JPS57126462A - Novel carboxylic ester and its preparation - Google Patents
Novel carboxylic ester and its preparationInfo
- Publication number
- JPS57126462A JPS57126462A JP1083181A JP1083181A JPS57126462A JP S57126462 A JPS57126462 A JP S57126462A JP 1083181 A JP1083181 A JP 1083181A JP 1083181 A JP1083181 A JP 1083181A JP S57126462 A JPS57126462 A JP S57126462A
- Authority
- JP
- Japan
- Prior art keywords
- preparation
- acid
- formulai
- aralkyloxycarbonyl
- trans
- 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.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- 150000001733 carboxylic acid esters Chemical class 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 abstract 1
- JBRMEFWJFBHUKG-UHFFFAOYSA-N 4-[(diaminomethylideneamino)methyl]cyclohexane-1-carboxylic acid Chemical compound NC(N)=NCC1CCC(C(O)=O)CC1 JBRMEFWJFBHUKG-UHFFFAOYSA-N 0.000 abstract 1
- JBRMEFWJFBHUKG-LJGSYFOKSA-N NC(=N)NC[C@H]1CC[C@H](C(O)=O)CC1 Chemical compound NC(=N)NC[C@H]1CC[C@H](C(O)=O)CC1 JBRMEFWJFBHUKG-LJGSYFOKSA-N 0.000 abstract 1
- 102000035195 Peptidases Human genes 0.000 abstract 1
- 108091005804 Peptidases Proteins 0.000 abstract 1
- 239000004365 Protease Substances 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000002904 solvent 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
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
NEW MATERIAL:A compunnd of formulaI(R is halogen, nitro, aralkyloxycarbonyl, carboxyl) and its acid adduct.
EXAMPLE: 4'-Chloronaphthyl trans-4-guanidinomethylcyclohexanecarboxylate.
USE: A drug having an action of inhibiting proteases: the trans-isomer is preferred.
PREPARATION: The reaction between 4-guanidinomethylcyclohexanecarboxylic acid or its reactive derivative such as acid cholride or ethyl chloroformate and a compound of formula II (R' is halogen, nitro, aralkyloxycarbonyl) is conducted in a solvent such as dimethylformamide at room temperature W under reflux for 1hrW20 days, preferably in the presence of a tertiary amine to give the compound of formulaI.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (14)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1083181A JPS57126462A (en) | 1981-01-29 | 1981-01-29 | Novel carboxylic ester and its preparation |
US06/336,707 US4465851A (en) | 1981-01-22 | 1982-01-04 | Guanidinocyclohexanecarboxylic acid derivatives |
BR8200212A BR8200212A (en) | 1981-01-22 | 1982-01-13 | PROCESS FOR THE PREPARATION OF GUANIDINOCICLOHEXANOCARBOXYLIC ACID AND ITS DERIVATIVES |
NL8200110A NL8200110A (en) | 1981-01-22 | 1982-01-13 | NEW COMPOUNDS WITH ANTI-ALLERGENIC EFFECTS, PROCESS FOR THEIR PREPARATION AND PREPARATIONS CONTAINING THEM. |
ES508731A ES8406189A1 (en) | 1981-01-22 | 1982-01-14 | 4-Guanidino:methyl cyclohexane carboxylate derivs. |
GB8201092A GB2093835B (en) | 1981-01-22 | 1982-01-15 | Novel guanidinocyclohexanecarboxylic acid derivatives and a process for producing the same |
BE0/207062A BE891790A (en) | 1981-01-22 | 1982-01-15 | NOVEL GUANIDINOCYCLOHEXANE-CARBOXYLIC ACID DERIVATIVES AND THEIR PRODUCTION METHOD |
CA000394507A CA1180716A (en) | 1981-01-22 | 1982-01-20 | Guanidinocyclohexanecarboxylic acid derivatives and process for producing the same |
SE8200309A SE455789B (en) | 1981-01-22 | 1982-01-20 | GUANIDINOCYCLOHEXANCHARBOXYLIC ACID DERIVATIVES IN TRANSFORM AND A PROCEDURE FOR PREPARING THEREOF |
IT67060/82A IT1191163B (en) | 1981-01-22 | 1982-01-21 | DERIVATIVES OF GUANIDINO ACID CYCLEHEXARBOXYL AND PROCEDURE FOR THEIR PRODUCTION |
DE19823201817 DE3201817A1 (en) | 1981-01-22 | 1982-01-21 | NEW GUANIDINOCYCLOHEXANCARBONSAE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THEM |
CH380/82A CH652119A5 (en) | 1981-01-22 | 1982-01-21 | DERIVATIVES OF GUANIDINOCYCLOHEXANECARBOXYLIC ACID AND THEIR MANUFACTURING PROCESS. |
FR8201032A FR2498183A1 (en) | 1981-01-22 | 1982-01-22 | NOVEL GUANIDINOCYCLOHEXANECARBOXYLIC ACID DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THERAPEUTIC USE THEREOF |
KR8200269A KR880001104B1 (en) | 1981-01-22 | 1982-01-22 | Process for the preparation of guanidino cyclohexane carboxic acid derivation |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1083181A JPS57126462A (en) | 1981-01-29 | 1981-01-29 | Novel carboxylic ester and its preparation |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57126462A true JPS57126462A (en) | 1982-08-06 |
JPH024588B2 JPH024588B2 (en) | 1990-01-29 |
Family
ID=11761296
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1083181A Granted JPS57126462A (en) | 1981-01-22 | 1981-01-29 | Novel carboxylic ester and its preparation |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS57126462A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6284791B1 (en) | 1994-08-30 | 2001-09-04 | Teikoku Chemical Industries Co., Ltd. | Guanidinomethyl cyclohexane carboxylic acid ester derivatives |
US6444703B1 (en) | 1995-12-22 | 2002-09-03 | Teikoku Chemical Industries Co., Ltd. | Cyclohexane carbocyclic ester derivative and cyclodextrin complex and composition for treatment of helicobacter pylori infections |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6617997B1 (en) * | 2019-07-03 | 2019-12-11 | 有限会社工房Ryo | Transfer device |
-
1981
- 1981-01-29 JP JP1083181A patent/JPS57126462A/en active Granted
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6284791B1 (en) | 1994-08-30 | 2001-09-04 | Teikoku Chemical Industries Co., Ltd. | Guanidinomethyl cyclohexane carboxylic acid ester derivatives |
US6831190B1 (en) | 1994-08-30 | 2004-12-14 | Teikoku Chemical Industries Co., Ltd. | Guanidinomethyl cyclohexane carboxylic acid ester derivatives |
US6444703B1 (en) | 1995-12-22 | 2002-09-03 | Teikoku Chemical Industries Co., Ltd. | Cyclohexane carbocyclic ester derivative and cyclodextrin complex and composition for treatment of helicobacter pylori infections |
Also Published As
Publication number | Publication date |
---|---|
JPH024588B2 (en) | 1990-01-29 |
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