GB1195932A - Quinazolinylureas - Google Patents
QuinazolinylureasInfo
- Publication number
- GB1195932A GB1195932A GB22133/68A GB2213368A GB1195932A GB 1195932 A GB1195932 A GB 1195932A GB 22133/68 A GB22133/68 A GB 22133/68A GB 2213368 A GB2213368 A GB 2213368A GB 1195932 A GB1195932 A GB 1195932A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- alkyl
- nco
- chloro
- quinazolinylureas
- 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
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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (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
1,195,932. Quinazolinylureas. CHAS. PFIZER & CO. Inc. 9 May, 1968 [2 Feb., 1968], No. 22133/68. Heading C2C. Novel quinazolinylureas of the formula wherein R 3 is H or C 1-6 alkyl; R 4 and R 5 are H or C 1-3 alkoxy, at least one of R 4 and R 5 being alkoxy; and R 1 and R 2 are the same or different and are H, C 1-5 alkyl, C 3-5 alkenyl, C 2-5 hydroxyalkyl, phenyl, benzyl, phenylethyl, 2-furfuryl, 2,2,2-trifluoroethyl, or C 3-8 cycloalkyl, or R 1 and R 2 and the N atom to which they are attached form a morpholino, 1-azacycloheptyl, 1-azacyclooctyl, or a 4-Y-piperazino, wherein Y is H, CF 3 , C 1-5 alkyl, C 2-5 hydroxyalkyl, C 2-7 - alkanoyl, allyl, propargyl, 2-methyallyl, phenyl, benzyl, benzoyl, halobenzoyl or halophenyl, where halo is chloro or bromo, trifluoromethyl. phenyl, methoxyphenyl, methylphenyl, methylbenzoyl, methoxybenzoyl, trifluoromethylbenzoyl, furoyl, benzofuroyl, thenoyl, pyridinecarbonyl, 3,4,5-trimethoxybenzoyl, carboxylic acid C 1-6 alkyl or C 3-6 alkenyl ester or 4-X-4-X<SP>1</SP>- piperidino where X<SP>1</SP> is H or phenyl, and X is H, C 1-5 alkyl, C 1-4 alkoxy, OH, C 2-5 hydroxyalkyl, phenyl or benzyl when X<SP>1</SP> is H, or X is carboxylic acid C 1-5 alkyl ester when X<SP>1</SP> is phenyl; and acid addition salts thereof are prepared either by reacting the corresponding 4-aminoquinazolines, provided R 1 and R 2 are not hydrogen and do not contain hydroxyl groups, with R 3 NCO or, for compounds where R 3 is hydrogen, with NH 4 NCO, KNCO and NaNCO in the presence of a mineral acid, or by reacting amines of the formula HN(R 1 )R 2 with the corresponding 1-(2- chloro - 4 - quinazolinyl) - 3 - alkylurea or (2- chloro-4-quinazolinyl)-urea, which are obtained by treating the corresponding 2-chloro-4-aminoquinazolines with R 3 NCO and NH 4 NCO, KNCO and NaNCO in the presence of a mineral acid respectively. Pharmaceutical compositions, having hypotensive activity, and suitable for oral or parenteral administration, contain the above novel quinazolinylureas or pharmaceutically acceptable acid addition salts thereof as the active ingredient.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US70253468A | 1968-02-02 | 1968-02-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1195932A true GB1195932A (en) | 1970-06-24 |
Family
ID=24821601
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB22133/68A Expired GB1195932A (en) | 1968-02-02 | 1968-05-09 | Quinazolinylureas |
Country Status (6)
Country | Link |
---|---|
US (1) | US3574212A (en) |
BE (1) | BE726984A (en) |
DE (1) | DE1901519A1 (en) |
FR (1) | FR2001171A1 (en) |
GB (1) | GB1195932A (en) |
SE (1) | SE358166B (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3723434A (en) * | 1970-07-17 | 1973-03-27 | Pfizer | Piperazino isoquinoline bronchodilators |
US3980650A (en) * | 1972-05-05 | 1976-09-14 | N.V. Koninklijke Pharmaceutische Fabrieken V/H Brocades-Stheeman En Pharmacia | 4-Amino-pyrimidine derivatives |
JPS536156B2 (en) * | 1972-10-30 | 1978-03-04 | ||
JPS5793977A (en) * | 1980-11-26 | 1982-06-11 | Sankyo Co Ltd | Acylaminoquinazoline derivative and its preparation |
CS236097B1 (en) * | 1983-06-01 | 1985-05-15 | Jan Koenig | Acylderivatives of 2-piperazinochinazoline and method of their preparation |
JPS62212385A (en) * | 1986-03-13 | 1987-09-18 | Kotobuki Seiyaku Kk | Quinazoline derivative and hypotensive agent and production thereof |
US20050065161A1 (en) * | 1996-02-02 | 2005-03-24 | Nitromed, Inc. | Nitrosated and nitrosylated alpha-adrenergic receptor antagonist compounds, compositions and their uses |
US5932538A (en) * | 1996-02-02 | 1999-08-03 | Nitromed, Inc. | Nitrosated and nitrosylated α-adrenergic receptor antagonist compounds, compositions and their uses |
US20020143007A1 (en) * | 1996-02-02 | 2002-10-03 | Garvey David S. | Nitrosated and nitrosylated alpha-adrenergic receptor antagonists, compositions and methods of use |
-
1968
- 1968-02-02 US US702534A patent/US3574212A/en not_active Expired - Lifetime
- 1968-05-09 GB GB22133/68A patent/GB1195932A/en not_active Expired
- 1968-12-31 SE SE18055/68A patent/SE358166B/xx unknown
-
1969
- 1969-01-14 DE DE19691901519 patent/DE1901519A1/en active Pending
- 1969-01-16 BE BE726984D patent/BE726984A/xx not_active IP Right Cessation
- 1969-01-16 FR FR6900654A patent/FR2001171A1/fr not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
BE726984A (en) | 1969-07-16 |
US3574212A (en) | 1971-04-06 |
FR2001171A1 (en) | 1969-09-26 |
DE1901519A1 (en) | 1969-08-28 |
SE358166B (en) | 1973-07-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |