GB771333A - Improvements relating to halogen substituted diphenyl urea and thiourea compounds and their use - Google Patents
Improvements relating to halogen substituted diphenyl urea and thiourea compounds and their useInfo
- Publication number
- GB771333A GB771333A GB36732/54A GB3673254A GB771333A GB 771333 A GB771333 A GB 771333A GB 36732/54 A GB36732/54 A GB 36732/54A GB 3673254 A GB3673254 A GB 3673254A GB 771333 A GB771333 A GB 771333A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- dichlorophenyl
- phenyl
- compounds
- ureas
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C335/18—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
Abstract
The invention comprises polyhalogen substituted phenyl ureas and thioureas of the formula <FORM:0771333/IV(b)/1> in which the benzene rings may contain further substituents, e.g. two further halogens but no water-solubilizing groups; and methods for preparing them by reaction of halogen-o-hydroxy-amino compounds with compounds introducing halogen-phenyl-carbamyl or thiocarbamyl radicals into the amino group. In examples, N-3 : 4-dichlorophenyl-N1-21-hydroxy-41-chlorophenyl urea is obtained from 3 : 4-dichlorobenzoic azide and the corresponding phenol; N-3 : 4-dichlorophenyl-N1-21-hydroxy-51 -chlorophenylurea is obtained from 3 : 4-dichlorophenylurea and the corresponding phenol; N - 3 : 4 - dichlorophenyl - N1 - 21 - hydroxy - 41 : 51 - dichlorophenyl urea is obtained from 3 : 4-dichlorophenylcarbamic acid phenyl ester and the corresponding phenol; N-4-chlorophenyl - N1 - 21 - hydroxy - 41 : 51 - dichlorophenylthiourea is obtained from 4-chlorophenyl isothiocyanate and the corresponding phenol; similar compounds containing bromine in the phenol molecule (Example (7)), and a trifluoromethyl group as in the formul (Examples (8) and (9)) are described; a table of the properties of a number of other similar products is given. Other methods of introducing the halogen phenyl carbamyl or thiocarbamyl radicle into the amino group include reaction of other substituted phenyl ureido compounds with suitable o-amino-hydroxy phenyl compounds; and a list of suitable phenyl iso and isothiocyanates for reacting with the amino group of the o-hydroxy amino compounds includes 4-bromophenyl, 4 - fluorophenyl -, dibromo and fluoro - chloro - isocyanates, and similar isothiocyanates.ALSO:As germicidal components of cleansing compositions, use is made of polyhalogen diphenyl ureas or thioureas of the formula <FORM:0771333/III/1> or <FORM:0771333/III/2> which may contain further substituents (see Group IV(b)). In an example, soap flakes are made up with N - 3:4 - dichlorophenyl - N1 - 21 - hydroxy - 41:51 - dichlorophenyl or - 31:41:51 - trichlorophenyl urea and perfume. These ureas may be included also in compositions containing non-ionic or anionic synthetic detergents.ALSO:A germicidal composition comprises polyhalogen phenyl ureas or thioureas of the formula <FORM:0771333/VI/1> which may contain further substituents (see Group IV(b)) in admixture with a cleansing agent such as soap or shampoo or incorporated in a cosmetic. In examples, (1) soap flakes are made up with N - 3 : 4 - dichlorophenyl N1 - 21 - hydroxy - 41 : 51 -dichlorophenyl or - 31 : 41 : 51 - tri-chlorophenyl - urea, and perfume, and pressed; and (2) a non ionogenic or anion active synthetic washing agent composition containing 10 per cent of one of these ureas, may give a 1 per cent aqueous cleansing solution suitable for linen.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH771333X | 1953-12-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB771333A true GB771333A (en) | 1957-03-27 |
Family
ID=4535419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB36732/54A Expired GB771333A (en) | 1953-12-22 | 1954-12-20 | Improvements relating to halogen substituted diphenyl urea and thiourea compounds and their use |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB771333A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6344476B1 (en) | 1997-05-23 | 2002-02-05 | Bayer Corporation | Inhibition of p38 kinase activity by aryl ureas |
| US7678811B2 (en) | 2002-02-11 | 2010-03-16 | Bayer Healthcare Llc | Pyridine, quinoline, and isoquinoline N-oxides as kinase inhibitors |
| US7838541B2 (en) | 2002-02-11 | 2010-11-23 | Bayer Healthcare, Llc | Aryl ureas with angiogenesis inhibiting activity |
| US7897623B2 (en) | 1999-01-13 | 2011-03-01 | Bayer Healthcare Llc | ω-carboxyl aryl substituted diphenyl ureas as p38 kinase inhibitors |
| US8076488B2 (en) | 2003-02-28 | 2011-12-13 | Bayer Healthcare Llc | Bicyclic urea derivatives useful in the treatment of cancer and other disorders |
| US8110587B2 (en) * | 2002-02-11 | 2012-02-07 | Bayer Healthcare Llc | Aryl ureas as kinase inhibitors |
| US8124630B2 (en) | 1999-01-13 | 2012-02-28 | Bayer Healthcare Llc | ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
| US8637553B2 (en) | 2003-07-23 | 2014-01-28 | Bayer Healthcare Llc | Fluoro substituted omega-carboxyaryl diphenyl urea for the treatment and prevention of diseases and conditions |
| US8796250B2 (en) | 2003-05-20 | 2014-08-05 | Bayer Healthcare Llc | Diaryl ureas for diseases mediated by PDGFR |
-
1954
- 1954-12-20 GB GB36732/54A patent/GB771333A/en not_active Expired
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6344476B1 (en) | 1997-05-23 | 2002-02-05 | Bayer Corporation | Inhibition of p38 kinase activity by aryl ureas |
| US8841330B2 (en) | 1999-01-13 | 2014-09-23 | Bayer Healthcare Llc | Omega-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
| US8124630B2 (en) | 1999-01-13 | 2012-02-28 | Bayer Healthcare Llc | ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
| US7897623B2 (en) | 1999-01-13 | 2011-03-01 | Bayer Healthcare Llc | ω-carboxyl aryl substituted diphenyl ureas as p38 kinase inhibitors |
| US8110587B2 (en) * | 2002-02-11 | 2012-02-07 | Bayer Healthcare Llc | Aryl ureas as kinase inhibitors |
| US8071616B2 (en) | 2002-02-11 | 2011-12-06 | Bayer Healthcare Llc | Pyridine, quinoline, and isoquinoline N-oxides as kinase inhibitors |
| US7838541B2 (en) | 2002-02-11 | 2010-11-23 | Bayer Healthcare, Llc | Aryl ureas with angiogenesis inhibiting activity |
| US8242147B2 (en) | 2002-02-11 | 2012-08-14 | Bayer Healthcare Llc | Aryl ureas with angiogenisis inhibiting activity |
| US8618141B2 (en) | 2002-02-11 | 2013-12-31 | Bayer Healthcare Llc | Aryl ureas with angiogenesis inhibiting activity |
| US7678811B2 (en) | 2002-02-11 | 2010-03-16 | Bayer Healthcare Llc | Pyridine, quinoline, and isoquinoline N-oxides as kinase inhibitors |
| US9181188B2 (en) | 2002-02-11 | 2015-11-10 | Bayer Healthcare Llc | Aryl ureas as kinase inhibitors |
| US8076488B2 (en) | 2003-02-28 | 2011-12-13 | Bayer Healthcare Llc | Bicyclic urea derivatives useful in the treatment of cancer and other disorders |
| US8796250B2 (en) | 2003-05-20 | 2014-08-05 | Bayer Healthcare Llc | Diaryl ureas for diseases mediated by PDGFR |
| US8637553B2 (en) | 2003-07-23 | 2014-01-28 | Bayer Healthcare Llc | Fluoro substituted omega-carboxyaryl diphenyl urea for the treatment and prevention of diseases and conditions |
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