GB1422408A - Imidazo 1,2-a pyridines - Google Patents
Imidazo 1,2-a pyridinesInfo
- Publication number
- GB1422408A GB1422408A GB2779673A GB2779673A GB1422408A GB 1422408 A GB1422408 A GB 1422408A GB 2779673 A GB2779673 A GB 2779673A GB 2779673 A GB2779673 A GB 2779673A GB 1422408 A GB1422408 A GB 1422408A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- aminopyridine
- june
- alkyl
- followed
- 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
- 150000003222 pyridines Chemical class 0.000 title abstract 2
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229940125890 compound Ia Drugs 0.000 abstract 2
- 102000003834 Histamine H1 Receptors Human genes 0.000 abstract 1
- 108090000110 Histamine H1 Receptors Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000004936 stimulating effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1422408 lmidazo[1,2-a]pyridines SMITH KLINE & FRENCH LABORATORIES Ltd 12 June 1974 [12 June 1973] 27796/73 Heading C2C Novel compounds of formulµ and acid addition salts thereof wherein R and R<SP>1</SP> are each H, methyl or ethyl are prepared (a) Ia where R and R<SP>1</SP> are alkyl by reaction of 2- aminopyridine with a compound of formula X-CH 2 COCH 2 CH 2 N(R)R 1 where X is halogen or (b) where R<SP>1</SP>=R=H by reaction of 2-aminopyridine with a compound of Formula IIb followed by hydrolysis or (c) where one of R or R<SP>1</SP> is alkyl by acylation of the compound Ia R=R<SP>1</SP>=H followed by reduction and (d) IIa is obtained by partial reduction of compound Ia. Pharmaceutical compositions in conventional forms for oral or parenteral administration having stimulating action on histamine H-1 receptors comprise an above novel compound and a carrier therefor.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2779673A GB1422408A (en) | 1973-06-12 | 1973-06-12 | Imidazo 1,2-a pyridines |
| US05/600,664 US3970753A (en) | 1973-06-12 | 1975-07-31 | Imidazo[1,2-a]pyridines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2779673A GB1422408A (en) | 1973-06-12 | 1973-06-12 | Imidazo 1,2-a pyridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1422408A true GB1422408A (en) | 1976-01-28 |
Family
ID=10265443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2779673A Expired GB1422408A (en) | 1973-06-12 | 1973-06-12 | Imidazo 1,2-a pyridines |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1422408A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4165378A (en) | 1977-04-20 | 1979-08-21 | Ici Americas Inc. | Guanidine derivatives of imidazoles and thiazoles |
| US4165377A (en) | 1977-04-20 | 1979-08-21 | Ici Americas Inc. | Guanidino imidazoles and thiazoles |
-
1973
- 1973-06-12 GB GB2779673A patent/GB1422408A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4165378A (en) | 1977-04-20 | 1979-08-21 | Ici Americas Inc. | Guanidine derivatives of imidazoles and thiazoles |
| US4165377A (en) | 1977-04-20 | 1979-08-21 | Ici Americas Inc. | Guanidino imidazoles and thiazoles |
| US4234735A (en) | 1977-04-20 | 1980-11-18 | Imperial Chemical Industries Limited | Guanidino imidazoles and thiazoles |
| US4262126A (en) | 1977-04-20 | 1981-04-14 | Imperial Chemical Industries Limited | Guanidine derivatives of imidazoles and thiazoles |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |