Patents by Inventor Walter G. Lobeck, Jr.
Walter G. Lobeck, Jr. has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Antipsychotic cyclic imide derivatives of 2-(4-butylipiperazin-1-yl) pyridines, compositions and use
Patent number: 4757073Abstract: Disubstituted N,N-piperazinyl derivatives are disclosed wherein one substituent is a substituted pyridin-2-yl ring and the second substituent is a butylene chain attached to cyclic imide heterocycles such as azaspiro[4.5]decanedione, dialkylglutarimide, thiazolidinedione, spirocyclopentylthiazolidinedione, or morpholine-2,6-dione. The compounds have psychotropic properties and 2-[4-[4-(2,4-dioxo-1-thia-3-azaspiro[4.5]nonane-3-yl)butyl]-1-piperazinyl] -pyridine-3-carboxaldehyde is a typical embodiment having selective antipsychotic activity.Type: GrantFiled: September 30, 1986Date of Patent: July 12, 1988Assignee: Bristol-Myers CompanyInventors: James S. New, Walter G. Lobeck, Jr., Joseph P. Yevich -
Patent number: 4656173Abstract: 8-[4-[4-(1-Oxo-1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5 ]decane-7,9-dione is an antipsychotic agent having reduced side effect liability.Type: GrantFiled: April 24, 1985Date of Patent: April 7, 1987Assignee: Bristol-Myers CompanyInventors: Joseph P. Yevich, Walter G. Lobeck, Jr.
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Patent number: 4619930Abstract: Disubstituted N,N-piperazinyl derivatives are disclosed wherein one substituent is a substituted pyridin-2-yl ring and the second substituent is a butylene chain attached to cyclic imide heterocycles such as azaspiro[4.5]decanedione, dialkylglutarimide, thiazolidinedione, spirocyclopentylthiazolidinedione, or morpholine-2,6-dione. The compounds have psychotropic properties and 2-[4-[4-(2,4-dioxo-1-thia-3-azaspiro[4.5]nonane-3-yl)butyl]-1-piperazinyl] pyridine-3-carboxaldehyde is a typical embodiment having selective antipsychotic activity.Type: GrantFiled: January 16, 1985Date of Patent: October 28, 1986Assignee: Bristol-Myers CompanyInventors: James S. New, Walter G. Lobeck, Jr., Joseph P. Yevich
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Patent number: 4605655Abstract: Disubstituted N,N-piperazinyl derivatives are disclosed wherein one substituent is a pyrimidin-2-yl ring and the other is a 4 carbon chain attached to a p-fluorophenyl ring at the terminal carbon. The terminal carbon of this butylene chain is also bonded to an oxygen atom as part of a carbonyl, carbinol, or ketal functionality. These compounds possess psychotropic properties, particularly atypical antipsychotic activity of good duration. By virtue of pre-clinical pharmacological testing, these compounds appear useful as potential antipsychotic agents which lack the typical movement disorder side-effects of standard antipsychotic agents.Type: GrantFiled: December 18, 1984Date of Patent: August 12, 1986Assignee: Bristol-Myers CompanyInventors: Joseph P. Yevich, Walter G. Lobeck, Jr.
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Patent number: 4575555Abstract: Phenoxyalkyl substituted-1,2,4-triazolones having antidepressant properties typified by 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)- 2H-1,2,4-triazol-3(4H)-one are disclosed.Type: GrantFiled: September 28, 1984Date of Patent: March 11, 1986Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Walter G. Lobeck, Jr.
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Patent number: 4487773Abstract: Phenoxyalkyl substituted-1,2,4-triazolones having anti-depressant properties typified by 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)- 2H-1,2,4-triazol-3(4H)-one are disclosed.Type: GrantFiled: June 29, 1983Date of Patent: December 11, 1984Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Walter G. Lobeck, Jr.
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Patent number: 4386091Abstract: Phenoxyalkyl substituted-1,2,4-triazolones having antidepressant properties typified by 4-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-2-(2-ph enoxyethyl)-3H-1,2,4-triazol-3-one are disclosed.Type: GrantFiled: February 24, 1982Date of Patent: May 31, 1983Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Walter G. Lobeck, Jr.
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Patent number: 4372887Abstract: N-Phenyl amidines which have diuretic, antithrombogenic, smooth muscle relaxant, anti-inflammatory and antiarrhythmic properties have been discovered. They are prepared by reacting a substituted aniline with a carboxamide selected from the group consisting of amides and lactams in the presence of phosphorus oxychloride. Typical examples of substituted N-phenyl amidines thus obtained are 5-methyl-2-(N-phenylbenzylamino)-1-pyrroline, 2-(N-phenylbenzylamino)-1-pyrroline, 3-[(N-1-pyrrolin-1-yl-p-anisidino)methyl]indole and 4,5,6,7,8,9-hexahydro-2-(N-phenylphenethylamino)-3H-azonine. Indole substituted N-phenyl amidines can be rearranged to provide iminopyrrolinidinylindoles which are useful as diuretic, antithrombogenic and smooth muscle relaxant agents. In the case of 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole, the rearranged product is 3-[[2-p-methoxyphenylimino)-1-pyrrolidinyl]methyl]indole.Type: GrantFiled: November 24, 1980Date of Patent: February 8, 1983Assignee: Mead Johnson & CompanyInventors: Yao H. Wu, Walter G. Lobeck, Jr.
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Patent number: 4361565Abstract: 1-[4-(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]piperazines with 2-2-(3-cyano)pyridyl substituents in the 4- position have been synthesized and demonstrate useful psychotropic properties.Type: GrantFiled: December 28, 1981Date of Patent: November 30, 1982Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Joseph P. Yevich, Walter G. Lobeck, Jr.
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Patent number: 4338317Abstract: Phenoxyethyl substituted-1,2,4,-triazolones having antidepressant properties typified by 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)- 2H-1,2,4-triazol-3(4H)-one are disclosed.Type: GrantFiled: March 16, 1981Date of Patent: July 6, 1982Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Walter G. Lobeck, Jr.
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Patent number: 4320131Abstract: N-[(4-Phenyl-1,2,3,6-tetrahydropyridin-1-yl)alkylene]azaspiroalkanediones having substituents in the phenyl ring have been synthesized and demonstrate useful tranquilizing properties. N-[(4-Hydroxy-4-phenylpiperidin-1-yl)alkylene]azaspiroalkanediones are intermediates in their synthesis.Type: GrantFiled: March 16, 1981Date of Patent: March 16, 1982Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Joseph P. Yevich, Walter G. Lobeck, Jr.
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Patent number: 4305944Abstract: 2-[4-[4-(7,9-Dioxo-8-azaspiro[4.5]decan-8-yl)butyl]-1-piperazinyl]pyridine- 3-carbonitrile, 2-[4-[4-(7,9-dioxo-8-azaspiro-[4.5]decan-8-yl)butyl]-3-methyl-1-piperaziny l]pyridine-3-carbonitrile and 8-[4-[4-(3-methoxy-2-pyridinyl)-1-piperazinyl]butyl]-8-azaspiro-[4.5]decan e-7,9-dione are psychotropic compounds.Type: GrantFiled: September 8, 1980Date of Patent: December 15, 1981Assignee: Mead Johnson & CompanyInventors: Davis L. Temple, Jr., Joseph P. Yevich, Walter G. Lobeck, Jr.
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Patent number: 4259238Abstract: N-Phenyl amidines which have diuretic, antithrombogenic, smooth muscle relaxant, anti-inflammatory and antiarrhythmic properties have been discovered. They are prepared by reacting a substituted aniline with a carboxamide selected from the group consisting of amides and lactams in the presence of phosphorus oxychloride. Typical examples of substituted N-phenyl amidines thus obtained are 5-methyl-2-(N-phenylbenzylamino)-1-pyrroline, 2-(N-phenylbenzylamino)-1-pyrroline, 3-[(N-1-pyrrolin-1-yl-p-anisidino)methyl]indole and 4,5,6,7,8,9-hexahydro-2-(N-phenylphenethylamino)-3H-azonine. Indole substituted N-phenyl amidines can be arranged to provide iminopyrrolinidinylindoles which are useful as diuretic, antithrombogenic and smooth muscle relaxant agents. In the case of 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole, the rearranged product is 3-[[2-p-methoxyphenylimino)-1-pyrrolidinyl]methyl]indole.Type: GrantFiled: November 19, 1979Date of Patent: March 31, 1981Assignee: Mead Johnson & CompanyInventors: Yao H. Wu, Walter G. Lobeck, Jr.
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Patent number: 4196212Abstract: N-Phenyl amidines which have diuretic, antithrombogenic, smooth muscle relaxant, anti-inflammatory and antiarrhythmic properties have been discovered. They are prepared by reacting a substituted aniline with a carboxamide selected from the group consisting of amides and lactams in the presence of phosphorus oxychloride. Typical examples of substituted N-phenyl amidines thus obtained are 5-methyl-2-(N-phenylbenzylamino)-1-pyrroline, 2-(N-phenylbenzylamino)-1-pyrroline, 3-[(N-1-pyrrolin-]-yl-p-anisidino)methyl]indole and 4,5,6,7,8,9-hexahydro-2-(N-phenylphenethylamino)-3H-azonine. Indole substituted N-phenyl amidines can be rearranged to provide iminopyrrolinidinyl-indoles which are useful as diuretic, antithrombogenic and smooth muscle relaxant agents. In the case of 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole, the rearranged product is 3-[[2-(p-methoxyphenylimino)-1-pyrrolidinyl]methyl]indole.Type: GrantFiled: July 25, 1977Date of Patent: April 1, 1980Assignee: Mead Johnson & CompanyInventors: Yao H. Wu, Walter G. Lobeck, Jr.
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Patent number: 4132794Abstract: Novel 10-imidoylphenoxazines and 10-imidoylacridans are prepared by reacting a phenoxazine or acridan having optional substituents selected from the group consisting of trifluoromethyl, halogen, dihalogen, alkyl or alkoxy with an imidoyl halide prepared in situ from amides and lactams. Illustrative embodiments are 10-(5-methyl-1-pyrrolin-2-yl)phenoxazine and 9,9-dimethyl-10-(5-methyl-1-pyrrolin-2-yl)acridan. The imidoylphenoxazines and imidoylacridan products are generally useful as smooth muscle relaxants.Type: GrantFiled: April 6, 1978Date of Patent: January 2, 1979Assignee: Mead Johnson & CompanyInventors: Yao H. Wu, Walter G. Lobeck, Jr.
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Patent number: 4115571Abstract: Novel amidine compounds selected from the group consisting of bis-pyrrolinyl derivatives of phenothiazines, phenoxazines and acridans are obtained by reacting a phenothiazine, phenoxazine or acridan with a pyrrolidinone in the presence of phosphorus oxychloride. The phenothiazine, phenoxazine, or acridan can also be alkylated with 2-chloro-1-(1-pyrrolin-2-yl)-2-pyrroline to provide compounds of the invention. Typical examples of bis-pyrrolinyl derivatives are 2-methoxy-10-[5-methyl-1-(5-methyl-1-pyrrolinyl-2-yl)-2-pyrrolin-2-yl]-phe nothiazine, 10-[1-(1-pyrrolin-2-yl)-2-pyrrolin-2-yl]phenoxazine, and 9,9-dimethyl-10-[5-methyl-1-(5-methyl-1-pyrrolin-2-yl)-2-pyrrolin-2-yl]acr idan. The amidine compounds are useful as diuretics, smooth muscle relaxants and antithrombogenic agents.Type: GrantFiled: January 13, 1978Date of Patent: September 19, 1978Assignee: Mead Johnson & CompanyInventors: Yao Hua Wu, Walter G. Lobeck, Jr.
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Patent number: 4094981Abstract: Novel 10-imidoylphenoxazines and 10-imidoylacridans are prepared by reacting a phenoxazine or acridan having optional substituents selected from the group consisting of trifluoromethyl, halogen, dihalogen, alkyl or alkoxy with an imidoyl halide prepared in situ from amides and lactams. Illustrative embodiments are 10-(5-methyl-1-pyrrolin-2-yl)phenoxazine and 9,9-dimethyl-10-(5-methyl-1-pyrrolin-2-yl)acridan. The imidoylphenoxazines and imidoylacridan products are generally useful as smooth muscle relaxants.Type: GrantFiled: July 1, 1977Date of Patent: June 13, 1978Assignee: Mead Johnson & CompanyInventors: Yao Hua Wu, Walter G. Lobeck, Jr.
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Patent number: 4077959Abstract: Novel amidine compounds selected from the group consisting of bis-pyrrolinyl derivatives of phenothiazines, phenoxazines and acridans are obtained by reacting a phenothiazine, phenoxazine or acridan with a pyrrolidinone in the presence of phosphorus oxychloride. The phenothiazine, phenoxazine, or acridan can also be alkylated with 2-chloro-1-(1-pyrrolin-2-yl)-2-pyrroline to provide compounds of the invention. Typical examples of bis-pyrrolinyl derivatives are 2-methoxy-10-[5-methyl-1-(5-methyl-1-pyrrolin-2-yl)-2-pyrrolin-2yl]phenoth iazine, 10-[1-(1-pyrrolin-2-yl)-2-pyrrolin-2-yl]phenoxazine, and 9,9-dimethyl-10-[5-methyl-1-(5-methyl-1-pyrrolin-2-yl)-2-pyrrolin-2-yl]acr idan. The amidine compounds are useful as diuretics, smooth muscle relaxants and antithrombogenic agents.Type: GrantFiled: December 15, 1975Date of Patent: March 7, 1978Assignee: Mead Johnson & CompanyInventors: Yao Hua Wu, Walter G. Lobeck, Jr.
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Patent number: 4072675Abstract: N-Phenyl amidines which have diuretic, antithrombogenic, smooth muscle relaxant, anti-inflammatory and antiarrhythmic properties have been discovered. They are prepared by reacting a substituted aniline with a carboxamide selected from the group consisting of amides and lactams in the presence of phosphorus oxychloride. Typical examples of substituted N-phenyl amidines thus obtained are 5-methyl-2-(N-phenylbenzylamino)-1-pyrroline, 2-(N-phenylbenzylamino)-1-pyrroline, 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole and 4,5,6,7,8,9-hexahydro-2-(N-phenylphenethylamino)-3H-azonine. Indole substituted N-phenyl amidines can be rearranged to provide iminopyrrolidinylindoles which are useful as diuretic, antithrombogenic and smooth muscle relaxant agents. In the case of 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole, the rearranged product is 3-[[2-(p-methoxyphenylimino)-1-pyrrolidinyl]methyl]indole.Type: GrantFiled: October 24, 1975Date of Patent: February 7, 1978Assignee: Mead Johnson & CompanyInventors: Yao Hua Wu, Walter G. Lobeck, Jr.
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Patent number: 4046891Abstract: Novel 10-imidoylphenoxazines and 10-imidoylacridans are prepared by reacting a phenoxazine or acridan having optional substituents selected from the group consisting of trifluoromethyl, halogen, dihalogen, alkyl or alkoxy with an imidoyl halide prepared in situ from amides and lactams. Illustrative embodiments are 10-(5-methyl-1-pyrrolin-2-yl)phenoxazine and 9,9-dimethyl-10-(5-methyl-1-pyrrolin-2-yl)acridan. The imidoylphenoxazines and imidoylacridan products are generally useful as smooth muscle relaxants.Type: GrantFiled: March 26, 1976Date of Patent: September 6, 1977Assignee: Mead Johnson & CompanyInventors: Yao Hua Wu, Walter G. Lobeck, Jr.