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JPS5598163A - Cinnamylmoranoline derivative - Google Patents

Cinnamylmoranoline derivative

Info

Publication number
JPS5598163A
JPS5598163A JP571479A JP571479A JPS5598163A JP S5598163 A JPS5598163 A JP S5598163A JP 571479 A JP571479 A JP 571479A JP 571479 A JP571479 A JP 571479A JP S5598163 A JPS5598163 A JP S5598163A
Authority
JP
Japan
Prior art keywords
cinnamylmoranoline
methyl
reaction
formula
carbinol
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
Application number
JP571479A
Other languages
Japanese (ja)
Other versions
JPS6026387B2 (en
Inventor
Shingo Matsumura
Hiroshi Enomoto
Yoshiaki Aoyanagi
Yoshiaki Yoshikuni
Kohei Kura
Masahiro Yagi
Ichiro Shirahase
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Shinyaku Co Ltd
Original Assignee
Nippon Shinyaku Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nippon Shinyaku Co Ltd filed Critical Nippon Shinyaku Co Ltd
Priority to JP571479A priority Critical patent/JPS6026387B2/en
Priority to GB7909865A priority patent/GB2020278B/en
Priority to DE2915037A priority patent/DE2915037C3/en
Priority to FR7910559A priority patent/FR2424910A1/en
Priority to US06/033,839 priority patent/US4533668A/en
Priority to DK178379A priority patent/DK151623C/en
Priority to IT48904/79A priority patent/IT1116820B/en
Priority to NLAANVRAGE7903421,A priority patent/NL175820C/en
Priority to SE7903817A priority patent/SE436874B/en
Priority to CH415879A priority patent/CH642629A5/en
Publication of JPS5598163A publication Critical patent/JPS5598163A/en
Priority to AT278781A priority patent/AT371441B/en
Priority to SE8402551A priority patent/SE451017B/en
Priority to SE8402550A priority patent/SE451016B/en
Priority to SE8402549A priority patent/SE451015B/en
Publication of JPS6026387B2 publication Critical patent/JPS6026387B2/en
Expired legal-status Critical Current

Links

Landscapes

  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

NEW MATERIAL:Cinnamylmoranoline derivatives of the formula (R1 is H, methyl; R2 is H, hydroxymethyl; R3 is H, methyl, ethyl, methoxyethyl).
USE: They have strong activity of preventing the excessive increase in blood sugar and low toxicity, thus being suitably used as preventive and remedy for hyperglycemia and various kinds of diseases caused by hyperglycemic conditions, e.g., diabetes, arteriosclerosis, fatness, gastrisis, gastric ulcer, duodenal ulcer.
PREPARATION: For example, the comound shown in formula is obtained by treating m-β-methoxyethoxybenzaldehyde resulting from reaction between m-hydroxybenzaldehyde and methoxyethoxybromide with vinylmagnesium bromide to form a carbinol followed by reaction of the carbinol with phosphorus tribromide.
COPYRIGHT: (C)1980,JPO&Japio
JP571479A 1978-05-03 1979-01-20 Cinnamyl moranoline derivative Expired JPS6026387B2 (en)

Priority Applications (14)

Application Number Priority Date Filing Date Title
JP571479A JPS6026387B2 (en) 1979-01-20 1979-01-20 Cinnamyl moranoline derivative
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
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.
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.
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
CH415879A CH642629A5 (en) 1978-05-03 1979-05-03 MORANOLINE DERIVATIVES SUBSTITUTED ON NITROGEN ATOM.
AT278781A AT371441B (en) 1979-01-20 1981-06-23 METHOD FOR PRODUCING NEW N-SUBSTITUTED MORANOLINE DERIVATIVES AND THEIR ACID ADDITION SALTS
SE8402551A SE451017B (en) 1978-05-03 1984-05-11 CINNAMYLMORANOLIN DERIVATIVES
SE8402550A SE451016B (en) 1978-05-03 1984-05-11 N-SUBSTITUTED MORANOLINE DERIVATIVES
SE8402549A SE451015B (en) 1978-05-03 1984-05-11 SUBSTITUTED MORANOLINE DERIVATIVES

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP571479A JPS6026387B2 (en) 1979-01-20 1979-01-20 Cinnamyl moranoline derivative

Publications (2)

Publication Number Publication Date
JPS5598163A true JPS5598163A (en) 1980-07-25
JPS6026387B2 JPS6026387B2 (en) 1985-06-24

Family

ID=11618779

Family Applications (1)

Application Number Title Priority Date Filing Date
JP571479A Expired JPS6026387B2 (en) 1978-05-03 1979-01-20 Cinnamyl moranoline derivative

Country Status (1)

Country Link
JP (1) JPS6026387B2 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2626470A1 (en) * 1987-12-09 1989-08-04 Nippon Shinyaku Co Ltd DEPRESSOR OF THE INHIBITOR OF (ALPHA) 2-PLASMINE
EP0350012A2 (en) * 1988-07-08 1990-01-10 Meiji Seika Kaisha Ltd. Antiviral composition
WO1991003242A1 (en) * 1989-09-07 1991-03-21 Nippon Shinyaku Co., Ltd. Antiviral drug
US5252587A (en) * 1990-04-27 1993-10-12 Merrell Dow Pharmaceuticals, Inc. N-derivatives of 1-deoxy nojirimycin
US5536732A (en) * 1990-04-27 1996-07-16 Merrell Pharmaceuticals Inc. N-derivatives of 1-deoxy nojirimycin

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2626470A1 (en) * 1987-12-09 1989-08-04 Nippon Shinyaku Co Ltd DEPRESSOR OF THE INHIBITOR OF (ALPHA) 2-PLASMINE
EP0350012A2 (en) * 1988-07-08 1990-01-10 Meiji Seika Kaisha Ltd. Antiviral composition
WO1991003242A1 (en) * 1989-09-07 1991-03-21 Nippon Shinyaku Co., Ltd. Antiviral drug
US5252587A (en) * 1990-04-27 1993-10-12 Merrell Dow Pharmaceuticals, Inc. N-derivatives of 1-deoxy nojirimycin
US5536732A (en) * 1990-04-27 1996-07-16 Merrell Pharmaceuticals Inc. N-derivatives of 1-deoxy nojirimycin

Also Published As

Publication number Publication date
JPS6026387B2 (en) 1985-06-24

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