DK171484B1 - 3-Aminopropyloxyphenylderivater, fremgangsmåde til fremstilling deraf, samt farmaceutisk præparat indeholdende derivaterne - Google Patents

3-Aminopropyloxyphenylderivater, fremgangsmåde til fremstilling deraf, samt farmaceutisk præparat indeholdende derivaterne Download PDF

Info

Publication number: DK171484B1
Authority: DK; Denmark
Prior art keywords: carbon atoms; bin; hydroxy; group; bond
Prior art date: 1985-05-14

Application number

DK015387A

Other languages

Danish (da)

English (en)

Other versions

DK15387A (da

DK15387D0 (da

Inventor

William John Louis

Richard Berthold

Max-Peter Seiler

Andre Stoll

Original Assignee

William John Louis

Priority date (The priority date 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 date listed.)

1985-05-14

Filing date

1987-01-13

Publication date

1996-11-25

1987-01-13 Application filed by William John Louis filed Critical William John Louis

1987-01-13 Publication of DK15387A publication Critical patent/DK15387A/da

1987-01-13 Publication of DK15387D0 publication Critical patent/DK15387D0/da

1996-11-25 Application granted granted Critical

1996-11-25 Publication of DK171484B1 publication Critical patent/DK171484B1/da

Links

238000000034 method Methods 0.000 title claims abstract description 14
238000002360 preparation method Methods 0.000 title claims abstract description 13
230000008569 process Effects 0.000 title claims abstract description 7
-1 3-Aminopropyloxyphenyl Chemical class 0.000 title claims description 40
239000008194 pharmaceutical composition Substances 0.000 title claims description 4
150000001875 compounds Chemical class 0.000 claims abstract description 95
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 53
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 28
125000000217 alkyl group Chemical group 0.000 claims abstract description 25
125000001841 imino group Chemical group [H]N=* 0.000 claims abstract description 18
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 11
239000001257 hydrogen Substances 0.000 claims abstract description 11
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
229910052760 oxygen Inorganic materials 0.000 claims abstract description 11
239000001301 oxygen Substances 0.000 claims abstract description 11
125000002947 alkylene group Chemical group 0.000 claims abstract description 10
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 10
125000003342 alkenyl group Chemical group 0.000 claims abstract description 5
125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 5
125000001424 substituent group Chemical group 0.000 claims abstract description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 3
125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 3
229910052717 sulfur Inorganic materials 0.000 claims abstract description 3
239000011593 sulfur Substances 0.000 claims abstract description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 63
229910052799 carbon Inorganic materials 0.000 claims description 21
150000001721 carbon Chemical group 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 15
125000004093 cyano group Chemical group *C#N 0.000 claims description 13
230000000694 effects Effects 0.000 claims description 12
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
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230000000747 cardiac effect Effects 0.000 description 1
239000000496 cardiotonic agent Substances 0.000 description 1
239000000969 carrier Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
229940125904 compound 1 Drugs 0.000 description 1
230000008602 contraction Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
210000004087 cornea Anatomy 0.000 description 1
208000029078 coronary artery disease Diseases 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
230000000857 drug effect Effects 0.000 description 1
239000003480 eluent Substances 0.000 description 1
238000010828 elution Methods 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
DEFVIWRASFVYLL-UHFFFAOYSA-N ethylene glycol bis(2-aminoethyl)tetraacetic acid Chemical compound OC(=O)CN(CC(O)=O)CCOCCOCCN(CC(O)=O)CC(O)=O DEFVIWRASFVYLL-UHFFFAOYSA-N 0.000 description 1
239000003889 eye drop Substances 0.000 description 1
229940012356 eye drops Drugs 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
235000011087 fumaric acid Nutrition 0.000 description 1
150000002238 fumaric acids Chemical class 0.000 description 1
229960003692 gamma aminobutyric acid Drugs 0.000 description 1
239000008103 glucose Substances 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
150000002440 hydroxy compounds Chemical class 0.000 description 1
230000009610 hypersensitivity Effects 0.000 description 1
239000005457 ice water Substances 0.000 description 1
HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
229960001317 isoprenaline Drugs 0.000 description 1
JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
150000002691 malonic acids Chemical class 0.000 description 1
239000000155 melt Substances 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
KTOPVPVMLRSPHW-UHFFFAOYSA-N methyl 2-(2-oxo-1,3-dihydroindol-5-yl)acetate Chemical compound COC(=O)CC1=CC=C2NC(=O)CC2=C1 KTOPVPVMLRSPHW-UHFFFAOYSA-N 0.000 description 1
206010027599 migraine Diseases 0.000 description 1
210000003205 muscle Anatomy 0.000 description 1
208000010125 myocardial infarction Diseases 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
150000002913 oxalic acids Chemical class 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
239000004031 partial agonist Substances 0.000 description 1
238000005192 partition Methods 0.000 description 1
210000005259 peripheral blood Anatomy 0.000 description 1
239000011886 peripheral blood Substances 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
AGUWUIVKDXDKBT-UHFFFAOYSA-N phenyl 2-chloroacetate Chemical compound ClCC(=O)OC1=CC=CC=C1 AGUWUIVKDXDKBT-UHFFFAOYSA-N 0.000 description 1
QNGCAJGLRUINME-UHFFFAOYSA-N phenyl n-(1h-indol-5-yl)carbamate Chemical compound C=1C=C2NC=CC2=CC=1NC(=O)OC1=CC=CC=C1 QNGCAJGLRUINME-UHFFFAOYSA-N 0.000 description 1
230000004962 physiological condition Effects 0.000 description 1
239000002504 physiological saline solution Substances 0.000 description 1
JZQKKSLKJUAGIC-UHFFFAOYSA-N pindolol Chemical compound CC(C)NCC(O)COC1=CC=CC2=C1C=CN2 JZQKKSLKJUAGIC-UHFFFAOYSA-N 0.000 description 1
229960002508 pindolol Drugs 0.000 description 1
230000009090 positive inotropic effect Effects 0.000 description 1
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000011321 prophylaxis Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
102000005962 receptors Human genes 0.000 description 1
108020003175 receptors Proteins 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000004044 response Effects 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
235000011044 succinic acid Nutrition 0.000 description 1
150000003444 succinic acids Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
230000001975 sympathomimetic effect Effects 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
229940124597 therapeutic agent Drugs 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
208000005057 thyrotoxicosis Diseases 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
230000002455 vasospastic effect Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or 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 to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
- 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
- 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
- A61P9/06—Antiarrhythmics
- 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
- A61P9/08—Vasodilators for multiple indications
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
- 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
- A61P9/12—Antihypertensives
- 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
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
- 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
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
- 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
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or 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 to ring carbon atoms
- C07D307/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or 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 to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Veterinary Medicine (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Ophthalmology & Optometry (AREA)
Vascular Medicine (AREA)
Urology & Nephrology (AREA)
Biomedical Technology (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Indole Compounds (AREA)
Other In-Based Heterocyclic Compounds (AREA)
Furan Compounds (AREA)
Pyrane Compounds (AREA)
Pyrrole Compounds (AREA)
Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Pyridine Compounds (AREA)

DK015387A 1985-05-14 1987-01-13 3-Aminopropyloxyphenylderivater, fremgangsmåde til fremstilling deraf, samt farmaceutisk præparat indeholdende derivaterne DK171484B1 (da)

Applications Claiming Priority (14)

Application Number	Priority Date	Filing Date	Title
CH206885		1985-05-14
CH207085		1985-05-14
CH205785		1985-05-14
CH207085		1985-05-14
CH205785		1985-05-14
CH206885		1985-05-14
CH207385		1985-05-14
CH206985		1985-05-14
CH206185		1985-05-14
CH206985		1985-05-14
CH206185		1985-05-14
CH207385		1985-05-14
AU8600133		1986-05-13
PCT/AU1986/000133 WO1986006717A1 (en)	1985-05-14	1986-05-13	3-aminopropyloxyphenyl derivatives their preparation and pharmaceutical compositions containing them

Publications (3)

Publication Number	Publication Date
DK15387A DK15387A (da)	1987-01-13
DK15387D0 DK15387D0 (da)	1987-01-13
DK171484B1 true DK171484B1 (da)	1996-11-25

Family

ID=27543663

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK015387A DK171484B1 (da)	1985-05-14	1987-01-13	3-Aminopropyloxyphenylderivater, fremgangsmåde til fremstilling deraf, samt farmaceutisk præparat indeholdende derivaterne

Country Status (11)

Country	Link
US (1)	US4977153A (de)
EP (1)	EP0221958B1 (de)
JP (1)	JPH0825997B2 (de)
AT (1)	ATE81850T1 (de)
AU (1)	AU601948B2 (de)
DE (1)	DE3687035T2 (de)
DK (1)	DK171484B1 (de)
IE (1)	IE60714B1 (de)
IL (1)	IL78783A (de)
NZ (1)	NZ216173A (de)
WO (1)	WO1986006717A1 (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1987005853A1 (en) *	1986-03-24	1987-10-08	Amoco Corporation	Laminates containing coextruded scrap
AU613687B2 (en) *	1987-12-18	1991-08-08	Glaxo Group Limited	Ethanolamine derivatives
US5171639A (en) *	1988-05-16	1992-12-15	Pelikan Aktiengesellschaft	Method of making a thermocolor ribbon for a thermal printing process
US4959390A (en) *	1988-12-15	1990-09-25	E. I. Du Pont De Nemours And Company	Polyhydroxybenzyloxypropanolamines
US6858577B1 (en) *	1999-06-29	2005-02-22	Ortho-Mcneil Pharmaceutical, Inc.	Indole peptidomimetics as thrombin receptor antagonists
US6630451B1 (en) *	1999-06-29	2003-10-07	Orthomcneil Pharmaceutical, Inc.	Benzimidazolone peptidometics as thrombin receptor antagonist
WO2001000656A2 (en) *	1999-06-29	2001-01-04	Ortho-Mcneil Pharmaceutical, Inc.	Novel indazole peptidomimetics as thrombin receptor antagonists
US6365617B1 (en) *	1999-06-29	2002-04-02	Ortho-Mcneil Pharmaceutical, Inc.	Indole and indazole urea-peptoids as thrombin receptor antagonists
US9676954B2 (en) *	2009-08-11	2017-06-13	Johns Manville	Formaldehyde-free binder compositions and methods of making the binders under controlled acidic conditions
US9120776B2 (en)	2011-09-22	2015-09-01	Takeda Pharmaceutical Company Limited	Condensed heterocyclic compound

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4035420A (en) *	1972-07-06	1977-07-12	Aktiebolaget Hassle	Substituted ureido alkylene phenoxy propanolamines
GB1455116A (en) *	1972-12-15	1976-11-10	Ici Ltd	Pharmaceutical compositions
US4083992A (en) *	1972-12-15	1978-04-11	Imperial Chemical Industries Limited	Alkanolamine derivatives
GB1509527A (en) *	1974-06-05	1978-05-04	Ici Ltd	1-(aryl-or heteroaryl)oxy-3-(substituted-amino)propan-2-ol derivatives processes for their manufacture and pharmaceutical compositions containing them
LU69079A1 (de) *	1973-12-27	1975-08-20
IE41248B1 (en) *	1974-06-05	1979-11-21	Ici Ltd	1-(aryl-or hetero-aryl)oxy-3-(substituded-amino)propan-i-ol derivatives process for their manufacture and pharmaceutical compositions containing them
US4141987A (en) *	1974-06-05	1979-02-27	Imperial Chemical Industries Limited	1-Aryloxy-3-thenamidoalkylamino-2-propanol derivatives
US4115409A (en) *	1975-12-05	1978-09-19	Imperial Chemical Industries Limited	Alkanolamine derivatives
FI76551C (fi) *	1980-11-06	1988-11-10	Sandoz Ag	Foerfarande foer framstaellning av nya terapeutiskt anvaendbara 3-aminopropoxifenylderivat.
ATE19510T1 (de) *	1981-12-17	1986-05-15	Haessle Ab	Para-substituierte 3-phenoxy-1carbonylaminoalkylaminopropan-2-ole mit blockierenden wirkungen bei betarezeptoren.
JPS58225069A (ja) *	1982-06-23	1983-12-27	Teikoku Hormone Mfg Co Ltd	ヒドラジノピリダジン誘導体
DE3380093D1 (en) *	1982-09-30	1989-07-27	William John Louis	3-aminopropoxyphenyl derivatives, their preparation and pharmaceutical compositions containing them
DE3428525A1 (de) *	1984-08-02	1986-02-13	Boehringer Mannheim Gmbh, 6800 Mannheim	Verwendung von alkylendiamin-derivaten zur behandlung von durchblutungsstoerungen sowie arzneimittel, die diese verbindung enthalten

1986
- 1986-05-13 DE DE8686903132T patent/DE3687035T2/de not_active Expired - Fee Related
- 1986-05-13 JP JP61502811A patent/JPH0825997B2/ja not_active Expired - Lifetime
- 1986-05-13 IE IE126086A patent/IE60714B1/en unknown
- 1986-05-13 WO PCT/AU1986/000133 patent/WO1986006717A1/en not_active Ceased
- 1986-05-13 AU AU58615/86A patent/AU601948B2/en not_active Ceased
- 1986-05-13 EP EP86903132A patent/EP0221958B1/de not_active Expired - Lifetime
- 1986-05-13 IL IL78783A patent/IL78783A/xx not_active IP Right Cessation
- 1986-05-13 AT AT86903132T patent/ATE81850T1/de not_active IP Right Cessation
- 1986-05-14 NZ NZ216173A patent/NZ216173A/xx unknown
1987
- 1987-01-13 DK DK015387A patent/DK171484B1/da not_active Application Discontinuation
- 1987-01-14 US US07/054,177 patent/US4977153A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
ATE81850T1 (de)	1992-11-15
EP0221958A1 (de)	1987-05-20
AU601948B2 (en)	1990-09-27
DK15387A (da)	1987-01-13
IL78783A0 (en)	1986-08-31
DE3687035T2 (de)	1993-03-25
NZ216173A (en)	1990-07-26
IL78783A (en)	1990-08-31
DK15387D0 (da)	1987-01-13
EP0221958A4 (de)	1987-11-25
AU5861586A (en)	1986-12-04
IE861260L (en)	1986-11-14
WO1986006717A1 (en)	1986-11-20
DE3687035D1 (de)	1992-12-03
US4977153A (en)	1990-12-11
JPS62502892A (ja)	1987-11-19
JPH0825997B2 (ja)	1996-03-13
IE60714B1 (en)	1994-08-10
EP0221958B1 (de)	1992-10-28

Legal Events

Date	Code	Title
1988-05-09	ATS	Application withdrawn
1989-01-16	AHB	Application shelved due to non-payment
1990-07-02	AHS	Application shelved for other reasons than non-payment

Publication	Publication Date	Title
US4234595A (en)	1980-11-18	3-Indolyl-tertiary butylaminopropanols
HU179433B (en)	1982-10-28	Process for preparing new carbazolyl-/4/-oxy-propanolamine derivatives and pharmaceutical compositions containing thereof
US4288452A (en)	1981-09-08	1-Aryloxy-3-nitratoalkylamino-2-propanols and use as β-receptor blocker
EA008218B1 (ru)	2007-04-27	Производные диоксан-2-алкилкарбамата, способ их получения и применение в терапии
JP2601008B2 (ja)	1997-04-16	ナフチルオキサゾリドン誘導体、その製法及びその合成中間体
JPH0977742A (ja)	1997-03-25	新規なベンズアミド誘導体
JP4156799B2 (ja)	2008-09-24	フェニルアミノアルキルカルボン酸誘導体およびそれを含有する医薬組成物
JP2543690B2 (ja)	1996-10-16	医薬組成物
EP0221958B1 (de)	1992-10-28	3-aminopropyloxyphenylabkömmlinge, herstellung und arzneitmittel die sie enthalten
US4363808A (en)	1982-12-14	N-(3-Phenoxy-2-hydroxypropyl)benzimidazole-1-alkanamines
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