ES420201A1 - 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them - Google Patents
2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising themInfo
- Publication number
- ES420201A1 ES420201A1 ES420201A ES420201A ES420201A1 ES 420201 A1 ES420201 A1 ES 420201A1 ES 420201 A ES420201 A ES 420201A ES 420201 A ES420201 A ES 420201A ES 420201 A1 ES420201 A1 ES 420201A1
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- moiety
- salts
- formula
- hydrocarbon residue
- 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
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical class CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 title 1
- 239000000825 pharmaceutical preparation Substances 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 10
- 150000003839 salts Chemical class 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- BQJBONTVMVGWPV-UHFFFAOYSA-N (2-hydroxyphenyl)urea Chemical compound NC(=O)NC1=CC=CC=C1O BQJBONTVMVGWPV-UHFFFAOYSA-N 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- JMSJITMUOWILHF-UHFFFAOYSA-N [2-(3-amino-2-hydroxypropoxy)phenyl]urea Chemical class NCC(O)COC1=CC=CC=C1NC(N)=O JMSJITMUOWILHF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000005133 alkynyloxy group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D263/06—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by oxygen atoms, attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (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)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedure for obtaining new 1- (ureidophenoxy) -2-hydroxy-3-amino-propanes, of formula **(See formula)** wherein R1 signifies hydrogen or a monovalent hydrocarbon residue, containing 1 to 7 aliphatic carbon atoms, of which one is attached to the nitrogen atom, and R2 signifies a monovalent hydrocarbon residue, containing 1 to 7 carbon atoms aliphatic, of which one is attached to the nitrogen atom, or R1 and R2 together represent a bivalent aliphatic hydrocarbon residue with 4 to 6 carbon atoms or a bivalent aliphatic hydrocarbon residue, interrupted by an oxygen, sulfur or nitrogen atom, with 4 or 5 carbon atoms, R3 means an aliphatic or cycloaliphatic moiety containing 1 to 7 carbon atoms with 3 to 7 ring members and R4 means hydrogen, lower alkyl with 1 to 4 carbon atoms, lower alkenyl with 2 to 4 carbon atoms, lower alkynyl with 3 carbon atoms, cycloalkyl with 3 to 7 ring members, phenylalkyl with 1 to 4 chain carbon atoms, lower alkoxy with 1 to 4 carbon atoms, phenyl, alk lower enyloxy with 2 to 4 carbon atoms, lower alkynyloxy with 3 carbon atoms, halogen, phenoxy, trifluoromethyl or cyano, the ureido moiety being in the meta or para position relative to the R3-bearing moiety and its salts, characterized by than a ureidophenol of general formula **(See formula)** is reacted with a compound of the general formula **(See formula)** or salts thereof, optionally in the presence of a basic condensing agent, with R1, R2 and R4 having the meanings indicated in formula (I), X1 is the hydroxyl group and Z is an esterified hydroxyl group, capable of reaction, or X1 and Z together form an epoxy group, the ureido moiety being in each case in the meta or para position relative to the moiety bearing R3 and because, if desired, the obtained isomer mixtures are separated into the pure isomers and/or the racemates obtained are dissociated in the optical antipodes, and/or the free bases obtained are transformed into their salts or the salts obtained in the free bases. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH20470A CH554311A (en) | 1970-01-08 | 1970-01-08 | Cardioactive amines |
| CH1678870 | 1970-11-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES420201A1 true ES420201A1 (en) | 1976-03-16 |
Family
ID=25683866
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES387059A Expired ES387059A1 (en) | 1970-01-08 | 1971-01-07 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420202A Expired ES420202A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420204A Expired ES420204A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420203A Expired ES420203A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420205A Expired ES420205A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420201A Expired ES420201A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
