GB1366435A - Anti perspirants - Google Patents
Anti perspirantsInfo
- Publication number
- GB1366435A GB1366435A GB4669572*A GB4669572A GB1366435A GB 1366435 A GB1366435 A GB 1366435A GB 4669572 A GB4669572 A GB 4669572A GB 1366435 A GB1366435 A GB 1366435A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- radical
- phenyl
- formula
- propiophenone
- 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
- 230000001166 anti-perspirative effect Effects 0.000 title abstract 2
- 239000003213 antiperspirant Substances 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- -1 Cyclic aluminium derivatives Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 150000000185 1,3-diols Chemical class 0.000 abstract 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 abstract 1
- KLFPGJIFMKHECS-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)-1-phenylbutane-1,3-dione Chemical compound OCC(C(=O)C1=CC=CC=C1)(C(C)=O)CO KLFPGJIFMKHECS-UHFFFAOYSA-N 0.000 abstract 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 abstract 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/75—Reactions with formaldehyde
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/069—Aluminium compounds without C-aluminium linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1366435 Cyclic aluminium derivatives of substituted 1,3-diols L'OREAL 10 Oct 1972 [16 Dec 1971] 46695/72 Heading C2C [Also in Divisions A5 and C4] Novel compounds having the general Formula I in which R represents Cl; -OSO 2 R<SP>1</SP> where R<SP>1</SP> is C 1-4 alkyl, phenyl, p-chlorophenyl, p-hydroxyphenyl, p-tolyl or 2-ono-10-bornanyl or a -O-R<SP>11</SP> radical in which R<SP>11</SP> is CH 3 , C 2 H 5 , isoC 3 H 7 or tertC 4 H 9 and Z is either (a) a radical of Formula II in which R 1 is (i) a COR 3 radical wherein R 3 is CH 3 or C 2 H 5 when R 2 is CH 3 , or R 3 is phenyl when R 2 is CH 3 acetyl or CO 2 -C 1-4 alkyl; (ii) a radical CO 2 C 1-4 alkyl when R 2 is CH 3 , CN or CO 2 C 1-4 alkyl; or (iii) an NO 2 radical when R 2 is Br or C 1-3 alkyl or (b) a radical of Formula III in which R, represents either (i) CH 3 , when R 6 is CO 2 -C 1-4 alkyl and R 5 is -O-C 1-4 alkyl; or (ii) a hydrogen atom when R 6 represents a COR 9 radical where R 9 is CH 3 and R 5 is CH 3 or phenyl or R 9 is phenyl and R 5 is CH 3 ; a CO 2 -C 1-4 alkyl when R 5 is CH 3 , phenyl or O-C 1-4 alkyl; or CN when R 5 is -O-C 1-4 alkyl may be prepared by reacting the appropriate #-glycol or #-carbonylalcohol with an aluminium alcoholate in an anhydrous solvent and, if desired, heating the product to cause a rearrangement and if R is Cl or OSO 2 R<SP>1</SP> subjecting the product to reaction with HCl or a sulphonic acid. 2,2 - Bis - (hydroxymethyl) - 1 - phenyl - 1,3- butanedione and #,#-bis-(hydroxymethyl)-propiophenone are prepared by reaction of benzoylacetone and propiophenone respectively with formaldehyde in the presence of potassium carbonate. Antiperspirant compositions comprise a compound of Formula I in which R is other than -O-R<SP>11</SP> together with a suitable cosmetic vehicle and other known additives for such compositions.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU64463 | 1971-12-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1366435A true GB1366435A (en) | 1974-09-11 |
Family
ID=19726909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4669572*A Expired GB1366435A (en) | 1971-12-16 | 1972-08-10 | Anti perspirants |
Country Status (14)
| Country | Link |
|---|---|
| JP (2) | JPS5247021B2 (en) |
| AR (1) | AR209888A1 (en) |
| AT (1) | AT332559B (en) |
| BE (1) | BE789847A (en) |
| BR (1) | BR7207036D0 (en) |
| CA (1) | CA970782A (en) |
| CH (1) | CH555677A (en) |
| DE (1) | DE2249580A1 (en) |
| FR (1) | FR2163432B1 (en) |
| GB (1) | GB1366435A (en) |
| IT (1) | IT988359B (en) |
| LU (1) | LU64463A1 (en) |
| NL (1) | NL7213649A (en) |
| SE (2) | SE394948B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10357446B2 (en) | 2013-10-15 | 2019-07-23 | Henkel Ag & Co. Kgaa | Cosmetic antiperspirants with alkylsuphonic acids |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5753684B2 (en) * | 1973-06-15 | 1982-11-15 | ||
| GB1560401A (en) * | 1976-01-28 | 1980-02-06 | Unilever Ltd | Skin treatment composition |
| US4810810A (en) * | 1985-08-02 | 1989-03-07 | American Cyanamid Company | New organo-aluminum antiperspirant compositions |
| EP0980869B1 (en) * | 1997-05-01 | 2005-06-08 | Kao Corporation | Aluminum compounds and use thereof |
| DE102012224142A1 (en) * | 2012-12-21 | 2014-06-26 | Henkel Ag & Co. Kgaa | Textile-friendly antiperspirant sprays with methanesulfonic acid |
| DE102012224133A1 (en) * | 2012-12-21 | 2014-06-26 | Henkel Ag & Co. Kgaa | Textile-friendly nonaerosol antiperspirants with methanesulfonic acid |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3444226A (en) * | 1966-05-02 | 1969-05-13 | Chattanooga Medicine Co | Heterocyclic aluminum compounds |
| US3444292A (en) * | 1966-05-05 | 1969-05-13 | Chattanooga Medicine Co | Buffered antiperspirant compositions containing dioxalumolane and dioxaluminane compounds |
-
0
- BE BE789847D patent/BE789847A/xx unknown
-
1971
- 1971-12-16 LU LU64463A patent/LU64463A1/xx unknown
-
1972
- 1972-08-10 GB GB4669572*A patent/GB1366435A/en not_active Expired
- 1972-10-09 NL NL7213649A patent/NL7213649A/xx unknown
- 1972-10-09 SE SE7213028A patent/SE394948B/en unknown
- 1972-10-09 IT IT70178/72A patent/IT988359B/en active
- 1972-10-09 JP JP47100739A patent/JPS5247021B2/ja not_active Expired
- 1972-10-09 CH CH1472972A patent/CH555677A/en not_active IP Right Cessation
- 1972-10-10 AR AR244555A patent/AR209888A1/en active
- 1972-10-10 DE DE2249580A patent/DE2249580A1/en not_active Ceased
- 1972-10-10 FR FR7235784A patent/FR2163432B1/fr not_active Expired
- 1972-10-10 BR BR007036/72A patent/BR7207036D0/en unknown
- 1972-10-10 AT AT867872A patent/AT332559B/en not_active IP Right Cessation
- 1972-10-10 CA CA153,611A patent/CA970782A/en not_active Expired
-
1975
- 1975-07-29 SE SE7508606A patent/SE7508606L/en unknown
-
1976
- 1976-11-19 JP JP13858376A patent/JPS5359684A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10357446B2 (en) | 2013-10-15 | 2019-07-23 | Henkel Ag & Co. Kgaa | Cosmetic antiperspirants with alkylsuphonic acids |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4867444A (en) | 1973-09-14 |
| CA970782A (en) | 1975-07-08 |
| JPS5359684A (en) | 1978-05-29 |
| AR209888A1 (en) | 1977-06-15 |
| DE2249580A1 (en) | 1973-12-13 |
| SE394948B (en) | 1977-07-25 |
| FR2163432B1 (en) | 1975-09-12 |
| CH555677A (en) | 1974-11-15 |
| SE7508606L (en) | 1975-07-29 |
| JPS5247021B2 (en) | 1977-11-29 |
| BE789847A (en) | 1973-04-09 |
| AT332559B (en) | 1976-10-11 |
| LU64463A1 (en) | 1973-07-16 |
| BR7207036D0 (en) | 1973-08-30 |
| NL7213649A (en) | 1973-06-19 |
| IT988359B (en) | 1975-04-10 |
| FR2163432A1 (en) | 1973-07-27 |
| ATA867872A (en) | 1976-01-15 |
| AU4757972A (en) | 1974-04-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |