GB1410597A - Benzopyrans and thiapyrans - Google Patents
Benzopyrans and thiapyransInfo
- Publication number
- GB1410597A GB1410597A GB5543571A GB5543571A GB1410597A GB 1410597 A GB1410597 A GB 1410597A GB 5543571 A GB5543571 A GB 5543571A GB 5543571 A GB5543571 A GB 5543571A GB 1410597 A GB1410597 A GB 1410597A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- cooh
- remainder
- pharmaceutically acceptable
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D335/06—Benzothiopyrans; Hydrogenated benzothiopyrans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/24—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pulmonology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyrane Compounds (AREA)
Abstract
1410597 4-Spiro-2<SP>1</SP>-(1<SP>1</SP>,3<SP>1</SP>-dithiolane or -dithiane)-4H-1-benzo-pyrano or -thiapyrans FISONSLtd 16 Nov 1972 [30 Nov 1971] 55435/71 Heading C2C Novel 4-spiro-2<SP>1</SP>-(1<SP>1</SP>,3<SP>1</SP>-dithiolane or -dithiane) 4H-1-benzo-pyrans or -thiapyrans of the general formula wherein R is -COOH, -CN or tetrazolyl, W is O or S, n is 2 or 3 and each of Rx, Ry, Rz and Rw is hydrogen, halogen, alkyl, hydroxy, alkenyl, phenyl, alkenyloxy, phenylalkyl, phenylalkoxy, alkanoyloxy or alkoxy (optionally substituted by alkoxy, hydroxy or a 5 or 6 membered heterocyclic ring containing C and O), or one of Rx, Ry, Rz and Rw is a group of formula or wherein X is a hydrocarbon chain, optionally substituted by hydroxy and each of Rv, Rs and Rt is as Rx, Ry, Rz and Rw above, apart from a group (i) or (ii), or one or more adjacent pairs of Rx, Ry, Rz and Rw may be -W-CR=CHCO- or a chain of formula and the remainder of Rx, Ry, Rz and Rw are as defined above, and pharmaceutically acceptable salts or, when R is -COOH, esters and amides thereof are prepared (a) by reacting a 4-oxo-4H- 1-benzo-pyran or -thiapyran of the general formula with a compound of the general formula HS(CH 2 ) n SH; (b) by selectively hydrolysing a compound of the general formula wherein R<SP>1</SP> is a group hydrolysable to R; or (c) when the product has the general formula wherein one of Ra, Rb, Rc and Rd is a group (i) or (ii) above and the remainder are each hydrogen, halogen, alkyl, hydroxy, alkenyl, phenyl, alkenyloxy, phenylalkyl, phenylalkoxy, alkanoyloxy or alkoxy (optionally substituted by alkoxy, hydroxy or a 5 or 6 membered heterocyclic ring containing C and O, by reacting a compound of the general formula wherein one of Re, Rf, Rg and Rh is -OM (M is hydrogen or a reactive metal) or one of Re, Rf, Rg and Rh is -OX<SP>1</SP>Y, in which X<SP>1</SP>Y is such that, on reaction with -OM, it leaves an X residue and Y is an anion-forming group or, together with X<SP>1</SP>, forms an epoxide group, and the remainder of Re, Rf, Rg and Rh are as the remainder of Ra, Rb, Rc and Rd above, with a compound of the general formula or wherein when one of Re, Rf, Rg and Rh is -OM, one of Ri, Rj, Rk and Rl is -OX<SP>1</SP>Y and when one of Be, Rf, Rg and Rh is -OX<SP>1</SP>Y, one of Ri, Rj, Rk and Rl is -OM, and the remainder of Ri, Rj, Rk and Rl are as the remainder of Ra, Rb, Rc and Rd above; and optionally converting the product to a pharmaceutically acceptable salt or, where R is -COOH, ester or amide thereof. 4-Oxo-4H-l-benzo-pyrans and -thiapyrans of the second general formula above and pharmaceutically acceptable salts and, when R is -COOH, esters and amides thereof are prepared by oxidatively hydrolysing a compound of the first or fourth general formula above and optionally converting the product to a pharmaceutically acceptable salt or, where R is -COOH, ester or amide thereof. Pharmaceutical compositions, which inhibit the release and/or action of pharmacological mediators which result from the in vivo combination of certain types of antibody and specific antigen, comprise, as active ingredient, a 4- spiro-2<SP>1</SP>-(1<SP>1</SP>,3<SP>1</SP>-dithiolane or -dithiane)-4H-1- benzo-pyran or -thiapyran of the first general formula above or a pharmaceutically acceptable salt or, when R is -COOH, ester or amide thereof, in admixture with a pharmaceutically acceptable diluent, adjuvant or carrier.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5543571A GB1410597A (en) | 1971-11-30 | 1971-11-30 | Benzopyrans and thiapyrans |
CA157,318A CA998052A (en) | 1971-11-30 | 1972-11-23 | Spiro-dithiane derivatives of benzopyran |
SE7215564A SE394193B (en) | 1971-11-30 | 1972-11-29 | PROCEDURE FOR PRODUCTION OF CHROMONE DERIVATIVES |
CH1737872A CH559200A5 (en) | 1971-11-30 | 1972-11-29 | |
NL7216230A NL7216230A (en) | 1971-11-30 | 1972-11-30 | |
JP47119440A JPS5741477B2 (en) | 1971-11-30 | 1972-11-30 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5543571A GB1410597A (en) | 1971-11-30 | 1971-11-30 | Benzopyrans and thiapyrans |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1410597A true GB1410597A (en) | 1975-10-22 |
Family
ID=10473899
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5543571A Expired GB1410597A (en) | 1971-11-30 | 1971-11-30 | Benzopyrans and thiapyrans |
Country Status (6)
Country | Link |
---|---|
JP (1) | JPS5741477B2 (en) |
CA (1) | CA998052A (en) |
CH (1) | CH559200A5 (en) |
GB (1) | GB1410597A (en) |
NL (1) | NL7216230A (en) |
SE (1) | SE394193B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8827886D0 (en) * | 1988-11-30 | 1989-01-05 | Wellcome Found | Novel heterocyclic pesticidal compounds |
-
1971
- 1971-11-30 GB GB5543571A patent/GB1410597A/en not_active Expired
-
1972
- 1972-11-23 CA CA157,318A patent/CA998052A/en not_active Expired
- 1972-11-29 CH CH1737872A patent/CH559200A5/xx not_active IP Right Cessation
- 1972-11-29 SE SE7215564A patent/SE394193B/en unknown
- 1972-11-30 JP JP47119440A patent/JPS5741477B2/ja not_active Expired
- 1972-11-30 NL NL7216230A patent/NL7216230A/xx not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
CH559200A5 (en) | 1975-02-28 |
SE394193B (en) | 1977-06-13 |
NL7216230A (en) | 1973-06-04 |
JPS5741477B2 (en) | 1982-09-03 |
CA998052A (en) | 1976-10-05 |
JPS4862765A (en) | 1973-09-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |