1987 Fiscal Year Final Research Report Summary
Synthesis of 1,2,4-Triazine Derivatives as Biologically Active Compounds
| Project/Area Number |
61470144
|
|---|
| Research Category |
Grant-in-Aid for General Scientific Research (B)
|
| Allocation Type | Single-year Grants |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | TOHOKU UNIVERSITY |
|---|
Principal Investigator |
YAMANAKA Hiroshi Tohoku University, Professor, 薬学部, 教授 (40004551)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
NISHIMURA Sumiko Tohoku University, Research Associates, 薬学部, 教務系技官 (60156106)
SAGI Mataichi Tohoku University, Research Associates, 薬学部, 教務系技官 (80134005)
KONDO Yoshinori Tohoku University, Instructor, 薬学部, 助手 (90162122)
KONNO Shoetsu Tohoku University, Instructor, 薬学部, 助手 (10006348)
SAKAMOTO Takao Tohoku University, Instructor (KAWAZOE,Yosh), 薬学部, 助手 (00006347)
|
|---|
| Project Period (FY) |
1986 – 1987
|
| Keywords | Alkynyl-1,2,4-triazine / Alkenyl-1,2,4-triazine / Nucleophilic substitution reaction / Antifungal activity / 血小板凝集抑制活性 |
|---|
| Research Abstract |
1. Palladium catalyzed cross-coupling reaction of 3- and 5-iodo-1,2,4-triazine (as-triazines) with monosubstituted acetylenes gave the corrsponding alkynyll- as-triazines. The reaction of alkynyl-as-triazines with piperidine followed by the hydrolysis of the resulting enamines gave the acylmethyl-as-triazins.
2. Methyl-diphenyl-as-triazines were treated with chloine to give trichloro- methyl-as-triazines. On treatment with excess of triphenylphosphine, diphenyl-- as-triazinyl)methylenetriphenylphosphoranes were obtained. The condensation of phosphoranes with various aldehydes affored alkenyl-diphenyl-as-triazines.
3. The 3-methylsulfonyl-as-trizaine reacted with ONC-nucleophiles to give 3-substituted as-triazines. Similary, 5-subsituted and 6-substituted as-triazines were synthesized.
4. The all as-triazines synthesized here were evaluated for antifungal activity against Pyricularia oryzae by the disk method. Among them, a series of 3-alkyl- thio-5-aryl-as-triazines were found to have the most potent antifungal activity, and the protective effects were determined by the pot tests.
5. A series of as-triazines were tested for inhibitry activity toward arachidonic acid-induced aggregation of rabbit blood platelets in vitro. The 5,6-diaryl- as-triazines were found to have a potent activity activity as blood platelet aggregation inhibitors.
|