Family Applications Before (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES387059A Expired ES387059A1 (en) | 1970-01-08 | 1971-01-07 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420202A Expired ES420202A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420204A Expired ES420204A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420203A Expired ES420203A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
| ES420205A Expired ES420205A1 (en) | 1970-01-08 | 1973-11-02 | 2-hydroxypropylamine derivatives their preparation and pharma ceutical preparations comprising them |
Country Status (15)
| Country | Link |
|---|---|
| JP (3) | JPS5518700B1 (en) |
| AR (6) | AR204685A1 (en) |
| AT (3) | AT318647B (en) |
| BE (1) | BE761321A (en) |
| CA (1) | CA1149819A (en) |
| CS (6) | CS155962B2 (en) |
| DE (1) | DE2100323C3 (en) |
| DK (1) | DK129650B (en) |
| ES (6) | ES387059A1 (en) |
| FR (1) | FR2081419B1 (en) |
| GB (1) | GB1311044A (en) |
| HU (1) | HU168606B (en) |
| NL (1) | NL167685C (en) |
| PL (1) | PL92434B1 (en) |
| SE (1) | SE361308B (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4038313A (en) * | 1970-01-08 | 1977-07-26 | Ciba-Geigy Corporation | Cycloalkylureido phenoxy propanolamines |
| US3935259A (en) | 1970-01-08 | 1976-01-27 | Ciba-Geigy Corporation | New amines and processes for their manufacture |
| JPS5614661B2 (en) * | 1971-12-23 | 1981-04-06 | ||
| AT321315B (en) * | 1972-02-28 | 1975-03-25 | Chemie Linz Ag | Process for the preparation of new ureidophenoxypropylamine derivatives and their salts |
| JPS5013356A (en) * | 1973-06-08 | 1975-02-12 | ||
| JPS5013357A (en) * | 1973-06-08 | 1975-02-12 | ||
| JPS53105454A (en) * | 1978-02-25 | 1978-09-13 | Dresden Arzneimittel | Method for production of derivative of ureidphenoxyyalkanolamine |
| JPS53105452A (en) * | 1978-02-25 | 1978-09-13 | Dresden Arzneimittel | Method for production of derivative of ureidphenoxyyalkanolamine |
| JPS53105456A (en) * | 1978-02-25 | 1978-09-13 | Dresden Arzneimittel | Method for production of derivative of ureidphenoxyyalkanolamine |
| US4177280A (en) * | 1978-07-03 | 1979-12-04 | Syntex (U.S.A.) Inc. | Bicyclo[3.1.0]hexyl-substituted carbonylaminophenoxy cardiovascular agents |
| JPS61178357U (en) * | 1985-04-24 | 1986-11-07 | ||
| JPS63147473U (en) * | 1987-03-16 | 1988-09-28 | ||
| JPS649170U (en) * | 1988-07-15 | 1989-01-18 | ||
| DE202012101380U1 (en) | 2012-04-16 | 2012-06-15 | Fernsteuergeräte Kurt Oelsch GmbH | Cable length sensor |
-
1970
- 1970-12-23 CA CA000101368A patent/CA1149819A/en not_active Expired
- 1970-12-30 JP JP12313970A patent/JPS5518700B1/ja active Pending
-
1971
- 1971-01-01 AR AR238164A patent/AR204685A1/en active
- 1971-01-01 AR AR238165A patent/AR207306A1/en active
- 1971-01-01 AR AR238166A patent/AR204898A1/en active
- 1971-01-01 AR AR238167A patent/AR207307A1/en active
- 1971-01-01 AR AR238168A patent/AR203984A1/en active
- 1971-01-05 DE DE2100323A patent/DE2100323C3/en not_active Expired
- 1971-01-05 FR FR7100076A patent/FR2081419B1/fr not_active Expired
- 1971-01-07 AT AT8271A patent/AT318647B/en not_active IP Right Cessation
- 1971-01-07 CS CS161872A patent/CS155962B2/cs unknown
- 1971-01-07 NL NL7100178A patent/NL167685C/en not_active IP Right Cessation
- 1971-01-07 GB GB79371A patent/GB1311044A/en not_active Expired
- 1971-01-07 CS CS161572A patent/CS155959B2/cs unknown
- 1971-01-07 SE SE00101/71A patent/SE361308B/xx unknown
- 1971-01-07 AR AR233351A patent/AR194708A1/en active
- 1971-01-07 CS CS161972A patent/CS155963B2/cs unknown
- 1971-01-07 CS CS161772A patent/CS155961B2/cs unknown
- 1971-01-07 CS CS161672A patent/CS155960B2/cs unknown
- 1971-01-07 BE BE761321A patent/BE761321A/en not_active IP Right Cessation
- 1971-01-07 CS CS9871*#A patent/CS155958B2/cs unknown
- 1971-01-07 PL PL1971178941A patent/PL92434B1/en unknown
- 1971-01-07 ES ES387059A patent/ES387059A1/en not_active Expired
- 1971-01-07 DK DK4771AA patent/DK129650B/en unknown
- 1971-01-07 HU HUCI1073A patent/HU168606B/hu unknown
- 1971-01-07 AT AT922972A patent/AT318650B/en not_active IP Right Cessation
- 1971-01-07 AT AT922872A patent/AT318649B/en not_active IP Right Cessation
-
1973
- 1973-11-02 ES ES420202A patent/ES420202A1/en not_active Expired
- 1973-11-02 ES ES420204A patent/ES420204A1/en not_active Expired
- 1973-11-02 ES ES420203A patent/ES420203A1/en not_active Expired
- 1973-11-02 ES ES420205A patent/ES420205A1/en not_active Expired
- 1973-11-02 ES ES420201A patent/ES420201A1/en not_active Expired
-
1975
- 1975-06-07 JP JP6904975A patent/JPS563862B1/ja active Pending
-
1980
- 1980-06-05 JP JP7499780A patent/JPS5632305B1/ja active Pending
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