IE32946B1 - Phenethylamine derivatives and process for the manufacture thereof - Google Patents
Phenethylamine derivatives and process for the manufacture thereofInfo
- Publication number
- IE32946B1 IE32946B1 IE143/69A IE14369A IE32946B1 IE 32946 B1 IE32946 B1 IE 32946B1 IE 143/69 A IE143/69 A IE 143/69A IE 14369 A IE14369 A IE 14369A IE 32946 B1 IE32946 B1 IE 32946B1
- Authority
- IE
- Ireland
- Prior art keywords
- dibenzyloxy
- dibenzoyloxy
- methoxy
- alkoxy
- formula
- Prior art date
Links
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical class NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- NQCUJDRCDRQVFM-UHFFFAOYSA-N (3-benzoyloxy-5-formyl-2-methoxyphenyl) benzoate Chemical compound C(C1=CC=CC=C1)(=O)OC=1C=C(C=O)C=C(C1OC)OC(C1=CC=CC=C1)=O NQCUJDRCDRQVFM-UHFFFAOYSA-N 0.000 abstract 1
- KJVQAFGRJZVLSE-UHFFFAOYSA-N 1-[4-methoxy-3,5-bis(phenylmethoxy)phenyl]propan-2-one Chemical compound C(C1=CC=CC=C1)OC=1C=C(C=C(C1OC)OCC1=CC=CC=C1)CC(C)=O KJVQAFGRJZVLSE-UHFFFAOYSA-N 0.000 abstract 1
- JZUPJXIHBOOZIM-UHFFFAOYSA-N [3-benzoyloxy-2-methoxy-5-(2-oxopropyl)phenyl] benzoate Chemical compound C(C1=CC=CC=C1)(=O)OC=1C=C(C=C(C1OC)OC(C1=CC=CC=C1)=O)CC(C)=O JZUPJXIHBOOZIM-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000002220 antihypertensive agent Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
- 239000007858 starting material 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,208,231. Phenethylamine derivatives. F. HOFFMANN - LA ROCHE & CO. A.G. 30 Jan., 1969 [14 Feb., 1968], No. 5181/69. Heading C2C. Compounds of the general Formula (I) (R 1 , R 2 = OH, C 1-6 alkoxy; R 3 = C 1-6 alkyl) and their salts are prepared by either hydro. genolysing or hydrogenolysing and reducing as the case may require a compound of the Formula (II) (R 4 , R 5 = aralkoxy; C 1-6 alkoxy; R 6 = aralkoxy; X = or hydrolysing a compound of the Formula (III) (R 7 , R 8 = acyloxy, C 1-6 alkoxy; R 9 = acyloxy), optionally followed by salt formation and/or resolution. The preparation of starting materials of Formulµ (II) and (III) by standard methods and of 3,5 - dibenzyloxy - 4 - methoxyphenylacetone, 1 - (3<SP>1</SP>,5<SP>1</SP> - dibenzyloxy - 4 - methoxyphenyl) - 2 - nitropropene, 3<SP>1</SP>,5<SP>1</SP> - dibenzyloxy - 41 - methoxy - (2 - nitro - 1 - butenyl)benzene, 3,5 - dibenzoyloxy - p - anisaldehyde, 3<SP>1</SP>,5<SP>1</SP> - dibenzoyloxy - 4<SP>1</SP> - methoxy - 2 - nitropropenylbenzene, 3,5 - dibenzoyloxy - 4 - methoxyphenylacetone and 3<SP>1</SP>,4<SP>1</SP> - dibenzyloxy - 5<SP>1</SP>- methoxy - 2 - nitropropenylbenzene is described. The compounds of the invention are hypotensive agents and may be administered in the form of pharmaceutical preparations containing them, with or without other (unspecified) active ingredients, in association with a carrier.
