SU683624A3 - Method of the preparation of thieno /3,2-c/ pyridine derivatives or their salts - Google Patents
Method of the preparation of thieno /3,2-c/ pyridine derivatives or their saltsInfo
- Publication number
- SU683624A3 SU683624A3 SU772451699A SU2451699A SU683624A3 SU 683624 A3 SU683624 A3 SU 683624A3 SU 772451699 A SU772451699 A SU 772451699A SU 2451699 A SU2451699 A SU 2451699A SU 683624 A3 SU683624 A3 SU 683624A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- thieno
- salts
- preparation
- pyridine derivatives
- alkyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Urology & Nephrology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Vascular Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Цель изобретени - способ получени новых соединений, обладающих ценными свойствам.и. Согласно данному .изобретению описываетс способ получени производных тиено (3, 2-е пиридина общей формулы I или их солей, заключающийс в том, что соединение общей формулы OCH CHCHilfHRj где RI, R2 и Нз имеют указанное значение, подвергают взаимодействию с аитидридом карболовой кислоты общей формулы ( R4CO)2O, где 4 :имеет указанное значение, с последующим выделением целевого грродукта в свободном виде или в виде соли. Пример 1. 4-(3-т/9ег-Бутила1Мино-2 онаноило«сипропокои )-тиено 3, 2-е пиридин-З-карбоЕитрил . К 2,7 г леларгоновой кислоты и 1,3 г 4-(3-трег-бутил-амино - 2 - окои-пропокси)тиено {3, 2-е ,пир,иди -3-карбонит.рила в 12 мл хлороформа прибавл ют ло капл м при 0° С il,5 г ангидрида пеларго овой кислоты .в 3 тл хлороформ,а и выдерживают в течение 15 чпри комнатной температуре. После добавлени 50 мл i2 н. .раствора едкого натра трижды экстрагируют хлористым .метиленом, сушат MgS04, отфильтровывают и концентрируют, получают щелевой продукт; т. пл. гидромалеината 105-107° С (тетрагидрофуран). Пример 2. 1-г 5ег-Бутиламино-3-{3циантиено |з, 2-е лиридил-4-окси-(2-пропил )-гидросукцинат. 1 г 4-(3 - трет - бутиламино-2-океипрО покси)-тивно 3, 2-е лиридин-З-карбонитрилпи; ромалеината раствор ют -в 15 мл лед ной уксусной кислоты и смещивают при комнатной темлературе с 0,48 г нтарного ангидрида. Спуст 15 ч смешивают с 50 л(л эфира, получают гидромалеинат; т. пл. 134- 137° С. Аналогично примеру I получают следующие соединени формулы I, представленные в таблице.The purpose of the invention is a method of obtaining new compounds with valuable properties. According to the present invention, a method for the preparation of thieno derivatives (3, 2-nd pyridine of general formula I or their salts, comprising the compound of the general formula OCH CHCHilfHRj, of the formula (R4CO) 2O, where 4: has the indicated meaning, followed by separation of the desired cusp product in free form or in the form of salt. e pyridine-3-carboitrile. To 2.7 g of largonic acid and 1.3 g of 4- (3-tri-butyls but - 2 - okoi-propoxy) thieno {3, 2-nd, a feast, go -3-carbonitolil in 12 ml of chloroform was added dropwise at 0 ° C il, 5 g of anhydride of pelarboic acid. in 3 t chloroform, a, and incubated for 15 hours at room temperature.After adding 50 ml of i2N. sodium hydroxide solution is extracted three times with methylene chloride, dried MgSO4, filtered and concentrated, get a slit product; T. hydromalo maleinate 105-107 ° C (tetrahydrofuran). Example 2. 1-g 5g-Butylamino-3- {3 cyanthieno | h, 2nd liridyl-4-hydroxy- (2-propyl) -hydrosuccinate. 1 g of 4- (3-tert-butylamino-2-oxyproxypoxy) -tivno 3, 2nd eridine-3-carbonitrile; Romaleinate is dissolved in 15 ml of glacial acetic acid and displaced at room temperature from 0.48 g of succinic anhydride. After 15 hours, mixed with 50 liters (1 of ether, the hydromaleicate is obtained; mp 134-137 ° C. Analogously to Example I, the following compounds of formula I are presented in the table.
При применении смеси хлороформ - гексаметилфосфортриамид вместо хлороформа в качестве растворител . When using a mixture of chloroform - hexamethylphosphoric triamide instead of chloroform as a solvent.
Приведена температура плавлени гидромалоната. ( , Формула -изобретени 1. Способ получени производных тиено 3,2-е пиридина общей формулы Ri-t I где RI - водород, алкил Ci-C4, хлор, бром, наход щиес в положении 2, 3 или 7, или фтор, иди циано (1 :1) группа, наход щиес в лоложении 2 или 3; водород, алкил С -;-С4, хлор или бром, наход щиес в положении 2, 3 или 7, или фтор в положении 2 иди ; алкил Сз-С/; алкил Ci-Ci7, фенил, незамещенный или замещенный нитрогруппой , .одним или двум алкильными радикалами Ci-€4, атомом фтора, хлора или брома одной, двум или трем The melting point of hydromalonate is given. (Formula of the invention: 1. A method for producing thieno derivatives of 3,2-e pyridine of the general formula: Ri-t I where RI is hydrogen, alkyl Ci-C4, chlorine, bromine, which are in position 2, 3 or 7, or fluorine, go cyano (1: 1) group in position 2 or 3; hydrogen, alkyl C -; - C4, chlorine or bromine, which are in position 2, 3 or 7, or fluorine in position 2 or go; alkyl Cz- C /; alkyl Ci-Ci7, phenyl, unsubstituted or substituted by a nitro group, with one or two alkyl radicals Ci-4, with a fluorine, chlorine or bromine atom of one, two or three
алиоксигруппам Ci-€4, илиC-€ 4 alioxy groups, or
группа -{СН2)п СООН, где пgroup - {CH2) n COOH, where n
означает число 2 или 3,means the number 2 or 3,
или их солей, отдичающийс тем, что. соединение общейor their salts, being distinguished by the fact that. compound common
формулыformulas
бК tftaiiCHCHiNffPs.bq tftaiiCHCHiNffPs.
inin
ЬB
гg
где RI, Ra, Нз имеют указанные значе н ,where RI, Ra, Hz have the indicated values,
подвергают взаимодействию с ангидридои карболовой кислоты общей формулыare reacted with carbolic anhydride of general formula
(К4СО)20(K4SO) 20
где R4 имеет указанные значени , с последующим выделением целевого продукта в свободном виде или в виде соли.where R4 is as defined, followed by isolation of the desired product in free form or as a salt.
Источник ;инфopiмaциiи, прин тый во внимание при экспертизе:Source; information, taken into account during the examination:
1. Патент ГДР № 107031, класс 12 р 2, 1974.1. Patent of the GDR No. 107031, class 12 p 2, 1974.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH153076A CH619956A5 (en) | 1976-02-09 | 1976-02-09 | Process for the preparation of novel thieno[3,2-c]pyridine derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
SU683624A3 true SU683624A3 (en) | 1979-08-30 |
Family
ID=4212597
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU772451699A SU683624A3 (en) | 1976-02-09 | 1977-02-09 | Method of the preparation of thieno /3,2-c/ pyridine derivatives or their salts |
Country Status (21)
Country | Link |
---|---|
JP (1) | JPS5297995A (en) |
AT (1) | AT363088B (en) |
AU (1) | AU512534B2 (en) |
BE (1) | BE851180A (en) |
CA (1) | CA1078844A (en) |
CH (2) | CH619956A5 (en) |
DE (1) | DE2703888A1 (en) |
DK (1) | DK42077A (en) |
ES (1) | ES455701A1 (en) |
FI (1) | FI770320A (en) |
FR (1) | FR2340320A1 (en) |
GB (1) | GB1570328A (en) |
IE (1) | IE44438B1 (en) |
IL (1) | IL51396A (en) |
NL (1) | NL7701179A (en) |
NZ (1) | NZ183267A (en) |
PH (1) | PH13659A (en) |
PT (1) | PT66166B (en) |
SE (1) | SE7700962L (en) |
SU (1) | SU683624A3 (en) |
ZA (1) | ZA77742B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53153946U (en) * | 1977-05-10 | 1978-12-04 | ||
FR2452490A1 (en) * | 1979-03-30 | 1980-10-24 | Sanofi Sa | 2-Hydroxy-3-aminopropoxy thieno-pyridine derivs. - useful as antiinflammatories, beta blockers and antiarrhythmics for human and veterinary medicine |
GB0525164D0 (en) | 2005-12-09 | 2006-01-18 | Xention Discovery Ltd | Compounds |
-
1976
- 1976-02-09 CH CH153076A patent/CH619956A5/en not_active IP Right Cessation
-
1977
- 1977-01-31 SE SE7700962A patent/SE7700962L/en not_active Application Discontinuation
- 1977-01-31 DE DE19772703888 patent/DE2703888A1/en not_active Withdrawn
- 1977-01-31 FI FI770320A patent/FI770320A/fi not_active Application Discontinuation
- 1977-02-01 DK DK42077A patent/DK42077A/en unknown
- 1977-02-04 NL NL7701179A patent/NL7701179A/en not_active Application Discontinuation
- 1977-02-07 IE IE254/77A patent/IE44438B1/en unknown
- 1977-02-07 BE BE174734A patent/BE851180A/en unknown
- 1977-02-07 PT PT66166A patent/PT66166B/en unknown
- 1977-02-07 CA CA271,181A patent/CA1078844A/en not_active Expired
- 1977-02-07 PH PH19422A patent/PH13659A/en unknown
- 1977-02-07 IL IL51396A patent/IL51396A/en unknown
- 1977-02-07 NZ NZ183267A patent/NZ183267A/en unknown
- 1977-02-07 ES ES455701A patent/ES455701A1/en not_active Expired
- 1977-02-08 AT AT0080977A patent/AT363088B/en not_active IP Right Cessation
- 1977-02-08 GB GB5104/77A patent/GB1570328A/en not_active Expired
- 1977-02-08 JP JP1219677A patent/JPS5297995A/en active Pending
- 1977-02-08 FR FR7703432A patent/FR2340320A1/en active Granted
- 1977-02-09 SU SU772451699A patent/SU683624A3/en active
- 1977-02-09 AU AU22136/77A patent/AU512534B2/en not_active Expired
- 1977-02-09 ZA ZA00770742A patent/ZA77742B/en unknown
-
1980
- 1980-01-30 CH CH75580A patent/CH622796A5/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ATA80977A (en) | 1980-12-15 |
PT66166A (en) | 1977-03-01 |
NL7701179A (en) | 1977-08-11 |
IE44438L (en) | 1977-08-09 |
AU2213677A (en) | 1978-08-17 |
PT66166B (en) | 1978-10-13 |
DE2703888A1 (en) | 1977-08-11 |
FI770320A (en) | 1977-08-10 |
PH13659A (en) | 1980-08-21 |
DK42077A (en) | 1977-08-10 |
ES455701A1 (en) | 1978-04-16 |
IE44438B1 (en) | 1981-12-02 |
ZA77742B (en) | 1978-09-27 |
BE851180A (en) | 1977-08-08 |
GB1570328A (en) | 1980-06-25 |
AU512534B2 (en) | 1980-10-16 |
FR2340320B1 (en) | 1980-03-14 |
CH622796A5 (en) | 1981-04-30 |
NZ183267A (en) | 1979-04-26 |
SE7700962L (en) | 1977-08-10 |
CH619956A5 (en) | 1980-10-31 |
CA1078844A (en) | 1980-06-03 |
FR2340320A1 (en) | 1977-09-02 |
IL51396A0 (en) | 1977-04-29 |
AT363088B (en) | 1981-07-10 |
JPS5297995A (en) | 1977-08-17 |
IL51396A (en) | 1980-02-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4216167A (en) | 1,3 Diaminopropane derivatives | |
SU873879A3 (en) | Method of preparing benzimidazole derivatives or their salts | |
US4661607A (en) | Furoxanthone derivatives useful as diuretics | |
DD219769A5 (en) | PROCESS FOR THE PREPARATION OF 1,3-DIOXAN-5-YL-ALKANSANIC DERIVATIVES | |
DE68910550T2 (en) | Sulfonamide compounds. | |
JPS6339868A (en) | Di (lower alkyl) phenol derivative | |
SU537626A3 (en) | Method for producing alkanolamine derivatives | |
CA1093068A (en) | Cephalosporin antibiotics | |
US4658055A (en) | Method for manufacture of 7-(2,5-dioxocyclopentyl)heptanoic acid derivative | |
BRPI0110184B1 (en) | pyridine-1-oxide derivative, and process for its transformation into pharmaceutically effective compounds | |
SU683624A3 (en) | Method of the preparation of thieno /3,2-c/ pyridine derivatives or their salts | |
SU498912A3 (en) | The method of obtaining triazolothiazole esters of phosphorus acids | |
US3933826A (en) | Protoberberine derivatives | |
EP0101951A1 (en) | 1,3-Dioxolo(4,5-g)quinolines and preparation thereof | |
US4012387A (en) | Benzo-[g]pyrido[2,1-b]quinazolinones | |
SU718011A3 (en) | Method of producing phenylthieno-(2,3-c) piperidine derivatives or salts thereof | |
NO130329B (en) | ||
JPS6014032B2 (en) | 5-phenethyl-2-oxazolidone derivative and its production method | |
DE69205886T2 (en) | Benzopyran derivatives and process for their preparation. | |
SU586840A3 (en) | Method of preparing 1,4-benzodioxane | |
DE2922231C2 (en) | ||
US4355166A (en) | Quinuclidinic ester and derivatives of phenoxycarboxylic acids | |
US4142048A (en) | Production of tris-(2-hydroxyaryl) esters of cyanuric acid | |
SU1731059A3 (en) | Method for synthesis of fused pyrazol derivatives or theirs pharmaceutically acceptable salts | |
CH456577A (en) | Process for the preparation of dibenzo-cycloheptenes |