GB916139A - Quinazolone derivatives - Google Patents
Quinazolone derivativesInfo
- Publication number
- GB916139A GB916139A GB8625/61A GB862561A GB916139A GB 916139 A GB916139 A GB 916139A GB 8625/61 A GB8625/61 A GB 8625/61A GB 862561 A GB862561 A GB 862561A GB 916139 A GB916139 A GB 916139A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- acetamido
- carbon atoms
- general formula
- resin
- 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
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003729 cation exchange resin Substances 0.000 abstract 2
- 229940023913 cation exchange resins Drugs 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000000725 suspension Substances 0.000 abstract 2
- QKTQWLSLKHKTST-UHFFFAOYSA-N 2-acetamido-5-nitrobenzoic acid Chemical compound CC(=O)NC1=CC=C([N+]([O-])=O)C=C1C(O)=O QKTQWLSLKHKTST-UHFFFAOYSA-N 0.000 abstract 1
- 241000282414 Homo sapiens Species 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 1
- JZEOVPGWIWSSAK-UHFFFAOYSA-N N1-(2-methyl-4-nitrophenyl)acetamide Chemical compound CC(=O)NC1=CC=C([N+]([O-])=O)C=C1C JZEOVPGWIWSSAK-UHFFFAOYSA-N 0.000 abstract 1
- 125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 230000002921 anti-spasmodic effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 239000012153 distilled water Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 210000003205 muscle Anatomy 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 230000002040 relaxant effect Effects 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
-
- 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
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Resin-drug complexes are formed by salt formation and adsorption on sulphonic or carboxylic acid cation exchange resins of heterocyclic bases of general formula <FORM:0916139/IV(a)/1> in which R and R1 represent hydrogen or alkyl with up to 5 carbon atoms. These complexes are formed, for example, by treating a suspension of the resin in distilled water with the base.ALSO:The invention comprises compounds of general formula <FORM:0916139/IV (b)/1> in which R and R1 are hydrogen or alkyl containing up to five carbon atoms, and pharmaceutically acceptable salts thereof including salts with cation exchange resins (see Group IV(a)). The compounds are prepared by reduction of the corresponding 6-nitro compounds, which are prepared by condensation of the appropriately substituted aniline with the appropriately substituted 2 - alkanamido-5-nitrobenzoic acids. 2 - Acetamido - 5 - nitrobenzoic acid is obtained by oxidation of 2-acetamido-5-nitrotoluene. The compounds possess muscle relaxing and antispasmodic properties, and may be administered alone or with a carrier suitable for oral or parenteral administration to human beings or animals, e.g. as tablets, capsules, elixirs, syrups or suspensions.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1369160A | 1960-03-09 | 1960-03-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB916139A true GB916139A (en) | 1963-01-23 |
Family
ID=21761215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8625/61A Expired GB916139A (en) | 1960-03-09 | 1961-03-09 | Quinazolone derivatives |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE701871A (en) |
| GB (1) | GB916139A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3414573A (en) * | 1962-06-27 | 1968-12-03 | Squibb & Sons Inc | Certain 3-alkylphenyl-quinazolones |
-
1961
- 1961-03-09 GB GB8625/61A patent/GB916139A/en not_active Expired
-
1967
- 1967-07-26 BE BE701871D patent/BE701871A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3414573A (en) * | 1962-06-27 | 1968-12-03 | Squibb & Sons Inc | Certain 3-alkylphenyl-quinazolones |
Also Published As
| Publication number | Publication date |
|---|---|
| BE701871A (en) | 1968-01-02 |
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