GB971917A - New aminoindanes and a process for their manufacture - Google Patents
New aminoindanes and a process for their manufactureInfo
- Publication number
- GB971917A GB971917A GB3776961A GB3776961A GB971917A GB 971917 A GB971917 A GB 971917A GB 3776961 A GB3776961 A GB 3776961A GB 3776961 A GB3776961 A GB 3776961A GB 971917 A GB971917 A GB 971917A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- compounds
- hydroxyl
- salts
- formula
- 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
- XJEVHMGJSYVQBQ-UHFFFAOYSA-N 2,3-dihydro-1h-inden-1-amine Chemical class C1=CC=C2C(N)CCC2=C1 XJEVHMGJSYVQBQ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 125000003277 amino group Chemical group 0.000 abstract 3
- 150000002431 hydrogen Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 230000003444 anaesthetic effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 abstract 1
- 229960003957 dexamethasone Drugs 0.000 abstract 1
- 210000001035 gastrointestinal tract Anatomy 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 230000002048 spasmolytic effect Effects 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 abstract 1
- 229960000278 theophylline Drugs 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises aminoindanes of formula <FORM:0971917/C1/1> where R1 is hydrogen or acyl, R2 is hydrogen, free hydroxyl or esterified hydroxyl, n is 0 or 1 and Am is an amino group disubstituted by alkyl groups which may themselves be substituted by hydroxyl groups or the amino group may form part of a heterocyclic ring. The compounds are prepared from compounds of formula <FORM:0971917/C1/2> where X is an alkyl, aryl or aralkyl radical and Y is hydrogen, which are reacted, e.g. by boiling with mineral acids, heating with pyridine hydrochloride or by catalytic hydrogenolysis, to replace X by hydrogen and Y, when it is not hydrogen, by hydroxyl. The phenolic hydroxyl groups may be esterified with monocarboxylic acids. Salts may be formed with bases and with compounds having free phenolic OH groups; salts also may be formed with the nitrogen atom of the amino group and acids. Examples are given. The compounds of Formula I produce spasmolytic effects upon the gastrointestinal tract and have local anaesthetic effects. The compounds, or their salts may be used as solutions and may be mixed with sodium dexamethasone sulphate or with basic theophyllin preparations.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESC028740 | 1960-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB971917A true GB971917A (en) | 1964-10-07 |
Family
ID=7431202
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3776961A Expired GB971917A (en) | 1960-11-08 | 1961-10-20 | New aminoindanes and a process for their manufacture |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB971917A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0076669A1 (en) * | 1981-10-05 | 1983-04-13 | Kefalas A/S | Novel 3-phenyl-1-indanamines, pharmaceutical compositions and methods of preparation |
-
1961
- 1961-10-20 GB GB3776961A patent/GB971917A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0076669A1 (en) * | 1981-10-05 | 1983-04-13 | Kefalas A/S | Novel 3-phenyl-1-indanamines, pharmaceutical compositions and methods of preparation |
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