GB1111706A - Bicyclically-substituted sulphamides and process for their production - Google Patents
Bicyclically-substituted sulphamides and process for their productionInfo
- Publication number
- GB1111706A GB1111706A GB32767/66A GB3276766A GB1111706A GB 1111706 A GB1111706 A GB 1111706A GB 32767/66 A GB32767/66 A GB 32767/66A GB 3276766 A GB3276766 A GB 3276766A GB 1111706 A GB1111706 A GB 1111706A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amine
- hydrogen atom
- formula
- aliphatic hydrocarbon
- hydrocarbon radical
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- QAHVHSLSRLSVGS-UHFFFAOYSA-N sulfamoyl chloride Chemical compound NS(Cl)(=O)=O QAHVHSLSRLSVGS-UHFFFAOYSA-N 0.000 abstract 3
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- GJHFRDYBLIBCHI-UHFFFAOYSA-N (3-methyl-3-bicyclo[2.2.1]heptanyl)methanamine Chemical compound C1CC2C(C)(CN)CC1C2 GJHFRDYBLIBCHI-UHFFFAOYSA-N 0.000 abstract 1
- LDGKSNXEWPYAHM-UHFFFAOYSA-N 2-(2-methyl-2-bicyclo[2.2.1]heptanyl)ethanamine Chemical compound CC1(C2CCC(C1)C2)CCN LDGKSNXEWPYAHM-UHFFFAOYSA-N 0.000 abstract 1
- 241000238876 Acari Species 0.000 abstract 1
- 238000005698 Diels-Alder reaction Methods 0.000 abstract 1
- 241000238631 Hexapoda Species 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000005871 repellent Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C307/04—Diamides of sulfuric acids
- C07C307/06—Diamides of sulfuric acids having nitrogen atoms of the sulfamide groups bound to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Novel compounds of formula <FORM:1111706/C2/1> in which R1 is a hydrogen atom or an aliphatic hydrocarbon radical, R11 is a hydrogen atom, an aliphatic hydrocarbon radical or an alkoxy radical, R111 is an alkyl radical, Z is a methano or ethano bridge, m is 0, 1, 2 or 3, and n is 0, 1 or 2 are prepared by reacting the appropriate bicyclically substituted amine with a sulphamic acid chloride of formula ClO2S-NR11R111, or by reacting an appropriate bicyclically substituted sulphamic acid chloride with an amine of formula HNR11R111. The bicyclically substituted sulphamic acid chlorides are prepared from the bicyclically substituted amines, e.g. by reaction with sulphuryl chloride. N - [(2 - methyl - 2 - bicyclo[2,2,1]heptylmethyl)-methyl]amine is prepared by monomethylation of N - [2 - methyl - 2 - bicyclo[2,2,1]heptylmethyl]-amine which is obtained by hydrogenation of the Diels-Alder addition product of methacrylonitrile with cyclopentadiene.ALSO:Insect- and mite-repellent compositions which are applied to or around an object from which mites and/or insects are to be repelled, comprise as active ingredient a compound of formula <FORM:1111706/A5-A6/1> in which R1 is a hydrogen atom or an aliphatic hydrocarbon radical, R11 is a hydrogen atom, an aliphatic hydrocarbon radical or alkoxy group, R111 is an alkyl group, m is 0, 1, 2 or 3, n is 0, 1 or 2 and Z is a methano or ethano bridge. The active compounds or compositions thereof may be applied to human or animal skin, to clothing or other articles or to food, or they may be applied to areas around the materials to be protected, thus creating inhibition zones.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0046710 | 1965-07-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1111706A true GB1111706A (en) | 1968-05-01 |
Family
ID=7101189
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB32767/66A Expired GB1111706A (en) | 1965-07-24 | 1966-07-21 | Bicyclically-substituted sulphamides and process for their production |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3513182A (en) |
| BE (1) | BE684461A (en) |
| CH (1) | CH480010A (en) |
| DE (1) | DE1542785A1 (en) |
| ES (1) | ES329428A1 (en) |
| GB (1) | GB1111706A (en) |
| IL (1) | IL26080A (en) |
| NL (1) | NL6610372A (en) |
| SE (1) | SE335252B (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006127184A1 (en) * | 2005-05-20 | 2006-11-30 | Janssen Pharmaceutica N.V. | Process for preparation of sulfamide derivatives |
| US8084490B2 (en) | 2004-06-16 | 2011-12-27 | Janssen Pharmaceutica N.V. | Sulfamate and sulfamide derivatives useful for the treatment of epilepsy and related disorders |
| US8492431B2 (en) | 2005-12-19 | 2013-07-23 | Janssen Pharmaceutica, N.V. | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of obesity |
| US8497298B2 (en) | 2005-12-19 | 2013-07-30 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for lowering lipids and lowering blood glucose levels |
| US8691867B2 (en) | 2005-12-19 | 2014-04-08 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of substance abuse and addiction |
| US8716231B2 (en) | 2005-12-19 | 2014-05-06 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of pain |
| US8809385B2 (en) | 2008-06-23 | 2014-08-19 | Janssen Pharmaceutica Nv | Crystalline form of (2S)-(-)-N-(6-chloro-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-sulfamide |
| US8815939B2 (en) | 2008-07-22 | 2014-08-26 | Janssen Pharmaceutica Nv | Substituted sulfamide derivatives |
| US8853263B2 (en) | 2006-05-19 | 2014-10-07 | Janssen Pharmaceutica Nv | Co-therapy for the treatment of epilepsy and related disorders |
| US8937096B2 (en) | 2005-12-19 | 2015-01-20 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocyle sulfamide derivatives for the treatment of mania and bipolar disorder |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL197246A (en) * | 1954-05-14 | |||
| US2768971A (en) * | 1954-05-26 | 1956-10-30 | Ici Ltd | Preparation of alkyl-aryl-ureas |
| US3304167A (en) * | 1960-12-15 | 1967-02-14 | Hercules Inc | Norbornyl and substituted norbornyl ureas and thioureas, weed control compositions and methods |
| CH398543A (en) * | 1961-05-06 | 1966-03-15 | Ciba Geigy | Process for the production of urea derivatives |
-
1965
- 1965-07-24 DE DE19651542785 patent/DE1542785A1/en active Pending
-
1966
- 1966-07-01 CH CH955266A patent/CH480010A/en not_active IP Right Cessation
- 1966-07-03 IL IL26080A patent/IL26080A/en unknown
- 1966-07-18 US US565673A patent/US3513182A/en not_active Expired - Lifetime
- 1966-07-21 GB GB32767/66A patent/GB1111706A/en not_active Expired
- 1966-07-22 NL NL6610372A patent/NL6610372A/xx unknown
- 1966-07-22 BE BE684461D patent/BE684461A/xx unknown
- 1966-07-22 SE SE10074/66A patent/SE335252B/xx unknown
- 1966-07-23 ES ES0329428A patent/ES329428A1/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8084490B2 (en) | 2004-06-16 | 2011-12-27 | Janssen Pharmaceutica N.V. | Sulfamate and sulfamide derivatives useful for the treatment of epilepsy and related disorders |
| WO2006127184A1 (en) * | 2005-05-20 | 2006-11-30 | Janssen Pharmaceutica N.V. | Process for preparation of sulfamide derivatives |
| US8283478B2 (en) | 2005-05-20 | 2012-10-09 | Janssen Pharmaceutica Nv | Process for preparation of sulfamide derivatives |
| US8492431B2 (en) | 2005-12-19 | 2013-07-23 | Janssen Pharmaceutica, N.V. | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of obesity |
| US8497298B2 (en) | 2005-12-19 | 2013-07-30 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for lowering lipids and lowering blood glucose levels |
| US8691867B2 (en) | 2005-12-19 | 2014-04-08 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of substance abuse and addiction |
| US8716231B2 (en) | 2005-12-19 | 2014-05-06 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of pain |
| US8937096B2 (en) | 2005-12-19 | 2015-01-20 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocyle sulfamide derivatives for the treatment of mania and bipolar disorder |
| US8853263B2 (en) | 2006-05-19 | 2014-10-07 | Janssen Pharmaceutica Nv | Co-therapy for the treatment of epilepsy and related disorders |
| US8809385B2 (en) | 2008-06-23 | 2014-08-19 | Janssen Pharmaceutica Nv | Crystalline form of (2S)-(-)-N-(6-chloro-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-sulfamide |
| US8815939B2 (en) | 2008-07-22 | 2014-08-26 | Janssen Pharmaceutica Nv | Substituted sulfamide derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| CH480010A (en) | 1969-10-31 |
| DE1542785A1 (en) | 1970-05-06 |
| BE684461A (en) | 1967-01-23 |
| IL26080A (en) | 1970-01-29 |
| SE335252B (en) | 1971-05-17 |
| NL6610372A (en) | 1967-01-25 |
| US3513182A (en) | 1970-05-19 |
| ES329428A1 (en) | 1967-05-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1111706A (en) | Bicyclically-substituted sulphamides and process for their production | |
| US3284461A (en) | O-pyridylalkyl-n-alkenyl urethanes and process for their production | |
| US3334126A (en) | Aryl n-methyl substituted thionocarbamates | |
| US2945877A (en) | Carbamic acid esters of 2, 4, 5-trichlorophenol | |
| US3177224A (en) | N-trichloromethylthiohydantoins | |
| GB962293A (en) | New sydnonimines and process for their manufacture | |
| GB1077180A (en) | Novel n-(thiocarbamoylthio)-imides | |
| US3061640A (en) | 3, 4-dichlorophenyl dialkylaminoalkyl ureas and thioureas | |
| US2974085A (en) | 3-trichloromethyl-thio benzoxazolones | |
| US2865924A (en) | Novel thiazolines and process for their manufacture | |
| US2921094A (en) | omega-(n-methyl-2, 6-dialkylanilino) alkyl halides | |
| US2541930A (en) | Amides of monocarboxylic acids having acaricidal and disinfecting properties | |
| US3253030A (en) | N-2-trichloro-1-hydroxyethyl-n'-2-hydroxy-ethyl formamide | |
| GB912789A (en) | N-substitutedphenylsulfonyl-n-cycloalkylureas and processes for preparing same | |
| US3883593A (en) | 10-Nitro-5h-dibenzo(a,d)cyclohepten-5-ones and selected derivatives | |
| US3852287A (en) | Preparation of thionamides | |
| JPS5515408A (en) | Novel mitomycin derivative and its preparation | |
| US2959612A (en) | Dialkylaminoalkyl 3, 4-dihalocarbanilates | |
| US3365360A (en) | Controlling soil nematodes by contact with non-phytotoxic nematocidal amounts of certain n-aryl thioureas | |
| US2930799A (en) | Bicyclic anhydride of meso-alpha, alpha'-dithioadipic acid and method of making the same | |
| US3261861A (en) | N-cyano-glycinonitriles preparatory process | |
| US3328154A (en) | Destroying undesired vegetation with halobenzylcarbamates | |
| US2846473A (en) | Bactericidal nu(halophenyl) nu'(allyl)-nu'-(alkoxyphenyl) ureas | |
| DE950193C (en) | Process for the production of new dioxopiperidines | |
| ES365218A1 (en) | Beta-alkoxy-acrylic acid amides |