US4335122A
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Dihydro-dibenzoxepines-thiepines and -morphanthridones, compositions and use
Assignee: Aventis Pharmaceuticals Inc
•
Filing: 1981-03-18
•
Granted: 1982-06-15
•
Expires: 2001-03-18
Abstract
Abstract The invention relates to diuretic dihydro-dibenzoxepines-thiepines and -morphanthridones of the formula ##STR1## wherein R is ##STR2## where R 4 is a hydrogen or an alkyl; R 1 is hydrogen or alkyl; R 2 and R 3 are the same or different and are hydrogen, alkyl or R 2 and R 3 are fused to form a pyrrolidino, morpholino, piperidino or azepino ring substituent; Y is hydrogen, halogen and alkoxy, X is ##STR3## where R 4 is as defined above; m is an integer of 0 or 1; and n is an integer of 2 or 3; and the pharmaceutically acceptable acid addition salts thereof.
Inventors
- 👤 Arthur R. McFadden
- 👤 Daniel E. Aultz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 17:57
CPC Classifications
C; C07; C07D; C07D337/00; C07D337/02; C07D337/06; C07D337/10; C07D337/12; C07D223/00; C07D223/14; C07D223/18; C07D223/20; C07D313/00; C07D313/02; C07D313/06; C07D313/10; C07D313/12
Claims Analysis
Total Claims: 90
Claim 1
Independent Claim
105 words
A compound depicted by the formula, ##STR35## where R is selected from ##STR36## where R 4 is selected from H or alkyl; R 1 is hydrogen or alkyl; R 2 and R 3 are the same or different and are selected from H, and alkyl or R 2 and R 3 are fused to form the pyrrolidinyl, morpholino, piperidinyl and azepinyl group; Y is selected from H, halogen and alkoxy; X is selected from ##STR37## where R 4 is as defined above; m is an integer of 0 or 1 and n is an integer of 2 or 3, and the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
105 words
A compound depicted by the formula, ##STR35## where R is selected from ##STR36## where R 4 is selected from H or alkyl; R 1 is hydrogen or alkyl; R 2 and R 3 are the same or different and are selected from H, and alkyl or R 2 and R 3 are fused to form the pyrrolidinyl, morpholino, piperidinyl and azepinyl group; Y is selected from H, halogen and alkoxy; X is selected from ##STR37## where R 4 is as defined above; m is an integer of 0 or 1 and n is an integer of 2 or 3, and the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
13 words
The compound as defined in claim 1 wherein X is --CH 2 O--.
Claim 4
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(dimethylamino)ethyl]-6,11-dihydro-dibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(1-piperidino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(1-morpholino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(methylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-carbamoyl-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 10
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[3-(di-methylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin-N-oxide or the pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(1-pyrrolidino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 12
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[3-(1-piperidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 13
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(diethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 14
Dependent Claim
17 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(hexamethylene imino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 15
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[3-(diethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 16
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[3-(1-pyrrolidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 17
Dependent Claim
16 words
The compound as defined in claim 2 which is 11-cyano-11-[2-(1-pyrrolidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 18
Dependent Claim
16 words
The compound as defined in claim 2 which is 2-chloro-11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 19
Dependent Claim
16 words
The compound as defined in claim 2 which is 8-chloro-11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
11 words
The compound as defined in claim 1 wherein X is ##STR38##
Claim 21
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[2-(dimethylamino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 22
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-pyrrolidino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 23
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-piperidino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 24
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-morpholino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 25
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[3-(dimethylamino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 26
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[3-(1-piperidino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 27
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[2-(dimethylamino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 28
Dependent Claim
16 words
The compound as defined in claim 19 which is 11-cyano-5,6-dihydro-5-methyl-11-[3-(dimethylamino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 29
Dependent Claim
13 words
The compound as defined in claim 1 wherein X is --CH 2 S--.
Claim 30
Dependent Claim
16 words
The compound as defined in claim 28 which comprises 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]thiepin or the pharmaceutically acceptable salt thereof.
Claim 31
Dependent Claim
114 words
A diuretic composition which comprises a diuretically effective amount of a compound ##STR39## where R is selected from ##STR40## where R 4 is selected from H, and alkyl; R 1 is selected from H and alkyl; R 2 and R 3 are the same or different and are selected from H and alkyl or R 2 and R 3 are fused to form the pyrrolidinyl, morpholino, piperidinyl and azepinyl ring substituent; Y is selected from H, halogen and alkoxy; X is selected from ##STR41## where R 4 is as defined above; m is an integer of 0 or 1; and n is an integer of 2 or 3, and the pharmaceutically acceptable salts thereof.
Claim 32
Dependent Claim
114 words
A diuretic composition which comprises a diuretically effective amount of a compound ##STR39## where R is selected from ##STR40## where R 4 is selected from H, and alkyl; R 1 is selected from H and alkyl; R 2 and R 3 are the same or different and are selected from H and alkyl or R 2 and R 3 are fused to form the pyrrolidinyl, morpholino, piperidinyl and azepinyl ring substituent; Y is selected from H, halogen and alkoxy; X is selected from ##STR41## where R 4 is as defined above; m is an integer of 0 or 1; and n is an integer of 2 or 3, and the pharmaceutically acceptable salts thereof.
