GB764958A - New anaesthetic agents - Google Patents

New anaesthetic agents

Info

Publication number
GB764958A
GB764958A GB34943/53A GB3494353A GB764958A GB 764958 A GB764958 A GB 764958A GB 34943/53 A GB34943/53 A GB 34943/53A GB 3494353 A GB3494353 A GB 3494353A GB 764958 A GB764958 A GB 764958A
Authority
GB
United Kingdom
Prior art keywords
acetylamino
hydrochloride
methyl
piperidino
methylnaphthalene
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
Application number
GB34943/53A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Publication of GB764958A publication Critical patent/GB764958A/en
Expired legal-status Critical Current

Links

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
    • C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/15—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Abstract

The invention comprises salts and quaternary compounds of 1-acylamino-2-substituted naphthalenes of the formula <FORM:0764958/IV(b)/1> where X is alkyl, alkoxy or alkylthio, and the nucleus may be further substituted or may be hydrogenated in the 5:6:7:8-positions; R and R1 are alkyl, aralkyl or cycloalkyl, or one may be hydrogen, or together form a saturated ring which may contain another hetero atom. These are made by condensing the appropriately substituted 1-naphthylamine with a chloro-acyl chloride, reacting the product with a secondary amine and converting the resulting compound into a salt or quaternary compound. Examples show the preparation of the following: 1-(dimethylamino-acetylamino)-2-ethoxynaphthalene hydrochloride, 1 - (diethylamino - acetylamino) - 2 - ethoxynaphthalene hydrochloride, 1-(piperidino-acetylamino)-2-ethoxynaphthalene hydrochloride, 1 - (diethylamino - acetylamino) - 2 - methylthionaphthalene hydrochloride, 1-(cyclohexylamino-acetylamino)-2-methylnaphthalene hydroxchloride, 1-(benzylamino - acetylamino) - 2 - methyl - naphthalene hydroxchloride,1 (dimethylamino-acetylamino)-2-methylnaphthalene hydrochloride, 1-(diethylamino-acetylamino)-2-methylnaphthalene hydrochloride, 1 - (piperidino - acetylamino) - 2 - methylnaphthalene hydrochloride and ethylbromide, 1 - (pyrrolidino - acetylamino) - 2 - methylnaphthalene hydrochloride, 1 - (morpholino - acetylamino) - 2 - methylnaphthalene hydrochloride, 1 - (diethylamino-acetylamino) -2-methyl-5:6:7:8-tetrahydronaphthalene hydrochloride, 1-(piperidino-acetylamino)-2-methyl-5:6:7:8 - tetrahydronaphthalene hydrochloride, 1 - (N-methyl-N-(g -phenylpropyl)-amino - acetylamino)-2-methylnaphthalene hydrochloride, 1 - (piperidino - acetylamino) - 2 - propoxy - naphthalene hydrochloride, 1-(piperidino-acetylamino) - 2 - butoxynaphthalene hydrochloride, 1-(N-methyl-N-(g -phenylpropyl)-amino-acetylamino) -2-butoxynaphthalene hydrochloride, 1-(piperidino-acetylamino)-2-isobutoxy-naphthalene hydrochloride, 1 - (b - diethylamino - propionylamino)-2-ethoxynaphthalene hydrochloride and 1-(piperidino-acetylamino)-2-ethoxy-5:6:7:8 - tetrahydronaphthalene hydrochloride. Other products mentioned are the salts and quaternary compounds of 1-(piperidino-acetylamino) - 2:3 - dimethyl-, -2:6-dimethyl-, -2-methyl-4-bromo- and -2-methyl-5-bromonaphthalene and 1 - (b - piperidino - butyryl - amino)-2-methyl-naphthalene, the last-named being prepared from 1-crotonylamino-2-methylnaphthalene and piperidine. 1-Chloroacetylamino-2-substituted naphthalenes where the 2-substituent is methyl, ethoxy, propoxy, butoxy, isobutyloxy or methylthio are made from the corresponding 1-amino compounds and chloroacetyl chloride. 1-(b -chloropropionylamino)-2-ethoxynaphthalene, 1-chloroacetylamino-2-methyl-5:6:7:8-tetrahydronaphthalene and 1 - chloroacetylamino - 2 - ethoxy-5:6:7:8 - tetrahydronaphthalene are made similarly. 1-Amino-2-ethoxy-5:6:7:8-tetrahydronaphthalene is made by reducing 1-amino-2-ethoxynaphthalene with sodium and amyl alcohol.
GB34943/53A 1952-12-16 1953-12-15 New anaesthetic agents Expired GB764958A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE764958X 1952-12-16

Publications (1)

Publication Number Publication Date
GB764958A true GB764958A (en) 1957-01-02

Family

ID=6672983

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34943/53A Expired GB764958A (en) 1952-12-16 1953-12-15 New anaesthetic agents

Country Status (1)

Country Link
GB (1) GB764958A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2177695A (en) * 1985-07-15 1987-01-28 Roussel Lab Ltd Aminoalkylamide derivatives

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2177695A (en) * 1985-07-15 1987-01-28 Roussel Lab Ltd Aminoalkylamide derivatives
EP0210909A1 (en) * 1985-07-15 1987-02-04 Roussel-Uclaf Alkylamino amides and their salts, their preparation, their use as medicaments and compositions containing them
GB2177695B (en) * 1985-07-15 1989-07-19 Roussel Lab Ltd Aminoalkylamide derivatives

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