DE1770183A1 - Neue tertiaere Estersalze und Verfahren zur Herstellung derselben - Google Patents
Neue tertiaere Estersalze und Verfahren zur Herstellung derselbenInfo
- Publication number
- DE1770183A1 DE1770183A1 DE19681770183 DE1770183A DE1770183A1 DE 1770183 A1 DE1770183 A1 DE 1770183A1 DE 19681770183 DE19681770183 DE 19681770183 DE 1770183 A DE1770183 A DE 1770183A DE 1770183 A1 DE1770183 A1 DE 1770183A1
- Authority
- DE
- Germany
- Prior art keywords
- group
- general formula
- compound
- atom
- chlorine
- 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.)
- Pending
Links
- -1 tertiary ester salts Chemical class 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 18
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000003589 local anesthetic agent Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- QIZDQFOVGFDBKW-DHBOJHSNSA-N Pseudotropine Natural products OC1C[C@@H]2[N+](C)[C@H](C1)CC2 QIZDQFOVGFDBKW-DHBOJHSNSA-N 0.000 claims description 3
- 230000003444 anaesthetic effect Effects 0.000 claims description 3
- 230000000767 anti-ulcer Effects 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 239000002775 capsule Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000006187 pill Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 239000000829 suppository Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims description 2
- CYHOMWAPJJPNMW-JIGDXULJSA-N tropine Chemical compound C1[C@@H](O)C[C@H]2CC[C@@H]1N2C CYHOMWAPJJPNMW-JIGDXULJSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000000796 flavoring agent Substances 0.000 claims 1
- 235000013355 food flavoring agent Nutrition 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 239000000080 wetting agent Substances 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 229940102396 methyl bromide Drugs 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- TYLUYQCKBXQXDS-NDRUTXPUSA-M [(1s,5r)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 9h-xanthene-9-carboxylate;bromide Chemical compound [Br-].C12=CC=CC=C2OC2=CC=CC=C2C1C(=O)OC(C1)C[C@H]2CC[C@@H]1[N+]2(C)C TYLUYQCKBXQXDS-NDRUTXPUSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- JYRSCMLJPXJTLI-UHFFFAOYSA-N 9h-xanthene-9-carbonyl chloride Chemical compound C1=CC=C2C(C(=O)Cl)C3=CC=CC=C3OC2=C1 JYRSCMLJPXJTLI-UHFFFAOYSA-N 0.000 description 1
- 229930003347 Atropine Natural products 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- VSBFNCXKYIEYIS-UHFFFAOYSA-N Xanthene-9-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)C3=CC=CC=C3OC2=C1 VSBFNCXKYIEYIS-UHFFFAOYSA-N 0.000 description 1
- XQJMXPAEFMWDOZ-PBWFPOADSA-N [(1s,5r)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] benzoate Chemical compound C([C@H]1CC[C@@H](C2)N1C)C2OC(=O)C1=CC=CC=C1 XQJMXPAEFMWDOZ-PBWFPOADSA-N 0.000 description 1
- RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 1
- 229960000396 atropine Drugs 0.000 description 1
- 238000009739 binding Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/24—Anthracenes; Hydrogenated anthracenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUEE001378 | 1967-04-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1770183A1 true DE1770183A1 (de) | 1971-09-23 |
Family
ID=10995227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681770183 Pending DE1770183A1 (de) | 1967-04-12 | 1968-04-11 | Neue tertiaere Estersalze und Verfahren zur Herstellung derselben |
Country Status (11)
| Country | Link |
|---|---|
| AT (1) | AT279814B (https=) |
| BE (1) | BE713629A (https=) |
| CH (1) | CH500986A (https=) |
| CS (1) | CS155804B1 (https=) |
| DE (1) | DE1770183A1 (https=) |
| DK (1) | DK118251B (https=) |
| FR (1) | FR1562433A (https=) |
| GB (1) | GB1223130A (https=) |
| IL (1) | IL29744A (https=) |
| NL (2) | NL6805130A (https=) |
| SE (1) | SE346108B (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3408005A1 (de) * | 1984-03-03 | 1985-09-05 | Haver & Boecker, 4740 Oelde | Verfahren und vorrichtung zum fuellen von saecken |
| WO1992016528A1 (de) * | 1991-03-15 | 1992-10-01 | Boehringer Ingelheim Kg | Neue ester bi- und tricyclischer aminoalkohole, ihre herstellung und ihre verwendung in arzneimitteln |
| WO1999021854A1 (en) * | 1997-10-24 | 1999-05-06 | Newlaxant Llc | Bis-quaternary ammonium derivatives as neuromuscular relaxants |
-
1968
- 1968-04-01 GB GB05584/68A patent/GB1223130A/en not_active Expired
- 1968-04-02 IL IL29744A patent/IL29744A/xx unknown
- 1968-04-09 FR FR1562433D patent/FR1562433A/fr not_active Expired
- 1968-04-10 SE SE4912/68A patent/SE346108B/xx unknown
- 1968-04-10 NL NL6805130A patent/NL6805130A/xx unknown
- 1968-04-10 DK DK160368AA patent/DK118251B/da unknown
- 1968-04-11 CH CH543568A patent/CH500986A/de not_active IP Right Cessation
- 1968-04-11 DE DE19681770183 patent/DE1770183A1/de active Pending
- 1968-04-11 AT AT360268A patent/AT279814B/de not_active IP Right Cessation
- 1968-04-11 CS CS270068A patent/CS155804B1/cs unknown
- 1968-04-12 BE BE713629D patent/BE713629A/xx unknown
-
1972
- 1972-11-03 NL NL7214876A patent/NL7214876A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3408005A1 (de) * | 1984-03-03 | 1985-09-05 | Haver & Boecker, 4740 Oelde | Verfahren und vorrichtung zum fuellen von saecken |
| WO1992016528A1 (de) * | 1991-03-15 | 1992-10-01 | Boehringer Ingelheim Kg | Neue ester bi- und tricyclischer aminoalkohole, ihre herstellung und ihre verwendung in arzneimitteln |
| WO1999021854A1 (en) * | 1997-10-24 | 1999-05-06 | Newlaxant Llc | Bis-quaternary ammonium derivatives as neuromuscular relaxants |
| US5990124A (en) * | 1997-10-24 | 1999-11-23 | Gyermek; Laszlo | Neuromuscular relaxants |
| US6274623B1 (en) | 1997-10-24 | 2001-08-14 | Newlaxant Llc | Neuromuscular relaxants |
| US6274757B1 (en) | 1997-10-24 | 2001-08-14 | Newlaxant Llc | Neuromuscular relaxants |
Also Published As
| Publication number | Publication date |
|---|---|
| CS155804B1 (https=) | 1974-06-24 |
| CH500986A (de) | 1970-12-31 |
| DK118251B (da) | 1970-07-27 |
| NL7214876A (https=) | 1973-02-26 |
| FR1562433A (https=) | 1969-04-04 |
| IL29744A0 (en) | 1968-06-20 |
| IL29744A (en) | 1972-06-28 |
| GB1223130A (en) | 1971-02-24 |
| BE713629A (https=) | 1968-10-14 |
| SE346108B (https=) | 1972-06-26 |
| NL6805130A (https=) | 1968-10-14 |
| AT279814B (de) | 1970-03-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2147023C3 (de) | Verfahren zur Herstellung von 1H- Tetrazol-Verbindungen | |
| CH640224A5 (de) | 2-pyrrolidonderivate, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von 4-aminohex-5-ensaeure. | |
| DE1159462B (de) | Verfahren zur Herstellung von s-Triazinderivaten | |
| DE2248477A1 (de) | Imidazolinverbindungen | |
| DE1023039B (de) | Verfahren zur Herstellung von 5-Piperazino-pyridazon-(6)-verbindungen | |
| DE2403572A1 (de) | Neue berbinderivate | |
| DE2634336C3 (de) | Diaminoandrostan-Derivate, deren Säureadditionssalze und quaternären Salze sowie ein Verfahren zur Herstellung dieser Verbindungen | |
| DE1770183A1 (de) | Neue tertiaere Estersalze und Verfahren zur Herstellung derselben | |
| DE2356901A1 (de) | Verfahren zur herstellung von 3cyanochromonen | |
| DE1643965A1 (de) | Neue Karbamid-Derivate und Verfahren zu ihrer Herstellung | |
| DE2919146A1 (de) | Neue n-cyano-azomethinderivate und verfahren zu ihrer herstellung | |
| DE2533899C3 (de) | Verfahren zur Herstellung von Steryl-ß-Dglukosidestern | |
| AT332405B (de) | Verfahren zur herstellung neuer 1,4-dihydropyridine | |
| DE2405255A1 (de) | Neue tetrazolderivate und verfahren zu ihrer herstellung | |
| AT351540B (de) | Verfahren zur herstellung von neuen tetrahydro- isochinolinderivaten und deren salzen | |
| DE1470243C (de) | Ergolin-I-derivate und ein Verfahren zu ihrer Herstellung | |
| AT270647B (de) | Verfahren zur Herstellung neuer substituierter Aminopyridine, von deren Salzen und optisch aktiven Isomeren | |
| DE908020C (de) | Verfahren zur Herstellung von 2-Amino-pyridinverbindungen | |
| AT285602B (de) | Verfahren zur Herstellung von neuen Thiazolderivaten | |
| AT269371B (de) | Verfahren zur Herstellung neuer N-substituierter Normorphine | |
| AT268288B (de) | Verfahren zur Herstellung von neuen antidiabetisch wirksamen Sulfonamiden | |
| AT236389B (de) | Verfahren zur Herstellung von neuen N-substituierten heterocyclischen Verbindungen | |
| AT318652B (de) | Verfahren zur Herstellung von neuen Alkylsulfonsäureestern 1,3,2-oxazaphospha-cyclischer Verbindungen | |
| DE2508251A1 (de) | Neue derivate des indols, verfahren zu deren herstellung sowie diese enthaltende arzneimittel | |
| AT205038B (de) | Verfahren zur Herstellung neuer, in 10-Stellung substituierter 11-Oxo-dibenzo-[b, f]-thia-[1]-aza-[4]-cycloheptadien-[2,6]-Verbindungen |