NL8002272A - Werkwijze ter bereiding van isopropylaminopyrimidine- hydroxy-derivaten. - Google Patents
Werkwijze ter bereiding van isopropylaminopyrimidine- hydroxy-derivaten. Download PDFInfo
- Publication number
- NL8002272A NL8002272A NL8002272A NL8002272A NL8002272A NL 8002272 A NL8002272 A NL 8002272A NL 8002272 A NL8002272 A NL 8002272A NL 8002272 A NL8002272 A NL 8002272A NL 8002272 A NL8002272 A NL 8002272A
- Authority
- NL
- Netherlands
- Prior art keywords
- hydrogen atom
- isopropylaminopyrimidine
- hydroxy derivatives
- isopropylamino
- groups
- Prior art date
Links
- -1 ISOPROPYLAMINOPYRIMIDINE HYDROXY Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 241000700159 Rattus Species 0.000 description 6
- 239000000203 mixture Substances 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- 210000003497 sciatic nerve Anatomy 0.000 description 3
- 238000002211 ultraviolet spectrum Methods 0.000 description 3
- UBGRSKXBCVWAOV-UHFFFAOYSA-N 2-(propan-2-ylamino)pyrimidin-5-ol Chemical compound CC(C)NC1=NC=C(O)C=N1 UBGRSKXBCVWAOV-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- 238000007912 intraperitoneal administration Methods 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 210000005036 nerve Anatomy 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VQEDGGYDPKEQGW-UHFFFAOYSA-N 2-(propan-2-ylamino)-1h-pyrimidin-6-one Chemical compound CC(C)NC1=NC=CC(O)=N1 VQEDGGYDPKEQGW-UHFFFAOYSA-N 0.000 description 1
- ZRNBGIUZXJKFBD-UHFFFAOYSA-N 4,6-bis(phenylmethoxy)-N-propan-2-ylpyrimidin-2-amine Chemical compound C(C)(C)NC1=NC(=CC(=N1)OCC1=CC=CC=C1)OCC1=CC=CC=C1 ZRNBGIUZXJKFBD-UHFFFAOYSA-N 0.000 description 1
- YCHCKOKZMYMYMP-UHFFFAOYSA-N 4-ethoxy-N-propan-2-ylpyrimidin-2-amine Chemical compound C(C)(C)NC1=NC=CC(=N1)OCC YCHCKOKZMYMYMP-UHFFFAOYSA-N 0.000 description 1
- BKDYEBFKDKOMQE-UHFFFAOYSA-N 4-hydroxy-2-(propan-2-ylamino)-1h-pyrimidin-6-one Chemical compound CC(C)NC1=NC(O)=CC(=O)N1 BKDYEBFKDKOMQE-UHFFFAOYSA-N 0.000 description 1
- OQQLJOJAFWWRIO-UHFFFAOYSA-N 5-phenylmethoxy-2-propan-2-ylpyrimidin-4-amine Chemical compound C(C)(C)C1=NC=C(C(=N1)N)OCC1=CC=CC=C1 OQQLJOJAFWWRIO-UHFFFAOYSA-N 0.000 description 1
- NOBMCJZUSXFKLM-UHFFFAOYSA-N 5-phenylmethoxy-N-propan-2-ylpyrimidin-2-amine Chemical compound C(C)(C)NC1=NC=C(C=N1)OCC1=CC=CC=C1 NOBMCJZUSXFKLM-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 201000006938 muscular dystrophy Diseases 0.000 description 1
- 230000007823 neuropathy Effects 0.000 description 1
- 201000001119 neuropathy Diseases 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- SSOLNOMRVKKSON-UHFFFAOYSA-N proguanil Chemical compound CC(C)\N=C(/N)N=C(N)NC1=CC=C(Cl)C=C1 SSOLNOMRVKKSON-UHFFFAOYSA-N 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
- 235000010374 vitamin B1 Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7914987 | 1979-04-30 | ||
| GB7914987 | 1979-04-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8002272A true NL8002272A (nl) | 1980-11-03 |
Family
ID=10504858
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8002272A NL8002272A (nl) | 1979-04-30 | 1980-04-18 | Werkwijze ter bereiding van isopropylaminopyrimidine- hydroxy-derivaten. |
| NL8002271A NL8002271A (nl) | 1979-04-30 | 1980-04-18 | Werkwijze ter bereiding van isopropylaminopyrimidine- hydroxyderivaten. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8002271A NL8002271A (nl) | 1979-04-30 | 1980-04-18 | Werkwijze ter bereiding van isopropylaminopyrimidine- hydroxyderivaten. |
Country Status (26)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63145595U (enrdf_load_html_response) * | 1987-03-13 | 1988-09-26 | ||
| JPS645795U (enrdf_load_html_response) * | 1987-06-26 | 1989-01-13 | ||
| JPH01100695U (enrdf_load_html_response) * | 1987-12-21 | 1989-07-06 | ||