Claim 33
Dependent Claim
16 words
The composition as defined in claim 30 wherein X of said compound is --CH 2 O--.
Claim 34
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(dimethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 35
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(1-piperidino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 36
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(1-morpholino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 37
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 38
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(methylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 39
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-carbamoyl-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 40
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin-N-oxide or the pharmaceutically acceptable salt thereof.
Claim 41
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(1-pyrrolidino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 42
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[3-(1-piperidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 43
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(diethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 44
Dependent Claim
17 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(hexamethylene imino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 45
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[3-(diethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 46
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[3-(1-pyrrolidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 47
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 11-cyano-11-[2-(1-pyrrolidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 48
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 2-chloro-11-cyano-11-[3-dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 49
Dependent Claim
16 words
The composition as defined in claim 31 which comprises 8-chloro-11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 50
Dependent Claim
14 words
The composition as defined in claim 30 comprising said compound wherein X is ##STR42##
Claim 51
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11-[3-(diethylamino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 52
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11-[2-(dimethylamino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 53
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-pyrrolidino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 54
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5-,6-dihydro-5-methyl-11-[2-(1-piperidino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 55
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-morpholino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 56
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11-[3-(dimethylamino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 57
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11[3-(1-piperidino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 58
Dependent Claim
16 words
The composition as defined in claim 48 which comprises 11-cyano-5,6-dihydro-5-methyl-11-[(2-diethylamino)-ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 59
Dependent Claim
16 words
The composition as defined in claim 30 comprising said compound wherein X is --CH 2 S--.
Claim 60
Dependent Claim
18 words
The composition as defined in claim 57 wherein said compound is 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]thiepin or the pharmaceutically acceptable salt thereof.
Claim 61
Independent Claim
125 words
A method of producing diuresis which comprises administering to a mammal a diuretically effective amount of a compound depicted by the formula, ##STR43## where R is selected from ##STR44## where R 4 is selected from H and alkyl; R 1 is selected from H and alkyl; R 2 and R 3 are the same or different and are selected from H and alkyl or R 2 and R 3 are fused to form the pyrrolidinyl, morpholino, piperidinyl and azepinyl group; Y is selected from H, halogen and alkoxy; X is selected from ##STR45## where R 4 is as defined above; m is an integer selected from 0 and 1; and n is an integer selected from 2 and 3; and the pharmaceutically acceptable salts thereof.
Claim 62
Independent Claim
125 words
A method of producing diuresis which comprises administering to a mammal a diuretically effective amount of a compound depicted by the formula, ##STR43## where R is selected from ##STR44## where R 4 is selected from H and alkyl; R 1 is selected from H and alkyl; R 2 and R 3 are the same or different and are selected from H and alkyl or R 2 and R 3 are fused to form the pyrrolidinyl, morpholino, piperidinyl and azepinyl group; Y is selected from H, halogen and alkoxy; X is selected from ##STR45## where R 4 is as defined above; m is an integer selected from 0 and 1; and n is an integer selected from 2 and 3; and the pharmaceutically acceptable salts thereof.
Claim 63
Dependent Claim
16 words
The method as defined in claim 59 wherein X of said compound is --CH 2 O--.
Claim 64
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(dimethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 65
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(1-piperidino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 66
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(1-morpholino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 67
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 68
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(methylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 69
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-carbamoyl-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 70
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin-N-oxide or the pharmaceutically acceptable salt thereof.
Claim 71
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(1-pyrrolidino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 72
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[3-(1-piperidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 73
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(diethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 74
Dependent Claim
19 words
The method as defined in claim 60 wherein said compound is 11-cyano-11[2-(hexamethylene imino)ethyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 75
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[3-(diethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 76
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[3-(1-pyrrolidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 77
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 11-cyano-11-[2-(1-pyrrolidino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 78
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 2-chloro-11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 79
Dependent Claim
18 words
The method as defined in claim 60 wherein said compound is 8-chloro-11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin or the pharmaceutically acceptable salt thereof.
Claim 80
Dependent Claim
15 words
The method as defined in claim 59 wherein the X of said compound is ##STR46##
Claim 81
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[2-(dimethylamino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 82
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-pyrrolidino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 83
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-piperidino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 84
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[2-(1-morpholinoethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 85
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[3-(dimethylamino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 86
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[3-(1-piperidino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 87
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[2-(diethylamino)ethyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 88
Dependent Claim
18 words
The method as defined in claim 77 wherein said compound is 11-cyano-5,6-dihydro-5-methyl-11-[3-(dimethylamino)propyl]-6-morphanthridone or the pharmaceutically acceptable salt thereof.
Claim 89
Dependent Claim
17 words
The method as defined in claim 59 wherein the X of said compound is --CH 2 S--.
Claim 90
Dependent Claim
18 words
The method as defined in claim 86 wherein said compound is 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]thiepin or the pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-06-14 | 1985-12-14 | 1986-06-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-14 | 1989-12-14 | 1990-06-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-14 | 1993-12-14 | 1994-06-15 | $7700.00 | Window Closed / Lapsed |