NO135064B - - Google Patents
Download PDFInfo
- Publication number
- NO135064B NO135064B NO1234/68A NO123468A NO135064B NO 135064 B NO135064 B NO 135064B NO 1234/68 A NO1234/68 A NO 1234/68A NO 123468 A NO123468 A NO 123468A NO 135064 B NO135064 B NO 135064B
- Authority
- NO
- Norway
- Prior art keywords
- halogen
- lower alkyl
- indolyl
- alkyl
- methoxy
- Prior art date
Links
- -1 biphenylyl Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 239000007858 starting material Substances 0.000 claims description 7
- 125000002905 alkanoylamido group Chemical group 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 125000001589 carboacyl group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 125000004423 acyloxy group Chemical group 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000005153 alkyl sulfamoyl group Chemical group 0.000 claims description 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000002757 morpholinyl group Chemical group 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- JDNRBNRROYRSAG-UHFFFAOYSA-N tert-butyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate Chemical group CC1=C(CC(=O)OC(C)(C)C)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 JDNRBNRROYRSAG-UHFFFAOYSA-N 0.000 claims description 2
- 125000003396 thiol group Chemical class [H]S* 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 26
- 239000000243 solution Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000003610 charcoal Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 4
- 235000019341 magnesium sulphate Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 239000012266 salt solution Substances 0.000 description 3
- 229910000104 sodium hydride Inorganic materials 0.000 description 3
- 239000012312 sodium hydride Substances 0.000 description 3
- RKIDDEGICSMIJA-UHFFFAOYSA-N 4-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=C(Cl)C=C1 RKIDDEGICSMIJA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- NWPBFGWVZQGAHM-UHFFFAOYSA-N 4-methylbenzenecarbothioyl chloride Chemical compound CC1=CC=C(C(Cl)=S)C=C1 NWPBFGWVZQGAHM-UHFFFAOYSA-N 0.000 description 1
- MWVDFDGGDKEGKD-UHFFFAOYSA-N CC(C)(C)C1=C2C(OC(C)=O)=C(C)N(C(C(C=C3)=CC=C3Cl)=O)C2=CC=C1OC Chemical compound CC(C)(C)C1=C2C(OC(C)=O)=C(C)N(C(C(C=C3)=CC=C3Cl)=O)C2=CC=C1OC MWVDFDGGDKEGKD-UHFFFAOYSA-N 0.000 description 1
- 206010018691 Granuloma Diseases 0.000 description 1
- TXWGINUZLBAKDF-UHFFFAOYSA-N N-Deschlorobenzoyl indomethacin Chemical compound COC1=CC=C2NC(C)=C(CC(O)=O)C2=C1 TXWGINUZLBAKDF-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- IZDRNKMMRFGITQ-UHFFFAOYSA-N [2-(5-methoxy-2-methyl-1h-indol-3-yl)acetyl] 2-(5-methoxy-2-methyl-1h-indol-3-yl)acetate Chemical compound C1=C(OC)C=C2C(CC(=O)OC(=O)CC3=C(C)NC4=CC=C(C=C43)OC)=C(C)NC2=C1 IZDRNKMMRFGITQ-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 125000003435 aroyl group Chemical group 0.000 description 1
- 206010003246 arthritis Diseases 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- LEQVFPLFBUHLFX-UHFFFAOYSA-N tert-butyl 2-(5-methoxy-2-methyl-1h-indol-3-yl)propanoate Chemical compound COC1=CC=C2NC(C)=C(C(C)C(=O)OC(C)(C)C)C2=C1 LEQVFPLFBUHLFX-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—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)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9743461A | 1961-03-22 | 1961-03-22 | |
| US16461562A | 1962-01-05 | 1962-01-05 | |
| NO14373562 | 1962-03-21 | ||
| US28693563 US3161654A (en) | 1962-01-05 | 1963-06-11 | alpha-(1-aroyl-3-indolyl) alkanoic acids |
| US296451A US3201414A (en) | 1963-07-22 | 1963-07-22 | New 1-heteroacyl-3-indolyl aliphatic acids |
| US31045463A | 1963-09-20 | 1963-09-20 | |
| US31047763A | 1963-09-20 | 1963-09-20 | |
| US314503A US3242185A (en) | 1963-10-07 | 1963-10-07 | Lower aliphatic acids, salts and derivatives thereof |
| US32386363A | 1963-11-04 | 1963-11-04 | |
| US321328A US3275644A (en) | 1962-01-05 | 1963-11-04 | Certain 1-azolylindol-3-ylaliphatic acids |
| US321686A US3275645A (en) | 1962-01-05 | 1963-11-06 | N-(1-acyl-3-indolyl)-acids |
| US437338A US3338921A (en) | 1962-01-05 | 1965-01-26 | Thenoic and furoic acids |
| US442152A US3328423A (en) | 1962-01-05 | 1965-03-23 | alpha-(3-indolyl)-cyclopropyl lower aliphatic acids |
| US528020A US3316267A (en) | 1962-01-05 | 1966-02-15 | Indolyl acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO135064B true NO135064B (da) | 1976-10-25 |
| NO135064C NO135064C (da) | 1977-02-02 |
Family
ID=27584499
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO1234/68A NO135064C (da) | 1961-03-22 | 1968-04-01 | |
| NO445869A NO122372B (da) | 1961-03-22 | 1969-11-11 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO445869A NO122372B (da) | 1961-03-22 | 1969-11-11 |
Country Status (9)
| Country | Link |
|---|---|
| CH (8) | CH426822A (da) |
| CY (1) | CY348A (da) |
| DE (3) | DE1795543C3 (da) |
| DK (5) | DK111959B (da) |
| FI (2) | FI41158B (da) |
| GB (1) | GB997638A (da) |
| MY (1) | MY6600092A (da) |
| NO (2) | NO135064C (da) |
| SE (5) | SE315592B (da) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU176215B (en) | 1978-01-27 | 1981-01-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing a cyclodextrin-indomethacin inclusion complex with a ratio of at about 2:1 |
| US7135495B2 (en) | 2000-03-09 | 2006-11-14 | Ono Pharmaceutical Co., Ltd. | Indole derivatives |
| CA2459515A1 (en) | 2001-09-07 | 2003-03-20 | Kazuhiko Torisu | Indole derivatives |
| US20230218644A1 (en) | 2020-04-16 | 2023-07-13 | Som Innovation Biotech, S.A. | Compounds for use in the treatment of viral infections by respiratory syndrome-related coronavirus |
| CN113248419A (zh) * | 2021-06-09 | 2021-08-13 | 云南中医药大学 | 一种新型HuR抑制剂1-苯磺酰基-3-苯基吲哚-4,5-二酮的合成方法 |
| CN115417804A (zh) * | 2022-09-16 | 2022-12-02 | 天津药明康德新药开发有限公司 | 一种7-甲基-1h-吲哚-5-羧酸的合成方法 |
-
1962
- 1962-03-16 DE DE1795543A patent/DE1795543C3/de not_active Expired
- 1962-03-16 DE DE1962M0070802 patent/DE1620030B1/de active Pending
- 1962-03-16 DE DE1962M0070803 patent/DE1620031B1/de active Pending
- 1962-03-16 FI FI0561/62A patent/FI41158B/fi active
- 1962-03-20 GB GB10695/62A patent/GB997638A/en not_active Expired
- 1962-03-21 CH CH335362A patent/CH426822A/de unknown
- 1962-03-21 CH CH1737066A patent/CH445491A/de unknown
- 1962-03-21 CH CH1737166A patent/CH445492A/de unknown
- 1962-03-21 SE SE11783/66A patent/SE315592B/xx unknown
- 1962-03-21 CH CH1736866A patent/CH450420A/de unknown
- 1962-03-21 CH CH1737266A patent/CH445493A/de unknown
- 1962-03-21 CH CH1736766A patent/CH450419A/de unknown
- 1962-03-21 CH CH1737366A patent/CH449018A/de unknown
- 1962-03-21 CH CH1736966A patent/CH445490A/de unknown
-
1966
- 1966-05-25 DK DK268166AA patent/DK111959B/da unknown
- 1966-06-03 CY CY34866A patent/CY348A/xx unknown
- 1966-09-01 SE SE1178466A patent/SE315593B/xx unknown
- 1966-09-01 SE SE1178266A patent/SE314984B/xx unknown
- 1966-09-01 SE SE1178166A patent/SE315282B/xx unknown
- 1966-09-01 SE SE1178062A patent/SE315281B/xx unknown
- 1966-11-11 DK DK586366AA patent/DK120637B/da unknown
- 1966-11-11 DK DK586266AA patent/DK116737B/da unknown
- 1966-11-11 DK DK586166AA patent/DK120340B/da unknown
- 1966-12-28 FI FI3456/66A patent/FI41159B/fi active
- 1966-12-31 MY MY196692A patent/MY6600092A/xx unknown
-
1967
- 1967-02-13 DK DK77067AA patent/DK114975B/da unknown
-
1968
- 1968-04-01 NO NO1234/68A patent/NO135064C/no unknown
-
1969
- 1969-11-11 NO NO445869A patent/NO122372B/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH450420A (de) | 1968-01-31 |
| DK116737B (da) | 1970-02-09 |
| MY6600092A (en) | 1966-12-31 |
| FI41159B (da) | 1969-06-02 |
| DK114975B (da) | 1969-08-25 |
| NO122372B (da) | 1971-06-21 |
| CH445490A (de) | 1967-10-31 |
| SE315592B (da) | 1969-10-06 |
| SE314984B (da) | 1969-09-22 |
| DE1620031B1 (de) | 1971-04-08 |
| DK120340B (da) | 1971-05-17 |
| DE1795543B2 (de) | 1979-09-20 |
| CH449018A (de) | 1967-12-31 |
| SE315593B (da) | 1969-10-06 |
| CH445491A (de) | 1967-10-31 |
| DE1795543C3 (de) | 1980-06-04 |
| DE1795543A1 (de) | 1972-01-13 |
| GB997638A (en) | 1965-07-07 |
| CH426822A (de) | 1966-12-31 |
| CH450419A (de) | 1968-01-31 |
| CY348A (en) | 1966-06-03 |
| DK120637B (da) | 1971-06-28 |
| FI41158B (da) | 1969-06-02 |
| DE1620030B1 (de) | 1970-03-05 |
| CH445493A (de) | 1967-10-31 |
| CH445492A (de) | 1967-10-31 |
| NO135064C (da) | 1977-02-02 |
| SE315282B (da) | 1969-09-29 |
| SE315281B (da) | 1969-09-29 |
| DK111959B (da) | 1968-10-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3183234A (en) | Octahydroindoloquinolines | |
| EP0253711B1 (fr) | Nouveaux dérivés du 1H,3H-Pyrrolo [1,2-c] thiazole, leur préparation et les Compositions pharmaceutiques qui les contiennent | |
| US4673686A (en) | New substituted heterocyclic benzamides, methods of preparing them and their application as behavior modifiers | |
| NO135064B (da) | ||
| EP0078241A2 (de) | Furane | |
| SU503514A3 (ru) | Способ получени мезилатов или тозилатов | |
| BE897952A (fr) | Procede de production d'imidazoles et intermediaires utilises a cet effet | |
| KR890003840B1 (ko) | 8-할로-5, 6-디알콜시퀴나졸린-2, 4-디온의 제조방법 | |
| US4060542A (en) | 14-Desoxy-14 thiocyanato-acetoxy-mutilin | |
| IE47888B1 (en) | 4-amino-2-(piperazin-1-yl or homopiperazin-1-yl) quinazoline derivatives | |
| US3436399A (en) | Certain derivatives of ibotenic acid | |
| US3845041A (en) | 7-halomethyl-17-hydroxy-3-oxo-17alpha-pregn-4-ene-21-carboxylic acid gamma-lactones | |
| DK152501B (da) | Fremgangsmaade til fremstilling af pyrrolooe1,2-aaapyrimidiner eller salte deraf | |
| US3567745A (en) | 2-(2-azido-n-methylacetamido)-5-chloro-benzophenone | |
| US4038413A (en) | Treating iron deficiency anaemia | |
| SU683618A3 (ru) | Способ получени производных бензодиазепина | |
| EP0145236A2 (en) | Thiadiazinone compounds, process for their preparation, and pharmaceutical compositions containing them | |
| JPS6331470B2 (da) | ||
| US2944064A (en) | Process for preparing 5-hydroxy-tryptamine through new intermediates | |
| JPS6136285A (ja) | ニトロアポビンカミン酸誘導体、それを含有する医薬組成物、およびそれらの製法 | |
| SU1114677A1 (ru) | Способ получени бензо-2,1,3-тиадиазола | |
| Seto et al. | The Reaction of Tropoids and Quinone Derivatives. III. Reaction of Several Tropolones and o-Benzoquinone Dibenzimide | |
| FR2625201A1 (fr) | Nouveaux derives tricycliques agonistes des recepteurs cholinergiques et medicaments en contenant | |
| US4579954A (en) | Cimetidine monohydrate | |
| US4503238A (en) | Preparation of dihydro-4,4-dimethylfuran-2,3-dione |