GB1479916A - Benzothiadiazine derivatives - Google Patents
Benzothiadiazine derivativesInfo
- Publication number
- GB1479916A GB1479916A GB5127374A GB5127374A GB1479916A GB 1479916 A GB1479916 A GB 1479916A GB 5127374 A GB5127374 A GB 5127374A GB 5127374 A GB5127374 A GB 5127374A GB 1479916 A GB1479916 A GB 1479916A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dihydro
- sulphamoyl
- nov
- reacting
- prepared
- 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
- 150000007658 benzothiadiazines Chemical class 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- BFUXUGOZJVHVMR-UHFFFAOYSA-N 1,1-dioxo-3,4-dihydro-2h-1$l^{6},2,4-benzothiadiazine-7-sulfonamide Chemical class N1CNS(=O)(=O)C2=CC(S(=O)(=O)N)=CC=C21 BFUXUGOZJVHVMR-UHFFFAOYSA-N 0.000 abstract 1
- MPZNQBBKEORYTL-UHFFFAOYSA-N 3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulfonamide Chemical class N1CNSC2=CC(S(=O)(=O)N)=CC=C21 MPZNQBBKEORYTL-UHFFFAOYSA-N 0.000 abstract 1
- QCOHPZFHFSPQNW-UHFFFAOYSA-N 3,6-dihydro-2h-thiopyran-5-carbaldehyde Chemical compound O=CC1=CCCSC1 QCOHPZFHFSPQNW-UHFFFAOYSA-N 0.000 abstract 1
- NXHONHDWVLPPCS-UHFFFAOYSA-N 3-chloro-1,1-diethoxypropane Chemical compound CCOC(CCCl)OCC NXHONHDWVLPPCS-UHFFFAOYSA-N 0.000 abstract 1
- BOZSDDFQWJUBNG-UHFFFAOYSA-N 4-aminobenzene-1,3-disulfonamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1S(N)(=O)=O BOZSDDFQWJUBNG-UHFFFAOYSA-N 0.000 abstract 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000001882 diuretic effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 150000007659 semicarbazones Chemical class 0.000 abstract 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 abstract 1
- QWFSMJVKLCAOEB-UHFFFAOYSA-N thiane-3-carbaldehyde Chemical compound O=CC1CCCSC1 QWFSMJVKLCAOEB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/10—Spiro-condensed systems
-
- 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
- C07D335/02—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1479916 7 - Sulphamoyl - 3,4 - dihydro- 1,2,4 - benzothiadiazine - 1,1 - dioxides LABORATOIRE L LAFON 26 Nov 1975 [27 Nov 1974] 51273/74 Heading C2C Novel 7-sulphamoyl-3,4-dihydro-1,2,4- benzothiadiazines of the general Formulµ I wherein X is a halogen atom or CF 3 group, are prepared by reacting in an alcohol and in the presence of hydrochloric acid a tetrahydropyran of the general formula wherein A is -CHO, with a 2,4-disulphamoylaniline of the general formula 3 - Formyl - 5,6 - dihydro - (2H) - thiopyran (characterized as the semicarbazone or dinitrophenylhydrazone) is prepared by reacting 3- chloropropionaldehyde diethyl acetal with hydrated sodium sulphide in ethanol, followed by H 2 SO 4 , and may be reduced catalytically to give 3-formyltetrahydrothiopyran (characterized in the same way). Pharmaceutical compositions having diuretic activity comprise, as active ingredient, at least one compound of the Formula I, together with a physiologically acceptable excipient.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5127374A GB1479916A (en) | 1974-11-27 | 1974-11-27 | Benzothiadiazine derivatives |
| FR7533980A FR2292478A1 (en) | 1974-11-27 | 1975-11-06 | BENZOTHIADIAZINES SUBSTITUTED IN POSITION 3 BY A TETRAHYDROTHIOPYRANNYL GROUP |
| BE162209A BE835981A (en) | 1974-11-27 | 1975-11-26 | BENZOTHIADIAZINES SUBSTITUTED IN POSITION 3 BY A TETRAHYDRUTHIUPYKANNYL GROUP |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5127374A GB1479916A (en) | 1974-11-27 | 1974-11-27 | Benzothiadiazine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1479916A true GB1479916A (en) | 1977-07-13 |
Family
ID=10459358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5127374A Expired GB1479916A (en) | 1974-11-27 | 1974-11-27 | Benzothiadiazine derivatives |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE835981A (en) |
| FR (1) | FR2292478A1 (en) |
| GB (1) | GB1479916A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0141960A1 (en) * | 1983-09-17 | 1985-05-22 | BASF Aktiengesellschaft | Method for the preparation of tetrahydrothiopyran-3-carboxaldehydes |
| CN113024506A (en) * | 2021-03-18 | 2021-06-25 | 合肥工业大学 | Process for preparing 3-formyltetrahydrothiopyran compounds |
-
1974
- 1974-11-27 GB GB5127374A patent/GB1479916A/en not_active Expired
-
1975
- 1975-11-06 FR FR7533980A patent/FR2292478A1/en active Granted
- 1975-11-26 BE BE162209A patent/BE835981A/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0141960A1 (en) * | 1983-09-17 | 1985-05-22 | BASF Aktiengesellschaft | Method for the preparation of tetrahydrothiopyran-3-carboxaldehydes |
| CN113024506A (en) * | 2021-03-18 | 2021-06-25 | 合肥工业大学 | Process for preparing 3-formyltetrahydrothiopyran compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2292478B1 (en) | 1979-09-21 |
| FR2292478A1 (en) | 1976-06-25 |
| BE835981A (en) | 1976-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 746 | Register noted 'licences of right' (sect. 46/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |