DE1918071A1 - 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino]-5-nitro-thiazol und Verfahren zu seiner Herstellung - Google Patents
2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino]-5-nitro-thiazol und Verfahren zu seiner HerstellungInfo
- Publication number
- DE1918071A1 DE1918071A1 DE19691918071 DE1918071A DE1918071A1 DE 1918071 A1 DE1918071 A1 DE 1918071A1 DE 19691918071 DE19691918071 DE 19691918071 DE 1918071 A DE1918071 A DE 1918071A DE 1918071 A1 DE1918071 A1 DE 1918071A1
- Authority
- DE
- Germany
- Prior art keywords
- amino
- trimethyl
- radicals
- oxazolidinylidene
- alkyl
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title description 5
- 238000002360 preparation method Methods 0.000 title description 3
- 239000002904 solvent Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 238000006396 nitration reaction Methods 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 241000724822 Teia Species 0.000 claims 1
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- 239000003826 tablet Substances 0.000 description 15
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 12
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- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 2
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- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 229960005130 niridazole Drugs 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 238000001665 trituration Methods 0.000 description 2
- 229940099259 vaseline Drugs 0.000 description 2
- GRNGQBPTWDNTIA-UHFFFAOYSA-N (5-nitro-1,3-thiazol-2-yl)carbamodithioic acid Chemical compound [O-][N+](=O)C1=CN=C(S1)N=C(S)S GRNGQBPTWDNTIA-UHFFFAOYSA-N 0.000 description 1
- JLRGRGZKODDLFL-UHFFFAOYSA-N 1,1-bis(methylsulfanyl)-n-(5-nitro-1,3-thiazol-2-yl)methanimine Chemical compound CSC(SC)=NC1=NC=C([N+]([O-])=O)S1 JLRGRGZKODDLFL-UHFFFAOYSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- VYMPLPIFKRHAAC-UHFFFAOYSA-N 1,2-ethanedithiol Chemical compound SCCS VYMPLPIFKRHAAC-UHFFFAOYSA-N 0.000 description 1
- RAIPHJJURHTUIC-UHFFFAOYSA-N 1,3-thiazol-2-amine Chemical compound NC1=NC=CS1 RAIPHJJURHTUIC-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-UHFFFAOYSA-N 2-(hydroxymethyl)-6-[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol Chemical compound OCC1OC(OC2C(O)C(O)C(O)OC2CO)C(O)C(O)C1O GUBGYTABKSRVRQ-UHFFFAOYSA-N 0.000 description 1
- VVVCJCRUFSIVHI-UHFFFAOYSA-N 5-nitro-1,3-thiazole Chemical compound [O-][N+](=O)C1=CN=CS1 VVVCJCRUFSIVHI-UHFFFAOYSA-N 0.000 description 1
- 241000282979 Alces alces Species 0.000 description 1
- LNCZEVUDJZSPKB-UHFFFAOYSA-N C=NC=1SC(=CN1)[N+](=O)[O-] Chemical class C=NC=1SC(=CN1)[N+](=O)[O-] LNCZEVUDJZSPKB-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 235000019759 Maize starch Nutrition 0.000 description 1
- RDXLYGJSWZYTFJ-UHFFFAOYSA-N Niridazole Chemical compound S1C([N+](=O)[O-])=CN=C1N1C(=O)NCC1 RDXLYGJSWZYTFJ-UHFFFAOYSA-N 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
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- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
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- 231100000252 nontoxic Toxicity 0.000 description 1
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- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
-
- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F3/00—Labels, tag tickets, or similar identification or indication means; Seals; Postage or like stamps
- G09F3/04—Labels, tag tickets, or similar identification or indication means; Seals; Postage or like stamps to be fastened or secured by the material of the label itself, e.g. by thermo-adhesion
- G09F3/06—Labels, tag tickets, or similar identification or indication means; Seals; Postage or like stamps to be fastened or secured by the material of the label itself, e.g. by thermo-adhesion by clamping action
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Physics & Mathematics (AREA)
- Epidemiology (AREA)
- Theoretical Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Priority Applications (21)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691918071 DE1918071A1 (de) | 1969-04-09 | 1969-04-09 | 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino]-5-nitro-thiazol und Verfahren zu seiner Herstellung |
| ES378209A ES378209A2 (es) | 1969-04-09 | 1970-04-03 | Procedimiento para la preparacion de nuevos 2- amino - 5 - nitro - triazoles sustituido en el grupo amino. |
| ES378208A ES378208A2 (es) | 1969-04-09 | 1970-04-03 | Procedimiento para la preparacion de nuevos 2-amino-5-ni- tro-triazoles sustituido en el grupo amino. |
| ES378207A ES378207A2 (es) | 1969-04-09 | 1970-04-03 | Procedimiento para la preparacion de nuevos 2-amino-5nitro-triazoles sustituido en el grupo amino. |
| AU13468/70A AU1346870A (en) | 1969-04-09 | 1970-04-06 | Chemical compounds |
| SU1426047A SU383300A3 (enrdf_load_stackoverflow) | 1969-04-09 | 1970-04-07 | |
| DD146690A DD101410A5 (enrdf_load_stackoverflow) | 1969-04-09 | 1970-04-07 | |
| BE748615D BE748615R (fr) | 1969-04-09 | 1970-04-07 | Nouveaux 2-amino-5-nitrothiazoles substitues sur le radical amino et procedes pour les |
| SU1670583A SU378013A3 (enrdf_load_stackoverflow) | 1969-04-09 | 1970-04-07 | |
| AT371971A AT299942B (de) | 1969-04-09 | 1970-04-08 | Verfahren zur Herstellung des neuen 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))-amino]-5-nitrothiazols und seiner Salze |
| DK175970AA DK124890B (da) | 1969-04-09 | 1970-04-08 | Analogifremgangsmåde til fremstilling af 2-[(4,5,5-trimethyl-1,3-oxazolidinyliden-(2))amino]-5-nitrothiazol eller syreadditionssalte deraf. |
| AT321670A AT297697B (de) | 1967-11-16 | 1970-04-08 | Verfahren zur Herstellung des neuen 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))-amino]-5-nitrothiazols und seiner Salze |
| GB1669570A GB1302113A (enrdf_load_stackoverflow) | 1969-04-09 | 1970-04-08 | |
| AT372071A AT299943B (de) | 1969-04-09 | 1970-04-08 | Verfahren zur Herstellung des neuen 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))-amino]-5-nitrothiazols und seiner Salze |
| CH519070A CH527213A (de) | 1968-11-13 | 1970-04-08 | Verfahren zur Herstellung von 2-((4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino)-5-nitrothiazol |
| IL34275A IL34275A0 (en) | 1969-04-09 | 1970-04-08 | 2-((4,5,5-trimethyl-1,3-oxazolidinylidene-(2))-amino)-5-nitro-thiazole and processes for its production |
| CH1056572A CH527847A (de) | 1969-04-09 | 1970-04-08 | Verfahren zur Herstellung von 2-((4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino)-5-nitrothiazol |
| CH1056672A CH527848A (de) | 1969-04-09 | 1970-04-08 | Verfahren zur Herstellung von 2-((4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino)-5-nitrothiazol |
| ZA702357A ZA702357B (en) | 1969-04-09 | 1970-04-09 | 2-((4,5,5-trimethyl-1,3-oxazolidinylidene-(2)-amino)-5-nitro-thiazole and processes for its production |
| FR707012889A FR2042317B2 (enrdf_load_stackoverflow) | 1969-04-09 | 1970-04-09 | |
| NL7005134A NL7005134A (enrdf_load_stackoverflow) | 1969-04-09 | 1970-04-09 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691918071 DE1918071A1 (de) | 1969-04-09 | 1969-04-09 | 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino]-5-nitro-thiazol und Verfahren zu seiner Herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1918071A1 true DE1918071A1 (de) | 1970-10-15 |
Family
ID=5730713
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691918071 Pending DE1918071A1 (de) | 1967-11-16 | 1969-04-09 | 2-[(4,5,5-Trimethyl-1,3-oxazolidinyliden-(2))amino]-5-nitro-thiazol und Verfahren zu seiner Herstellung |
Country Status (12)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1918070A1 (de) * | 1969-04-09 | 1971-01-21 | Thomae Gmbh Dr K | Neue,an der Aminogruppe substituierte 2-Amino-5-nitro-thiazole und Verfahren zur Herstellung |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL137317C (enrdf_load_stackoverflow) * | 1967-11-10 | |||
| DE1918070A1 (de) * | 1969-04-09 | 1971-01-21 | Thomae Gmbh Dr K | Neue,an der Aminogruppe substituierte 2-Amino-5-nitro-thiazole und Verfahren zur Herstellung |
-
1969
- 1969-04-09 DE DE19691918071 patent/DE1918071A1/de active Pending
-
1970
- 1970-04-03 ES ES378209A patent/ES378209A2/es not_active Expired
- 1970-04-03 ES ES378208A patent/ES378208A2/es not_active Expired
- 1970-04-03 ES ES378207A patent/ES378207A2/es not_active Expired
- 1970-04-06 AU AU13468/70A patent/AU1346870A/en not_active Expired
- 1970-04-07 BE BE748615D patent/BE748615R/xx active
- 1970-04-07 DD DD146690A patent/DD101410A5/xx unknown
- 1970-04-08 IL IL34275A patent/IL34275A0/xx unknown
- 1970-04-08 GB GB1669570A patent/GB1302113A/en not_active Expired
- 1970-04-08 AT AT372071A patent/AT299943B/de not_active IP Right Cessation
- 1970-04-08 AT AT371971A patent/AT299942B/de not_active IP Right Cessation
- 1970-04-08 DK DK175970AA patent/DK124890B/da unknown
- 1970-04-09 ZA ZA702357A patent/ZA702357B/xx unknown
- 1970-04-09 NL NL7005134A patent/NL7005134A/xx unknown
- 1970-04-09 FR FR707012889A patent/FR2042317B2/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1302113A (enrdf_load_stackoverflow) | 1973-01-04 |
| IL34275A0 (en) | 1970-06-17 |
| ES378208A2 (es) | 1972-07-16 |
| AT299943B (de) | 1972-07-10 |
| NL7005134A (enrdf_load_stackoverflow) | 1970-10-13 |
| ES378207A2 (es) | 1972-07-16 |
| ZA702357B (en) | 1971-01-27 |
| ES378209A2 (es) | 1972-07-16 |
| DD101410A5 (enrdf_load_stackoverflow) | 1973-11-05 |
| DK124890B (da) | 1972-12-04 |
| AU1346870A (en) | 1971-10-07 |
| BE748615R (fr) | 1970-10-07 |
| FR2042317A2 (enrdf_load_stackoverflow) | 1971-02-12 |
| AT299942B (de) | 1972-07-10 |
| FR2042317B2 (enrdf_load_stackoverflow) | 1973-07-13 |
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