[GB1208231A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH219668A CH500163A (en) | 1968-02-14 | 1968-02-14 | Process for the preparation of phenethylamine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32946L IE32946L (en) | 1969-08-14 |
| IE32946B1 true IE32946B1 (en) | 1974-01-23 |
Family
ID=4228127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE143/69A IE32946B1 (en) | 1968-02-14 | 1969-02-04 | Phenethylamine derivatives and process for the manufacture thereof |
Country Status (13)
| Country | Link |
|---|---|
| AT (2) | AT289757B (en) |
| BE (1) | BE728327A (en) |
| BR (1) | BR6906186D0 (en) |
| CH (2) | CH500163A (en) |
| DE (1) | DE1907247A1 (en) |
| ES (1) | ES363591A1 (en) |
| FR (1) | FR2011805A1 (en) |
| GB (1) | GB1208231A (en) |
| IE (1) | IE32946B1 (en) |
| IL (1) | IL31513A (en) |
| NL (1) | NL6901894A (en) |
| NO (1) | NO122840B (en) |
| SE (1) | SE367395B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3120419A1 (en) | 2021-03-07 | 2022-09-09 | Jean-Michel SCHULZ | Device with full control, management and steering authority for an on-board fuel or cryogenic fluid storage facility. |
| FR3131359B1 (en) | 2021-12-28 | 2024-07-26 | Jean Michel Schulz | LIGHTWEIGHT ON-BOARD CRYOGENIC TANK OF ANY SHAPE, STRUCTURALLY OPTIMIZED |
| FR3135253B1 (en) | 2022-05-09 | 2024-08-16 | Schulz Jean Michel | Hydrogen storage and distribution device for aircraft. |
| FR3136260A1 (en) | 2022-06-01 | 2023-12-08 | Jean Michel SCHULZ | Cryogenic pressurized hydrogen gas generator - cryogenic booster |
| FR3147597A1 (en) | 2023-04-10 | 2024-10-11 | Jean-Michel SCHULZ | Booster-Evaporator-Premixer-Heater for supplying cryogenic fuel engines. |
-
1968
- 1968-02-14 CH CH219668A patent/CH500163A/en not_active IP Right Cessation
- 1968-02-14 CH CH1734770A patent/CH500941A/en not_active IP Right Cessation
-
1969
- 1969-01-29 IL IL31513A patent/IL31513A/en unknown
- 1969-01-30 GB GB5181/69A patent/GB1208231A/en not_active Expired
- 1969-02-04 IE IE143/69A patent/IE32946B1/en unknown
- 1969-02-06 NL NL6901894A patent/NL6901894A/xx unknown
- 1969-02-07 BR BR206186/69A patent/BR6906186D0/en unknown
- 1969-02-13 FR FR6903428A patent/FR2011805A1/fr not_active Withdrawn
- 1969-02-13 BE BE728327D patent/BE728327A/xx unknown
- 1969-02-13 NO NO0591/69A patent/NO122840B/no unknown
- 1969-02-13 DE DE19691907247 patent/DE1907247A1/en active Pending
- 1969-02-13 ES ES363591A patent/ES363591A1/en not_active Expired
- 1969-02-13 AT AT448170A patent/AT289757B/en not_active IP Right Cessation
- 1969-02-13 AT AT147469A patent/AT289061B/en not_active IP Right Cessation
- 1969-02-14 SE SE02101/69A patent/SE367395B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2011805A1 (en) | 1970-03-13 |
| IL31513A (en) | 1972-09-28 |
| AT289061B (en) | 1971-04-13 |
| IE32946L (en) | 1969-08-14 |
| ES363591A1 (en) | 1971-01-01 |
| IL31513A0 (en) | 1969-03-27 |
| CH500941A (en) | 1970-12-31 |
| SE367395B (en) | 1974-05-27 |
| GB1208231A (en) | 1970-10-07 |
| DE1907247A1 (en) | 1969-09-18 |
| NL6901894A (en) | 1969-08-18 |
| BE728327A (en) | 1969-08-13 |
| AT289757B (en) | 1971-05-10 |
| BR6906186D0 (en) | 1973-01-16 |
| NO122840B (en) | 1971-08-23 |
| CH500163A (en) | 1970-12-15 |
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