AU613239B2 - Salt of 6-piperidino-2,4-diaminopyrimidine 3-oxide and aceturic acid, its preparation and its dermatocosmetilogical application - Google Patents
Salt of 6-piperidino-2,4-diaminopyrimidine 3-oxide and aceturic acid, its preparation and its dermatocosmetilogical application Download PDFInfo
- Publication number
- AU613239B2 AU613239B2 AU41663/89A AU4166389A AU613239B2 AU 613239 B2 AU613239 B2 AU 613239B2 AU 41663/89 A AU41663/89 A AU 41663/89A AU 4166389 A AU4166389 A AU 4166389A AU 613239 B2 AU613239 B2 AU 613239B2
- Authority
- AU
- Australia
- Prior art keywords
- minoxidil
- aceturate
- preparation
- salt
- diaminopyrimidine
- 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.)
- Ceased
Links
- ZFMITUMMTDLWHR-UHFFFAOYSA-N Minoxidil Chemical compound NC1=[N+]([O-])C(N)=CC(N2CCCCC2)=N1 ZFMITUMMTDLWHR-UHFFFAOYSA-N 0.000 title claims abstract description 35
- OKJIRPAQVSHGFK-UHFFFAOYSA-N N-acetylglycine Chemical compound CC(=O)NCC(O)=O OKJIRPAQVSHGFK-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title abstract description 3
- 150000003839 salts Chemical class 0.000 title description 4
- 229960003632 minoxidil Drugs 0.000 claims abstract description 32
- 229950010741 aceturate Drugs 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 201000004384 Alopecia Diseases 0.000 abstract description 5
- 231100000360 alopecia Toxicity 0.000 abstract description 3
- 238000000034 method Methods 0.000 abstract description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 208000024963 hair loss Diseases 0.000 description 2
- 230000003676 hair loss Effects 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 210000004761 scalp Anatomy 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 241001482237 Pica Species 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 239000002220 antihypertensive agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/50—Three nitrogen atoms
-
- 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
- A61Q7/00—Preparations for affecting hair growth
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8812442 | 1988-09-23 | ||
| FR8812442A FR2636840B1 (fr) | 1988-09-23 | 1988-09-23 | Sel du 6-piperidino-2,4-diaminopyrimidine-3-oxyde et de l'acide aceturique, leur preparation et leur application dermatocosmetologiques |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4166389A AU4166389A (en) | 1990-03-29 |
| AU613239B2 true AU613239B2 (en) | 1991-07-25 |
Family
ID=9370311
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU41663/89A Ceased AU613239B2 (en) | 1988-09-23 | 1989-09-25 | Salt of 6-piperidino-2,4-diaminopyrimidine 3-oxide and aceturic acid, its preparation and its dermatocosmetilogical application |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0362030B1 (enrdf_load_stackoverflow) |
| AT (1) | ATE78154T1 (enrdf_load_stackoverflow) |
| AU (1) | AU613239B2 (enrdf_load_stackoverflow) |
| CA (1) | CA1323030C (enrdf_load_stackoverflow) |
| DE (1) | DE68902122T2 (enrdf_load_stackoverflow) |
| ES (1) | ES2042033T3 (enrdf_load_stackoverflow) |
| FR (1) | FR2636840B1 (enrdf_load_stackoverflow) |
| GR (1) | GR3005413T3 (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8918709D0 (en) * | 1989-08-16 | 1989-09-27 | Unilever Plc | Cosmetic composition |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU590431B2 (en) * | 1986-10-07 | 1989-11-02 | Farmos-Yhtyma Oy | A method for the preparation of 2,4-diamino-3-oxy-6- piperidyl-pyrimidine |
| AU594709B2 (en) * | 1985-10-10 | 1990-03-15 | Crinos Industria Farmacobiologica S.P.A. | Hair stimulating compound |
| AU595105B2 (en) * | 1987-04-22 | 1990-03-22 | Farmos-Yhtyma Oy | Preparation 2,4-diamino-3-oxy-6-piperidyl pyrimidine |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1020558A (en) * | 1971-04-07 | 1977-11-08 | Richard C. Thomas (Jr.) | 6-amino-4-(substituted amino)-1,2-dihydro-1-hydroxy-2-iminopyrimidines |
| IL78842A0 (en) * | 1985-05-22 | 1986-09-30 | Serono Otc Sa | Piperidino-pyridine derivatives and pharmaceutical and cosmetic compositions containing them |
| FR2590897B1 (fr) * | 1985-12-06 | 1988-02-19 | Kemyos Bio Medical Research Sr | Nouveaux derives de 6 amino 1,2-dihydro-1-hydroxy-2-imino-pyrimidine, leur procede de preparation et compositions cosmetiques les renfermant |
-
1988
- 1988-09-23 FR FR8812442A patent/FR2636840B1/fr not_active Expired - Fee Related
-
1989
- 1989-09-20 CA CA000612139A patent/CA1323030C/fr not_active Expired - Lifetime
- 1989-09-21 ES ES198989402592T patent/ES2042033T3/es not_active Expired - Lifetime
- 1989-09-21 EP EP89402592A patent/EP0362030B1/fr not_active Expired - Lifetime
- 1989-09-21 AT AT89402592T patent/ATE78154T1/de not_active IP Right Cessation
- 1989-09-21 DE DE8989402592T patent/DE68902122T2/de not_active Expired - Lifetime
- 1989-09-25 AU AU41663/89A patent/AU613239B2/en not_active Ceased
-
1992
- 1992-08-11 GR GR920401740T patent/GR3005413T3/el unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU594709B2 (en) * | 1985-10-10 | 1990-03-15 | Crinos Industria Farmacobiologica S.P.A. | Hair stimulating compound |
| AU590431B2 (en) * | 1986-10-07 | 1989-11-02 | Farmos-Yhtyma Oy | A method for the preparation of 2,4-diamino-3-oxy-6- piperidyl-pyrimidine |
| AU595105B2 (en) * | 1987-04-22 | 1990-03-22 | Farmos-Yhtyma Oy | Preparation 2,4-diamino-3-oxy-6-piperidyl pyrimidine |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE78154T1 (de) | 1992-08-15 |
| FR2636840B1 (fr) | 1990-12-21 |
| AU4166389A (en) | 1990-03-29 |
| EP0362030B1 (fr) | 1992-07-15 |
| FR2636840A1 (fr) | 1990-03-30 |
| ES2042033T3 (es) | 1993-12-01 |
| EP0362030A1 (fr) | 1990-04-04 |
| GR3005413T3 (enrdf_load_stackoverflow) | 1993-05-24 |
| DE68902122D1 (de) | 1992-08-20 |
| DE68902122T2 (de) | 1992-12-03 |
| CA1323030C (fr) | 1993-10-12 |
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