GB1471248A - Nitrofuryl compounds process for the preparation and compo sitions containing these compounds - Google Patents
Nitrofuryl compounds process for the preparation and compo sitions containing these compoundsInfo
- Publication number
- GB1471248A GB1471248A GB4184675A GB4184675A GB1471248A GB 1471248 A GB1471248 A GB 1471248A GB 4184675 A GB4184675 A GB 4184675A GB 4184675 A GB4184675 A GB 4184675A GB 1471248 A GB1471248 A GB 1471248A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- nitro
- formula
- acrylaldehyde
- bromomethyl
- 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.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- -1 Nitrofuryl compounds Chemical class 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 3
- DXWCZMGIIFEEPU-UHFFFAOYSA-N 3-(5-nitrofuran-2-yl)prop-2-enal Chemical compound [O-][N+](=O)C1=CC=C(C=CC=O)O1 DXWCZMGIIFEEPU-UHFFFAOYSA-N 0.000 abstract 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- IISOIQHTJLMMLZ-UHFFFAOYSA-M (2-ethoxycarbonylphenyl)methyl-triphenylphosphanium;bromide Chemical compound [Br-].CCOC(=O)C1=CC=CC=C1C[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 IISOIQHTJLMMLZ-UHFFFAOYSA-M 0.000 abstract 1
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- QSLMPDKYTNEMFQ-UHFFFAOYSA-N 2-(bromomethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CBr QSLMPDKYTNEMFQ-UHFFFAOYSA-N 0.000 abstract 1
- VBGPEGUCOQNWBK-UHFFFAOYSA-N 2-butylbenzohydrazide Chemical compound CCCCC1=CC=CC=C1C(=O)NN VBGPEGUCOQNWBK-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- RDEWTAHSEKSPPT-UHFFFAOYSA-N ethyl 2-(bromomethyl)benzoate Chemical compound CCOC(=O)C1=CC=CC=C1CBr RDEWTAHSEKSPPT-UHFFFAOYSA-N 0.000 abstract 1
- JSBIWCIAHLZHPY-UHFFFAOYSA-N ethyl 2-but-1-enylbenzoate Chemical compound CCOC(=O)C1=CC=CC=C1C=CCC JSBIWCIAHLZHPY-UHFFFAOYSA-N 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000005441 o-toluyl group Chemical group [H]C1=C([H])C(C(*)=O)=C(C([H])=C1[H])C([H])([H])[H] 0.000 abstract 1
- 150000004714 phosphonium salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/38—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
- C07D307/70—Nitro radicals
- C07D307/71—Nitro radicals attached in position 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
- C07D307/70—Nitro radicals
- C07D307/71—Nitro radicals attached in position 5
- C07D307/72—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2
- C07D307/74—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals
- C07D307/75—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals having carboxylic acyl radicals or their thio or nitrogen analogues directly attached to the hydrazino or hydrazono radical, e.g. hydrazides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5456—Arylalkanephosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU71111A LU71111A1 (enExample) | 1974-10-15 | 1974-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1471248A true GB1471248A (en) | 1977-04-21 |
Family
ID=19727770
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4184675A Expired GB1471248A (en) | 1974-10-15 | 1975-10-13 | Nitrofuryl compounds process for the preparation and compo sitions containing these compounds |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4051253A (enExample) |
| JP (1) | JPS5165754A (enExample) |
| AT (1) | AT343108B (enExample) |
| BE (1) | BE834553A (enExample) |
| DE (1) | DE2545602A1 (enExample) |
| DK (1) | DK460675A (enExample) |
| FI (1) | FI752868A7 (enExample) |
| FR (1) | FR2287904A1 (enExample) |
| GB (1) | GB1471248A (enExample) |
| IE (1) | IE41911B1 (enExample) |
| LU (1) | LU71111A1 (enExample) |
| NL (1) | NL7512040A (enExample) |
| NO (1) | NO753449L (enExample) |
| SE (1) | SE7511484L (enExample) |
| ZA (1) | ZA756469B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR8204885A (pt) * | 1981-08-21 | 1983-08-02 | May & Bake Ltd | Processo para combater a alteracao de liquidos tecnicos e concentrado para obtencao de um liquido de usinagem |
| FR2601368B1 (fr) * | 1986-07-08 | 1989-04-07 | Synthelabo | Derives de nitrofuranne, leur preparation et leur application en therapeutique. |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE620732A (enExample) * | 1961-07-27 | |||
| US3701773A (en) * | 1965-11-06 | 1972-10-31 | Dainippon Pharmaceutical Co | 5-nitrofuryl nitrones |
| FR2121372B1 (enExample) * | 1971-01-07 | 1974-03-22 | Lipha |
-
1974
- 1974-10-15 LU LU71111A patent/LU71111A1/xx unknown
-
1975
- 1975-10-10 US US05/621,529 patent/US4051253A/en not_active Expired - Lifetime
- 1975-10-11 DE DE19752545602 patent/DE2545602A1/de active Pending
- 1975-10-13 GB GB4184675A patent/GB1471248A/en not_active Expired
- 1975-10-13 NO NO753449A patent/NO753449L/no unknown
- 1975-10-14 FR FR7531337A patent/FR2287904A1/fr active Granted
- 1975-10-14 IE IE2235/75A patent/IE41911B1/en unknown
- 1975-10-14 DK DK460675A patent/DK460675A/da not_active Application Discontinuation
- 1975-10-14 SE SE7511484A patent/SE7511484L/xx not_active Application Discontinuation
- 1975-10-14 ZA ZA00756469A patent/ZA756469B/xx unknown
- 1975-10-14 AT AT783575A patent/AT343108B/de not_active IP Right Cessation
- 1975-10-14 NL NL7512040A patent/NL7512040A/xx not_active Application Discontinuation
- 1975-10-15 BE BE6045216A patent/BE834553A/xx unknown
- 1975-10-15 JP JP50124218A patent/JPS5165754A/ja active Pending
- 1975-10-15 FI FI752868A patent/FI752868A7/fi not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7512040A (nl) | 1976-04-21 |
| JPS5165754A (enExample) | 1976-06-07 |
| IE41911B1 (en) | 1980-04-23 |
| SE7511484L (sv) | 1976-04-20 |
| IE41911L (en) | 1976-04-15 |
| FI752868A7 (enExample) | 1976-04-16 |
| ZA756469B (en) | 1976-09-29 |
| DK460675A (da) | 1976-04-16 |
| FR2287904B1 (enExample) | 1979-06-01 |
| LU71111A1 (enExample) | 1976-08-19 |
| AT343108B (de) | 1978-05-10 |
| BE834553A (fr) | 1976-04-15 |
| US4051253A (en) | 1977-09-27 |
| AU8570775A (en) | 1977-04-21 |
| ATA783575A (de) | 1977-09-15 |
| NO753449L (enExample) | 1976-04-21 |
| FR2287904A1 (fr) | 1976-05-14 |
| DE2545602A1 (de) | 1976-04-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |