Claims
- 1. A compound of the formula ##STR10## wherein A' is a member of the group consisting of divalent alkylene of from two to four carbon atoms and unsubstituted orthophenylene, and N.dbd.B is a basic tertiary amino radical selected from the group consisting of di(lower-alkyl)amino, N-lower-alkyl-N-lower-alkenylamino, di(lower-alkenyl)amino, N-lower-alkyl-N-cycloalkylamino, di(cycloalkyl)amino, N-(phenyl-lower-alkyl)-N-lower-alkylamino, pyrrolidino, piperidino, morpholino, and thiamorpholino.
- 2. N-(4-Pyrrolidino-2-butynyl)phthalimide, according to claim 1 wherein A' is unsubstituted ortho-phenylene and N.dbd.B is pyrrolidino.
- 3. N-(4-Pyrrolidino-2-butynyl)succinimide, according to claim 1 wherein A' is ethylene and N.dbd.B is pyrrolidino.
- 4. N-(5-Diisopropylamino-3-butynyl)succinimide, according to claim 1 wherein A' is ethylene and N.dbd.B is diisopropylamino.
- 5. A compound selected from the group consisting of ##STR11## and non-toxic addition salts thereof, wherein X is (CHR.sub.5).sub.p, p being an integer from 2 to 3, each R.sub.5 being selected from the class consisting of hydrogen and alkyl, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each hydrogen, m and n are the integer 1, Z is the divalent radical --C.tbd.C--, and Am is an amino group joined to the linking chain at the N atom, the amino group being selected from the class consisting of di-alkyl amino, di-alkenyl amino, (alkyl, alkenyl)amino, pyrrolidino, piperidino, methyl substituted pyrrolidino having 1 to 2 methyl groups, and morpholino, said alkyl and alkenyl groups when present having from 1 to 5 carbon atoms.
- 6. A compound according to claim 5 wherein X is selected from the group consisting of
- --CH.sub.2 --CH.sub.2 -- and --CH.sub.2 --CH.sub.2 --CH.sub.2 --.
- 7. A compound according to claim 6 selected from the class consisting of N-(4-pyrrolidino-2-butynyl)-succinimide and pharmaceutically acceptable additional salts thereof.
- 8. A process for the preparation of the formula ##STR12## and non-toxic addition salts thereof wherein X is (CHR.sub.5).sub.p, p being an integer from 2 to 3, each R.sub.5 being selected from the group consisting of hydrogen and alkyl, R.sub.1 and R.sub.2 are each hydrogen, m is the integer 1 and Am is an amino group joined to the linking chain at the nitrogen atom, the amino group being selected from the class consisting of di-alkyl amino, d-alkenyl amino, (alkyl, alkenyl) amino, pyrrolidino, piperidino, methyl substituted pyrrolidino having 1 to 2 methyl groups, and morpholino, and alkyl and alkenyl groups when present having from 1 to 5 carbon atoms, the system of reaction of propargyl imide of the formula ##STR13## with formaldehyde and an amine of the formula HAm, R.sub.1, R.sub.2 and Am being as defined above.
Parent Case Info
This application is a continuation-in-part of my copending applications Ser. Nos. 5,368 (filed Jan. 23, 1970) and 881,302 (filed Dec. 1, 1969), both abandoned, which in turn are continuations-in-part of my copending applications Ser. Nos. 650,587 and 650,633, both filed July 3, 1967, both abandoned, both said applications S.N. 650,587 and 650,633 being divisions of my prior application S.N. 447,105, filed Apr. 9, 1965, now U.S. Pat. 3,354,178, patented Nov. 21, 1967.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3354178 |
Dickinson |
Nov 1967 |
|
3444171 |
Dahlbom et al. |
May 1969 |
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Divisions (1)
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Number |
Date |
Country |
Parent |
447105 |
Apr 1965 |
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Continuation in Parts (2)
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Number |
Date |
Country |
Parent |
5368 |
Jan 1970 |
|
Parent |
650587 |
Jul 1967 |
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