SE7601959L - PREPARATION OF LAGALKYLIMIDAZOLE CARBOXYLATE - Google Patents
PREPARATION OF LAGALKYLIMIDAZOLE CARBOXYLATEInfo
- Publication number
- SE7601959L SE7601959L SE7601959A SE7601959A SE7601959L SE 7601959 L SE7601959 L SE 7601959L SE 7601959 A SE7601959 A SE 7601959A SE 7601959 A SE7601959 A SE 7601959A SE 7601959 L SE7601959 L SE 7601959L
- Authority
- SE
- Sweden
- Prior art keywords
- optically active
- phenylethyl
- imidazole
- acid
- carboxylic acid
- Prior art date
Links
- 150000007942 carboxylates Chemical class 0.000 title 1
- RGYCCBLTSWHXIS-UHFFFAOYSA-N 3-(1-phenylethyl)imidazole-4-carboxylic acid Chemical compound C1=NC=C(C(O)=O)N1C(C)C1=CC=CC=C1 RGYCCBLTSWHXIS-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- RTCUCQWIICFPOD-UHFFFAOYSA-N 1-naphthalen-1-ylethanamine Chemical compound C1=CC=C2C(C(N)C)=CC=CC2=C1 RTCUCQWIICFPOD-UHFFFAOYSA-N 0.000 abstract 1
- KHSYYLCXQKCYQX-UHFFFAOYSA-N 1-naphthalen-2-ylethanamine Chemical compound C1=CC=CC2=CC(C(N)C)=CC=C21 KHSYYLCXQKCYQX-UHFFFAOYSA-N 0.000 abstract 1
- RQEUFEKYXDPUSK-UHFFFAOYSA-N 1-phenylethylamine Chemical compound CC(N)C1=CC=CC=C1 RQEUFEKYXDPUSK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 239000003326 hypnotic agent Substances 0.000 abstract 1
- 230000000147 hypnotic effect Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Optically active C1-C3-alkyl esters of 1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid are prepared by reacting racemic 1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid with an optically active isomer of 1-phenylethylamine, 1-(1-naphthyl)ethylamine or 1-(2-naphthyl)ethylamine. The resulting insoluble diastereomeric salt is separated off and treated with a strong non-oxidising mineral acid. The resulting optically active 1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid is then esterified with a C1-C3-alcohol. In another process, the resulting optically active acid is firstly converted into the acid halide and then correspondingly esterified. The prepared compounds can be used as hypnotics.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55719475A | 1975-03-10 | 1975-03-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE7601959L true SE7601959L (en) | 1976-09-13 |
Family
ID=24224401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7601959A SE7601959L (en) | 1975-03-10 | 1976-02-19 | PREPARATION OF LAGALKYLIMIDAZOLE CARBOXYLATE |
Country Status (27)
| Country | Link |
|---|---|
| JP (1) | JPS51115473A (en) |
| AT (1) | AT353262B (en) |
| AU (1) | AU503733B2 (en) |
| BE (1) | BE839120A (en) |
| BG (1) | BG24806A3 (en) |
| CA (1) | CA1066709A (en) |
| CH (1) | CH629192A5 (en) |
| CS (1) | CS203116B2 (en) |
| DE (1) | DE2609573A1 (en) |
| DK (1) | DK99376A (en) |
| ES (1) | ES445450A1 (en) |
| FI (1) | FI62292C (en) |
| FR (1) | FR2318159A1 (en) |
| GB (1) | GB1535566A (en) |
| HU (1) | HU172026B (en) |
| IE (1) | IE42652B1 (en) |
| IL (1) | IL49190A (en) |
| IT (1) | IT1057941B (en) |
| LU (1) | LU74503A1 (en) |
| NL (1) | NL7602444A (en) |
| NO (1) | NO144884C (en) |
| PL (1) | PL99926B1 (en) |
| PT (1) | PT64879B (en) |
| SE (1) | SE7601959L (en) |
| SU (1) | SU677656A3 (en) |
| YU (1) | YU60876A (en) |
| ZA (1) | ZA761427B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE871675A (en) * | 1977-12-02 | 1979-04-30 | Smithkline Corp | PROCESS FOR PREPARING DERIVATIVES OF IMIDAZOLE |
| JPS5671074A (en) | 1979-11-12 | 1981-06-13 | Takeda Chem Ind Ltd | 1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative |
| JPS5671073A (en) | 1979-11-12 | 1981-06-13 | Takeda Chem Ind Ltd | Imidazole derivative |
| JPS58157768A (en) * | 1982-03-16 | 1983-09-19 | Takeda Chem Ind Ltd | 4-chloro-2-phenylimidazole-5-acetic acid derivative |
| PL149675B1 (en) * | 1986-03-10 | 1990-03-31 | Method of obtaining novel derivatives of 1-methyl 1h-imidazolecarboxylic-5 acid | |
| RU2144022C1 (en) * | 1995-10-30 | 2000-01-10 | Такеда Кемикал Индастриз, Лтд. | N-(biphenylmethyl)aminobenzoic acid esters and method of their synthesis |
| BRPI0910072A2 (en) | 2008-03-31 | 2017-05-30 | Massachusetts Gen Hospital | compound, pharmaceutical composition, and method for providing anesthesia to a mammal. |
| CA2861071C (en) | 2012-01-13 | 2017-09-12 | The General Hospital Corporation | Etomidate and metomidate derivatives and their use as anesthetics |
-
1976
- 1976-02-13 CA CA245,697A patent/CA1066709A/en not_active Expired
- 1976-02-18 GB GB6339/76A patent/GB1535566A/en not_active Expired
- 1976-02-19 SE SE7601959A patent/SE7601959L/en not_active Application Discontinuation
- 1976-02-23 ES ES445450A patent/ES445450A1/en not_active Expired
- 1976-03-01 FR FR7605762A patent/FR2318159A1/en active Granted
- 1976-03-03 BE BE164793A patent/BE839120A/en not_active IP Right Cessation
- 1976-03-05 CH CH280676A patent/CH629192A5/en not_active IP Right Cessation
- 1976-03-08 DK DK99376*#A patent/DK99376A/en not_active Application Discontinuation
- 1976-03-08 IT IT48460/76A patent/IT1057941B/en active
- 1976-03-08 LU LU74503A patent/LU74503A1/xx unknown
- 1976-03-08 JP JP51024280A patent/JPS51115473A/en active Pending
- 1976-03-08 CS CS761495A patent/CS203116B2/en unknown
- 1976-03-08 NO NO760790A patent/NO144884C/en unknown
- 1976-03-08 DE DE19762609573 patent/DE2609573A1/en not_active Withdrawn
- 1976-03-09 NL NL7602444A patent/NL7602444A/en not_active Application Discontinuation
- 1976-03-09 YU YU00608/76A patent/YU60876A/en unknown
- 1976-03-09 ZA ZA761427A patent/ZA761427B/en unknown
- 1976-03-09 FI FI760601A patent/FI62292C/en not_active IP Right Cessation
- 1976-03-09 PT PT64879A patent/PT64879B/en unknown
- 1976-03-09 HU HU76JA00000750A patent/HU172026B/en unknown
- 1976-03-09 IE IE482/76A patent/IE42652B1/en unknown
- 1976-03-09 AT AT171776A patent/AT353262B/en not_active IP Right Cessation
- 1976-03-09 AU AU11806/76A patent/AU503733B2/en not_active Expired
- 1976-03-10 IL IL49190A patent/IL49190A/en unknown
- 1976-03-10 BG BG032575A patent/BG24806A3/en unknown
- 1976-03-10 PL PL1976187827A patent/PL99926B1/en unknown
- 1976-03-10 SU SU762329945A patent/SU677656A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| ES445450A1 (en) | 1977-10-16 |
| DK99376A (en) | 1976-09-11 |
| JPS51115473A (en) | 1976-10-12 |
| IE42652L (en) | 1976-09-10 |
| CH629192A5 (en) | 1982-04-15 |
| BG24806A3 (en) | 1978-05-12 |
| IT1057941B (en) | 1982-03-30 |
| NO760790L (en) | 1976-09-13 |
| PT64879B (en) | 1978-02-06 |
| NO144884B (en) | 1981-08-24 |
| FR2318159A1 (en) | 1977-02-11 |
| CS203116B2 (en) | 1981-02-27 |
| BE839120A (en) | 1976-09-03 |
| AU503733B2 (en) | 1979-09-20 |
| FI760601A7 (en) | 1976-09-11 |
| AT353262B (en) | 1979-11-12 |
| YU60876A (en) | 1983-01-21 |
| ATA171776A (en) | 1979-04-15 |
| DE2609573A1 (en) | 1976-09-30 |
| ZA761427B (en) | 1977-10-26 |
| NO144884C (en) | 1981-12-02 |
| CA1066709A (en) | 1979-11-20 |
| SU677656A3 (en) | 1979-07-30 |
| IE42652B1 (en) | 1980-09-24 |
| AU1180676A (en) | 1977-09-15 |
| LU74503A1 (en) | 1976-09-01 |
| GB1535566A (en) | 1978-12-13 |
| HU172026B (en) | 1978-05-28 |
| IL49190A (en) | 1980-07-31 |
| NL7602444A (en) | 1976-09-14 |
| PT64879A (en) | 1976-04-01 |
| FR2318159B1 (en) | 1979-07-27 |
| FI62292B (en) | 1982-08-31 |
| FI62292C (en) | 1982-12-10 |
| PL99926B1 (en) | 1978-08-31 |
| IL49190A0 (en) | 1976-05-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NAV | Patent application has lapsed |
Ref document number: 7601959-5 |