JPS5655397A - Aminobenzoic acid ester derivative, and physiologically active agent containing said derivative - Google Patents
Aminobenzoic acid ester derivative, and physiologically active agent containing said derivativeInfo
- Publication number
- JPS5655397A JPS5655397A JP13225979A JP13225979A JPS5655397A JP S5655397 A JPS5655397 A JP S5655397A JP 13225979 A JP13225979 A JP 13225979A JP 13225979 A JP13225979 A JP 13225979A JP S5655397 A JPS5655397 A JP S5655397A
- Authority
- JP
- Japan
- Prior art keywords
- aminobenzoic acid
- derivative
- suppressing
- acid ester
- active agent
- 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
- -1 Aminobenzoic acid ester Chemical class 0.000 title abstract 2
- 229960004050 aminobenzoic acid Drugs 0.000 title abstract 2
- 239000013543 active substance Substances 0.000 title 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 abstract 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 abstract 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 abstract 2
- 239000008280 blood Substances 0.000 abstract 2
- 210000004369 blood Anatomy 0.000 abstract 2
- 150000001720 carbohydrates Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N o-aminobenzenecarboxylic acid Natural products NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 abstract 2
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 abstract 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 abstract 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract 1
- 206010020751 Hypersensitivity Diseases 0.000 abstract 1
- 208000001953 Hypotension Diseases 0.000 abstract 1
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 abstract 1
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 abstract 1
- 208000030961 allergic reaction Diseases 0.000 abstract 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 abstract 1
- 235000019270 ammonium chloride Nutrition 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 abstract 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229930182830 galactose Natural products 0.000 abstract 1
- 239000008103 glucose Substances 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 150000002632 lipids Chemical class 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000002904 solvent Substances 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
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- A61P3/06—Antihyperlipidemics
-
- 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
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Rheumatology (AREA)
- Vascular Medicine (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
NEW MATERIAL:The titled compound of formula (R1 is residue of saccharide selected from arabinose, xylose, mannose, glucose, galactose, and rhamnose; R2 is methyl, ethyl, propyl or butyl; excluding o-aminobenzoic acid methyl ester-N-D- mannoside).
EXAMPLE: o-Aminobenzoic acid methyl ester-N-D-xyloside.
USE: Medicine having blood sugar level suppressing, hypotensive, blood lipid suppressing, antineoplasmic, central nervous system suppressing, and antiphlogistic activities. Since it has low toxicity and no antibacterial activity, it can be administered for a long period without the danger of teratogenecity, allergic reaction, etc. Preferably administered orally.
PROCESS: The compound of formula is prepared by reacting an aminobenzoic acid ester with a saccharide in the presence of ammonium chloride, etc., in a solvent.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP54132259A JPS5938960B2 (en) | 1979-10-12 | 1979-10-12 | Aminobenzoic acid ester derivatives and pharmaceuticals containing the derivatives |
| GB8032272A GB2060636B (en) | 1979-10-12 | 1980-10-07 | Esters of aminobenzoic acid their preparation and compositions containing them |
| BE0/202404A BE885631A (en) | 1979-10-12 | 1980-10-10 | NEW ESTERS OF AMINOBENZOIC ACID |
| DE3038304A DE3038304C2 (en) | 1979-10-12 | 1980-10-10 | N-glycosides of esters of o-, m- and p-aminobenzoic acid and medicaments containing these compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP54132259A JPS5938960B2 (en) | 1979-10-12 | 1979-10-12 | Aminobenzoic acid ester derivatives and pharmaceuticals containing the derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5655397A true JPS5655397A (en) | 1981-05-15 |
| JPS5938960B2 JPS5938960B2 (en) | 1984-09-20 |
Family
ID=15077085
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP54132259A Expired JPS5938960B2 (en) | 1979-10-12 | 1979-10-12 | Aminobenzoic acid ester derivatives and pharmaceuticals containing the derivatives |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS5938960B2 (en) |
| BE (1) | BE885631A (en) |
| DE (1) | DE3038304C2 (en) |
| GB (1) | GB2060636B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103864638A (en) * | 2012-12-14 | 2014-06-18 | 沈阳药科大学 | Benzoic acid compound, and preparation method and application thereof |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0053827B1 (en) * | 1980-12-09 | 1985-09-18 | Seikagaku Kogyo Co. Ltd. | D-xylopyranoside series compounds and therapeutical compositions containing same |
| HU203896B (en) * | 1988-10-26 | 1991-10-28 | Biogal Gyogyszergyar | Process for producing glycosides of aromatic amines |
| AU2001241168B2 (en) * | 2000-03-17 | 2005-06-16 | Ajinomoto Co., Inc. | Drugs for complications of diabetes and neuropathy and utilization thereof |
-
1979
- 1979-10-12 JP JP54132259A patent/JPS5938960B2/en not_active Expired
-
1980
- 1980-10-07 GB GB8032272A patent/GB2060636B/en not_active Expired
- 1980-10-10 DE DE3038304A patent/DE3038304C2/en not_active Expired
- 1980-10-10 BE BE0/202404A patent/BE885631A/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103864638A (en) * | 2012-12-14 | 2014-06-18 | 沈阳药科大学 | Benzoic acid compound, and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2060636A (en) | 1981-05-07 |
| JPS5938960B2 (en) | 1984-09-20 |
| GB2060636B (en) | 1984-01-11 |
| BE885631A (en) | 1981-04-10 |
| DE3038304A1 (en) | 1981-04-23 |
| DE3038304C2 (en) | 1985-08-08 |
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