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US3883551A
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Thienobenzopyrans and thiopyranobenzopyrans
Assignee: Arthur D Little Inc
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Filing: 1971-12-20
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Granted: 1975-05-13
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Expires: 1991-12-20
Abstract
Abstract Novel thienobenzopyrans and thiopyranobenzopyrans represented by the formula WHEREIN M AND N ARE EACH 0, 1, 2 OR 3 AND M + N IS 2 OR 3; R1 is loweralkyl; R2 is alkyl or cycloalkylloweralkyl and R3 is hydrogen, loweralkyl, loweralkanoyl, carbamyl, N-loweralkylcarbamyl, N,N-diloweralkylcarbamyl, phosphonyl, hemisuccinate or an ester of another such acid, phosphate, dialkylaminoalkyl of the structure OR ACID ADDITION SALT THEREOF, OR DIALKYLAMINOALKANOYL OF THE STRUCTURE OR ACID ADDITION SALT THEREOF, WHEREIN X IS 1 THROUGH 6 AND R4 and R5 are loweralkyl; the loweralkyl groups containing from 1 through 6 carbon atoms, the alkyl groups containing from 1 through 20 carbon atoms and the cycloalkyl groups containing from 3 through 8 ring carbon atoms. Novel intermediates for the synthesis of these compounds are also disclosed as well as methods for making the compounds.
Inventors
- 👤 Raj K Razdan
- 👤 Harry G Pars
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 18:55
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/38
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
5 words
A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim
5 words
A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 2, n is 0 and said compound is of the formula
Claim 4
Dependent Claim
26 words
A compound in accordance with a claim 2 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is hydrogen and the compound is 1, 2-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno(2,3 -c)(1)benzopyran.
Claim 5
Dependent Claim
24 words
A compound in accordance with claim 2 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is diethylaminoethyl and the compound is 9-(2-diethylaminoethoxy)-1,2-dihydro-4,4-dimethyl-7-(3-methyl-2-octyl)-4H -thieno(2,3-c)(1)benzopyran.
Claim 6
Dependent Claim
11 words
A hydrochloric acid addition salt of the coMpound of claim 4.
Claim 7
Dependent Claim
23 words
A compound in accordance with claim 2 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is diethylaminobutyryl and the compound is 9-(4-(diethylamino)butyryloxy)-1,2-dihydro-4,4-dimethyl-7-(3-methyl-2-octyl)-4H-thieno(2,3-c)(1)benzopyran.
Claim 8
Dependent Claim
11 words
The hydrochloric acid addition salt of the compound of claim 6.
Claim 9
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 1, n is 1 and said compound is of the formula
Claim 10
Dependent Claim
25 words
A compound in accordance with claim 8 wherein R1 is methyl, R2 is 3-methyl-2-octyl, and R3 is hydrogen and the compound is 1, 3-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno(3,4 -c)(1)benzopyran.
Claim 11
Dependent Claim
24 words
A compound in accordance with claim 8 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is dimethylaminoethyl and the compound is 1,3-dihydro-4,4-dimethyl-9-(dimethylaminoethoxy)-7-(3-methyl-2-octyl)-4H -thieno(3,4-c)(1)benzopyran.
Claim 12
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 0, n is 2 and said compound is of the formula
Claim 13
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 3, n is 0 and the compound is of the formula
Claim 14
Dependent Claim
27 words
A compound in accordance with claim 12 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is hydrogen and the compound is 1, 2-dihydro-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-3H,5H-thiopyrano(2,3 -c (1)benzopyran. Pg,43
Claim 15
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 2, n is 1 and said compound is of the formula
Claim 16
Dependent Claim
25 words
A compound in accordance with claim 14 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is hydrogen and the compound is 1, 2-dihydro-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-4H,5H-thiopyrano (3,4-c)(1)benzopyran.
Claim 17
Dependent Claim
23 words
A compound in accordance with claim 14 wherein R1 is methyl, R2 is 3-methyl-2-octyl and R3 is dimethylaminoethyl and the compound is 1,2-dihydro-5,5-dimethyl-10-(dimethylaminoethoxy)-8-(3-methyl-2-octyl)-4H,5H-thiopyrano(3,4-c)(1)benzopyran.
Claim 18
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 1, n is 2 and said compound is of the formula
Claim 19
Dependent Claim
21 words
A compound in accordance with claim 1 wherein m is 0, n is 3 and said compound is of the formula
Claim 20
Dependent Claim
5 words
A compound of the formula
Claim 21
Dependent Claim
5 words
A compound of the formula
References Cited (Backward Citations)
US3467675A
Cited
US3462458A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-05-12 | 1978-11-11 | 1979-05-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-05-12 | 1982-11-11 | 1983-05-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-05-12 | 1986-11-11 | 1987-05-13 | $7700.00 | Window Closed / Lapsed |