Patent US3021567A successfully refreshed from Google Patents.
Patent US4647562A successfully refreshed from Google Patents.
US4647562A
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Anti-spasmodic agents having three branch chains
Assignee: United Pharmaceuticals Inc
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Filing: 1985-02-20
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Granted: 1987-03-03
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Expires: 2005-02-20
Abstract
Abstract A new class of anti-spasmodic compounds having three branch chains is provided. These compounds have the general formula: ##STR1## where R 1 , R 2 and R 3 are saturated straight chain or branched alkyl groups contained from 1 to 8 carbon atoms, and are separated or linked to one another to form an aliphatic ring system. k is an integer from 0 to 5, and the total number of carbon atoms in R 1 plus R 2 plus R 3 plus k are equal to or less than 12. Furthermore, l is an integer from 1 to 3, m is an integer from 1 to 3, n is an integer from 1 to 3, and X may be nonexistent or may be O, S, NH or CH 2 or salts thereof. However, when X is nonexistent the terminal group in both the m chain and the n chain is a methyl group.
Inventors
- 👤 William M. Davis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 09:23
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
171 words
A compound of the formula ##STR14## where R 1 , R 2 and R 3 l are saturated straight chain or branched alkyl groups containing from 1 to 8 carbon atoms, and are independent alkyl groups not interconnected and k is an integer from 0 to 5, and the total number of carbon atoms in R 1 plus R 2 plus R 3 plus k are equal to and less than 12, a is 0 or 1; l is an integer from 1 to 3; m is an integer from 1 to 3; n is an integer from 1 to 3; and provided that when a is 1, X is selected from the group consisting of O, S, NH and CH 2 and m and n are integers from 1 to 3; and when a is 0 then X is nonexistent and m and n are integers from 1 to 3 and the terminal group in both the n-chain and the m-chain is a methyl group; and pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
171 words
A compound of the formula ##STR14## where R 1 , R 2 and R 3 l are saturated straight chain or branched alkyl groups containing from 1 to 8 carbon atoms, and are independent alkyl groups not interconnected and k is an integer from 0 to 5, and the total number of carbon atoms in R 1 plus R 2 plus R 3 plus k are equal to and less than 12, a is 0 or 1; l is an integer from 1 to 3; m is an integer from 1 to 3; n is an integer from 1 to 3; and provided that when a is 1, X is selected from the group consisting of O, S, NH and CH 2 and m and n are integers from 1 to 3; and when a is 0 then X is nonexistent and m and n are integers from 1 to 3 and the terminal group in both the n-chain and the m-chain is a methyl group; and pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are methyl groups, l=2, m=2, n=2, X is nonexistent and k=0.
Claim 4
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are methyl groups, X is nonexistent, l=2, m=2, n=2 and k=1.
Claim 5
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are ethyl groups, k=0, l=3, m=2, n=2 and X is NH.
Claim 6
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are propyl groups, k=0, l=1, m=3, X is nonexistent and n=2.
Claim 7
Dependent Claim
30 words
The compound as defined in claim 1, wherein R 1 and R 3 are methyl groups, R 2 is a butyl group, k=0, l=2, m=2, n=2 and X is nonexistent.
Claim 8
Dependent Claim
32 words
The compound as defined in claim 1, wherein R 1 and R 3 are methyl groups, R 2 is a propyl group, k=0, l=2, m=2, n=2 and X is CH 2 .
Claim 9
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are ethyl groups, k=1, l=2, m=2, n=2 and X is nonexistent.
Claim 10
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are methyl groups, k=2, l=2, m=2, n=2 and X is S.
Claim 11
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are methyl groups, k=2, l=2, m=2, n=2 and X is nonexistent.
Claim 12
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are ethyl groups, k=0, l=2, m=2, n=2 and X is nonexistent.
Claim 13
Dependent Claim
27 words
The compound as defined in claim 1, wherein R 1 , R 2 and R 3 are propyl groups, k=0, l=2, m=2, n=2 and X is nonexistent.
Claim 14
Independent Claim
192 words
A method of treating a patient suffering smooth muscle spasm comprising administering to the patient an effective amount of the compound having the formula: ##STR15## where R 1 , R 2 and R 3 are saturated straight chain or branched alkyl groups containing from 1 to 8 carbon atoms, and are separate or linked to one another to form an aliphatic ring and k is an integer from 0 to 5, and the total number of carbon atoms in R 1 plus R 2 are equal to or less than 12, and wherein a is 0 or 1; l is an integer from 1 to 3; m is an integer from 1 to 3; n is an integer from 1 to 3; and provided that when a is 1, X is selected from the group consisting of O, S, NH and CH 2 and m and n are integers from 1 to 3; and when a is 0 then X is nonexistent and m and n are integers from 1 to 3 and the terminal group in both the n-chain and the m-chain is a methyl group; and pharmaceutically acceptable salts thereof.
Claim 15
Independent Claim
192 words
A method of treating a patient suffering smooth muscle spasm comprising administering to the patient an effective amount of the compound having the formula: ##STR15## where R 1 , R 2 and R 3 are saturated straight chain or branched alkyl groups containing from 1 to 8 carbon atoms, and are separate or linked to one another to form an aliphatic ring and k is an integer from 0 to 5, and the total number of carbon atoms in R 1 plus R 2 are equal to or less than 12, and wherein a is 0 or 1; l is an integer from 1 to 3; m is an integer from 1 to 3; n is an integer from 1 to 3; and provided that when a is 1, X is selected from the group consisting of O, S, NH and CH 2 and m and n are integers from 1 to 3; and when a is 0 then X is nonexistent and m and n are integers from 1 to 3 and the terminal group in both the n-chain and the m-chain is a methyl group; and pharmaceutically acceptable salts thereof.
Claim 16
Independent Claim
123 words
A method of treating a patient suffering smooth muscle spasm comprising administering to the patient an effective amount of a compound having the formula ##STR16## wherein R 1 , R 2 and R 3 are separate, saturated straight chain alkyl groups containing from 1 to 4 carbon atoms, k is an integer from 0 to 5 and the total number of carbon atoms in R 1 plus R 2 plus R 3 l plus k are equal to or less than 12, and wherein l is an integer from 1 to 3; m is an integer from 1 to 3; n is an integer from 1 to 3; and the terminal group in both the n-chain and the m-chain is a methyl group.
Claim 17
Independent Claim
123 words
A method of treating a patient suffering smooth muscle spasm comprising administering to the patient an effective amount of a compound having the formula ##STR16## wherein R 1 , R 2 and R 3 are separate, saturated straight chain alkyl groups containing from 1 to 4 carbon atoms, k is an integer from 0 to 5 and the total number of carbon atoms in R 1 plus R 2 plus R 3 l plus k are equal to or less than 12, and wherein l is an integer from 1 to 3; m is an integer from 1 to 3; n is an integer from 1 to 3; and the terminal group in both the n-chain and the m-chain is a methyl group.
Claim 18
Dependent Claim
30 words
The method as defined in claim 13 or 14, wherein the compound is administered in a dosage of from about 1 to about 15 mg/kg of body weight per day.
Claim 19
Dependent Claim
31 words
The method as defined in claim 13 or 14, wherein the compound is administered in a preferred dosage of from about 1.5 to about 11.5 mg/kg of body weight per day.
Claim 20
Dependent Claim
32 words
The method as defined in claim 13 or 14, wherein the compound is administered in a more preferred dosage of from about 3 to about 6 mg/kg of body weight per day.
Claim 21
Dependent Claim
22 words
The method as defined in claim 13 or 14, wherein said compound when so administered is combined with a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
US2390555A
Cited
US3671527A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1990-03-02 | 1990-09-01 | 1991-03-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-03-02 | 1994-09-01 | 1995-03-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-03-02 | 1998-09-01 | 1999-03-03 | $7700.00 | Window Closed / Lapsed |