IL34665A - 5-nitrofuryl derivatives of oxazolidinones,their production and therapeutic compositions containing them - Google Patents
5-nitrofuryl derivatives of oxazolidinones,their production and therapeutic compositions containing themInfo
- Publication number
- IL34665A IL34665A IL34665A IL3466570A IL34665A IL 34665 A IL34665 A IL 34665A IL 34665 A IL34665 A IL 34665A IL 3466570 A IL3466570 A IL 3466570A IL 34665 A IL34665 A IL 34665A
- Authority
- IL
- Israel
- Prior art keywords
- oxazolidinone
- nitro
- formula
- group
- process according
- Prior art date
Links
- -1 5-nitrofuryl derivatives of oxazolidinones Chemical class 0.000 title claims description 28
- 239000000203 mixture Substances 0.000 title claims description 20
- 230000001225 therapeutic effect Effects 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title description 4
- 238000000034 method Methods 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 239000007858 starting material Substances 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 239000012948 isocyanate Substances 0.000 claims description 7
- 239000011368 organic material Substances 0.000 claims description 7
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 claims description 6
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 238000006396 nitration reaction Methods 0.000 claims description 4
- 229920002994 synthetic fiber Polymers 0.000 claims description 4
- 230000001580 bacterial effect Effects 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 230000000813 microbial effect Effects 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 230000000802 nitrating effect Effects 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- PCTOQTZSCFMZDA-UHFFFAOYSA-N [3-[(5-nitrofuran-2-yl)methylideneamino]-2-oxo-1,3-oxazolidin-5-yl]methyl N-acetyl-N-methylcarbamate Chemical compound C(C)(=O)N(C(=O)OCC1CN(C(O1)=O)N=CC1=CC=C(O1)[N+](=O)[O-])C PCTOQTZSCFMZDA-UHFFFAOYSA-N 0.000 claims description 2
- JYGJILGJZYQOQD-UHFFFAOYSA-N [3-[(5-nitrofuran-2-yl)methylideneamino]-2-oxo-1,3-oxazolidin-5-yl]methyl N-ethylcarbamate Chemical compound C(C)NC(=O)OCC1CN(C(O1)=O)N=CC1=CC=C(O1)[N+](=O)[O-] JYGJILGJZYQOQD-UHFFFAOYSA-N 0.000 claims description 2
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- RBFVATNBRBOVQI-UHFFFAOYSA-N 3-(furan-2-ylmethylideneamino)-4-nitro-1,3-oxazolidin-2-one Chemical compound [N+](=O)([O-])C1N(C(OC1)=O)N=CC1=CC=CO1 RBFVATNBRBOVQI-UHFFFAOYSA-N 0.000 claims 1
- LLBZPESJRQGYMB-UHFFFAOYSA-N 4-one Natural products O1C(C(=O)CC)CC(C)C11C2(C)CCC(C3(C)C(C(C)(CO)C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)CO5)OC5C(C(OC6C(C(O)C(O)C(CO)O6)O)C(O)C(CO)O5)OC5C(C(O)C(O)C(C)O5)O)O4)O)CC3)CC3)=C3C2(C)CC1 LLBZPESJRQGYMB-UHFFFAOYSA-N 0.000 claims 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 claims 1
- LPYIXHHGKPBPCF-UHFFFAOYSA-N acetic acid;5-nitrofuran-2-carbaldehyde Chemical compound CC(O)=O.CC(O)=O.[O-][N+](=O)C1=CC=C(C=O)O1 LPYIXHHGKPBPCF-UHFFFAOYSA-N 0.000 claims 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
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- SXINBFXPADXIEY-UHFFFAOYSA-N 5-Nitrofurfural Chemical compound [O-][N+](=O)C1=CC=C(C=O)O1 SXINBFXPADXIEY-UHFFFAOYSA-N 0.000 description 6
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- YPPHQQALPLDHRH-UHFFFAOYSA-N 5-(hydroxymethyl)-3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one Chemical compound O=C1OC(CO)CN1N=CC1=CC=C([N+]([O-])=O)O1 YPPHQQALPLDHRH-UHFFFAOYSA-N 0.000 description 3
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- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000001420 substituted heterocyclic compounds Chemical class 0.000 description 1
- 239000007940 sugar coated tablet Substances 0.000 description 1
- 229960000654 sulfafurazole Drugs 0.000 description 1
- 229960002597 sulfamerazine Drugs 0.000 description 1
- QPPBRPIAZZHUNT-UHFFFAOYSA-N sulfamerazine Chemical compound CC1=CC=NC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 QPPBRPIAZZHUNT-UHFFFAOYSA-N 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical class NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229960002180 tetracycline Drugs 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- VJDDQSBNUHLBTD-UHFFFAOYSA-N trans-crotonic acid-anhydride Natural products CC=CC(=O)OC(=O)C=CC VJDDQSBNUHLBTD-UHFFFAOYSA-N 0.000 description 1
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 1
- 230000000654 trypanocidal effect Effects 0.000 description 1
- 210000001635 urinary tract Anatomy 0.000 description 1
- 208000019206 urinary tract infection Diseases 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/121—Heterocyclic compounds containing oxygen or sulfur as hetero atom
- A23K20/126—Lactones
Landscapes
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB28421/69A GB1280354A (en) | 1969-06-05 | 1969-06-05 | Nitrofuran derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL34665A0 IL34665A0 (en) | 1970-08-19 |
| IL34665A true IL34665A (en) | 1973-03-30 |
Family
ID=10275363
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL34665A IL34665A (en) | 1969-06-05 | 1970-06-04 | 5-nitrofuryl derivatives of oxazolidinones,their production and therapeutic compositions containing them |
Country Status (22)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002535680A (ja) | 1999-01-27 | 2002-10-22 | ファルマシア・アンド・アップジョン・カンパニー | 延長因子ｐ活性モジュレーターのアッセイ方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1199205A (en) * | 1967-12-19 | 1970-07-15 | Geigy Ag J R | 5-Nitro-2-Furfurylideneamino-Oxazolidines |
-
1969
- 1969-06-05 AT AT05003/70A patent/AT298504B/de not_active IP Right Cessation
- 1969-06-05 GB GB28421/69A patent/GB1280354A/en not_active Expired
-
1970
- 1970-05-22 CH CH757170A patent/CH546787A/xx not_active IP Right Cessation
- 1970-05-29 FI FI701523A patent/FI50881C/fi active
- 1970-05-29 DK DK277170AA patent/DK135772B/da unknown
- 1970-05-29 NO NO2086/70A patent/NO133199C/no unknown
- 1970-05-29 NL NL7007851A patent/NL7007851A/xx unknown
- 1970-05-29 SE SE07421/70A patent/SE356750B/xx unknown
- 1970-06-03 YU YU01409/70A patent/YU140970A/xx unknown
- 1970-06-04 ES ES380389A patent/ES380389A1/es not_active Expired
- 1970-06-04 AT AT340271A patent/AT297734B/de not_active IP Right Cessation
- 1970-06-04 ES ES380387A patent/ES380387A1/es not_active Expired
- 1970-06-04 BG BG16316A patent/BG17612A3/xx unknown
- 1970-06-04 BG BG16314A patent/BG17610A3/xx unknown
- 1970-06-04 AT AT340471A patent/AT297736B/de not_active IP Right Cessation
- 1970-06-04 ES ES380385A patent/ES380385A1/es not_active Expired
- 1970-06-04 ES ES380388A patent/ES380388A1/es not_active Expired
- 1970-06-04 BG BG14856A patent/BG17325A3/xx unknown
- 1970-06-04 ZA ZA703790A patent/ZA703790B/xx unknown
- 1970-06-04 ES ES380386A patent/ES380386A1/es not_active Expired
- 1970-06-04 BG BG16315A patent/BG17611A3/xx unknown
- 1970-06-04 AT AT340371A patent/AT297735B/de not_active IP Right Cessation
- 1970-06-04 IE IE726/70A patent/IE34264B1/xx unknown
- 1970-06-04 IL IL34665A patent/IL34665A/en unknown
- 1970-06-04 DE DE19702027557 patent/DE2027557A1/de active Pending
- 1970-06-04 PL PL1970141093A patent/PL80668B1/pl unknown
- 1970-06-04 BE BE751452D patent/BE751452A/xx unknown
- 1970-06-04 BG BG16317A patent/BG17613A3/xx unknown
- 1970-06-04 CA CA084657A patent/CA919670A/en not_active Expired
- 1970-06-04 FR FR7020532A patent/FR2052933B1/fr not_active Expired
- 1970-06-04 US US43586A patent/US3686170A/en not_active Expired - Lifetime
- 1970-06-04 SU SU1445756A patent/SU468425A3/ru active
- 1970-06-05 RO RO63554A patent/RO56799A/ro unknown
- 1970-06-05 RO RO7000071673A patent/RO62446A/ro unknown
- 1970-06-05 RO RO71675A patent/RO62332A/ro unknown
- 1970-06-05 RO RO71674A patent/RO62331A/ro unknown
- 1970-06-05 RO RO71676A patent/RO62333A/ro unknown
Also Published As
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