SU659091A3 - Method of obtaining derivatives of 5-nitroimidazole - Google Patents
Method of obtaining derivatives of 5-nitroimidazoleInfo
- Publication number
- SU659091A3 SU659091A3 SU762426144A SU2426144A SU659091A3 SU 659091 A3 SU659091 A3 SU 659091A3 SU 762426144 A SU762426144 A SU 762426144A SU 2426144 A SU2426144 A SU 2426144A SU 659091 A3 SU659091 A3 SU 659091A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- compounds
- compound
- general formula
- nitroimidazole
- alkaline
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
- C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
Предлагаетс способ получени новых производных 5-нитроимидазола общей формулы где R означает алкил с 1-4 атомами углерода; щелочный или щелочно-земельный металл,которые могут найти применение.в качестве биологически активных соединений и промежуточных продуктов в синтезе других производных 5-нитроимидазола, обладсцощих биологической активностью.Известен способ получени соединений типа или R-CHg-SOgMe действием на соединение. RSOjMe PClj или SOClj и превращением соединени R-SOj-Cl в R-SOj-Na с помощью цинка и НС1 в шелочной среде Однако этот способ не примен ли к гетероциклическим соединени м.Цель изобретени - синтез соединений, обладающих биологической активностью и вл ющихс промежуточными дл получени таковых. Дл получени соединений общей, формулы I осуществл ют взаимодействие соединени общей формулы где R и' М имеют указанные значени , с SOCl^, или РС1^ в среде инертного растворител , предпочтительно ацето- нитрила. Затем соединение формулы обрабатывают цинком и HCi в щелочной среде и конечные продукты нейтрализуют известным образом [например, NaCOj, BaCOg, Ва(ОН)г , Са(ОН)2]. Взаимодействие провод т в-инертном растворителе, предпочтительно вA method is proposed for the preparation of new derivatives of 5-nitroimidazole of the general formula where R is alkyl with 1-4 carbon atoms; alkaline or alkaline earth metal, which can be used as biologically active compounds and intermediates in the synthesis of other 5-nitroimidazole derivatives with biological activity. A method for producing compounds of the type or R-CHg-SOgMe effect on the compound is known. RSOjMe PClj or SOClj and the conversion of the compound R-SOj-Cl to R-SOj-Na with the help of zinc and HCl in a silk medium. However, this method was not applied to the heterocyclic compounds of m. The purpose of the invention is to synthesize compounds having biological activity and being intermediate to obtain such. In order to obtain the compounds of general formula I, the compounds of the general formula </ BR> where R and 'M have the indicated meanings are reacted with SOCl ^ or PC1 ^ in an inert solvent, preferably acetonitrile. Then the compound of the formula is treated with zinc and HCi in an alkaline medium and the final products are neutralized in a known manner [for example, NaCOj, BaCOg, Ba (OH) g, Ca (OH) 2]. The reaction is carried out in an inert solvent, preferably in
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH545974A CH605811A5 (en) | 1974-04-19 | 1974-04-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU659091A3 true SU659091A3 (en) | 1979-04-25 |
Family
ID=4293954
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752127886A SU637083A3 (en) | 1974-04-19 | 1975-04-18 | Method of obtaining derivatives of 5-nitroimidazole |
| SU762409560A SU671727A3 (en) | 1974-04-19 | 1976-10-14 | Method of producing 5-nitroimidazole |
| SU762426144A SU659091A3 (en) | 1974-04-19 | 1976-12-07 | Method of obtaining derivatives of 5-nitroimidazole |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752127886A SU637083A3 (en) | 1974-04-19 | 1975-04-18 | Method of obtaining derivatives of 5-nitroimidazole |
| SU762409560A SU671727A3 (en) | 1974-04-19 | 1976-10-14 | Method of producing 5-nitroimidazole |
Country Status (20)
| Country | Link |
|---|---|
| JP (2) | JPS5314073B2 (en) |
| AR (1) | AR208080A1 (en) |
| AT (1) | AT351523B (en) |
| BE (1) | BE828001A (en) |
| CA (1) | CA1033747A (en) |
| CH (1) | CH605811A5 (en) |
| DE (1) | DE2515110A1 (en) |
| DK (1) | DK166475A (en) |
| ES (1) | ES436422A1 (en) |
| FI (1) | FI750867A (en) |
| FR (1) | FR2268017B1 (en) |
| GB (1) | GB1446301A (en) |
| HU (1) | HU173570B (en) |
| IE (1) | IE40915B1 (en) |
| IL (1) | IL47071A0 (en) |
| NL (1) | NL7504718A (en) |
| NO (1) | NO143626C (en) |
| SE (1) | SE7504507L (en) |
| SU (3) | SU637083A3 (en) |
| ZA (1) | ZA752255B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54119459A (en) * | 1978-03-08 | 1979-09-17 | Koba Tsuneyoshi | Antirheumatic |
| JPS5936245U (en) * | 1982-08-30 | 1984-03-07 | 日本電信電話株式会社 | Wafer vacuum suction device |
| FR2647447B1 (en) * | 1989-05-23 | 1991-08-23 | Rhone Poulenc Sante | PROCESS FOR THE PREPARATION OF (CHLORO-2 ETHYL) -1 METHYL-2 NITRO-5 IMIDAZOLE |
| WO2014030142A2 (en) * | 2012-08-24 | 2014-02-27 | Auckland Uniservices Limited | Nitroimidazole compounds and their use in cancer therapy |
-
1974
- 1974-04-19 CH CH545974A patent/CH605811A5/xx not_active IP Right Cessation
-
1975
- 1975-01-01 AR AR258173A patent/AR208080A1/en active
- 1975-03-24 FI FI750867A patent/FI750867A/fi not_active Application Discontinuation
- 1975-04-03 AT AT254975A patent/AT351523B/en not_active IP Right Cessation
- 1975-04-07 DE DE19752515110 patent/DE2515110A1/en not_active Withdrawn
- 1975-04-08 ES ES436422A patent/ES436422A1/en not_active Expired
- 1975-04-09 GB GB1451875A patent/GB1446301A/en not_active Expired
- 1975-04-09 ZA ZA00752255A patent/ZA752255B/en unknown
- 1975-04-09 IE IE800/75A patent/IE40915B1/en unknown
- 1975-04-11 IL IL47071A patent/IL47071A0/en unknown
- 1975-04-15 NO NO751323A patent/NO143626C/en unknown
- 1975-04-16 BE BE155460A patent/BE828001A/en unknown
- 1975-04-18 SU SU752127886A patent/SU637083A3/en active
- 1975-04-18 JP JP4735575A patent/JPS5314073B2/ja not_active Expired
- 1975-04-18 FR FR7512225A patent/FR2268017B1/fr not_active Expired
- 1975-04-18 SE SE7504507A patent/SE7504507L/en unknown
- 1975-04-18 HU HU75CE1042A patent/HU173570B/en unknown
- 1975-04-18 DK DK166475A patent/DK166475A/en not_active Application Discontinuation
- 1975-04-18 CA CA225,425A patent/CA1033747A/en not_active Expired
- 1975-04-21 NL NL7504718A patent/NL7504718A/en not_active Application Discontinuation
-
1976
- 1976-10-14 SU SU762409560A patent/SU671727A3/en active
- 1976-12-07 SU SU762426144A patent/SU659091A3/en active
-
1977
- 1977-10-14 JP JP52123404A patent/JPS5935400B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2268017B1 (en) | 1979-03-16 |
| CA1033747A (en) | 1978-06-27 |
| IE40915L (en) | 1975-10-19 |
| HU173570B (en) | 1979-06-28 |
| ZA752255B (en) | 1976-02-25 |
| JPS5935400B2 (en) | 1984-08-28 |
| FI750867A (en) | 1975-10-20 |
| IL47071A0 (en) | 1975-06-25 |
| NO143626C (en) | 1981-03-18 |
| JPS50148358A (en) | 1975-11-27 |
| NO143626B (en) | 1980-12-08 |
| JPS5387355A (en) | 1978-08-01 |
| JPS5314073B2 (en) | 1978-05-15 |
| DE2515110A1 (en) | 1975-10-23 |
| DK166475A (en) | 1975-10-20 |
| AT351523B (en) | 1979-07-25 |
| ATA254975A (en) | 1979-01-15 |
| AR208080A1 (en) | 1976-11-30 |
| IE40915B1 (en) | 1979-09-12 |
| SU671727A3 (en) | 1979-06-30 |
| CH605811A5 (en) | 1978-10-13 |
| BE828001A (en) | 1975-08-18 |
| NO751323L (en) | 1975-10-21 |
| SE7504507L (en) | 1975-10-20 |
| NL7504718A (en) | 1975-10-21 |
| GB1446301A (en) | 1976-08-18 |
| ES436422A1 (en) | 1977-04-01 |
| FR2268017A1 (en) | 1975-11-14 |
| SU637083A3 (en) | 1978-12-05 |
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