JPS57142966A - (1-alkyl-2-pyrrolyl)glyoxylic acid amide derivative - Google Patents
(1-alkyl-2-pyrrolyl)glyoxylic acid amide derivativeInfo
- Publication number
- JPS57142966A JPS57142966A JP2687581A JP2687581A JPS57142966A JP S57142966 A JPS57142966 A JP S57142966A JP 2687581 A JP2687581 A JP 2687581A JP 2687581 A JP2687581 A JP 2687581A JP S57142966 A JPS57142966 A JP S57142966A
- Authority
- JP
- Japan
- Prior art keywords
- pyrrolyl
- alkyl
- glyoxylic acid
- methyl
- compound
- 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
- AMANDCZTVNQSNB-UHFFFAOYSA-N glyoxamide Chemical class NC(=O)C=O AMANDCZTVNQSNB-UHFFFAOYSA-N 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- -1 (1-Methyl-2-pyrrolyl)glyoxylic acid dimethyl amide Chemical compound 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000012442 inert solvent Substances 0.000 abstract 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000002912 oxalic acid derivatives Chemical class 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 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 abstract 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 abstract 1
- UPSPUYADGBWSHF-UHFFFAOYSA-N tolmetin Chemical compound C1=CC(C)=CC=C1C(=O)C1=CC=C(CC(O)=O)N1C UPSPUYADGBWSHF-UHFFFAOYSA-N 0.000 abstract 1
- 229960001017 tolmetin Drugs 0.000 abstract 1
Landscapes
- Pyrrole Compounds (AREA)
Abstract
NEW MATERIAL:The (1-alkyl-2-pyrrolyl)glyoxylic acid amide derivative of formulaI(R is lower alkyl; R1 and R2 are methyl or together form a ring).
EXAMPLE: (1-Methyl-2-pyrrolyl)glyoxylic acid dimethyl amide.
USE: Raw materials for the preparation of tolmetin[(1-methyl-5-toluoyl-2-pyrrolyl) acetic acid]useful as a drug having antiphlogistic and analgesic activity.
PROCESS: The compound of formulaIcan be prepared by reacting aluminum chloride or aluminum bromide with nearly equimolar amount of the oxalic acid derivative of formula II in an inert solvent such as 1,2-dichloroethane at -20°CWroom temperature to activate the compound of formula II, and then reacting the activated compound with an 1-alkylpyrrole dissolved in the above inert solvent at -20W0°C.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2687581A JPS57142966A (en) | 1981-02-27 | 1981-02-27 | (1-alkyl-2-pyrrolyl)glyoxylic acid amide derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2687581A JPS57142966A (en) | 1981-02-27 | 1981-02-27 | (1-alkyl-2-pyrrolyl)glyoxylic acid amide derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS57142966A true JPS57142966A (en) | 1982-09-03 |
Family
ID=12205461
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2687581A Pending JPS57142966A (en) | 1981-02-27 | 1981-02-27 | (1-alkyl-2-pyrrolyl)glyoxylic acid amide derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57142966A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8993574B2 (en) | 2008-04-24 | 2015-03-31 | F2G Ltd | Pyrrole antifungal agents |
| US10201524B2 (en) | 2014-11-21 | 2019-02-12 | F2G Limited | Antifungal agents |
| US10973821B2 (en) | 2016-05-25 | 2021-04-13 | F2G Limited | Pharmaceutical formulation |
| US11819503B2 (en) | 2019-04-23 | 2023-11-21 | F2G Ltd | Method of treating coccidioides infection |
-
1981
- 1981-02-27 JP JP2687581A patent/JPS57142966A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8993574B2 (en) | 2008-04-24 | 2015-03-31 | F2G Ltd | Pyrrole antifungal agents |
| US9452168B2 (en) | 2008-04-24 | 2016-09-27 | F2G Ltd | Pyrrole antifungal agents |
| US10201524B2 (en) | 2014-11-21 | 2019-02-12 | F2G Limited | Antifungal agents |
| US10596150B2 (en) | 2014-11-21 | 2020-03-24 | F2G Limited | Antifungal agents |
| US11065228B2 (en) | 2014-11-21 | 2021-07-20 | F2G Limited | Antifungal agents |
| US10973821B2 (en) | 2016-05-25 | 2021-04-13 | F2G Limited | Pharmaceutical formulation |
| US11819503B2 (en) | 2019-04-23 | 2023-11-21 | F2G Ltd | Method of treating coccidioides infection |
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