IE36226L - Phthalazone derivatives - Google Patents
Phthalazone derivativesInfo
- Publication number
- IE36226L IE36226L IE720155A IE15572A IE36226L IE 36226 L IE36226 L IE 36226L IE 720155 A IE720155 A IE 720155A IE 15572 A IE15572 A IE 15572A IE 36226 L IE36226 L IE 36226L
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- reacting
- phthalazinones
- alkyl
- compounds
- Prior art date
Links
- IJAPPYDYQCXOEF-UHFFFAOYSA-N phthalazin-1(2H)-one Chemical class C1=CC=C2C(=O)NN=CC2=C1 IJAPPYDYQCXOEF-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 5
- SPVIEWHOXUYOPN-UHFFFAOYSA-N 4-(hydroxymethyl)-2h-phthalazin-1-one Chemical class C1=CC=C2C(CO)=NNC(=O)C2=C1 SPVIEWHOXUYOPN-UHFFFAOYSA-N 0.000 abstract 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- -1 furfuryl Chemical group 0.000 abstract 2
- FUTRUFFRYMXZME-UHFFFAOYSA-N (4-oxo-3H-phthalazin-1-yl)methyl phenyl carbonate Chemical compound O(C1=CC=CC=C1)C(=O)OCC1=NNC(C2=CC=CC=C12)=O FUTRUFFRYMXZME-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 208000007536 Thrombosis Diseases 0.000 abstract 1
- BJMSTVAUXFOAAX-UHFFFAOYSA-N [2-(2-carbamoylphenyl)-2-oxoethyl] N-methylcarbamate Chemical compound CNC(OCC(C1=C(C=CC=C1)C(N)=O)=O)=O BJMSTVAUXFOAAX-UHFFFAOYSA-N 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005115 alkyl carbamoyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 abstract 1
- 125000005110 aryl thio group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 230000003143 atherosclerotic effect Effects 0.000 abstract 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 abstract 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- 125000005117 dialkylcarbamoyl group Chemical group 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002429 hydrazines Chemical class 0.000 abstract 1
- FRPUZPKXFMJGKF-UHFFFAOYSA-N isochromene-1,4-dione Chemical compound C1=CC=C2C(=O)COC(=O)C2=C1 FRPUZPKXFMJGKF-UHFFFAOYSA-N 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1365806 1(2H)-Phthalazinones M INOUE M ISHIKAWA T TSUCHIYA and T SHIMAMOTO 22 Feb 1972 [23 Feb 1971 27 Feb 1971 (3) 5 Aug 1971 10 Aug 1971 (2) 16 Aug 1971 21 Aug 1971 8 Sept 1971 9 Sept 1971] 8116/72 Heading C2C Novel 1(2H)-phthalazinones of the formula wherein R 1 is H or alkyl; R 2 is H, alkyl, cycloalkyl, alkenyl, aryl, aralkyl, dialkylaminoalkyl, furfuryl, 3-furylmethyl, pyridylmethyl or pyridyl; R 3 is H, alkyl, aryl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, alkylsulphonyl, or arylsulphonyl; R 4 is H, halogen, alkyl or alkoxy; R 5 is H, halogen, alkyl, alkoxy, NH 2 , acylamino, alkoxycarbonyl, or carbamoyl; or R 1 and R 2 , together with the N atom to which they are attached, form a saturated heterocyclic ring optionally containing a further heteroatom; are prepared by one of the following methods: (a) compounds in which R 1 is H and R 2 is not H by reacting the appropriate 4- hydroxymethyl-1(2H)-phthalazinones with isocyanates of the formula R 2 NCO (R 2 not equal to H); (b) reacting compounds of Formula IV with compounds of the formula HNR 1 R 2 ; (c) reacting the appropriate 4-hydroxymethyl- 1(2H)-phthalazinones with phosgene and treating the resulting chloroformates with ammonia or amines of the formula HNR 1 R 2 ; (d) reacting the appropriate 4-hydroxymethyl-1(2H)-phthalazinones with carbamic acid derivatives of the formula R 1 R 2 NCOY, wherein Y is halogen, alkoxy, aryloxy, alkylthio or arylthio; (e) reacting compounds of the Formula VIII with hydrazines of the formula H 2 NNNR 3 . 4 - Phenoxycarbonyloxymethyl - 1(2H) - phthalazinone is obtained by reacting 4-hydroxymethyl-1(2H)-phthalazinone with phenyl chloroformate. o-Carbamoylbenzoylmethyl methylcarbamate is prepared by reacting methyl isocyanate with o-hydroxyacetyl benzamide resulting from the reaction between ammonia and 3,4-dihydro-4- oxo-isocoumarine. Pharmaceutical compositions comprise the novel compounds and pharmaceutically acceptable diluents or carriers. The compositions are suitable for the treatment of atherosclerotic and thrombotic diseases.
