FI68400B - Foerfarande foer framstaellning av n-(4(((2,4-diamino-6-pteridinyl)metyl)metylamino)bensoyl)glutaminsyra - Google Patents
Foerfarande foer framstaellning av n-(4(((2,4-diamino-6-pteridinyl)metyl)metylamino)bensoyl)glutaminsyra Download PDFInfo
- Publication number
- FI68400B FI68400B FI812774A FI812774A FI68400B FI 68400 B FI68400 B FI 68400B FI 812774 A FI812774 A FI 812774A FI 812774 A FI812774 A FI 812774A FI 68400 B FI68400 B FI 68400B
- Authority
- FI
- Finland
- Prior art keywords
- diamino
- methylamino
- benzoyl
- methotrexate
- pteridinyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
- C07D475/08—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (8)
1. J ^' ^2 h2n ^ΙΓ^ΪΤ ch2
20 COOH V
1. Förfarande för framställning av N-[4-[[(2,4-diamino-6-pteri-dinyl)tnetyl]metylamino]bensoyl]glutaminsyra eller metotrexat 5 kännetecknat därav, att 2,4-diamino-6-hydroxi- metylpteridin med fortneln IV nh2 io n/^X^n^ch2oh h2n IV 15 omsättes med tionylklorid, varvid erhalles 2 ,4-diamino-6- klormetylpteridinhydroklorid med formeln I. nh2 20 /-N^^JCH.CI i jO HjN^Tr^ir 25 med vilken man alkylerar dietyl N-[4-(methylamino)bensoyl]_ glutamat med formeln II cooc2h5 ch3nh-/ O/-conhch( ch2 ) 2cooc2h5 30 '-' II 1 ett polärt aprotiskt lösningsraedel i närvaro av kalium-jodid, varefter den erhällna hydrojodiden av dietyl N-[4- 35 [[(2,4-diamino-6-pteridinyl)metyl]metylamino]bensoyl]~ glutamat med 68400 formeln III NH2 CH3 /-v COOC2H5
5. O >CONHCH(CH2)2COOC2H5 vO H2N N n III 10 hydrolyseras, antingen direkt eller efter neutralisation till föreningen III, varvid erhalles N-[4-[[(2,4-diamino-6-pteridinyl)™etyl]metylamino]bent8oyl]glutaminisyra (metotrexat) med formeln V 15 ^2 JL ^°°H N>1^\v/'N>sv£H2 N ( )—CONHCH
2. Förfarande enligt patentkravet 1 kännetecknat därav, att det polära aprotiska lösningsmedlet är dimetyl- 25 sulfoxid. 2 3 2 Förfarande enligt patentkravet 1 eller 2, kännetecknat därav, att man använder 1-5 mol kaliumjodid per mol 2,4-diamino-6-klormetylpteridinhydroklorid. 30
3 Förfarande enligt patentkravet 3, kännet ecknat därav, att man använder 4 mol kaliumjodid per mol 2,4- diamino-6-klormetylpteridinhydroklorid.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK390480 | 1980-09-12 | ||
| DK390480 | 1980-09-12 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI812774L FI812774L (fi) | 1982-03-13 |
| FI68400B true FI68400B (fi) | 1985-05-31 |
| FI68400C FI68400C (fi) | 1985-09-10 |
Family
ID=8128069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI812774A FI68400C (fi) | 1980-09-12 | 1981-09-08 | Foerfarande foer framstaellning av n-(4-(((2,4-diamino-6-pteridinyl)-metyl)metylamino)bensoyl)glutaminsyra |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0048002A3 (sv) |
| CA (1) | CA1167844A (sv) |
| FI (1) | FI68400C (sv) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2590255B1 (fr) * | 1985-11-19 | 1987-12-24 | Rhone Poulenc Sante | Procede de preparation de derives de la pteridine |
| WO2011156889A1 (en) * | 2010-06-14 | 2011-12-22 | Trt Pharma Inc. | Novel modulators of nrf2 and uses thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1414752A (en) * | 1974-03-20 | 1975-11-19 | Inst Oncologic | Process for the preparation of diamino-pteridyl-methyl- methylamino-benzoyl-glutamic acid derivative |
| CH630380A5 (de) * | 1977-08-12 | 1982-06-15 | Lonza Ag | Verfahren zur herstellung von l-methotrexat. |
-
1981
- 1981-09-08 FI FI812774A patent/FI68400C/fi not_active IP Right Cessation
- 1981-09-11 CA CA000385687A patent/CA1167844A/en not_active Expired
- 1981-09-11 EP EP81107199A patent/EP0048002A3/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| FI68400C (fi) | 1985-09-10 |
| EP0048002A3 (en) | 1982-06-23 |
| FI812774L (fi) | 1982-03-13 |
| CA1167844A (en) | 1984-05-22 |
| EP0048002A2 (en) | 1982-03-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed | ||
| MM | Patent lapsed |
Owner name: ORION-YHTYMAE OY FERMION |