CS207482B1 - method of making the crystalographically pure polymerous form of the cimetidine - Google Patents
method of making the crystalographically pure polymerous form of the cimetidine Download PDFInfo
- Publication number
- CS207482B1 CS207482B1 CS611677A CS611677A CS207482B1 CS 207482 B1 CS207482 B1 CS 207482B1 CS 611677 A CS611677 A CS 611677A CS 611677 A CS611677 A CS 611677A CS 207482 B1 CS207482 B1 CS 207482B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- cimetidine
- suspension
- pure
- crystalographically
- polymerous
- Prior art date
Links
- CCGSUNCLSOWKJO-UHFFFAOYSA-N cimetidine Chemical compound N#CNC(=N/C)\NCCSCC1=NC=N[C]1C CCGSUNCLSOWKJO-UHFFFAOYSA-N 0.000 title claims description 46
- 229960001380 cimetidine Drugs 0.000 title claims description 43
- 238000004519 manufacturing process Methods 0.000 title description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 16
- 239000000725 suspension Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 8
- 238000012546 transfer Methods 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- -1 (5-methyl-4-imidazolyl) methylthio Chemical group 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 238000005147 X-ray Weissenberg Methods 0.000 description 1
- 239000005557 antagonist Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000012020 french fries Nutrition 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3906576A GB1543238A (en) | 1976-09-21 | 1976-09-21 | Polymorph of cimetidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS207482B1 true CS207482B1 (en) | 1981-07-31 |
Family
ID=10407431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS611677A CS207482B1 (en) | 1976-09-21 | 1977-09-21 | method of making the crystalographically pure polymerous form of the cimetidine |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS60185767A (pl) |
| AR (1) | AR218267A1 (pl) |
| BG (1) | BG28050A3 (pl) |
| CS (1) | CS207482B1 (pl) |
| DD (1) | DD129906A5 (pl) |
| DK (1) | DK417677A (pl) |
| ES (1) | ES462517A1 (pl) |
| FI (1) | FI772542A7 (pl) |
| GR (1) | GR61173B (pl) |
| IT (1) | IT1086352B (pl) |
| MY (1) | MY8400026A (pl) |
| NL (1) | NL7710354A (pl) |
| NO (1) | NO773225L (pl) |
| PL (1) | PL103681B1 (pl) |
| PT (1) | PT66927B (pl) |
| SE (1) | SE7710518L (pl) |
| ZA (1) | ZA774857B (pl) |
| ZM (1) | ZM7077A1 (pl) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1338169A (en) * | 1971-03-09 | 1973-11-21 | Smith Kline French Lab | Ureas thioureas and guanidines |
| GB1397436A (en) * | 1972-09-05 | 1975-06-11 | Smith Kline French Lab | Heterocyclic n-cyanoguinidines |
| GB1531221A (en) * | 1974-09-02 | 1978-11-08 | Smith Kline French Lab | Process for preparing guanidine derivatives |
-
1977
- 1977-04-18 DD DD7700198451A patent/DD129906A5/xx unknown
- 1977-05-13 GR GR53452A patent/GR61173B/el unknown
- 1977-05-17 BG BG036338A patent/BG28050A3/xx unknown
- 1977-08-11 ZA ZA00774857A patent/ZA774857B/xx unknown
- 1977-08-16 PT PT66927A patent/PT66927B/pt unknown
- 1977-08-26 FI FI772542A patent/FI772542A7/fi unknown
- 1977-09-08 IT IT27402/77A patent/IT1086352B/it active
- 1977-09-12 ZM ZM7770A patent/ZM7077A1/xx unknown
- 1977-09-19 AR AR269254A patent/AR218267A1/es active
- 1977-09-20 SE SE7710518A patent/SE7710518L/xx not_active Application Discontinuation
- 1977-09-20 NO NO773225A patent/NO773225L/no unknown
- 1977-09-20 PL PL1977200960A patent/PL103681B1/pl unknown
- 1977-09-21 DK DK417677A patent/DK417677A/da not_active Application Discontinuation
- 1977-09-21 CS CS611677A patent/CS207482B1/cs unknown
- 1977-09-21 ES ES462517A patent/ES462517A1/es not_active Expired
- 1977-09-21 NL NL7710354A patent/NL7710354A/xx not_active Application Discontinuation
-
1984
- 1984-07-31 JP JP59162761A patent/JPS60185767A/ja active Granted
- 1984-12-30 MY MY26/84A patent/MY8400026A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES462517A1 (es) | 1978-07-01 |
| PT66927A (en) | 1977-09-01 |
| JPS6234759B2 (pl) | 1987-07-28 |
| GR61173B (en) | 1978-10-03 |
| NL7710354A (nl) | 1978-03-23 |
| AR218267A1 (es) | 1980-05-30 |
| PT66927B (en) | 1979-03-13 |
| DD129906A5 (de) | 1978-02-15 |
| PL200960A1 (pl) | 1978-05-22 |
| FI772542A7 (pl) | 1977-08-29 |
| NO773225L (no) | 1978-03-22 |
| MY8400026A (en) | 1984-12-31 |
| PL103681B1 (pl) | 1979-07-31 |
| JPS60185767A (ja) | 1985-09-21 |
| ZM7077A1 (en) | 1978-08-21 |
| BG28050A3 (bg) | 1980-02-25 |
| SE7710518L (sv) | 1978-03-22 |
| ZA774857B (en) | 1978-06-28 |
| IT1086352B (it) | 1985-05-28 |
| DK417677A (da) | 1978-03-22 |
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