NO127581B - - Google Patents
Download PDFInfo
- Publication number
- NO127581B NO127581B NO380271A NO380271A NO127581B NO 127581 B NO127581 B NO 127581B NO 380271 A NO380271 A NO 380271A NO 380271 A NO380271 A NO 380271A NO 127581 B NO127581 B NO 127581B
- Authority
- NO
- Norway
- Prior art keywords
- thion
- quinazolin
- general formula
- atom
- lower alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- PUPFOFVEHDNUJU-UHFFFAOYSA-N 2-sulfanylidene-1h-quinazolin-4-one Chemical class C1=CC=C2C(=O)NC(S)=NC2=C1 PUPFOFVEHDNUJU-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 238000002360 preparation method Methods 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 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 230000000304 vasodilatating effect Effects 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 210000004351 coronary vessel Anatomy 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000000916 dilatatory effect Effects 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000004872 arterial blood pressure Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000003840 hydrochlorides Chemical class 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- BUHYMJLFRZAFBF-UHFFFAOYSA-N 3,4,5-trimethoxybenzoyl chloride Chemical compound COC1=CC(C(Cl)=O)=CC(OC)=C1OC BUHYMJLFRZAFBF-UHFFFAOYSA-N 0.000 description 1
- VGNAMTKXQSLQJZ-UHFFFAOYSA-N 3,4-dihydro-1h-quinazoline-2-thione Chemical compound C1=CC=C2NC(=S)NCC2=C1 VGNAMTKXQSLQJZ-UHFFFAOYSA-N 0.000 description 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 description 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 description 1
- 125000003341 7 membered heterocyclic group Chemical group 0.000 description 1
- 241000282472 Canis lupus familiaris Species 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
- 241001465754 Metazoa Species 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- -1 alkyl radical Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000010339 dilation Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- UPVUQELOASQBMY-UHFFFAOYSA-N methyl 2-amino-3,4,5-trimethoxybenzoate Chemical compound COC(=O)C1=CC(OC)=C(OC)C(OC)=C1N UPVUQELOASQBMY-UHFFFAOYSA-N 0.000 description 1
- ZAURWALYCYQFTL-UHFFFAOYSA-N methyl 2-isothiocyanato-3,4,5-trimethoxybenzoate Chemical compound COC(=O)C1=CC(OC)=C(OC)C(OC)=C1N=C=S ZAURWALYCYQFTL-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702050640 DE2050640A1 (de) | 1970-10-15 | 1970-10-15 | Basisch substituierte Derivate des (lH,3H)-Chinazolin-2-thion-4-ons |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO127581B true NO127581B (cg-RX-API-DMAC10.html) | 1973-07-16 |
Family
ID=5785211
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO380271A NO127581B (cg-RX-API-DMAC10.html) | 1970-10-15 | 1971-10-14 |
Country Status (11)
| Country | Link |
|---|---|
| AT (1) | AT311977B (cg-RX-API-DMAC10.html) |
| CS (1) | CS167926B2 (cg-RX-API-DMAC10.html) |
| DD (1) | DD98926A6 (cg-RX-API-DMAC10.html) |
| DK (1) | DK128211B (cg-RX-API-DMAC10.html) |
| ES (1) | ES395980A2 (cg-RX-API-DMAC10.html) |
| HU (1) | HU164873B (cg-RX-API-DMAC10.html) |
| NO (1) | NO127581B (cg-RX-API-DMAC10.html) |
| PL (1) | PL81420B1 (cg-RX-API-DMAC10.html) |
| RO (1) | RO58560A (cg-RX-API-DMAC10.html) |
| SU (1) | SU416944A3 (cg-RX-API-DMAC10.html) |
| ZA (1) | ZA716869B (cg-RX-API-DMAC10.html) |
-
1971
- 1971-10-13 SU SU1705172A patent/SU416944A3/ru active
- 1971-10-13 DK DK496371A patent/DK128211B/da unknown
- 1971-10-14 NO NO380271A patent/NO127581B/no unknown
- 1971-10-14 DD DD15829471A patent/DD98926A6/xx unknown
- 1971-10-14 ZA ZA716869A patent/ZA716869B/xx unknown
- 1971-10-14 AT AT889271A patent/AT311977B/de active
- 1971-10-14 ES ES395980A patent/ES395980A2/es not_active Expired
- 1971-10-14 CS CS723071A patent/CS167926B2/cs unknown
- 1971-10-14 PL PL15102371A patent/PL81420B1/pl unknown
- 1971-10-15 HU HUCA000315 patent/HU164873B/hu unknown
- 1971-10-15 RO RO6847371A patent/RO58560A/ro unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK128211B (da) | 1974-03-18 |
| SU416944A3 (ru) | 1974-02-25 |
| CS167926B2 (cg-RX-API-DMAC10.html) | 1976-05-28 |
| HU164873B (cg-RX-API-DMAC10.html) | 1974-05-28 |
| DD98926A6 (cg-RX-API-DMAC10.html) | 1973-07-12 |
| ES395980A2 (es) | 1973-12-16 |
| ZA716869B (en) | 1972-07-26 |
| AT311977B (de) | 1973-12-10 |
| PL81420B1 (cg-RX-API-DMAC10.html) | 1975-08-30 |
| RO58560A (cg-RX-API-DMAC10.html) | 1976-02-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3282938A (en) | 3-tertiary aminoloweralkyl-4-lower alkyl or phenyl-7-lower carbalkoxy lower alkyl or carboxy lower alkyl coumarins | |
| DK165445B (da) | Piperazinderivater, farmaceutiske praeparater indeholdende disse og deres anvendelse til fremstilling af laegemidler med antiarytmisk virkning | |
| NO871594L (no) | Fenyl-piperazin-derivater. | |
| NO140300B (no) | Analogifremgangsmaate for fremstilling av terapeutisk aktive (omega-1)-oksodialkylxantiner | |
| NO152972B (no) | Analogifremgangsmaate for fremstilling av 2-(1-fenylbenzimidazolyl)-acetohydroksamsyre med terapeutisk aktivitet | |
| DE19834045A1 (de) | (4-Amino-5-ethylpyrimidin-2-yl)-1-(2-fluorbenzyl)-1H-pyrazolo[3,4-b]pyridin | |
| EP0092936B1 (en) | 1,4-dihydropyridine derivatives | |
| US4148801A (en) | 3-[(Chlorophenylsulfonyl)methyl]-1,2,4-oxadiazole-5-carboxylic acid derivatives | |
| IE62220B1 (en) | Substituted, 3, 4-dihydro-2h-benzopyrans, processes for their preparation, their use and pharmaceutical products based on these compounds | |
| US3579524A (en) | 2-aminoalkyl derivatives of phthalimidines | |
| JPS6322082A (ja) | １―（ヒドロキシスチリル）―５ｈ―２，３―ベンゾジアゼピン誘導体およびその製造方法、並びに前記誘導体を含む薬剤 | |
| US3259635A (en) | 7-hydroxy coumarin derivative | |
| FI63568C (fi) | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara i 7-staellning substituerade 8-aminometylisoflavonderivat | |
| NO137636B (no) | Fremgangsm}te for behandling av avl¦psvann | |
| CA1088944A (en) | Nitric ester of n-(2-hydroxyethyl)nicotinamide and a process for the preparation of same | |
| DE1470194B2 (de) | 1,3,3-trisubstituierte 4-(Omega-Aminoalkyl)-2-pyrrolidinoneund-2-thiopyrrolidinone Ausscheidung aus: 1470176 | |
| US3829434A (en) | Piperidinesulfonylurea derivatives | |
| US3243441A (en) | 7-hydroxy coumarin derivative | |
| US4028368A (en) | Novel intermediates useful in the synthesis of optically active m-acyloxy-α-[(methylamino)methyl]benzyl alcohols | |
| US3772280A (en) | Thiomorpholine-coumarin derivatives | |
| JPS6014038B2 (ja) | 新規なチアゾロイソキノリン化合物の製法 | |
| US3726902A (en) | Furfuryl amino-coumarins | |
| US3855224A (en) | Basically substituted (1h,3h)-quinazoline-2-thion-4-one derivatives | |
| US4174450A (en) | Intermediates useful in the preparation of optically and therapeutically active-m-acyloxy-(methyl-amino) methyl benzyl alcohols | |
| CN105198787B (zh) | N-苯磺酰基-3-乙酰基吲哚酰腙类化合物、制备方法及应用 |