GB920267A - Sulphur containing purine and pteridine compounds - Google Patents
Sulphur containing purine and pteridine compoundsInfo
- Publication number
- GB920267A GB920267A GB1669859A GB1669859A GB920267A GB 920267 A GB920267 A GB 920267A GB 1669859 A GB1669859 A GB 1669859A GB 1669859 A GB1669859 A GB 1669859A GB 920267 A GB920267 A GB 920267A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mercapto
- purine
- hydroxy
- pteridine
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 title 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title 1
- 239000005864 Sulphur Substances 0.000 title 1
- 125000001042 pteridinyl group Chemical class N1=C(N=CC2=NC=CN=C12)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- -1 hydroxy-methylidyne group Chemical group 0.000 abstract 2
- GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 abstract 2
- VAODIKNDIGJTPX-UHFFFAOYSA-N 2-amino-1h-pteridine-4-thione Chemical compound C1=CN=C2C(=S)NC(N)=NC2=N1 VAODIKNDIGJTPX-UHFFFAOYSA-N 0.000 abstract 1
- RPTAZGNUCCXMMY-UHFFFAOYSA-N 4-chloropteridine Chemical compound C1=CN=C2C(Cl)=NC=NC2=N1 RPTAZGNUCCXMMY-UHFFFAOYSA-N 0.000 abstract 1
- LFJKVEOWXYKQGT-UHFFFAOYSA-N 5,6-diamino-1h-pyrimidine-4-thione Chemical compound NC=1NC=NC(=S)C=1N LFJKVEOWXYKQGT-UHFFFAOYSA-N 0.000 abstract 1
- PRBMZSACRGWKCK-UHFFFAOYSA-N 6,7-dimethyl-1H-pteridine-4-thione Chemical compound SC1=NC=NC2=NC(=C(N=C12)C)C PRBMZSACRGWKCK-UHFFFAOYSA-N 0.000 abstract 1
- ZKBQDFAWXLTYKS-UHFFFAOYSA-N 6-Chloro-1H-purine Chemical compound ClC1=NC=NC2=C1NC=N2 ZKBQDFAWXLTYKS-UHFFFAOYSA-N 0.000 abstract 1
- OIZCDCVIFRRJFF-UHFFFAOYSA-N 6-sulfanylidene-7,9-dihydro-3h-purin-8-one Chemical compound N1C=NC(=S)C2=C1NC(=O)N2 OIZCDCVIFRRJFF-UHFFFAOYSA-N 0.000 abstract 1
- FQPLRPVPOILWID-UHFFFAOYSA-N NC1=NC(=C2NC(=NC2=N1)O)S.SC1=NC=NC2=NC(=CN=C12)O Chemical compound NC1=NC(=C2NC(=NC2=N1)O)S.SC1=NC=NC2=NC(=CN=C12)O FQPLRPVPOILWID-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229960001428 mercaptopurine Drugs 0.000 abstract 1
- 125000001442 methylidyne group Chemical group [H]C#[*] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- WYWHKKSPHMUBEB-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=C1N=CN2 WYWHKKSPHMUBEB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/24—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 one nitrogen and one sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/36—Sulfur atom
- C07D473/38—Sulfur atom attached in position 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0920267/IV(a)/1> (wherein X is a hydrogen atom or an amino group, Y is a hydrogen atom or a phenyl group substituted by one or more halogen atoms or alkyl groups of at most 4 carbon atoms, and Z is a methylidyne or hydroxy-methylidyne group or the group CR3=CR4, wherein R3 and R4 are hydrogen atoms or hydroxy groups or alkyl groups of at most 4 carbon atoms) but excludes 6-mercapto-purine, 2-amino-6-mercapto-purine and 6-mercapto-8-hydroxy-purine. The above formula represents a number of tautomeric forms, all of which are included in the invention. When Y is a hydrogen atom, the compounds are readily oxidizable to disulphides, and these and the mercapto compounds are readily interconvertible. The compounds may be prepared by reacting a corresponding 4-chloro-pteridine or 6-chloro-purine with a compound containing the anion (S-Y)-. When Z is CR3=CR4 they may also be prepared from a corresponding p 4,5-diamino - 6 - mercapto-pyrimidine and an appropriate a -diketone. Examples describe the preparation of 4 - mercapto - 6,7 - dimethyl-pteridine; 2-amino-4-mercapto-pteridine; 4-mercapto - 7 - hydroxy - pteridine 2-amino-6-mercapto-8-hydroxy-purine; 6-(41-chlorophenyl-mercapto)-purine and 6-(21 and 31 and 41-methylphenylmercapto)-purines.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73569658A | 1958-05-16 | 1958-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB920267A true GB920267A (en) | 1963-03-06 |
Family
ID=24956819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1669859A Expired GB920267A (en) | 1958-05-16 | 1959-05-15 | Sulphur containing purine and pteridine compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB920267A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5034393A (en) * | 1989-07-27 | 1991-07-23 | Dowelanco | Fungicidal use of pyridopyrimidine, pteridine, pyrimidopyrimidine, pyrimidopyridazine, and pyrimido-1,2,4-triazine derivatives |
| US6258809B1 (en) * | 1996-03-26 | 2001-07-10 | Dupont Pharmaceuticals Company | 6-aryloxy and arylthiopurines |
-
1959
- 1959-05-15 GB GB1669859A patent/GB920267A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5034393A (en) * | 1989-07-27 | 1991-07-23 | Dowelanco | Fungicidal use of pyridopyrimidine, pteridine, pyrimidopyrimidine, pyrimidopyridazine, and pyrimido-1,2,4-triazine derivatives |
| US5350749A (en) * | 1989-07-27 | 1994-09-27 | Dowelanco | Pteridine derivatives |
| US6258809B1 (en) * | 1996-03-26 | 2001-07-10 | Dupont Pharmaceuticals Company | 6-aryloxy and arylthiopurines |
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