GB1185934A - Derivatives of 1,3(2H,4H)-Dioxoisoquinoline and preparation thereof - Google Patents
Derivatives of 1,3(2H,4H)-Dioxoisoquinoline and preparation thereofInfo
- Publication number
- GB1185934A GB1185934A GB53700/67A GB5370067A GB1185934A GB 1185934 A GB1185934 A GB 1185934A GB 53700/67 A GB53700/67 A GB 53700/67A GB 5370067 A GB5370067 A GB 5370067A GB 1185934 A GB1185934 A GB 1185934A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formulμ
- alkyl
- atoms
- formula
- compounds
- 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
- 238000002360 preparation method Methods 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 9
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 7
- -1 2-tetrahydrofuryl Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 125000000304 alkynyl group Chemical group 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 2
- 150000003857 carboxamides Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- ZHQLTKAVLJKSKR-UHFFFAOYSA-N homophthalic acid Chemical compound OC(=O)CC1=CC=CC=C1C(O)=O ZHQLTKAVLJKSKR-UHFFFAOYSA-N 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 abstract 1
- DXJHCUSDIMAKNK-UHFFFAOYSA-N 2-(carboxymethyl)cyclohex-3-ene-1-carboxylic acid Chemical compound C(CC1C(C(=O)O)CCC=C1)(=O)O DXJHCUSDIMAKNK-UHFFFAOYSA-N 0.000 abstract 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- QGNQEODJYRGEJX-UHFFFAOYSA-N 4h-isoquinoline-1,3-dione Chemical class C1=CC=C2C(=O)NC(=O)CC2=C1 QGNQEODJYRGEJX-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004848 alkoxyethyl group Chemical group 0.000 abstract 1
- 238000007098 aminolysis reaction Methods 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 239000013256 coordination polymer Substances 0.000 abstract 1
- 150000001913 cyanates Chemical class 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 230000002757 inflammatory effect Effects 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
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical group C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 abstract 1
- 150000003141 primary amines Chemical class 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003335 secondary amines Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US64946267A | 1967-06-28 | 1967-06-28 | |
| US67466467A | 1967-10-11 | 1967-10-11 | |
| US11308371A | 1971-02-05 | 1971-02-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1185934A true GB1185934A (en) | 1970-03-25 |
Family
ID=27381278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB53700/67A Expired GB1185934A (en) | 1967-06-28 | 1967-11-24 | Derivatives of 1,3(2H,4H)-Dioxoisoquinoline and preparation thereof |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3726875A (enExample) |
| BE (1) | BE717018A (enExample) |
| CH (1) | CH525209A (enExample) |
| DE (1) | DE1770692A1 (enExample) |
| FR (1) | FR8223M (enExample) |
| GB (1) | GB1185934A (enExample) |
| SE (1) | SE364960B (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0240859A3 (en) * | 1986-04-09 | 1989-08-02 | Abbott Laboratories | Lipoxygenase inhibiting compounds |
| GB2252321A (en) * | 1988-10-20 | 1992-08-05 | American Home Prod | Isoquinoline intermediates preparation |
| GB2224734B (en) * | 1988-10-20 | 1993-03-03 | American Home Prod | Spiro-isoquinoline-pyrrolidine tetrones and analogs thereof useful as aldose reductase inhibitors |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3886163A (en) * | 1967-06-28 | 1975-05-27 | Pfizer | 1,3(2H,4H)-dioxoisoquinoline-4-carboxamides |
| US3998954A (en) * | 1971-02-05 | 1976-12-21 | Pfizer Inc. | 1,3(2H,4H)-Dioxoisoquinoline-4-carboxamides used as anti-inflammatory agents |
| GB1424348A (en) * | 1972-11-30 | 1976-02-11 | Wyeth John & Brother Ltd | Isoquinoline derivatives |
| AT330777B (de) * | 1973-09-08 | 1976-07-26 | Thomae Gmbh Dr K | Verfahren zur herstellung von neuen isochinolinderivaten und deren salzen |
| US4021558A (en) * | 1973-09-08 | 1977-05-03 | Boehringer Ingelheim Gmbh | 1,3-Dioxo-2-[(methoxyphenethyl-amino)-alkyl]-4,4-dimethyl-isoquinolines and salts thereof useful as hypotensive agents |
| WO2012085003A1 (en) | 2010-12-22 | 2012-06-28 | Katholieke Universiteit Leuven, K.U. Leuven R&D | 2-hydroxyisoquinoline-1,3(2h,4h)-diones and related compounds useful as hiv replication inhibitors |
| US20190070165A1 (en) * | 2016-03-16 | 2019-03-07 | Saint Louis University | N-hydroxyisoquinolinedione inhibitors of hbv replication |
-
1967
- 1967-11-24 GB GB53700/67A patent/GB1185934A/en not_active Expired
-
1968
- 1968-06-20 SE SE08445/68A patent/SE364960B/xx unknown
- 1968-06-21 FR FR156138A patent/FR8223M/fr not_active Expired
- 1968-06-21 CH CH929868A patent/CH525209A/fr not_active IP Right Cessation
- 1968-06-21 BE BE717018D patent/BE717018A/xx unknown
- 1968-06-22 DE DE19681770692 patent/DE1770692A1/de active Pending
-
1971
- 1971-02-05 US US00113083A patent/US3726875A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0240859A3 (en) * | 1986-04-09 | 1989-08-02 | Abbott Laboratories | Lipoxygenase inhibiting compounds |
| GB2252321A (en) * | 1988-10-20 | 1992-08-05 | American Home Prod | Isoquinoline intermediates preparation |
| GB2252321B (en) * | 1988-10-20 | 1993-02-24 | American Home Prod | Process for preparing isoquinoline intermediates |
| GB2224734B (en) * | 1988-10-20 | 1993-03-03 | American Home Prod | Spiro-isoquinoline-pyrrolidine tetrones and analogs thereof useful as aldose reductase inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1770692A1 (de) | 1972-03-02 |
| US3726875A (en) | 1973-04-10 |
| BE717018A (enExample) | 1968-12-23 |
| SE364960B (enExample) | 1974-03-11 |
| FR8223M (enExample) | 1970-09-28 |
| CH525209A (fr) | 1972-07-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |