GB826274A - Novel piperidine compounds and their production - Google Patents
Novel piperidine compounds and their productionInfo
- Publication number
- GB826274A GB826274A GB496557A GB496557A GB826274A GB 826274 A GB826274 A GB 826274A GB 496557 A GB496557 A GB 496557A GB 496557 A GB496557 A GB 496557A GB 826274 A GB826274 A GB 826274A
- Authority
- GB
- United Kingdom
- Prior art keywords
- norpethidine
- products
- production
- hal
- piperidine compounds
- 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
- 150000003053 piperidines Chemical class 0.000 title 1
- QKHMFBKXTNQCTM-UHFFFAOYSA-N norpethidine Chemical class C=1C=CC=CC=1C1(C(=O)OCC)CCNCC1 QKHMFBKXTNQCTM-UHFFFAOYSA-N 0.000 abstract 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- -1 2-chloroethyl methyl Chemical group 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 abstract 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 229940035676 analgesics Drugs 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- LJSQFQKUNVCTIA-UHFFFAOYSA-N diethyl sulfide Chemical class CCSCC LJSQFQKUNVCTIA-UHFFFAOYSA-N 0.000 abstract 1
- 239000003457 ganglion blocking agent Substances 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
- C07D211/64—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4 having an aryl radical as the second substituent in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
The invention comprises norpethidine derivatives of the general formula <FORM:0826274/IV (b)/1> (wherein Y represents an alkylthio group and R a straight or branched chain alkylene group of 1-6 carbon atoms), their acid addition and quaternary ammonium salts, and the preparation thereof by reacting norpethidine with a compound Y-R-Hal (wherein Hal represents Cl, Br or I). The products are useful as analgesics and, in the case of the quaternary salts, as ganglion-blocking and anticholinergic agents. In examples, norpethidine is reacted in the presence of sodium carbonate with 2-chloroethyl methyl and ethyl sulphides, by refluxing in amyl alcohol. The hydrobromides of the products and the methiodide of the first product (Y-R- #sC b -methylthioethyl) are described.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB496557A GB826274A (en) | 1957-02-13 | 1957-02-13 | Novel piperidine compounds and their production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB496557A GB826274A (en) | 1957-02-13 | 1957-02-13 | Novel piperidine compounds and their production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB826274A true GB826274A (en) | 1959-12-31 |
Family
ID=9787230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB496557A Expired GB826274A (en) | 1957-02-13 | 1957-02-13 | Novel piperidine compounds and their production |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB826274A (en) |
-
1957
- 1957-02-13 GB GB496557A patent/GB826274A/en not_active Expired
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