JPS6117806B2 - - Google Patents
Info
- Publication number
- JPS6117806B2 JPS6117806B2 JP7726877A JP7726877A JPS6117806B2 JP S6117806 B2 JPS6117806 B2 JP S6117806B2 JP 7726877 A JP7726877 A JP 7726877A JP 7726877 A JP7726877 A JP 7726877A JP S6117806 B2 JPS6117806 B2 JP S6117806B2
- Authority
- JP
- Japan
- Prior art keywords
- coupling
- hair
- dihydroxypyridine
- dihydroxy
- pyridine
- 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
- 238000010168 coupling process Methods 0.000 claims description 20
- 238000005859 coupling reaction Methods 0.000 claims description 20
- 230000008878 coupling Effects 0.000 claims description 17
- 239000000118 hair dye Substances 0.000 claims description 14
- GGOZGYRTNQBSSA-UHFFFAOYSA-N pyridine-2,3-diol Chemical compound OC1=CC=CN=C1O GGOZGYRTNQBSSA-UHFFFAOYSA-N 0.000 claims description 12
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical compound NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 239000000975 dye Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000982 direct dye Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 239000000839 emulsion Substances 0.000 description 8
- 239000007800 oxidant agent Substances 0.000 description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 238000004043 dyeing Methods 0.000 description 6
- -1 2,6-dihydroxy-4 -Butyl-pyridine Chemical compound 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 238000005691 oxidative coupling reaction Methods 0.000 description 4
- 230000001590 oxidative effect Effects 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
- ZEZJPIDPVXJEME-UHFFFAOYSA-N 2,4-Dihydroxypyridine Chemical compound OC=1C=CNC(=O)C=1 ZEZJPIDPVXJEME-UHFFFAOYSA-N 0.000 description 2
- WKGSLYHMRQRARV-UHFFFAOYSA-N 4-hydroxy-6-methyl-1h-pyridin-2-one Chemical compound CC1=CC(=O)C=C(O)N1 WKGSLYHMRQRARV-UHFFFAOYSA-N 0.000 description 2
- ANRXOWCGJSVCIL-UHFFFAOYSA-N 4-hydroxy-6-propyl-1h-pyridin-2-one Chemical compound CCCC1=CC(O)=CC(=O)N1 ANRXOWCGJSVCIL-UHFFFAOYSA-N 0.000 description 2
- JJHVYGVVMBYCMQ-UHFFFAOYSA-N 6-hydroxy-4-methyl-1h-pyridin-2-one Chemical compound CC=1C=C(O)NC(=O)C=1 JJHVYGVVMBYCMQ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 230000002110 toxicologic effect Effects 0.000 description 2
- 231100000027 toxicology Toxicity 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- DLLCMSPBHWZBJD-UHFFFAOYSA-N 2-methylpyridine-3,5-diol Chemical compound CC1=NC=C(O)C=C1O DLLCMSPBHWZBJD-UHFFFAOYSA-N 0.000 description 1
- GFKHZYMALAAJBX-UHFFFAOYSA-N 2-n,2-n-dimethylpyrimidine-2,4,5,6-tetramine Chemical compound CN(C)C1=NC(N)=C(N)C(N)=N1 GFKHZYMALAAJBX-UHFFFAOYSA-N 0.000 description 1
- HKVRIQDUKUXGTI-UHFFFAOYSA-N 2-propylpyridine-3,5-diol Chemical compound OC=1C=NC(=C(C1)O)CCC HKVRIQDUKUXGTI-UHFFFAOYSA-N 0.000 description 1
- HVYWMOMLDIMFJA-UHFFFAOYSA-N 3-cholesterol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 HVYWMOMLDIMFJA-UHFFFAOYSA-N 0.000 description 1
- VYMPTTZFHLDQOE-UHFFFAOYSA-N 3-hydroxy-4-methyl-1h-pyridin-2-one Chemical compound CC=1C=CNC(=O)C=1O VYMPTTZFHLDQOE-UHFFFAOYSA-N 0.000 description 1
- WLNOODYSRMFEDN-UHFFFAOYSA-N 3-hydroxy-5-methyl-1h-pyridin-2-one Chemical compound CC1=CNC(=O)C(O)=C1 WLNOODYSRMFEDN-UHFFFAOYSA-N 0.000 description 1
- YPKMBKCEGBMUJK-UHFFFAOYSA-N 3-hydroxy-5-propyl-1H-pyridin-2-one Chemical compound OC1=NC=C(C=C1O)CCC YPKMBKCEGBMUJK-UHFFFAOYSA-N 0.000 description 1
- KVANPDKLILFHRQ-UHFFFAOYSA-N 3-hydroxy-6-methyl-1h-pyridin-2-one Chemical compound CC1=CC=C(O)C(O)=N1 KVANPDKLILFHRQ-UHFFFAOYSA-N 0.000 description 1
- ZCUUVWCJGRQCMZ-UHFFFAOYSA-N 3-hydroxypyridin-4(1H)-one Chemical compound OC1=CC=NC=C1O ZCUUVWCJGRQCMZ-UHFFFAOYSA-N 0.000 description 1
- KIWLRKGMLCFANR-UHFFFAOYSA-N 4-ethyl-6-hydroxy-1h-pyridin-2-one Chemical compound CCC1=CC(O)=NC(O)=C1 KIWLRKGMLCFANR-UHFFFAOYSA-N 0.000 description 1
- BGEPXSCRVKYSCJ-UHFFFAOYSA-N 6-butyl-3-hydroxy-1H-pyridin-2-one Chemical compound OC1=NC(=CC=C1O)CCCC BGEPXSCRVKYSCJ-UHFFFAOYSA-N 0.000 description 1
- WHQKXYNIBHDGPR-UHFFFAOYSA-N 6-butyl-4-hydroxy-1H-pyridin-2-one Chemical compound OC1=NC(=CC(=C1)O)CCCC WHQKXYNIBHDGPR-UHFFFAOYSA-N 0.000 description 1
- AWNJDYBSAMGSGO-UHFFFAOYSA-N 6-ethyl-4-hydroxy-1h-pyridin-2-one Chemical compound CCC1=CC(O)=CC(=O)N1 AWNJDYBSAMGSGO-UHFFFAOYSA-N 0.000 description 1
- LHHAIWKNFVQUEG-UHFFFAOYSA-N 6-hydroxy-4-propyl-1H-pyridin-2-one Chemical compound OC1=NC(=CC(=C1)CCC)O LHHAIWKNFVQUEG-UHFFFAOYSA-N 0.000 description 1
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical class C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000009967 direct dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000003700 hair damage Effects 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000004806 hydroxypyridines Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000003893 lactate salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- CHGPEDOMXOLANF-UHFFFAOYSA-N pyridine-2,5-diol Chemical compound OC1=CC=C(O)N=C1 CHGPEDOMXOLANF-UHFFFAOYSA-N 0.000 description 1
- WLFXSECCHULRRO-UHFFFAOYSA-N pyridine-2,6-diol Chemical compound OC1=CC=CC(O)=N1 WLFXSECCHULRRO-UHFFFAOYSA-N 0.000 description 1
- DSNXVCDIWGFMOI-UHFFFAOYSA-N pyridine-3,5-diol Chemical compound OC1=CN=CC(O)=C1 DSNXVCDIWGFMOI-UHFFFAOYSA-N 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762629805 DE2629805C2 (de) | 1976-07-02 | 1976-07-02 | Haarfärbemittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS536440A JPS536440A (en) | 1978-01-20 |
| JPS6117806B2 true JPS6117806B2 (fr) | 1986-05-09 |
Family
ID=5982077
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7726877A Granted JPS536440A (en) | 1976-07-02 | 1977-06-30 | Hair dyes |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS536440A (fr) |
| AT (1) | AT357264B (fr) |
| BE (1) | BE856366R (fr) |
| CH (1) | CH604708A5 (fr) |
| DE (1) | DE2629805C2 (fr) |
| FR (1) | FR2366013A2 (fr) |
| GB (1) | GB1571570A (fr) |
| IT (1) | IT1115499B (fr) |
| NL (1) | NL7706406A (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3115643A1 (de) * | 1981-04-18 | 1982-12-16 | Henkel Kgaa | "verwendung von dihydroxypyridinen als kupplerkomponente in oxidationsharrfarbstoffen und haarfaerbemittel" |
| DE3148651A1 (de) * | 1981-12-09 | 1983-07-21 | Henkel Kgaa | "haarfaerbemittel, enthaltend 5-halo-2,3-pyridindiole als kupplerkomponente" |
| DE4136997C2 (de) * | 1991-11-11 | 1995-12-07 | Goldwell Gmbh | Haarfärbemittel |
| JP2004509140A (ja) * | 2000-09-21 | 2004-03-25 | ピーアンドジー−クレイロール・インコーポレイテッド | 改善された磨耗特性を有する黄色染毛組成物 |
| ITUB20160059A1 (it) | 2016-02-04 | 2017-08-04 | Saati Spa | Struttura composita filtrante multistrato, in particolare per l'uso come subcomponente all'interno di prodotti acustici ed elettronici in generale |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR82676E (fr) * | 1962-11-12 | 1964-03-27 | Hans Schwarzkopf | Procédé pour la teinture de cheveux vivants et produits pour sa mise en oeuvre |
| DE1242323B (de) * | 1963-04-23 | 1967-06-15 | Schwarzkopf Fa Hans | Mittel zum Faerben von lebenden Haaren |
| FR1378124A (fr) * | 1963-09-10 | 1964-11-13 | Schwarzkopf Fa Hans | Produit pour teindre les cheveux vivants |
| DD54771A7 (fr) * | 1966-04-28 | 1967-03-20 | ||
| DE1617835A1 (de) * | 1966-12-03 | 1972-04-20 | Lange Fritz Walter | Verfahren zum Faerben von lebenden Haaren |
-
1976
- 1976-07-02 DE DE19762629805 patent/DE2629805C2/de not_active Expired
-
1977
- 1977-06-10 NL NL7706406A patent/NL7706406A/xx not_active Application Discontinuation
- 1977-06-29 IT IT2516977A patent/IT1115499B/it active
- 1977-06-30 JP JP7726877A patent/JPS536440A/ja active Granted
- 1977-07-01 CH CH814577A patent/CH604708A5/xx not_active IP Right Cessation
- 1977-07-01 AT AT469777A patent/AT357264B/de not_active IP Right Cessation
- 1977-07-01 GB GB2755477A patent/GB1571570A/en not_active Expired
- 1977-07-01 BE BE178993A patent/BE856366R/fr not_active IP Right Cessation
- 1977-07-01 FR FR7720379A patent/FR2366013A2/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| BE856366R (fr) | 1978-01-02 |
| CH604708A5 (fr) | 1978-09-15 |
| IT1115499B (it) | 1986-02-03 |
| FR2366013A2 (fr) | 1978-04-28 |
| FR2366013B2 (fr) | 1981-06-19 |
| JPS536440A (en) | 1978-01-20 |
| AT357264B (de) | 1980-06-25 |
| NL7706406A (nl) | 1978-01-04 |
| ATA469777A (de) | 1979-11-15 |
| DE2629805A1 (de) | 1978-01-12 |
| DE2629805C2 (de) | 1985-11-28 |
| GB1571570A (en) | 1980-07-16 |
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