GB1360009A - Substituted benzopyrans and their preparation - Google Patents
Substituted benzopyrans and their preparationInfo
- Publication number
- GB1360009A GB1360009A GB4206671A GB4206671A GB1360009A GB 1360009 A GB1360009 A GB 1360009A GB 4206671 A GB4206671 A GB 4206671A GB 4206671 A GB4206671 A GB 4206671A GB 1360009 A GB1360009 A GB 1360009A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- sept
- pyridyl
- prepared
- group
- 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
- 150000001562 benzopyrans Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- NWMOFFQMPOJQGX-UHFFFAOYSA-N 4-(2H-chromen-4-yl)pyridine Chemical class C=1COC2=CC=CC=C2C=1C1=CC=NC=C1 NWMOFFQMPOJQGX-UHFFFAOYSA-N 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000003276 anti-hypertensive effect Effects 0.000 abstract 1
- 150000008371 chromenes Chemical class 0.000 abstract 1
- 230000002526 effect on cardiovascular system Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1360009 Chromene derivatives BEECHAM GROUP Ltd 9 Sept 1971 [14 Sept 1970] 42066/71 Heading C2C The invention comprises compounds of formula wherein R 1 is a C 1 -C 6 aliphatic group, R 2 is a C 1 -C 20 aliphatic group, R 3 is an optionally substituted C 1 -C 20 hydrocarbon group and X is OH or an ester, ether or salt thereof; and N- oxides, acid addition and quaternary salts thereof. These compounds are prepared by reduction with a borohydride of the corresponding quaternary pyridinium salt, or, e.g. the compounds in which X is OH may be O- acylated. Intermediates also prepared are the analogous 4 - (4 - pyridyl) - chromenes and -coumarins; and 1 - (4 - R - 2,6 - dihydroxyphenyl) - 1 - (4- pyridyl) - 3 - methylbut - 1 - en - 3 - ols, where R is Bu or n-hexyl. Therapeutic compounds for oral, parenteral or rectal administration comprise compounds of the above formula, which have cardiovascular and C.N.S., e.g. antihypertensive, activity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7221770A | 1970-09-14 | 1970-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1360009A true GB1360009A (en) | 1974-07-17 |
Family
ID=22106286
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4206671A Expired GB1360009A (en) | 1970-09-14 | 1971-09-09 | Substituted benzopyrans and their preparation |
Country Status (14)
| Country | Link |
|---|---|
| AT (1) | AT308108B (en) |
| BE (1) | BE772492A (en) |
| CA (1) | CA965421A (en) |
| CH (1) | CH559209A5 (en) |
| DE (1) | DE2145320A1 (en) |
| DK (1) | DK135994B (en) |
| ES (1) | ES394980A1 (en) |
| FR (1) | FR2106490B1 (en) |
| GB (1) | GB1360009A (en) |
| IE (1) | IE35636B1 (en) |
| NL (1) | NL7112521A (en) |
| NO (1) | NO134743C (en) |
| SE (1) | SE372943B (en) |
| ZA (1) | ZA716039B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3960880A (en) * | 1974-03-26 | 1976-06-01 | Beecham Group Limited | Tetrahydropyrid-4-yl-chroman-5-ol derivatives |
| US3960879A (en) * | 1973-07-07 | 1976-06-01 | Beecham Group Limited | Non-toxic ADL antihypertensives |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4995978A (en) * | 1973-01-24 | 1974-09-11 |
-
1971
- 1971-09-09 GB GB4206671A patent/GB1360009A/en not_active Expired
- 1971-09-09 ZA ZA716039A patent/ZA716039B/en unknown
- 1971-09-10 FR FR7132675A patent/FR2106490B1/fr not_active Expired
- 1971-09-10 SE SE7111539A patent/SE372943B/xx unknown
- 1971-09-10 CH CH1332671A patent/CH559209A5/xx not_active IP Right Cessation
- 1971-09-10 IE IE1154/71A patent/IE35636B1/en unknown
- 1971-09-10 CA CA122,575A patent/CA965421A/en not_active Expired
- 1971-09-10 NL NL7112521A patent/NL7112521A/xx not_active Application Discontinuation
- 1971-09-10 DK DK446771AA patent/DK135994B/en unknown
- 1971-09-10 DE DE19712145320 patent/DE2145320A1/en active Pending
- 1971-09-10 BE BE772492A patent/BE772492A/en unknown
- 1971-09-10 ES ES394980A patent/ES394980A1/en not_active Expired
- 1971-09-10 AT AT787271A patent/AT308108B/en not_active IP Right Cessation
- 1971-09-10 NO NO3374/71A patent/NO134743C/no unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3960879A (en) * | 1973-07-07 | 1976-06-01 | Beecham Group Limited | Non-toxic ADL antihypertensives |
| US3960880A (en) * | 1974-03-26 | 1976-06-01 | Beecham Group Limited | Tetrahydropyrid-4-yl-chroman-5-ol derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| NO134743C (en) | 1976-12-08 |
| AT308108B (en) | 1973-06-25 |
| BE772492A (en) | 1972-03-10 |
| DK135994B (en) | 1977-07-25 |
| SE372943B (en) | 1975-01-20 |
| CH559209A5 (en) | 1975-02-28 |
| CA965421A (en) | 1975-04-01 |
| ES394980A1 (en) | 1974-12-01 |
| AU3336571A (en) | 1973-03-15 |
| NO134743B (en) | 1976-08-30 |
| DK135994C (en) | 1977-12-27 |
| DE2145320A1 (en) | 1972-03-16 |
| FR2106490B1 (en) | 1975-04-18 |
| FR2106490A1 (en) | 1972-05-05 |
| ZA716039B (en) | 1972-07-26 |
| IE35636B1 (en) | 1976-04-14 |
| IE35636L (en) | 1972-03-14 |
| NL7112521A (en) | 1972-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |