JPS59130272A - イミダゾ−ル系化合物の製造方法 - Google Patents
イミダゾ−ル系化合物の製造方法Info
- Publication number
- JPS59130272A JPS59130272A JP58004631A JP463183A JPS59130272A JP S59130272 A JPS59130272 A JP S59130272A JP 58004631 A JP58004631 A JP 58004631A JP 463183 A JP463183 A JP 463183A JP S59130272 A JPS59130272 A JP S59130272A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- methyl
- compound shown
- cimetidine
- light rays
- 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
- -1 imidazole compound Chemical class 0.000 title claims abstract description 8
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title description 10
- 239000013078 crystal Substances 0.000 claims abstract description 21
- 229960001380 cimetidine Drugs 0.000 claims abstract description 16
- GCYDEHNKSNMNMN-UHFFFAOYSA-N (5-methyl-1h-imidazol-4-yl)methanethiol Chemical compound CC=1NC=NC=1CS GCYDEHNKSNMNMN-UHFFFAOYSA-N 0.000 claims abstract description 5
- CCGSUNCLSOWKJO-UHFFFAOYSA-N cimetidine Chemical compound N#CNC(=N/C)\NCCSCC1=NC=N[C]1C CCGSUNCLSOWKJO-UHFFFAOYSA-N 0.000 claims abstract 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 12
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 6
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract description 18
- 238000006243 chemical reaction Methods 0.000 abstract description 16
- 150000001875 compounds Chemical class 0.000 abstract description 13
- 238000000034 method Methods 0.000 abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 7
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052753 mercury Inorganic materials 0.000 abstract description 4
- 230000001678 irradiating effect Effects 0.000 abstract description 3
- 102000003710 Histamine H2 Receptors Human genes 0.000 abstract description 2
- 108090000050 Histamine H2 Receptors Proteins 0.000 abstract description 2
- 230000000767 anti-ulcer Effects 0.000 abstract description 2
- 230000000903 blocking effect Effects 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005905 mesyloxy group Chemical group 0.000 abstract 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 abstract 1
- AQIXAKUUQRKLND-UHFFFAOYSA-N cimetidine Chemical compound N#C/N=C(/NC)NCCSCC=1N=CNC=1C AQIXAKUUQRKLND-UHFFFAOYSA-N 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- GAIOTNZPXCFNJU-UHFFFAOYSA-N 1-(2-chloroethyl)-3-cyano-2-methylguanidine Chemical compound N#CNC(=NC)NCCCl GAIOTNZPXCFNJU-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- FNMHARGLJLWHAA-UHFFFAOYSA-N 1-(2-bromoethyl)-3-cyano-2-methylguanidine Chemical compound N#CNC(=NC)NCCBr FNMHARGLJLWHAA-UHFFFAOYSA-N 0.000 description 1
- CLYRBADKYTXVTQ-UHFFFAOYSA-N 1-cyano-3-(2-iodoethyl)-2-methylguanidine Chemical compound N#CNC(=NC)NCCI CLYRBADKYTXVTQ-UHFFFAOYSA-N 0.000 description 1
- FOWRNONMFJXAJD-UHFFFAOYSA-N 2-[(n-cyano-n'-methylcarbamimidoyl)amino]ethyl methanesulfonate Chemical compound N#CNC(=NC)NCCOS(C)(=O)=O FOWRNONMFJXAJD-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58004631A JPS59130272A (ja) | 1983-01-14 | 1983-01-14 | イミダゾ−ル系化合物の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58004631A JPS59130272A (ja) | 1983-01-14 | 1983-01-14 | イミダゾ−ル系化合物の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59130272A true JPS59130272A (ja) | 1984-07-26 |
| JPS622590B2 JPS622590B2 (enrdf_load_stackoverflow) | 1987-01-20 |
Family
ID=11589362
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58004631A Granted JPS59130272A (ja) | 1983-01-14 | 1983-01-14 | イミダゾ−ル系化合物の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59130272A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5808090A (en) * | 1996-02-22 | 1998-09-15 | Endo Pharmaceuticals Inc. | Process for preventing precipitation in cimetidine injection solutions |
-
1983
- 1983-01-14 JP JP58004631A patent/JPS59130272A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5808090A (en) * | 1996-02-22 | 1998-09-15 | Endo Pharmaceuticals Inc. | Process for preventing precipitation in cimetidine injection solutions |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS622590B2 (enrdf_load_stackoverflow) | 1987-01-20 |
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