[GB1365806A]
Applications Claiming Priority (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT148072T | 1935-11-11 | ||
| JP46008368A JPS5017072B1 (en) | 1971-02-23 | 1971-02-23 | |
| JP46009835A JPS5010867B1 (en) | 1971-02-27 | 1971-02-27 | |
| JP46009837A JPS5010869B1 (en) | 1971-02-27 | 1971-02-27 | |
| JP46009836A JPS5010868B1 (en) | 1971-02-27 | 1971-02-27 | |
| JP5864471A JPS5030623B2 (en) | 1971-08-05 | 1971-08-05 | |
| JP5990471A JPS5030624B2 (en) | 1971-08-10 | 1971-08-10 | |
| JP5990571A JPS5030625B2 (en) | 1971-08-10 | 1971-08-10 | |
| JP46061636A JPS5030626B2 (en) | 1971-08-16 | 1971-08-16 | |
| JP6334071A JPS5030627B2 (en) | 1971-08-21 | 1971-08-21 | |
| JP6894071A JPS5030628B2 (en) | 1971-09-08 | 1971-09-08 | |
| JP6925071A JPS5030629B2 (en) | 1971-09-09 | 1971-09-09 | |
| AT443873A AT318636B (en) | 1935-11-11 | 1972-02-23 | Process for the preparation of new 4-carbamoxymethyl-1-phthalazone derivatives and their acid addition salts |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36226L true IE36226L (en) | 1972-08-23 |
| IE36226B1 IE36226B1 (en) | 1976-09-15 |
Family
ID=27583880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE155/72A IE36226B1 (en) | 1935-11-11 | 1972-02-08 | Phthalazone derivatives |
Country Status (15)
| Country | Link |
|---|---|
| AR (3) | AR199548A1 (en) |
| AU (1) | AU462374B2 (en) |
| BE (1) | BE779626A (en) |
| CA (1) | CA1004673A (en) |
| CH (1) | CH575932A5 (en) |
| DE (1) | DE2208325A1 (en) |
| DK (1) | DK130642B (en) |
| FI (1) | FI52576C (en) |
| FR (1) | FR2126321B1 (en) |
| GB (1) | GB1365806A (en) |
| IE (1) | IE36226B1 (en) |
| LU (1) | LU64815A1 (en) |
| NL (1) | NL7202373A (en) |
| NO (1) | NO134299C (en) |
| SE (1) | SE386167B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4333761A1 (en) * | 1993-10-04 | 1995-04-06 | Luitpold Pharma Gmbh | Heterocyclic carbamates, process for their preparation and pharmaceuticals |
-
1972
- 1972-02-08 IE IE155/72A patent/IE36226B1/en unknown
- 1972-02-10 SE SE7201580A patent/SE386167B/en unknown
- 1972-02-17 AR AR240576A patent/AR199548A1/en active
- 1972-02-17 AU AU39099/72A patent/AU462374B2/en not_active Expired
- 1972-02-21 BE BE779626A patent/BE779626A/en not_active IP Right Cessation
- 1972-02-21 LU LU64815D patent/LU64815A1/xx unknown
- 1972-02-22 NO NO534/72A patent/NO134299C/no unknown
- 1972-02-22 CA CA135,307A patent/CA1004673A/en not_active Expired
- 1972-02-22 DE DE19722208325 patent/DE2208325A1/de active Pending
- 1972-02-22 FI FI720476A patent/FI52576C/en active
- 1972-02-22 GB GB811672A patent/GB1365806A/en not_active Expired
- 1972-02-22 DK DK82272AA patent/DK130642B/en not_active IP Right Cessation
- 1972-02-23 FR FR7206037A patent/FR2126321B1/fr not_active Expired
- 1972-02-23 NL NL7202373A patent/NL7202373A/xx not_active Application Discontinuation
- 1972-02-23 CH CH258872A patent/CH575932A5/xx not_active IP Right Cessation
- 1972-12-26 AR AR245832A patent/AR199653A1/en active
- 1972-12-26 AR AR245833A patent/AR199654A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| FI52576C (en) | 1977-10-10 |
| NO134299B (en) | 1976-06-08 |
| AR199654A1 (en) | 1974-09-23 |
| DE2208325A1 (en) | 1972-10-12 |
| FI52576B (en) | 1977-06-30 |
| NO134299C (en) | 1976-09-15 |
| AR199548A1 (en) | 1974-09-13 |
| FR2126321A1 (en) | 1972-10-06 |
| DK130642B (en) | 1975-03-17 |
| FR2126321B1 (en) | 1975-08-01 |
| LU64815A1 (en) | 1972-07-05 |
| SE386167B (en) | 1976-08-02 |
| AU462374B2 (en) | 1975-06-26 |
| NL7202373A (en) | 1972-08-25 |
| AU3909972A (en) | 1973-08-23 |
| BE779626A (en) | 1972-06-16 |
| CA1004673A (en) | 1977-02-01 |
| IE36226B1 (en) | 1976-09-15 |
| AR199653A1 (en) | 1974-09-23 |
| CH575932A5 (en) | 1976-05-31 |
| DK130642C (en) | 1975-08-18 |
| GB1365806A (en) | 1974-09-04 |
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