JPS54145672A - N-substituted moranoline derivative - Google Patents
N-substituted moranoline derivativeInfo
- Publication number
- JPS54145672A JPS54145672A JP5360378A JP5360378A JPS54145672A JP S54145672 A JPS54145672 A JP S54145672A JP 5360378 A JP5360378 A JP 5360378A JP 5360378 A JP5360378 A JP 5360378A JP S54145672 A JPS54145672 A JP S54145672A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- halide
- aralkenyl
- moranoline
- aralkyl
- 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.)
- Granted
Links
- LXBIFEVIBLOUGU-JGWLITMVSA-N duvoglustat Chemical class OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O LXBIFEVIBLOUGU-JGWLITMVSA-N 0.000 title abstract 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract 1
- 206010003210 Arteriosclerosis Diseases 0.000 abstract 1
- LXBIFEVIBLOUGU-UHFFFAOYSA-N Deoxymannojirimycin Natural products OCC1NCC(O)C(O)C1O LXBIFEVIBLOUGU-UHFFFAOYSA-N 0.000 abstract 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 208000007882 Gastritis Diseases 0.000 abstract 1
- 208000007107 Stomach Ulcer Diseases 0.000 abstract 1
- -1 aralkyl halide Chemical class 0.000 abstract 1
- 208000011775 arteriosclerosis disease Diseases 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 206010012601 diabetes mellitus Diseases 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 208000000718 duodenal ulcer Diseases 0.000 abstract 1
- 201000005577 familial hyperlipidemia Diseases 0.000 abstract 1
- 201000005917 gastric ulcer Diseases 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 201000001421 hyperglycemia Diseases 0.000 abstract 1
- 230000002218 hypoglycaemic effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 208000010125 myocardial infarction Diseases 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 230000003449 preventive effect Effects 0.000 abstract 1
- 125000006410 propenylene group Chemical group 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Diabetes (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Endocrinology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:A N-substituted moranoline derivative of the formula (X is propylene or propenylene group).
EXAMPLE: N-Phenylpropylmoranoline.
USE: Preventives or remedies for diseases, e.g. diabetes mellitus, or its prodrome, hyperlipemia, arteriosclerosis, corpulence, cardiopathies such as myocardial infarction, gastroenteric disorder, such as gastritis, gastric ulcer, or duodenal ulcer, due to hyperglycemia, having hypoglycemic actions.
PROCESS: Moranoline is reacted with a reagent, e.g. an aralkyl halide, aralkenyl halide, or aralkylsulfonate, having an active aralkyl or aralkenyl group, in a polar solvent, e.g. water, an alcohol, DMSO, DMF, cellosolve, or glyme, in the presence of a deacidification agent at room temperature or above to give the compound of formula.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP53053603A JPS5943947B2 (en) | 1978-05-03 | 1978-05-03 | N-substituted moranoline derivatives |
| GB7909865A GB2020278B (en) | 1978-05-03 | 1979-03-21 | Moranoline dervitives |
| DE2915037A DE2915037C3 (en) | 1978-05-03 | 1979-04-12 | New N-substituted moranoline derivatives |
| FR7910559A FR2424910A1 (en) | 1978-05-03 | 1979-04-25 | MORANOLINE N-SUBSTITUTES DERIVATIVES AND THEIR USE, IN PARTICULAR FOR THE TREATMENT OF HYPERGLYCEMIA |
| US06/033,839 US4533668A (en) | 1978-05-03 | 1979-04-27 | Antihyperglycemic moranoline derivatives |
| AT0324779A AT371439B (en) | 1978-05-03 | 1979-04-30 | METHOD FOR PRODUCING NEW N-SUBSTITUTED MORANOLINE DERIVATIVES AND THEIR SALTS |
| DK178379A DK151623C (en) | 1978-05-03 | 1979-05-01 | METHOD OF ANALOGUE FOR THE PREPARATION OF N-SUBSTITUTED MORANOLINE DERIVATIVES OR PHARMACEUTICAL ACCEPTABLE ACID ADDITION SALTS. |
| IT48904/79A IT1116820B (en) | 1978-05-03 | 1979-05-02 | MORANOLINA DERIVATIVES WITH PHARMACOLOGICAL PROPERTIES |
| SE7903817A SE436874B (en) | 1978-05-03 | 1979-05-02 | N-SUBSTITUTED MORANOLINE DERIVATIVES |
| NLAANVRAGE7903421,A NL175820C (en) | 1978-05-03 | 1979-05-02 | N-SUBSTITUTED MORANOLINE DERIVATIVES, METHOD FOR PREPARING A MEDICINAL PRODUCT THEREFROM, AND MEDICINAL PRODUCT OBTAINED THEREFORE. |
| CH415879A CH642629A5 (en) | 1978-05-03 | 1979-05-03 | MORANOLINE DERIVATIVES SUBSTITUTED ON NITROGEN ATOM. |
| BE0/194978A BE876020A (en) | 1978-05-03 | 1979-05-03 | MORANOLINE DERIVATIVES |
| SE8402549A SE451015B (en) | 1978-05-03 | 1984-05-11 | SUBSTITUTED MORANOLINE DERIVATIVES |
| SE8402550A SE451016B (en) | 1978-05-03 | 1984-05-11 | N-SUBSTITUTED MORANOLINE DERIVATIVES |
| SE8402551A SE451017B (en) | 1978-05-03 | 1984-05-11 | CINNAMYLMORANOLIN DERIVATIVES |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP53053603A JPS5943947B2 (en) | 1978-05-03 | 1978-05-03 | N-substituted moranoline derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54145672A true JPS54145672A (en) | 1979-11-14 |
| JPS5943947B2 JPS5943947B2 (en) | 1984-10-25 |
Family
ID=12947448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP53053603A Expired JPS5943947B2 (en) | 1978-05-03 | 1978-05-03 | N-substituted moranoline derivatives |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS5943947B2 (en) |
| AT (1) | AT371439B (en) |
| BE (1) | BE876020A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8827701D0 (en) * | 1987-12-09 | 1988-12-29 | Nippon Shinyaku Co Ltd | Thrombolytic &c compositions |
| WO1991003242A1 (en) * | 1989-09-07 | 1991-03-21 | Nippon Shinyaku Co., Ltd. | Antiviral drug |
| US8975280B2 (en) * | 2006-05-24 | 2015-03-10 | The Chancellor, Masters And Scholars Of The University Of Oxford | Deoxynojirimycin and D-arabinitol analogs and methods of using |
| CN118206479A (en) * | 2022-12-16 | 2024-06-18 | 浙江大学 | A 1-deoxynojirimycin derivative and its application |
-
1978
- 1978-05-03 JP JP53053603A patent/JPS5943947B2/en not_active Expired
-
1979
- 1979-04-30 AT AT0324779A patent/AT371439B/en not_active IP Right Cessation
- 1979-05-03 BE BE0/194978A patent/BE876020A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BE876020A (en) | 1979-09-03 |
| JPS5943947B2 (en) | 1984-10-25 |
| ATA324779A (en) | 1982-11-15 |
| AT371439B (en) | 1983-06-27 |
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