PL173147B1 - Novel derivative of pyrimidobenzodiazepin - Google Patents
Novel derivative of pyrimidobenzodiazepinInfo
- Publication number
- PL173147B1 PL173147B1 PL94302380A PL30238094A PL173147B1 PL 173147 B1 PL173147 B1 PL 173147B1 PL 94302380 A PL94302380 A PL 94302380A PL 30238094 A PL30238094 A PL 30238094A PL 173147 B1 PL173147 B1 PL 173147B1
- Authority
- PL
- Poland
- Prior art keywords
- pyrimidobenzodiazepin
- oxo
- derivative
- novel derivative
- methyl
- Prior art date
Links
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Nowa pochodna pirymidobenzodiazepiny o nazwie 2-[di/2-hydroksyetylo/amino']-4-metylo-5-okso-6,11-dihydropirymido [4,5-b] [L5]benzodi;zepma .i wzorze przedstawionym na rysunku.A new derivative of pyrimidobenzodiazepine called 2-[di/2-hydroxyethyl/amino']-4-methyl-5-oxo-6,11-dihydropyrimido [4,5-b] [L5]benzodiazepine with the formula shown in the figure.
Description
Przedmiotem wynalazku jest nowa pochodna pirymidobenzodiazepiny o nazwie 2-[di/2hydroksyetylo/amino]-4-metylo-5-okso-6,11-dihydropirymieo -44^,5-b ] 11,5] bez/Odzeepina, o wzorze przedstawionym na rysunku, wykazująca aktywność immunosupresyjną.The subject of the invention is a new pyrimidobenzodiazepine derivative named 2- [di (2-hydroxyethyl) amino] -4-methyl-5-oxo-6,11-dihydropyrimie-44-, 5-b] 11.5] without (Odzeepin), with the formula in the figure, showing immunosuppressive activity.
Wynalazek dotyczy nowej pochodnej pirymidobenzodiazepiny o nazwie 2-[di/2-hydroksyeSylo/anυeo]-4-mct.ylo-5-okso-6,1.l5dlhyeropirymieo-[4,5-b] [1,5] benzodrnepinai wzorze przedstawionym na rysunku.The invention relates to a novel pyrimidobenzodiazepine derivative named 2- [di (2-hydroxyeSyl / anυeo] -4-mct.yl-5-oxo-6,1.15dlhyeropyrimie- [4,5-b] [1,5] benzodrnepinine, with the formula shown in in the drawing.
Nową pochodną pirymieobbnzoeiazbpiny wytwarza się przez ogrzewanie 2-chloro-4-metylo-5-okso-6,11-dihydropirymido [4,5-b] [1,5] benzodiazepiny z eietaeoloaminą w butanolu wobec Srietyloamiey.The new pyrimieobnzoiazbpin derivative is prepared by heating 2-chloro-4-methyl-5-oxo-6,11-dihydropyrimido [4,5-b] [1,5] benzodiazepine with eietaeolamine in butanol against Srietylamiey.
Nowa pochodna pirymieobeezoeiazepiey zgodna z wynalazkiem, w teście na reakcję nadwrażliwości typu opóźnionego /DTH/ u myszy uczulonych SRBC działa około dwukrotnie silniej od cyklosporyny A. W testach określających liczbę komórek PFC, produkujących swoiste przeciwciała klasy IgM przez komórki śledziony w obecności SRBC, związek działa silniej od cyklosporyny A in vitro, a słabiej in vivo.The new derivative of the pyrimienesoeiazepiene according to the invention, in the delayed-type hypersensitivity reaction (DTH) test in SRBC-sensitized mice, is about twice as strong as cyclosporin A. In tests to determine the number of PFC cells, producing specific IgM antibodies by spleen cells in the presence of SRBC, the compound works more potently than cyclosporin A in vitro and less in vivo.
Przedmiot wynalazku wytwarza się według niżej podanego przykładowego sposobu.The subject of the invention is produced according to the following exemplary method.
Przykład. Do 1,3 g /0,005 m/ 25ehloro545metylo55-okso-6,11-dihydropirymieo [4,5-b] [ 1,5] Βί-'π/ούίαζερίη)' w 350 mi butieiolu (^(^t^ijje się 0,5 g /0,005 m/ diet£eloioίmliny rozpuszczonea w 5 ml butanolu, wkrapla 1 ml trieSyloamiey i całość ogrzewa przez czas 10 godzin we wrzeniu. Roztwór przesącza się na gorąco i zagęszcza do 1/3 objętości. Odsącza się 0,9 g produktu, który krystalizuje się dwukrotnie z metanolu, co stanowi 44% wydajności teoretycznej. Otrzymana 25[ei/2-hydroksyeSylo/amm(i]-4-metylo-5-okso-6,l 1 -dihydropirymido - [4,5-b] [1,5] benzoeiiazepina jest białą drobeokrystaliczeą substancją w postaci igieł, o temperaturze topnienia 167 169°C.Example. Up to 1.3 g / 0.005 m / 25ehloro545metylo55-oxo-6,11-dihydropyrimieo [4,5-b] [1,5] Βί-'π / ούίαζερίη) 'in 350 ml of butieiol (^ (^ t ^ and 0.5 g / 0.005 m / of diet of eloioίmlin dissolved in 5 ml of butanol, 1 ml of trieSyloamiea is added dropwise and the whole is heated for 10 hours under reflux. The solution is filtered hot and concentrated to 1/3 volume. 0.9 g is filtered off. of the product which is crystallized twice from methanol, which is 44% of theory. 25 [[mu] l (2-hydroxyeSyl) amm (i] -4-methyl-5-oxo-6.11-dihydropyrimido - [4,5- b] [1,5] benzoeiiazepine is a white, needle-crystalline substance in the form of needles, melting point 167 169 ° C.
HbC 0 HHbC 0H
Departament Wydawnictw UP RP. Nakład 90 egz. Cena 2,00 złPublishing Department of the UP RP. Circulation of 90 copies. Price PLN 2.00
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL94302380A PL173147B1 (en) | 1994-02-23 | 1994-02-23 | Novel derivative of pyrimidobenzodiazepin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL94302380A PL173147B1 (en) | 1994-02-23 | 1994-02-23 | Novel derivative of pyrimidobenzodiazepin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL302380A1 PL302380A1 (en) | 1995-09-04 |
| PL173147B1 true PL173147B1 (en) | 1998-01-30 |
Family
ID=20061863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL94302380A PL173147B1 (en) | 1994-02-23 | 1994-02-23 | Novel derivative of pyrimidobenzodiazepin |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL173147B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8470812B2 (en) | 2009-12-30 | 2013-06-25 | Arqule, Inc. | Substituted benzo-pyrimido-tetrazolo-diazepine compounds |
-
1994
- 1994-02-23 PL PL94302380A patent/PL173147B1/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8470812B2 (en) | 2009-12-30 | 2013-06-25 | Arqule, Inc. | Substituted benzo-pyrimido-tetrazolo-diazepine compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| PL302380A1 (en) | 1995-09-04 |
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