Airco, Inc.

Boc, Inc.

The Boc Group, Inc.

Ross C Terrell

Kirsten Hansen

George L Moore

Bao-Shan Huang

Linas V Kudzma

Nhora L Lalinde

Kirsten H Deutsche

Kanti J Gala

Disclosed are novel enamine quaternary compounds of the formula ##STR1## wherein m=1, 2 or 3 and n=1, 2 or 3 with the proviso that m+n=3, 4 or 5; R.sup.1 and R.sup.2 are independently lower alkyl or hydrogen, and R.sup.3 and R.sup.4 are independently selected from the group consisting of lower alkyl, lower cycloalkyl lower alkyl, lower alkenyl, phenyl lower alkyl, thienyl lower alkyl, furyl lower alkyl, lower alkoxy lower alkyl, halogenated lower alkyl, lower alkyloyloxo or lower alkyloyloxy lower alkyl or wherein NR.sup.3 R.sup.4 together comprise a heterocycle ring; and wherein X.sup.- represents a pharmaceutically acceptable anion. Pharmaceutical compositions containing the same when administered to warm-blooded animals exhibit a muscle relaxant effect characterized by excellent onset and recovery times. Also disclosed are methods of making the enamine quaternary compounds.

Enamine quaternary compounds, methods of making and their use as muscle

The present invention is directed to an anestesia inducing composition comprising a mixture of oxygen gas and an anesthesia inducing effective amount of a compound 2-(difluoromethoxy)-1,1,1,2-tetrafluoroethane having the formula ##STR1## The present invention is also directed to methods of inducing and/or maintaining anesthesia by administering the composition in sufficient amounts to warm blooded animals.

Anesthetic composition and method of using the same

Compounds are disclosed of the formula ##STR1## optically active isomeric forms thereof, and/or pharmaceutically acceptable acid addition salts thereof, in which formula: R is defined in the disclosure.

N-aryl-N-(4-piperidinyl)amides and pharmaceutical compositions and

Processes for the preparation of certain halogenated aliphatic ethers are described, and in particular the preparation of 1,1,2-trifluoro-2-chloroethyl methyl ether, i.e., CH.sub.3 OCF.sub.2 CHFCl. This particular ether has many uses, and is a valuable material for use in the production of the inhalant anesthetic enflurane, 1,1,2-trifluoro-2-chloroethyl difluoromethyl ether, i.e., CF.sub.2 HOCF.sub.2 CHFCl, made and sold under the trademark ETHRANE by Airco, Inc., Montvale, New Jersey 07645.

Process for the preparation of halogenated aliphatic ethers

Process for adjusting the halogen content of halogenated aliphatic ethers, by selective replacement of a halide substituent on the ether with a hydrogen. The process is particularly useful for the production of certain inhalant anesthetics.

Process for adjusting the halogen content of halogenated aliphatic ethers

Methods for the dehalogenation of various haloethers are disclosed, comprising providing a haloether having the formula CX'.sub.3 -[CY.sub.2 ].sub.n -O-CZ.sub.2 -CX.sub.3 in which X', Y, Z and X are specifically disclosed combinations of hydrogen, fluorine chlorine and bromine such that the molecule includes at least one reducible group, but where both portions of any ethyl groups present are not reducible. Dehalogenation of these haloethers is carried out by contacting same with a hydrogen donor comprising an amine, preferably a primary or secondary amine or a primary, secondary or tertiary alkanol amine. The amine is preferably used in combination with a catalyst, such as a varivalent metal or a salt thereof, such as copper or a copper salt.

Method for the dehalogenation of ethers

This disclosure is directed to novel ethers of the formula:

Ether compounds

Cyclic ether compounds of the formula ##STR1## wherein n is zero or one, and each X is F when n is zero and is H when n is one, are useful as inhalation anesthetics.

Fluoro dioxolane anesthetic compounds

Aliphatic ether compounds of the formula ##EQU1## wherein n is zero or one, and --X is --CF.sub.3 or --H when n is zero and is --OCH.sub.3 when n is one, are useful as inhalation anesthetics.

Anesthetizing composition and method

Aliphatic ether compounds of the formula ##EQU1## wherein Z is CH.sub.3 or Cl, and n is zero when Z is CH.sub.3 and is one when Z is Cl, are useful as inhalation anesthetics.

Growing community of inventors

Plainfield, NJ, United States of America

Ross C Terrell