| HU206337B (en) * | 1988-12-29 | 1992-10-28 | Mitsui Petrochemical Ind | Process for producing pyrimidine derivatives and pharmaceutical compositions |
| US5264435A (en) * | 1988-12-29 | 1993-11-23 | Mitsui Petrochemical Industries, Ltd. | Pyrimidines and their pharmaceutical acceptable salts, and their use as medicines |
| USD505864S1 (en) * | 2003-08-07 | 2005-06-07 | Kranson Industries | Oval bottle |
| USD500447S1 (en) * | 2003-08-07 | 2005-01-04 | Kranson Industries | Oval bottle |
-
1980
- 1980-04-02 BE BE0/200084A patent/BE882594A/fr not_active IP Right Cessation
- 1980-04-02 BE BE0/200083A patent/BE882593A/fr not_active IP Right Cessation
- 1980-04-02 ZA ZA00801960A patent/ZA801960B/xx unknown
- 1980-04-02 ZA ZA00801958A patent/ZA801958B/xx unknown
- 1980-04-03 LU LU82333A patent/LU82333A1/fr unknown
- 1980-04-03 FI FI801084A patent/FI66359C/fi not_active IP Right Cessation
- 1980-04-03 FI FI801083A patent/FI66358C/fi not_active IP Right Cessation
- 1980-04-03 LU LU82332A patent/LU82332A1/fr unknown
- 1980-04-07 IN IN253/DEL/80A patent/IN154066B/en unknown
- 1980-04-07 IN IN254/DEL/80A patent/IN154067B/en unknown
- 1980-04-08 CH CH268980A patent/CH645633A5/fr not_active IP Right Cessation
- 1980-04-08 CH CH269080A patent/CH645361A5/fr not_active IP Right Cessation
- 1980-04-11 NZ NZ193421A patent/NZ193421A/xx unknown
- 1980-04-11 NZ NZ193422A patent/NZ193422A/xx unknown
- 1980-04-15 GB GB8012351A patent/GB2055801B/en not_active Expired
- 1980-04-15 GB GB8012349A patent/GB2054556B/en not_active Expired
- 1980-04-18 NL NL8002272A patent/NL8002272A/nl not_active Application Discontinuation
- 1980-04-18 NL NL8002271A patent/NL8002271A/nl unknown
- 1980-04-22 IT IT21542/80A patent/IT1141487B/it active
- 1980-04-22 MA MA19019A patent/MA18824A1/fr unknown
- 1980-04-22 IT IT21543/80A patent/IT1141296B/it active
- 1980-04-24 AT AT0221580A patent/AT380012B/de not_active IP Right Cessation
- 1980-04-24 AT AT0221680A patent/AT380013B/de not_active IP Right Cessation
- 1980-04-25 AR AR280811A patent/AR222870A1/es active
- 1980-04-25 AR AR280810A patent/AR222869A1/es active
- 1980-04-28 PT PT71155A patent/PT71155A/pt unknown
- 1980-04-28 NO NO801234A patent/NO154055C/no unknown
- 1980-04-28 MX MX808786U patent/MX5878E/es unknown
- 1980-04-28 IE IE865/80A patent/IE49709B1/en unknown
- 1980-04-28 NO NO801235A patent/NO154056C/no unknown
- 1980-04-28 JP JP5557480A patent/JPS55145670A/ja active Granted
- 1980-04-28 JP JP5557580A patent/JPS55145671A/ja active Granted
- 1980-04-28 IE IE864/80A patent/IE49591B1/en unknown
- 1980-04-28 PT PT71154A patent/PT71154A/pt unknown
- 1980-04-28 MX MX808783U patent/MX6514E/es unknown
- 1980-04-29 EG EG258/80A patent/EG14259A/xx active
- 1980-04-29 ES ES490999A patent/ES8103060A1/es not_active Expired
- 1980-04-29 DK DK183880A patent/DK183880A/da unknown
- 1980-04-29 ES ES491000A patent/ES8103061A1/es not_active Expired
- 1980-04-29 EG EG257/80A patent/EG14284A/xx active
- 1980-04-29 DK DK183780A patent/DK183780A/da unknown
- 1980-04-30 OA OA57103A patent/OA06527A/xx unknown
- 1980-04-30 FR FR8009732A patent/FR2455588A1/fr active Granted
- 1980-04-30 OA OA57101A patent/OA06525A/xx unknown
- 1980-04-30 FR FR8009733A patent/FR2455589A1/fr active Granted
-
1983
- 1983-04-28 SG SG222/83A patent/SG22283G/en unknown
- 1983-04-28 SG SG225/83A patent/SG22583G/en unknown
- 1983-11-17 HK HK555/83A patent/HK55583A/xx unknown
- 1983-11-17 HK HK556/83A patent/HK55683A/xx unknown
-
1984
- 1984-12-30 MY MY204/84A patent/MY8400204A/xx unknown
- 1984-12-30 MY MY203/84A patent/MY8400203A/xx unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BA | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| A85 | Still pending on 85-01-01 | ||
| BC | A request for examination has been filed | ||
| BV | The patent application has lapsed |