-N 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229960005016 naphazoline Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 201000009890 sinusitis Diseases 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000025033 vasoconstriction Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D233/22—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Heart & Thoracic Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7717990A FR2394532A1 (fr) | 1977-06-13 | 1977-06-13 | Derives d'imidazoline et leur application en therapeutique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO782027L true NO782027L (no) | 1978-12-14 |
Family
ID=9192012
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO782027A NO782027L (no) | 1977-06-13 | 1978-06-09 | Fremgangsmaate for fremstilling av nye imidazolinderivater |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS545975A (fr) |
| AU (1) | AU515492B2 (fr) |
| BE (1) | BE867984A (fr) |
| CA (1) | CA1094566A (fr) |
| CH (1) | CH635081A5 (fr) |
| DE (1) | DE2825388A1 (fr) |
| DK (1) | DK258778A (fr) |
| FR (1) | FR2394532A1 (fr) |
| GB (1) | GB1572689A (fr) |
| IE (1) | IE46988B1 (fr) |
| IT (1) | IT1095286B (fr) |
| LU (1) | LU79794A1 (fr) |
| NL (1) | NL7806269A (fr) |
| NO (1) | NO782027L (fr) |
| NZ (1) | NZ187507A (fr) |
| SE (1) | SE7806740L (fr) |
| ZA (1) | ZA783327B (fr) |
-
1977
- 1977-06-13 FR FR7717990A patent/FR2394532A1/fr active Granted
-
1978
- 1978-05-23 GB GB21685/78A patent/GB1572689A/en not_active Expired
- 1978-06-09 AU AU36994/78A patent/AU515492B2/en not_active Expired
- 1978-06-09 BE BE188459A patent/BE867984A/fr unknown
- 1978-06-09 DE DE19782825388 patent/DE2825388A1/de not_active Withdrawn
- 1978-06-09 CA CA305,122A patent/CA1094566A/fr not_active Expired
- 1978-06-09 LU LU79794A patent/LU79794A1/fr unknown
- 1978-06-09 DK DK258778A patent/DK258778A/da unknown
- 1978-06-09 NL NL7806269A patent/NL7806269A/xx not_active Application Discontinuation
- 1978-06-09 ZA ZA00783327A patent/ZA783327B/xx unknown
- 1978-06-09 NZ NZ187507A patent/NZ187507A/xx unknown
- 1978-06-09 JP JP7028878A patent/JPS545975A/ja active Pending
- 1978-06-09 IT IT24416/78A patent/IT1095286B/it active
- 1978-06-09 NO NO782027A patent/NO782027L/no unknown
- 1978-06-09 CH CH632778A patent/CH635081A5/fr not_active IP Right Cessation
- 1978-06-09 IE IE1169/78A patent/IE46988B1/en unknown
- 1978-06-09 SE SE7806740A patent/SE7806740L/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IT1095286B (it) | 1985-08-10 |
| NL7806269A (nl) | 1978-12-15 |
| DK258778A (da) | 1978-12-14 |
| GB1572689A (en) | 1980-07-30 |
| IE46988B1 (en) | 1983-11-16 |
| CH635081A5 (en) | 1983-03-15 |
| AU3699478A (en) | 1979-12-13 |
| IT7824416A0 (it) | 1978-06-09 |
| DE2825388A1 (de) | 1979-01-04 |
| NZ187507A (en) | 1979-10-25 |
| LU79794A1 (fr) | 1978-11-28 |
| IE781169L (en) | 1978-12-13 |
| AU515492B2 (en) | 1981-04-09 |
| CA1094566A (fr) | 1981-01-27 |
| FR2394532A1 (fr) | 1979-01-12 |
| BE867984A (fr) | 1978-12-11 |
| ZA783327B (en) | 1979-06-27 |
| JPS545975A (en) | 1979-01-17 |
| FR2394532B1 (fr) | 1980-01-18 |
| SE7806740L (sv) | 1978-12-14 |
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