DE2059355C - - Google Patents
Info
- Publication number
- DE2059355C DE2059355C DE19702059355 DE2059355A DE2059355C DE 2059355 C DE2059355 C DE 2059355C DE 19702059355 DE19702059355 DE 19702059355 DE 2059355 A DE2059355 A DE 2059355A DE 2059355 C DE2059355 C DE 2059355C
- Authority
- DE
- Germany
- Prior art keywords
- propanol
- phenyl
- trifluoromethyl
- fraction
- hours
- 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.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 3
- AMIMRNSIRUDHCM-UHFFFAOYSA-N isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- NHBUFOXGCPTIOH-UHFFFAOYSA-N 1-(2,4,5-trimethoxyphenyl)propan-1-ol Chemical compound CCC(O)C1=CC(OC)=C(OC)C=C1OC NHBUFOXGCPTIOH-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- -1 3-trifluoromethyl -1 - phenyl - 2 - methyl - 1 - propanol Chemical compound 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drugs Drugs 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 230000001624 sedative Effects 0.000 claims 1
- 210000000941 Bile Anatomy 0.000 description 4
- 241000700159 Rattus Species 0.000 description 4
- 230000001989 choleretic Effects 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000035603 choleresis Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- HVYWMOMLDIMFJA-DPAQBDIFSA-N (3β)-Cholest-5-en-3-ol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000000731 choleretic agent Substances 0.000 description 2
- FKJIJBSJQSMPTI-CAOXKPNISA-M sodium;(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7,12-trioxo-1,2,4,5,6,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoate Chemical compound [Na+].C1CC(=O)C[C@H]2CC(=O)[C@H]3[C@@H]4CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]4(C)C(=O)C[C@@H]3[C@]21C FKJIJBSJQSMPTI-CAOXKPNISA-M 0.000 description 2
- 238000002560 therapeutic procedure Methods 0.000 description 2
- NNMBNYHMJRJUBC-UHFFFAOYSA-N 1-bromo-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC(Br)=C1 NNMBNYHMJRJUBC-UHFFFAOYSA-N 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- 229940107161 Cholesterol Drugs 0.000 description 1
- 206010010904 Convulsion Diseases 0.000 description 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N Ethyl iodide Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
- 210000003608 Feces Anatomy 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 230000001773 anti-convulsant Effects 0.000 description 1
- 230000002921 anti-spasmodic Effects 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 239000000812 cholinergic antagonist Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000036461 convulsion Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 238000002350 laparotomy Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000010871 livestock manure Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 230000002588 toxic Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002110 toxicologic Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR707000342A FR2074576B1 (US20020128544A1-20020912-P00008.png) | 1970-01-07 | 1970-01-07 | |
| FR7000342 | 1970-01-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2059355A1 DE2059355A1 (de) | 1971-07-15 |
| DE2059355C true DE2059355C (US20020128544A1-20020912-P00008.png) | 1973-06-20 |
Family
ID=9048651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702059355 Granted DE2059355A1 (de) | 1970-01-07 | 1970-12-02 | Choleretisches Arzneimittel und Verfahren zu seiner Herstellung |
Country Status (5)
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3134819A (en) * | 1960-11-14 | 1964-05-26 | Smith Kline French Lab | Novel trifluoromethyl derivatives of substituted diols |
-
0
- BE BE759379D patent/BE759379A/xx unknown
-
1970
- 1970-01-07 FR FR707000342A patent/FR2074576B1/fr not_active Expired
- 1970-12-02 DE DE19702059355 patent/DE2059355A1/de active Granted
- 1970-12-14 NL NL7018161A patent/NL7018161A/xx unknown
-
1971
- 1971-01-06 GB GB553/71A patent/GB1279791A/en not_active Expired
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