US4104052A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Plant growth regulants
Assignee: Novartis Corp
•
Filing: 1976-02-13
•
Granted: 1978-08-01
•
Expires: 1996-02-13
Abstract
Abstract Plant growth regulant compounds represented by the formula: ##STR1## wherein, when n is 1, R is hydrogen, sodium, potassium, ammonium, substituted ammonium, straight or branched chain aliphatic hydrocarbyl or halo-lower alkyl and, when n is 2, R is calcium, magnesium or lower alkylene, R 1 , R 2 , R 3 and R 4 are hydrogen, straight or branched chain aliphatic lower hydrocarbyl, halo-lower alkyl, aryl or R 1 and R 2 together and R 3 and R 4 together are each a saturated ring containing from 3 to 8 carbon atoms, n is an integer from 1 to 2 and X is a number from 0 to 1; enantiomers and racemic mixtures. These compounds are useful as post-emergence and pre-emergence plant growth regulants and herbicides.
Inventors
- 👤 William Szkrybalo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 01:31
CPC Classifications
C; C07; C07H; C07H9/00; C07H9/02; C07H9/04
Claims Analysis
Total Claims: 57
Claim 1
Independent Claim
189 words
A plant growth regulating composition comprising inert growth regulating adjuvant and, as the active ingredient, an amount effective in regulating plant growth of a compound of the formula: ##STR5## wherein, when n is 1, R" is hydrogen, sodium, potassium, ammonium, substituted ammonium, straight or branched chain alkyl of from 1 to 12 carbon atoms, straight or branched chain lower alkenyl, straight or branched chain lower alkynyl, or halo-lower alkyl and, when n is 2, R" is calcium or lower alkylene; R 1 , R 2 , R 3 and R 4 are hydrogen, straight or branched chain, lower alkyl, straight or branched chain lower alkenyl, straight or branched chain lower alkynyl, halo-lower alkyl, phenyl, (lower alkoxy) phenyl or R 1 and R 2 together and R 3 and R 4 together are each a saturated ring containing from 3 to 8 carbon atoms and wherein the combination of the substituents of R 1 and R 2 is the same as the combination of the substituents of R 3 and R 4 ; n is an integer from 1 to 2 and X is a number from 0 to 1.
Claim 2
Dependent Claim
189 words
A plant growth regulating composition comprising inert growth regulating adjuvant and, as the active ingredient, an amount effective in regulating plant growth of a compound of the formula: ##STR5## wherein, when n is 1, R" is hydrogen, sodium, potassium, ammonium, substituted ammonium, straight or branched chain alkyl of from 1 to 12 carbon atoms, straight or branched chain lower alkenyl, straight or branched chain lower alkynyl, or halo-lower alkyl and, when n is 2, R" is calcium or lower alkylene; R 1 , R 2 , R 3 and R 4 are hydrogen, straight or branched chain, lower alkyl, straight or branched chain lower alkenyl, straight or branched chain lower alkynyl, halo-lower alkyl, phenyl, (lower alkoxy) phenyl or R 1 and R 2 together and R 3 and R 4 together are each a saturated ring containing from 3 to 8 carbon atoms and wherein the combination of the substituents of R 1 and R 2 is the same as the combination of the substituents of R 3 and R 4 ; n is an integer from 1 to 2 and X is a number from 0 to 1.
Claim 3
Dependent Claim
21 words
A composition in accordance with claim 1, wherein R 1 , R 2 , R 3 and R 4 are methyl.
Claim 4
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconic acid.
Claim 5
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is methyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 6
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is ethyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 7
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is n-butyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 8
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is n-dodecyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 9
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is allyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 10
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is sodium 2,3:4,5-di-O-isopylidene-2-keto-D-gluconate.
Claim 11
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is potassium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 12
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is ammonium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 13
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is calcium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 14
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is n-propyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 15
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is n-pentyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 16
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is dimethylammonium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 17
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is n-decyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 18
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is 2-bromoethyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 19
Dependent Claim
12 words
The composition of claim 2 wherein the active ingredient is N-ethanolammonium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 20
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(2-fluoroethylidene)-2-keto-D-gluconic acid.
Claim 21
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(1,3-difluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 22
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(1,1,3-trifluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 23
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(1,1,1,3-tetrafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 24
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(2,2-difluoroethylidene)-2-keto-D-gluconic acid.
Claim 25
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(1,1,3,3-tetrafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 26
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(1,1,1,3,3-pentafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 27
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(2,2,2-trifluoroethylidene)-2-keto-D-gluconic acid.
Claim 28
Dependent Claim
12 words
The composition of claim 1 wherein the active ingredient is 2,3:4,5-di-O-(1,1,1,3,3,3-hexafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 29
Dependent Claim
33 words
A method of regulating plant growth which comprises applying, to the site to be controlled, an amount of a composition of claim 1 containing an effective growth regulating quantity of the active ingredient.
Claim 30
Dependent Claim
44 words
A method of regulating plant growth which comprises applying to the site to be controlled, an effective growth regulating amount of the composition of claim 1 wherein R 1 , R 2 , R 3 and R 4 in the active ingredient are methyl.
Claim 31
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(2-fluoroethylidene)-2-keto-D-gluconic acid.
Claim 32
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(1,3-difluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 33
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(1,1,3-trifluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 34
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(1,1,1,3-tetrafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 35
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(2,2-difluoroethylidene)-2-keto-D-gluconic acid.
Claim 36
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(1,1,3,3-tetrafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 37
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(1,1,1,3,3-pentafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 38
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(2,2,2-trifluoroethylidene)-2-keto-D-gluconic acid.
Claim 39
Dependent Claim
12 words
The method of claim 28 wherein the active ingredient is 2,3:4,5-di-O-(1,1,1,3,3,3-hexafluoroisopropylidene)-2-keto-D-gluconic acid.
Claim 40
Dependent Claim
11 words
The method of claim 28 wherein the compound is 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconic acid.
Claim 41
Dependent Claim
11 words
The method of claim 28 wherein the compound is methyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 42
Dependent Claim
11 words
The method of claim 28 wherein the compound is ethyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 43
Dependent Claim
11 words
The method of claim 28 wherein the compound is n-butyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 44
Dependent Claim
10 words
The method of claim 28 wherein the compound is n-dodecyl-2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 45
Dependent Claim
11 words
The method of claim 28 wherein the compound is allyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 46
Dependent Claim
11 words
The method of claim 28 wherein the compound is sodium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 47
Dependent Claim
11 words
The method of claim 28 wherein the compound is potassium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 48
Dependent Claim
11 words
The method of claim 28 wherein the compound is ammonium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 49
Dependent Claim
11 words
The method of claim 28 wherein the compound is calcium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 50
Dependent Claim
11 words
The method of claim 28 wherein the compound is n-propyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 51
Dependent Claim
11 words
The method of claim 28 wherein the compound is n-pentyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 52
Dependent Claim
11 words
The method of claim 28 wherein the compound is dimethylammonium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 53
Dependent Claim
11 words
The method of claim 28 wherein the compound is n-decyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 54
Dependent Claim
11 words
The method of claim 28 wherein the compound is 2-bromoethyl 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 55
Dependent Claim
11 words
The method of claim 28 wherein the compound is N-ethanolammonium 2,3:4,5-di-O-isopropylidene-2-keto-D-gluconate.
Claim 56
Dependent Claim
11 words
The method of claim 28 wherein the plant is a grass.
Claim 57
Dependent Claim
10 words
The method of claim 28 wherein the plant is crabgrass.
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) | 1981-07-31 | 1982-01-30 | 1982-08-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-31 | 1986-01-30 | 1986-08-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-31 | 1990-01-30 | 1990-08-01 | $7700.00 | Window Closed / Lapsed |