GB1360163A - Cardiotonic glucoside derivatives process for their preparation and their applications - Google Patents
Cardiotonic glucoside derivatives process for their preparation and their applicationsInfo
- Publication number
- GB1360163A GB1360163A GB2780572A GB2780572A GB1360163A GB 1360163 A GB1360163 A GB 1360163A GB 2780572 A GB2780572 A GB 2780572A GB 2780572 A GB2780572 A GB 2780572A GB 1360163 A GB1360163 A GB 1360163A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- compounds
- osyl
- reaction
- 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
- 229930182478 glucoside Natural products 0.000 title abstract 2
- 150000008131 glucosides Chemical class 0.000 title abstract 2
- 230000003177 cardiotonic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 230000020176 deacylation Effects 0.000 abstract 2
- 238000005947 deacylation reaction Methods 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003535 D-glucopyranosyl group Chemical group [H]OC([H])([H])[C@@]1([H])OC([H])(*)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H] 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical group [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000496 cardiotonic agent Substances 0.000 abstract 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000625 hexosyl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 1
- 229960001755 resorcinol Drugs 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7121529A FR2141532B1 (enrdf_load_stackoverflow) | 1971-06-14 | 1971-06-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1360163A true GB1360163A (en) | 1974-07-17 |
Family
ID=9078612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2780572A Expired GB1360163A (en) | 1971-06-14 | 1972-06-14 | Cardiotonic glucoside derivatives process for their preparation and their applications |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH544751A (enrdf_load_stackoverflow) |
| DE (1) | DE2228948A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2141532B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1360163A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI67386C (fi) * | 1979-06-21 | 1985-03-11 | Hoffmann La Roche | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara sockerderivat |
| FR2492830A1 (fr) * | 1980-10-29 | 1982-04-30 | Sori Soc Rech Ind | Nouveaux composes appartenant a la famille des benzoyl- et a-hydroxybenzyl-phenyl-osides, leur procede de preparation et leur application en therapeutique |
-
1971
- 1971-06-14 FR FR7121529A patent/FR2141532B1/fr not_active Expired
-
1972
- 1972-05-31 CH CH808472A patent/CH544751A/fr not_active IP Right Cessation
- 1972-06-14 GB GB2780572A patent/GB1360163A/en not_active Expired
- 1972-06-14 DE DE19722228948 patent/DE2228948A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2228948A1 (de) | 1972-12-21 |
| CH544751A (fr) | 1973-11-30 |
| FR2141532A1 (enrdf_load_stackoverflow) | 1973-01-26 |
| FR2141532B1 (enrdf_load_stackoverflow) | 1974-08-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |