DE1770490C3 - 2,4-Diamino-6-nitrosamino-chinazolinverbindungen und Verfahren zu ihrer Herstellung - Google Patents
2,4-Diamino-6-nitrosamino-chinazolinverbindungen und Verfahren zu ihrer HerstellungInfo
- Publication number
- DE1770490C3 DE1770490C3 DE1770490A DE1770490A DE1770490C3 DE 1770490 C3 DE1770490 C3 DE 1770490C3 DE 1770490 A DE1770490 A DE 1770490A DE 1770490 A DE1770490 A DE 1770490A DE 1770490 C3 DE1770490 C3 DE 1770490C3
- Authority
- DE
- Germany
- Prior art keywords
- diamino
- solution
- nitrosamino
- quinazoline
- acid
- 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
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- 238000002360 preparation method Methods 0.000 title description 3
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- 239000000243 solution Substances 0.000 description 59
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- 239000000047 product Substances 0.000 description 23
- 239000000203 mixture Substances 0.000 description 22
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
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- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
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- CXVJUHYTGLDNTM-UHFFFAOYSA-N 6-n-(thiophen-2-ylmethyl)quinazoline-2,4,6-triamine Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1NCC1=CC=CS1 CXVJUHYTGLDNTM-UHFFFAOYSA-N 0.000 description 2
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
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- 241000191967 Staphylococcus aureus Species 0.000 description 2
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- 229910052801 chlorine Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
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- 238000011065 in-situ storage Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
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- 125000004076 pyridyl group Chemical group 0.000 description 2
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- LJBWEZVYRBKOCI-UHFFFAOYSA-N 2,4,6-triaminoquinazoline Chemical class N1=C(N)N=C(N)C2=CC(N)=CC=C21 LJBWEZVYRBKOCI-UHFFFAOYSA-N 0.000 description 1
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- 239000012258 stirred mixture Substances 0.000 description 1
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
- 229960004306 sulfadiazine Drugs 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- GZNAASVAJNXPPW-UHFFFAOYSA-M tin(4+) chloride dihydrate Chemical compound O.O.[Cl-].[Sn+4] GZNAASVAJNXPPW-UHFFFAOYSA-M 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- FWPIDFUJEMBDLS-UHFFFAOYSA-L tin(II) chloride dihydrate Substances O.O.Cl[Sn]Cl FWPIDFUJEMBDLS-UHFFFAOYSA-L 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB24462/67A GB1141249A (en) | 1967-05-25 | 1967-05-25 | New quinazoline compounds and methods for their production |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1770490A1 DE1770490A1 (de) | 1972-03-02 |
| DE1770490B2 DE1770490B2 (de) | 1974-01-10 |
| DE1770490C3 true DE1770490C3 (de) | 1974-08-01 |
Family
ID=10212087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1770490A Expired DE1770490C3 (de) | 1967-05-25 | 1968-05-24 | 2,4-Diamino-6-nitrosamino-chinazolinverbindungen und Verfahren zu ihrer Herstellung |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3560502A (enExample) |
| BE (1) | BE715667A (enExample) |
| CH (1) | CH477452A (enExample) |
| DE (1) | DE1770490C3 (enExample) |
| DK (1) | DK116285B (enExample) |
| ES (1) | ES354273A1 (enExample) |
| FR (2) | FR1605537A (enExample) |
| GB (1) | GB1141249A (enExample) |
| IL (1) | IL30069A (enExample) |
| NL (1) | NL6807380A (enExample) |
| SE (1) | SE328291B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4071477A (en) * | 1976-06-10 | 1978-01-31 | Ciba-Geigy Corporation | Hydantoin diglycidyl compounds |
| HU180439B (en) * | 1977-12-29 | 1983-03-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 9-amino-pyrido-square bracket-1,2-a-square bracket closed-pyrimidine derivatives |
| US4376858A (en) * | 1980-10-31 | 1983-03-15 | Warner Lambert Company | 2-4-Diamino-5-methyl-6-[(3,4,5-trimethoxyanilino)methyl]quinazoline salts |
| GB8910722D0 (en) * | 1989-05-10 | 1989-06-28 | Smithkline Beckman Intercredit | Compounds |
| IL108630A0 (en) * | 1993-02-18 | 1994-05-30 | Fmc Corp | Insecticidal substituted 2,4-diaminoquinazolines |
| US6017922A (en) | 1998-05-18 | 2000-01-25 | U.S. Bioscience, Inc. | Thermally stable trimetrexates and processes for producing the same |
-
1967
- 1967-05-25 GB GB24462/67A patent/GB1141249A/en not_active Expired
-
1968
- 1968-05-24 ES ES354273A patent/ES354273A1/es not_active Expired
- 1968-05-24 DK DK244268AA patent/DK116285B/da unknown
- 1968-05-24 IL IL30069A patent/IL30069A/en unknown
- 1968-05-24 SE SE06998/68A patent/SE328291B/xx unknown
- 1968-05-24 FR FR152946A patent/FR1605537A/fr not_active Expired
- 1968-05-24 US US731727A patent/US3560502A/en not_active Expired - Lifetime
- 1968-05-24 BE BE715667D patent/BE715667A/xx unknown
- 1968-05-24 DE DE1770490A patent/DE1770490C3/de not_active Expired
- 1968-05-24 CH CH774068A patent/CH477452A/fr not_active IP Right Cessation
- 1968-05-24 NL NL6807380A patent/NL6807380A/xx unknown
- 1968-08-23 FR FR163942A patent/FR7710M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DK116285B (da) | 1969-12-29 |
| CH477452A (fr) | 1969-08-31 |
| US3560502A (en) | 1971-02-02 |
| FR7710M (enExample) | 1970-02-23 |
| FR1605537A (enExample) | 1979-02-23 |
| BE715667A (enExample) | 1968-10-16 |
| IL30069A0 (en) | 1968-07-25 |
| SE328291B (enExample) | 1970-09-14 |
| GB1141249A (en) | 1969-01-29 |
| ES354273A1 (es) | 1969-11-01 |
| IL30069A (en) | 1972-02-29 |
| DE1770490B2 (de) | 1974-01-10 |
| NL6807380A (enExample) | 1968-11-26 |
| DE1770490A1 (de) | 1972-03-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |