GB815800A - New biguanide salts - Google Patents
New biguanide saltsInfo
- Publication number
- GB815800A GB815800A GB1746156A GB1746156A GB815800A GB 815800 A GB815800 A GB 815800A GB 1746156 A GB1746156 A GB 1746156A GB 1746156 A GB1746156 A GB 1746156A GB 815800 A GB815800 A GB 815800A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chlorophenyldiguanido
- hexane
- formula
- bis
- phenyl
- 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
- 150000004283 biguanides Chemical class 0.000 title 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 6
- 239000008079 hexane Substances 0.000 abstract 6
- 239000011780 sodium chloride Substances 0.000 abstract 6
- 150000004287 bisbiguanides Chemical class 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 3
- 125000005059 halophenyl group Chemical group 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 229910006069 SO3H Inorganic materials 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- -1 alkaline-earth metal salt Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- HSXUNHYXJWDLDK-UHFFFAOYSA-M 2-hydroxypropane-1-sulfonate Chemical compound CC(O)CS([O-])(=O)=O HSXUNHYXJWDLDK-UHFFFAOYSA-M 0.000 abstract 1
- DDLBHIIDBLGOTE-UHFFFAOYSA-M 3-chloro-2-hydroxypropane-1-sulfonate Chemical compound ClCC(O)CS([O-])(=O)=O DDLBHIIDBLGOTE-UHFFFAOYSA-M 0.000 abstract 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N Decane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 abstract 1
- 210000004940 Nucleus Anatomy 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 abstract 1
- 230000000845 anti-microbial Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000001273 butane Substances 0.000 abstract 1
- 125000004432 carbon atoms Chemical group C* 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 abstract 1
- 230000003993 interaction Effects 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 125000006501 nitrophenyl group Chemical group 0.000 abstract 1
- 125000004430 oxygen atoms Chemical group O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
- C07C279/24—Y being a hetero atom
- C07C279/26—X and Y being nitrogen atoms, i.e. biguanides
- C07C279/265—X and Y being nitrogen atoms, i.e. biguanides containing two or more biguanide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The invention comprises salts of hydroxyalkane sulphonic acids of the formula R-CH2-SO3H (wherein R is an alkyl radical substituted by at least one hydroxy group and optionally substituted by halogen atoms) with bis-biguanides of the formula <FORM:0815800/IV (b)/1> (wherein A is phenyl, halophenyl or alkyl phenyl and m is an integer from 2 to 12) and their preparation by interaction of the acid or a salt thereof (e.g. an alkaline-earth metal salt) with the bis-biguanide or a salt thereof, advantageously in a liquid medium such as water. Examples describe the preparation of the diisethionates of 1 : 6-di-(N1-p-chlorophenyldiguanido - N5) - hexane, 1 : 6 - di - (N1 - 2 : 5 - dichlorophenyldiguanido - N5) - hexane, 1 : 6 - di-(N1 - m - chlorophenyldiguanido - N5) - hexane, 1 : 6 - di - (N1 - p - tolydiguanido - N5) - hexane, 1 : 4 - di - (N1 - p - chlorophenyldiguanido - N5)-butane, 1 : 10 - di - (N1 - p - chlorophenyldiguanido - N5) - decane and 1 : 2 - di - (N1 - p-chlorophenyldiguanido - N5) - ethane, and of the di - (2 : 3 - dihydroxypropane - 1 - sulphonate), the di - (3 - chloro - 2 - hydroxypropane - 1 - sulphonate) and the di - (2 - hydroxypropane - 1 - sulphonate) of 1 : 6 - di-(N1 - p - chlorophenyldiguanido - N5) - hexane. In the Provisional Specification the bisbiguanides are represented by the general formula <FORM:0815800/IV (b)/2> wherein A is phenyl, alkylphenyl, alkoxyphenyl, nitrophenyl or halophenyl, R and R1 are hydrogen, alkyl or aralkyl, X and X1 are each a direct linkage or an alkylene radical of 1-3 carbon atoms, m is 2-12 and (CH2)m may optionally be interrupted, e.g. by oxygen atoms and/or aromatic nuclei. Specification 705,838 is referred to.ALSO:Antimicrobial compositions comprise one or more salts of hydroxy-alkane sulphonic acids of the formula R-CH2-SO3H (wherein R is an alkyl radical substituted by at least one hydroxyl group and optionally substituted by halogen atoms) with bis-biguanides of the formula <FORM:0815800/VI/1> (wherein A is phenyl, halophenyl or alkylphenyl and m is an integer from 2 to 12) in admixture with a pharmaceutically-acceptable diluent or carrier, particularly water. An aqueous solutionof 1 : 6-di-(N1-p-chlorophenyldiguanido-N5)-hexane is described. In the Provisional Specification the bis-biguanide salts are defined in somewhat wider terms. The compositions may be for medical or general use. Specification 705,838, [Group IV (b)], is referred to.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB815800A true GB815800A (en) | 1959-07-01 |
Family
ID=1733134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1746156A Expired GB815800A (en) | 1956-06-06 | New biguanide salts |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB815800A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3855140A (en) * | 1971-06-18 | 1974-12-17 | Ici Ltd | Cleansing compositions |
| DE3016110A1 (en) * | 1979-04-26 | 1980-11-06 | Bristol Myers Co | ANTIBACTERIAL COMPOUNDS, METHOD FOR THEIR PRODUCTION AND MEANS PRODUCED THEREOF |
| CN101511781B (en) * | 2006-09-13 | 2013-05-01 | 赢创德固赛有限责任公司 | Method for preparing hexa-methylene bi-cyanoguanidines and chlorhexidine |
-
1956
- 1956-06-06 GB GB1746156A patent/GB815800A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3855140A (en) * | 1971-06-18 | 1974-12-17 | Ici Ltd | Cleansing compositions |
| DE3016110A1 (en) * | 1979-04-26 | 1980-11-06 | Bristol Myers Co | ANTIBACTERIAL COMPOUNDS, METHOD FOR THEIR PRODUCTION AND MEANS PRODUCED THEREOF |
| CN101511781B (en) * | 2006-09-13 | 2013-05-01 | 赢创德固赛有限责任公司 | Method for preparing hexa-methylene bi-cyanoguanidines and chlorhexidine |
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