TWI586371B - 鋅-離胺酸錯合物 - Google Patents
鋅-離胺酸錯合物 Download PDFInfo
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- TWI586371B TWI586371B TW104131541A TW104131541A TWI586371B TW I586371 B TWI586371 B TW I586371B TW 104131541 A TW104131541 A TW 104131541A TW 104131541 A TW104131541 A TW 104131541A TW I586371 B TWI586371 B TW I586371B
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- Prior art keywords
- zinc
- composition
- zlc
- complex
- lysine
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- DDKJKQVNNATMAD-JEDNCBNOSA-N (2s)-2,6-diaminohexanoic acid;zinc Chemical compound [Zn].NCCCC[C@H](N)C(O)=O DDKJKQVNNATMAD-JEDNCBNOSA-N 0.000 title claims description 11
- 239000000203 mixture Substances 0.000 claims description 113
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 84
- 239000011787 zinc oxide Substances 0.000 claims description 42
- 230000001166 anti-perspirative effect Effects 0.000 claims description 34
- 239000003213 antiperspirant Substances 0.000 claims description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 26
- 239000002253 acid Substances 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000011701 zinc Substances 0.000 claims description 20
- 239000000460 chlorine Substances 0.000 claims description 18
- 239000002244 precipitate Substances 0.000 claims description 17
- 230000035900 sweating Effects 0.000 claims description 16
- 241000894006 Bacteria Species 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 14
- 239000002781 deodorant agent Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- -1 amine hydrochloride Chemical class 0.000 claims description 12
- 239000000843 powder Substances 0.000 claims description 10
- 239000004615 ingredient Substances 0.000 claims description 9
- 150000001298 alcohols Chemical class 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 7
- 150000001413 amino acids Chemical class 0.000 claims description 7
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 7
- 229910052725 zinc Inorganic materials 0.000 claims description 7
- 150000001768 cations Chemical class 0.000 claims description 6
- 238000010790 dilution Methods 0.000 claims description 6
- 239000012895 dilution Substances 0.000 claims description 6
- 208000035985 Body Odor Diseases 0.000 claims description 5
- 206010040904 Skin odour abnormal Diseases 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- 239000000344 soap Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 238000011065 in-situ storage Methods 0.000 claims description 4
- 239000003446 ligand Substances 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 239000012296 anti-solvent Substances 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000003205 fragrance Substances 0.000 claims description 3
- 125000005456 glyceride group Chemical group 0.000 claims description 3
- 150000002334 glycols Chemical class 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- 239000002453 shampoo Substances 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 150000002531 isophthalic acids Chemical class 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 239000002324 mouth wash Substances 0.000 claims description 2
- 229940051866 mouthwash Drugs 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 229940034610 toothpaste Drugs 0.000 claims description 2
- 239000000606 toothpaste Substances 0.000 claims description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 230000036571 hydration Effects 0.000 claims 1
- 238000006703 hydration reaction Methods 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- 239000011833 salt mixture Substances 0.000 claims 1
- 238000001694 spray drying Methods 0.000 claims 1
- 210000004243 sweat Anatomy 0.000 description 20
- 238000009472 formulation Methods 0.000 description 15
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 11
- 229960003646 lysine Drugs 0.000 description 11
- 239000002243 precursor Substances 0.000 description 10
- 239000004472 Lysine Substances 0.000 description 9
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000013078 crystal Substances 0.000 description 9
- 239000000499 gel Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 239000011148 porous material Substances 0.000 description 7
- 108090000623 proteins and genes Proteins 0.000 description 7
- 102000004169 proteins and genes Human genes 0.000 description 7
- 230000000844 anti-bacterial effect Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 5
- 239000011805 ball Substances 0.000 description 5
- 230000000903 blocking effect Effects 0.000 description 5
- 229940098773 bovine serum albumin Drugs 0.000 description 5
- 230000001877 deodorizing effect Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 210000000106 sweat gland Anatomy 0.000 description 4
- 239000000443 aerosol Substances 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000015271 coagulation Effects 0.000 description 3
- 238000005345 coagulation Methods 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000546 pharmaceutical excipient Substances 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 229910000420 cerium oxide Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000003113 dilution method Methods 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 125000005498 phthalate group Chemical class 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000005070 ripening Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- OCUCCJIRFHNWBP-IYEMJOQQSA-L Copper gluconate Chemical compound [Cu+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OCUCCJIRFHNWBP-IYEMJOQQSA-L 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical group NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- WHMDKBIGKVEYHS-IYEMJOQQSA-L Zinc gluconate Chemical compound [Zn+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O WHMDKBIGKVEYHS-IYEMJOQQSA-L 0.000 description 1
- ZGUQGPFMMTZGBQ-UHFFFAOYSA-N [Al].[Al].[Zr] Chemical compound [Al].[Al].[Zr] ZGUQGPFMMTZGBQ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- DRVWBEJJZZTIGJ-UHFFFAOYSA-N cerium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Ce+3].[Ce+3] DRVWBEJJZZTIGJ-UHFFFAOYSA-N 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229940108925 copper gluconate Drugs 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 239000013020 final formulation Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 230000000762 glandular Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- WGIWBXUNRXCYRA-UHFFFAOYSA-H trizinc;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O WGIWBXUNRXCYRA-UHFFFAOYSA-H 0.000 description 1
- 235000006076 zinc citrate Nutrition 0.000 description 1
- 239000011746 zinc citrate Substances 0.000 description 1
- 229940068475 zinc citrate Drugs 0.000 description 1
- 235000011478 zinc gluconate Nutrition 0.000 description 1
- 239000011670 zinc gluconate Substances 0.000 description 1
- 229960000306 zinc gluconate Drugs 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- 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
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61Q5/12—Preparations containing hair conditioners
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/58—Metal complex; Coordination compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/591—Mixtures of compounds not provided for by any of the codes A61K2800/592 - A61K2800/596
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Inorganic Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
本發明提供一種具式[Zn(C6H14N2O2)2Cl]+Cl-之鋅-離胺酸錯合物,其具有抗菌及止汗性質,包含該錯合物之個人保健組成物,及製造與使用這些錯合物及組成物的方法。
習知的止汗劑是含有鋁或鋁/鋯鹽類。這些物質作為止汗劑是經由阻塞汗腺孔以阻斷汗液的流出。含有鋁或鋁/鋯鹽類之止汗劑組成物,經過一段時間後,這些鹽類容易呈現聚合現象,產生分子量從約500至約500,000克/莫耳之物質。一般來說,較低分子量之物質具有比高分子量物質為佳的止汗作用。無關任何理論依據,一般相信較小分子量的分子,具較快速且有效的阻塞汗腺孔,因此產生期望的止汗效果。維持相對的小分子量及避免過度聚合作用可增強止汗效果,及降低控制出汗所需止汗劑鹽類的用量。
腋下防臭劑可經由殺死產生臭味的細菌來控制味道。習知止汗劑鹽類在水溶液中呈現酸性,此性質使得它成為有效的殺菌劑,因此提供防臭的效果,但其也會造成皮膚的刺激。
存在有其他止汗活性藥劑的需求,其可提供可阻塞汗
腺孔,以阻斷出汗之適當尺寸、分子量之錯合物,提供除臭/抗菌效果,及較習知止汗劑酸性鹽類對皮膚產生較低的刺激。
本發明提供一種鋅-離胺酸錯合物,有時於本文中稱為ZLC,其由氧化鋅及離胺酸鹽酸鹽混合物中生成。ZLC化學結構是[Zn(C6H14N2O2)2Cl]+Cl-。這個鹽類具有重要的性質(如導電性、水解反應及蛋白質凝聚作用),使得其可與商售之止汗鹽類競爭。
如同現有的鋁或鋁-鋯止汗鹽類,ZLC在流汗情形下形成沉澱物,其可阻塞毛孔並阻斷汗液的流出。在蛋白質存在下,ZLC會凝聚及阻塞汗腺。當水的量增加,溶液變得更稀釋,其並非典型地如同離子錯合物之情形般進入或留存在溶液中,ZLC錯合物會水解,產生相對地不溶性氧化鋅沉澱物,藉此允許進一步阻塞毛孔及/或將氧化鋅控制的沉積在皮膚上。鋅是一種抗菌劑,除了提供一種沉澱物可阻斷汗液由毛孔流出之外,亦可經由減少產生臭味的細菌,提供一種除臭的功效。最後,ZLC可提供於接近中性pH值之調配物中,其較現行使用止汗鹽類或除臭調配物更接近皮膚的pH值。
