GB833807A - Benzhydryl ethers - Google Patents
Benzhydryl ethersInfo
- Publication number
- GB833807A GB833807A GB2188357A GB2188357A GB833807A GB 833807 A GB833807 A GB 833807A GB 2188357 A GB2188357 A GB 2188357A GB 2188357 A GB2188357 A GB 2188357A GB 833807 A GB833807 A GB 833807A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- compound
- treatment
- chlorine
- atom
- 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
- PVQATPQSBYNMGE-UHFFFAOYSA-N [benzhydryloxy(phenyl)methyl]benzene Chemical class C=1C=CC=CC=1C(C=1C=CC=CC=1)OC(C=1C=CC=CC=1)C1=CC=CC=C1 PVQATPQSBYNMGE-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 7
- 239000002253 acid Substances 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000003235 pyrrolidines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0833807/IV (b)/1> wherein R represents a methyl, ethyl or propyl group, R1 and R2 are the same or different and represent atoms of hydrogen or chlorine, and n is an integer from 2 to 5 inclusive; and acid addition salts thereof; and the preparation thereof, (a) by treatment of a compound of the general formula <FORM:0833807/IV (b)/2> wherein M represents an atom of an alkali metal, with a compound of the general formula <FORM:0833807/IV (b)/3> wherein X represents an atom of bromine or chlorine, (b) by treatment of a compound of the general formula <FORM:0833807/IV (b)/4> with a compound of the general formula <FORM:0833807/IV (b)/5> in the presence of an acid acceptor, being either an excess of II or a separate compound such as potassium carbonate; and, if desired, preparation of salts of the products by acid addition. The products have anti-histaminic activity. The substituted pyrrolidine intermediates I (X=Cl) can be prepared by treatment of a compound having the general formula II with thionyl chloride.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2188357A GB833807A (en) | 1957-07-10 | 1957-07-10 | Benzhydryl ethers |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2188357A GB833807A (en) | 1957-07-10 | 1957-07-10 | Benzhydryl ethers |
Publications (1)
Publication Number | Publication Date |
---|---|
GB833807A true GB833807A (en) | 1960-04-27 |
Family
ID=10170419
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2188357A Expired GB833807A (en) | 1957-07-10 | 1957-07-10 | Benzhydryl ethers |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB833807A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002541142A (en) * | 1999-04-07 | 2002-12-03 | ユニバーシテイ・オブ・バージニア・パテント・フアウンデーシヨン | Anticancer calcium channel blocker |
-
1957
- 1957-07-10 GB GB2188357A patent/GB833807A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002541142A (en) * | 1999-04-07 | 2002-12-03 | ユニバーシテイ・オブ・バージニア・パテント・フアウンデーシヨン | Anticancer calcium channel blocker |
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