GB717214A - Improvements relating to anaesthetics - Google Patents
Improvements relating to anaestheticsInfo
- Publication number
- GB717214A GB717214A GB17425/52A GB1742552A GB717214A GB 717214 A GB717214 A GB 717214A GB 17425/52 A GB17425/52 A GB 17425/52A GB 1742552 A GB1742552 A GB 1742552A GB 717214 A GB717214 A GB 717214A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethyl
- prepared
- formula
- alkyl
- phenyl isocyanate
- 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
- 229940124326 anaesthetic agent Drugs 0.000 title 1
- 230000003444 anaesthetic effect Effects 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000001414 amino alcohols Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- HJHZRZFONUPQAA-UHFFFAOYSA-N 2-isocyanato-1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=C(N=C=O)C(C)=C1 HJHZRZFONUPQAA-UHFFFAOYSA-N 0.000 abstract 1
- ADYRNNNWJYLHGS-UHFFFAOYSA-N 5-butoxy-2-isocyanato-1,3-dimethylbenzene Chemical compound CC1=C(C(=CC(=C1)OCCCC)C)N=C=O ADYRNNNWJYLHGS-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- -1 diethylaminoethyl alcohol Chemical compound 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002430 hydrocarbons Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- WSDQIHATCCOMLH-UHFFFAOYSA-N phenyl n-(3,5-dichlorophenyl)carbamate Chemical compound ClC1=CC(Cl)=CC(NC(=O)OC=2C=CC=CC=2)=C1 WSDQIHATCCOMLH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises anaethestics of the formula <FORM:0717214/IV (b)/1> where R1 and R3 are alkyl or alkoxy groups, R2 is hydrogen or an alkyl or alkoxy group, R4 is a hydrocarbon chain of up to 6 carbon atoms, and R5 and R6 are hydrogen or alkyl groups which, with the nitrogen, may form a heterocyclic ring. They may be prepared by reacting an isocyanate of the formula <FORM:0717214/IV (b)/2> with an amino alcohol of the formula <FORM:0717214/IV (b)/3> with or without an inert solvent, e.g. benzene or toluene, first with cooling and then by boiling for one or two hours. The amino alcohol may be used in the form of its salt. In the examples: (1) 2,6-dimethyl-4-tert.-butyl carbanilic acid-b -piperidino-ethyl ester is prepared from 2,6-dimethyl-4-tert.-butyl phenyl isocyanate and b -piperidino-ethyl alcohol; (2) 2,6-dimethyl-4-n-butoxy carbanilic acid-g -diethylamino-propanol ester from 2,6 - dimethyl - 4 - n - butoxy phenyl isocyanate and 3-diethylaminopropanol-1; (3) 2,4,6-trimethyl-carbanilic acid-b -diethylamino ethyl ester hydrochloride is prepared from 2,4,6-trimethyl phenyl isocyanate and diethylaminoethyl alcohol. U.S.A. Specification 2,109,492 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE717214X | 1951-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB717214A true GB717214A (en) | 1954-10-20 |
Family
ID=20315878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17425/52A Expired GB717214A (en) | 1951-07-14 | 1952-07-10 | Improvements relating to anaesthetics |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB717214A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3544579A (en) * | 1967-03-09 | 1970-12-01 | Astra Ab | Substituted phenylcarbamic acid esters of cyclic amino alcohols |
| WO1995031449A1 (en) * | 1994-05-17 | 1995-11-23 | Sanofi | Novel 3,5-dimethylpiperidin-1-ylalkyl esters |
-
1952
- 1952-07-10 GB GB17425/52A patent/GB717214A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3544579A (en) * | 1967-03-09 | 1970-12-01 | Astra Ab | Substituted phenylcarbamic acid esters of cyclic amino alcohols |
| WO1995031449A1 (en) * | 1994-05-17 | 1995-11-23 | Sanofi | Novel 3,5-dimethylpiperidin-1-ylalkyl esters |
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