本發明提供ZLC本身,也提供一將ZLC傳遞至皮膚之個人保健產品,及一種製造及使用ZLC的方法。在一個具體例中,本發明提供一種止汗或除臭組成物,其包含ZLC。由於ZLC之抗菌性質,本發明亦包括其他可施用至皮膚之個人保健組成物,如洗手皂或沐浴乳,其包含ZLC,如任何一個錯合物1及以下等,及/或其前驅物。本發明亦提供一種減少流汗的方法,其包括將組成物施用
於皮膚,及一種殺菌的方法,包括將組成物與細菌接觸。
本發明其他的應用領域,由本文的詳細說明變的顯而易知。可了解的是,本發明的詳細說明及特定具體例,其係顯示本發明較佳的具體例,其僅作為說明用途而不是限制本發明之範圍。
以下說明之較佳具體例,本質上僅是例示,而不是限制本發明之應用或使用。
在第一個具體例,本發明提供一個具分子式[Zn(C6H14N2O2)2Cl]+Cl-之鋅-離胺酸錯合物(有時本文稱為ZLC),例如
1.1 錯合物1,其中錯合物是由氧化鋅及離胺酸鹽酸鹽混合物中生成,如ZnO:離胺酸.HCl莫耳比1:1至1:3,如約1:2。
1.2 錯合物1,或1.1,呈結晶形式。
1.3 任一前述錯合物,呈水合形式。
1.4 任一前述錯合物,呈水合形式,具有分子式[Zn(Lysine)2Cl]+Cl-.2H2O。
1.5 任一前述錯合物,具有分子量464.4克/莫耳之C12H32N4O6Cl2Zn。
1.6 任一前述錯合物,以近乎立體晶形形式。
1.7 任一前述錯合物,具有Zn陽離子被二個離胺酸配位基於赤道平面配位之結構,其中二個氮原子來自二個離胺酸配位基之αNH2基團而二個氧原子來自二個離胺酸配位基之羧基基團,此結構其頂點被氯原子佔據,呈扭曲的方形錐體幾何結構,形成正陽離子部分,其與氯陰離子結合形成離子性鹽類。
1.8 任一前述錯合物,具有X光粉末繞射型態,其本質上相當於在圖1所示二種型態之一。”本質上相當”係指對熟習該項技術者來說,該結晶是與ZLC結晶相同或主要由ZLC結晶所構成,,如基於譜峰相對強度及的間距之整體型態,考量儀器及樣品之差異,如波長、X-光源之強度及樣品純度之差異。
1.9 任一前述錯合物,其係自乙醇溶液中結晶。
1.10 任一前述錯合物,其在以水逐漸稀釋下形成氧化鋅沉澱。
在另一些具體例,本發明提供一施用至皮膚之個人保健組成物(組成物2),其包含ZLC,如前述任一錯合物1及以下等,與化妝品可接受載劑組合。例如,本發明提供
2.1 組成物2,包含氧化鋅及離胺酸鹽酸鹽,ZnO:離胺酸.HCL莫耳比1:1至1:3,如約1:2。
2.2 任一前述組成物,其中ZLC是由乙醇中結晶。
2.3 任一前述組成物,其中ZLC全部或部分,是在原位由氧化鋅及離胺酸鹽酸鹽反應生成。
2.4 任一前述組成物,其中在以水稀釋過程,ZLC生成氧化鋅沉澱。
2.5 任一前述組成物,其在使用時,氧化鋅沉澱在皮膚上。
2.6 任一前述組成物,其包含0.05至40%含量之ZLC,以組成物重量計。
2.7 任一前述組成物,其中存在組成物鋅的總量是0.05至
10%,以重量計。
2.8 任一前述組成物,其中化妝品可接受載劑包含少於10%的水,如少於5%的水,如本質上是無水。
2.9 任一前述組成物,其中化妝品可接受載劑包含一或多種成分,選自水溶性醇類(如C2-8醇類包括乙醇);二醇類(包括丙二醇、二丙烯甘醇、三伸丙二醇及其混合物);甘油酯類(包括單、雙及三甘油酯);中至長鏈有機酸、醇類及酯類;界面活性劑(包括乳化劑及分散劑);其他胺基酸;結構劑(包括增稠劑及凝膠劑,如聚合物、矽酸鹽及二氧化矽);潤滑劑;芳香劑;及著色劑(包括染料及色素)。
2.10 任一前述組成物,其中組成物是止汗劑及/或除臭劑,如棒狀止汗劑、氣膠止汗噴霧劑、或液態滾珠止汗劑;或是沐浴乳、沐浴凝膠、條狀肥皂、洗髮精、護髮乳、牙膏、牙粉或漱口劑。
在另一些具體例,本發明提供一施用至口腔之口腔保健組成物(組成物3),其包含ZLC,如前述任一錯合物1及以下等,與口腔可接受載劑組合。例如,本發明提供
3.1 組成物3,包含氧化鋅及離胺酸鹽酸鹽,ZnO:離胺酸.HCl莫耳比1:1至1:3,如約1:2。
3.2 任一前述組成物,其中ZLC是由乙醇中結晶。
3.3 任一前述組成物,其中ZLC全部或部分,是在原位由氧化鋅及離胺酸鹽酸鹽生成。
3.4 任一前述組成物,其中在以水稀釋過程,ZLC提供氧化鋅沉澱物。
3.5 任一前述組成物,其在使用時,提供氧化鋅沉澱物在皮
膚上。
3.6 任一前述組成物,其包含0.05至40%含量之ZLC,以組成物重量計。
3.7 任一前述組成物,其中存在組成物鋅的總量是以重量計0.05至10%。
3.8 任一前述組成物,其中化妝品可接受載劑包含少於10%的水,如少於5%的水,如本質上是無水。
本發明更提供一種減少出汗的方法,其包括將有效止汗量之任一組成物2及以下等施用至皮膚;減少體味的方法,其包括將有效除臭量之任一組成物2及以下等施用至皮膚;及殺死細菌的方法,其包括將抗菌有效量之ZLC(如任一錯合物1及以下等)與細菌接觸,例如與任一組成物2及以下等接觸。
本發明更提供一種製造含有ZLC(如任一錯合物1及以下等)組成物的方法,其包括在水溶液中將氧化鋅及離胺酸鹽酸鹽組合,且任意地將混合物加入乙醇中,並分離所得之結晶沉澱物。
本發明更提供(i)使用ZLC(如任一錯合物1及以下等)殺死細菌,減少出汗,及/或減少體味;(ii)使用ZLC(如任一錯合物1及以下等)製造殺死細菌,減少出汗,及/或減少體味組成物;及(iii)用ZLC(如任一錯合物1及以下等)來殺死細菌,減少出汗,及/或減少體味。
可了解的,雖然ZLC可主要地以錯合物形式存在,其可能與氧化鋅及離胺酸鹽酸鹽前驅物質間有某程度的平衡,所以真正以錯合物形式及前驅物形式存在的比例,可視調配物確切條件、物質濃度、pH值、水存在與否、其他帶電分子存在與否等因素而異。
ZLC(如任一錯合物1及以下等)可與一適當之基料組合,如棒、滾珠、噴霧劑或氣溶膠以施用至腋下。施用後,ZLC於皮膚上在帶電分子,如蛋白質存在下,ZLC會凝聚產生阻塞以阻斷汗液流出。汗液中的水分更進一步稀釋調配物,造成錯合物分解,產生氧化鋅沉澱,其可減少前揭流汗及味道。類似地,如ZLC以洗手皂或沐浴乳形態提供,在沖洗過程ZLC稀釋,會在皮膚上產生一層薄的氧化鋅沉積,並提供抗菌效果。
本文所用止汗劑這個名詞,是有關可在汗腺孔形成阻塞,減少流汗的任何物質,或在食品藥物管理局CFR 21第350篇分類為止汗劑的任何物質。止汗劑亦可為除臭劑,尤其是在本發明,鋅具有抗菌性質,且可減少皮膚上造成味道的細菌。
組成物可包含ZLC,如任一錯合物1及以下等,及/或其前驅物,如氧化鋅及離胺酸鹽酸鹽。在一具體例中,ZLC是在室溫下,於水溶液中混合前驅物質而製備。在原位生成使其容易配製。前驅物質可被用來代替必須首先生成的ZLC。在另一個具體例,水容許ZLC生成,如任一錯合物1及以下等。此ZLC來自於汗液與組成物接觸後所生成之前驅物。
在特定具體例中,ZLC(如任一錯合物1及以下等)在本發明組成物(如任一組成物2及以下等)的含量,是0.05至40%,以組成物重量計。在特定具體例中,前驅物如氧化鋅及離胺酸鹽酸鹽,其存在之量在結合成ZLC(如任一錯合物1及以下等),是以0.05至10%,以組成物重量計。在這些具體例中,ZLC(如任一錯合物1及以下等)的量可依所期望的用途如抗菌劑或作為止汗劑而不同。在其他具體例,ZLC(如任一錯合物1及以下等)的量是至少0.1,至少0.2,
至少0.3,至少0.4,至少0.5,至少1,至少2,至少3,或至少4至高達10%,以組成物重量計。在其他具體例,ZLC(如任一錯合物1及以下等)的量是少於9,少於8,少於7,少於6,少於5,少於4,少於3,少於2,少於1,少於0.5至0.05%,以組成物重量計。在其他具體例,其量是0.05至5%,0.05至4%,0.05至3%,0.05至2%,0.1至5%,0.1至4%,0.1至3%,0.1至2%,0.5至5%,0.5至4%,0.5至3%或0.5至2%,以組成物重量計。
在一些具體例,組成物中鋅的總量是0.05至10%,以組成物重量計。在其他具體例,鋅的總量是至少0.1,至少0.2,至少0.3,至少0.4,至少0.5或至少1至高達8%,以組成物重量計。在其他具體例,組成物中鋅的總量是少於5,少於4,少於3,少於2,或少於1至0.05%,以組成物重量計。
在特定具體例,組成物是無水的。無水,是水含量少於5%,以重量計,任意地少於4,少於3,少於2,少於1,少於0.5%,少於0.1至0%,以重量計。
當以無水組成物提供時,前驅物如氧化鋅及離胺酸鹽酸鹽,不會顯著地反應生成ZLC,如任一錯合物1及以下等。當與足量的水接觸,其可為汗液形式,而後前驅物會反應生成ZLC,如任一錯合物1及以下等。ZLC,如任一錯合物1及以下等,當導入汗管會與蛋白質發生凝聚作用,及/或與水及/或汗水發生水解,產生沉澱物以阻塞汗管。
在特定具體例,ZLC,如任一錯合物1及以下等,具有導電度大於8,000,任意地大於9,000,大於10,000或大於12,000μS/cm。
組成物可為任亦形式之組成物。在特定具體例,組成物是期望含有抗菌劑,以施用至皮膚的任何組成物。這些組成物的實例是包括,但不限於,個人保健組成物、止汗劑、除臭劑、沐浴乳、沐浴膠、條狀肥皂、洗髮精、護髮乳、化妝品。
載劑係指組成物中除了ZLC(如任一錯合物1及以下等)或氧化鋅與胺基酸氫鹵酸鹽以外之所有物質。載劑的含量是,加入ZLC(如任一錯合物1及以下等),或氧化鋅與胺基酸氫鹵酸鹽後,達到100%重量。
對止汗/除臭組成物,載劑可為任何可用於止汗劑/除臭劑之載劑。載劑可為條狀、凝膠、滾珠,或氣溶膠之形式。對條狀調配物,載劑可包含油類及/或聚矽氧及凝膠劑。調配物的實例可參見US2011/0076309A1,其作為參考文獻併入本文中。
本發明組成物止汗/除臭調配物可包含任意成分,如溶劑;水溶性醇類,如C2-8醇類包括乙醇;二醇類,包括丙二醇、二丙烯甘醇、三伸丙二醇及其混合物;甘油酯類,包括單、雙及三甘油酯;中至長鏈有機酸、醇類及酯類;界面活性劑,包括乳化劑及分散劑;胺基酸類,包括甘胺酸;結構劑,包括增稠劑及凝膠劑,如聚合物、矽酸鹽及二氧化矽;潤滑劑;芳香劑;及著色劑(包括染料及色素)。如果需要,可包括除了ZLC(如任一錯合物1及以下等)外之止汗劑及/或除臭劑,可包括如氣味減低劑如硫沉澱劑,如葡萄酸銅、葡萄酸鋅、檸檬酸鋅等。
止汗組成物可配製成局部止汗及/或除臭調配物,以適合施用至皮膚,例示如條狀、凝膠、乳膏、滾珠、軟固體、粉末、液體、乳液、懸浮液、分散劑或噴霧劑。組成物可包括單相或可為
多相系統,如包括極性相與油相之系統,任意地以安定的乳液型式。組成物可為液體、半固體或固體。止汗及/或除臭調配物可以任何適當的容器提供,如氣溶膠罐、管或具多孔蓋子之容器、滾珠容器、瓶子、末端開口的容器等。
本組成物可施用至皮膚以減少出汗。在特定具體例,是施用至腋下。同時,可將組成物與細菌接觸以殺死細菌。例如,在一具體例,將胺基酸或胺基酸氫鹵酸鹽與氧化鋅結合,增加鋅離子的可用率,其可殺死細菌並減少流汗。
本發明提供(i)一種控制流汗的方法,其包含將本文所涵蓋或特別描述之任何具體例之調配物,如任一組成物1及以下等,以一止汗有效量施用至皮膚;及(ii)一種控制因流汗產生味道的方法,其包含將本文所涵蓋或特別描述之任何具體例之調配物,如任一組成物1及以下等,以一除臭有效量施用至皮膚。
除非特別說明,在本發明說明書所示組成物成分之所有百分比,是以整個組成物或調配物之100%重量計,除非其他特別確認,在本發明組成物及調配物所使用之成分,以化妝品級可接受的成分較佳。“化妝品級可接受的”係該調配物適合局部施用製人類皮膚。化妝品級可接受的賦形劑,例如,適合於外用之賦形劑,其是將本發明調配物以預計之用量及濃度外用,,及包括如美國食品藥物管理局”一般認可為安全”之賦形劑。
在本發明所描述或主張申請之組成物或調配物,有關其成分,是在此技術中所常用的。對習於此技術者是顯而易知的,在一些實例中,各成分可能會與其他成分反應,所以真正組成物其最後調配物,可能與所列出成分不完全一致。因此,要了解的是本
發明擴展至所列成分組合後之產品。
由詳細說明及所附圖示使得本發明更充分了解,其中圖1描述實驗室合成ZLC粉末之X光粉末繞射圖(PXRD)(頂圖)及ZLC單晶之X光粉末繞射圖(底圖)。
ZnO+2(Lysine.HCl)-›[Zn(Lysine)2Cl]+Cl-.2H2O(ZLC)
莫耳比2:1之ZnO:離胺酸.HCl懸浮液在室溫下攪拌約12小時。將混合液離心,取1毫升上清液移轉入NMR管。而後NMR管置入一封閉試管,以乙醇充滿讓結晶成長。一週後生成一些無色立體結晶。ZLC結晶之晶體結構以單晶X-光繞射測定。ZLC具有分子量464.44克/莫耳,如式C12H32N4O6Cl2Zn之實驗式。在這個錯合物,Zn陽離子在赤道面被二個離胺酸配位基(其具有來自NH2基之二個氮原子及來自羧基的氧原子)配位。此結構其頂點被氯原子佔據,呈現扭曲的方形錐體幾何結構。此結構產生一個正陽離子部分,並與氯陰離子結合形成離子性的鹽類。
實驗室擴大合成純的ZLC粉末:2莫耳離胺酸HCl溶於1000毫升去離子水,在室溫下攪拌,將1莫耳固體ZnO緩慢加入離胺酸HCl溶液並攪拌,在室溫下持續攪拌過夜(約12小時)。懸浮溶液在高速下離心15分鐘,將上清液緩慢到入乙醇中,立即生成沉澱。得
到1克粉末約需5-8毫升乙醇。將含有粉末之乙醇溶劑過濾,可得到灰白色的粉末。將粉末置於50℃之烘箱乾燥,可得到產率88%之產物。利用PXRD確認ZLC粉末的純度與ZLC結晶比較(圖1)。在這個實施例,利用乙醇作為反溶劑將ZLC結晶。可使用任何反溶劑,任意地,溶液可噴霧乾燥。
水解反應:製備185毫克/毫升ZLC溶液,而後稀釋數倍,在37℃之烘箱熟化5小時,以進行混濁度研究。當溶液稀釋時生成白色沉澱,使用濁度計測量溶液混濁度,結果以濁度單位(NTU)計。表一顯示熟化前後,pH與混濁度之比較,其顯示稀釋及熟化會增加混濁度。
以離心方式收集經8倍、16倍及32倍稀釋溶液生成之沉澱物,經PXRD確認為ZnO晶體。在上清液,長成之單晶以X光繞射顯示是離胺酸單鹽酸鹽2水合物(離胺酸.HCl.2H2O)。這些結果顯示ZLC錯合物在稀釋過程中會分離,而後產生氧化鋅沉澱。
ZLC水解反應機制可以下式表示[Zn(Lysine)2Cl]+Cl-.2H2O+H2O-›ZnO+Lysine.HCl.2H2O
在一個腋下用產品,ZnO+離胺酸HCl混合物,在汗液存在下會生成ZLC,其可進入汗管並生成ZnO塞子。
凝聚作用:另一個ZLC阻斷汗液流出的機制,是有關在蛋白質存在下ZLC的凝聚作用。在這個研究中以牛血清白蛋白(BSA)作為蛋白質。製備不同pH值之對照溶液(去離子水)及3個1%BSA水溶液,如表2所示。
將ZLC粉末加入前述樣品,以研究ZLC與BSA間之交互作用,並測定ZLC是否具收斂性質,例如,是否可生成沉澱以作為止汗劑。將混合液置入37℃之烘箱5小時後,測定溶液之混濁度及pH值,結果如表3所示。
因此,在汗管(pH=5-7)ZLC會水解成不溶的ZnO,物理性的阻斷汗管。除此,ZLC在汗液中,也具有凝聚蛋白質(如BSA)的能力,促進在汗管形成”塞子”。
如本文中所使用,範圍的各個及每個數值係用縮寫來表示。在此範圍之任一數值,可被選作為範圍的界線。此外,本文所引用之參考文獻係包含其文獻整體內容。假如本發明所揭示與引用文獻之定義發生衝突,以本發明所揭示者為主。
除非特別指明,在此及說明書所示所有百分比及含量,皆視為重量百分比。所述含量是基於物質之活性重量。
Claims (25)
- 一種具式[Zn(C6H14N2O2)2Cl]+Cl-之鋅-離胺酸錯合物,其中該鋅-離胺酸錯合物係自氧化鋅及離胺酸鹽酸鹽混合物中生成,其ZnO:離胺酸鹽酸鹽之莫耳比自1:1至1:3,但ZnO:離胺酸鹽酸鹽之莫耳比不為1:1。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,是結晶型式。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,是水合型式。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,是具式[Zn(離胺酸)2Cl]+Cl-.2H2O之水合型式。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,是近乎立方體結晶型。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,其具有Zn陽離子被二個離胺酸配位基於赤道平面配位之結構,其中二個氮原子來自二個離胺酸配位基之αNH2基團而二個氧原子來自二個離胺酸配位基之羧基基團,呈扭曲的方形錐體幾何結構,其頂點被氯原子佔據,形成正陽離子部分,其與氯陰離子結合形成離子鹽類。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,其具有X光粉末繞射圖型,其本質上相當於在圖1所示二種型態之一。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,其是自反溶劑、乙醇溶液或噴霧乾燥中結晶。
- 如申請專利範圍第1項之鋅-離胺酸錯合物,當以水逐漸稀釋,會生成氧化鋅沉澱。
- 一種施用於皮膚之個人保健組成物,其包含如申請專利範圍第1至9項中任一項之鋅-離胺酸錯合物,與化妝品可接受載劑組合。
- 一種施用於口腔之口腔保健組成物,其包含如申請專利範圍第1至9項中任一項之鋅-離胺酸錯合物,與口腔可接受載劑組合。
- 如申請專利範圍第10或11項之組成物,其中鋅-離胺酸錯合物全部或部分,是在原位由氧化鋅及離胺酸鹽酸鹽生成。
- 如申請專利範圍第10至11項中任一項之組成物,其在以水稀釋時提供氧化鋅沉澱物。
- 如申請專利範圍第10至11項中任一項之組成物,其包含0.05至40%含量之鋅-離胺酸錯合物,以組成物重量計。
- 如申請專利範圍第10至11項中任一項之組成物,其包含總量0.05至10%以重量計的鋅。
- 如申請專利範圍第10至11項中任一項之組成物,其中化妝品可接受載劑包含少於10%的水。
- 如申請專利範圍第16項之組成物,其中化妝品可接受載劑包含少於5%的水。
- 如申請專利範圍第16項之組成物,其中化妝品可接受載劑為無水。
- 如申請專利範圍第10至11項中任一項之個人保健組成物,其中化妝品可接受基質包含一或多種成分,其係選自水溶性醇類;二醇類;甘油酯類;中至長鏈有機酸、醇類及酯類;界面活性劑;其他胺基酸;結構劑;潤滑劑;芳香劑;及著色劑。
- 如申請專利範圍第10至11項中任一項之個人保健組成物,其中組成物是止汗劑及/或除臭劑。
- 如申請專利範圍第10至11項中任一項之個人保健組成物,其中組成物是沐浴乳、沐浴凝膠、條狀肥皂、洗髮精、護髮乳、牙膏、牙粉,或漱口劑。
- 一種減少流汗及/或體味的方法,其包含將如申請專利範圍第10或12至21項中任一項之個人保健組成物施用至皮膚。
- 一種殺死細菌的方法,其包含將如申請專利範圍第1至9項中任一項之鋅-離胺酸錯合物、申請專利範圍第10或12至21項中任一項之個人保健組成物、申請專利範圍第11至18項中任一項之口腔保健組成物與細菌接觸。
- 一種製造如申請專利範圍第1至9項中任一項之鋅-離胺酸錯合物的方法,其包含在水溶液中組合氧化鋅及離胺酸鹽酸鹽,且由乙醇溶液中沉澱出錯合物。
- 一種如申請專利範圍第1至9項中任一項之鋅-離胺酸錯合物用於殺死細菌、減少出汗、及/或降低體味之用途。
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