BRPI0616650B1

BRPI0616650B1 - Derivados de carnitina, sais de derivado de carnitina, preparação cutânea externa e cosmético compreendendo os referidos derivados de carnitina e/ou sais dos mesmos

Derivados de carnitina, sais de derivado de carnitina, preparação cutânea externa e cosmético compreendendo os referidos derivados de carnitina e/ou sais dos mesmos Download PDF

Info

Publication number: BRPI0616650B1
Authority: BR; Brazil
Prior art keywords: ion; carnitine; anion; derivative; formula
Prior art date: 2005-09-30

Application number

BRPI0616650-4A

Other languages

English (en)

Portuguese (pt)

Inventor

Aoki Hirobumi

Kurata Yohei

Kamachi Harumi

Original Assignee

Showa Denko K. K.

Priority date

2005-09-30

Filing date

2006-09-21

Publication date

2018-06-05

2006-09-21 Application filed by Showa Denko K. K. filed Critical Showa Denko K. K.

2006-09-21 Priority claimed from PCT/JP2006/319221 external-priority patent/WO2007043339A1/en

2011-06-28 Publication of BRPI0616650A2 publication Critical patent/BRPI0616650A2/pt

2018-06-05 Publication of BRPI0616650B1 publication Critical patent/BRPI0616650B1/pt

Links

PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical class C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 title claims abstract description 195
238000002360 preparation method Methods 0.000 title claims abstract description 65
239000002537 cosmetic Substances 0.000 title claims abstract description 55
-1 CARNITINE DERIVATIVE SALTS Chemical class 0.000 title claims description 366
150000003839 salts Chemical class 0.000 claims abstract description 46
229960004203 carnitine Drugs 0.000 claims description 52
125000004432 carbon atom Chemical group C* 0.000 claims description 46
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 33
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 31
150000001450 anions Chemical group 0.000 claims description 25
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 21
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 19
150000001768 cations Chemical group 0.000 claims description 18
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 18
230000037356 lipid metabolism Effects 0.000 claims description 17
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 15
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 15
229920006395 saturated elastomer Polymers 0.000 claims description 15
229940071097 ascorbyl phosphate Drugs 0.000 claims description 14
150000002500 ions Chemical class 0.000 claims description 12
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 11
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 11
150000001449 anionic compounds Chemical class 0.000 claims description 11
150000001767 cationic compounds Chemical class 0.000 claims description 11
150000002891 organic anions Chemical class 0.000 claims description 11
150000002892 organic cations Chemical class 0.000 claims description 11
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 10
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 10
FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 10
230000015572 biosynthetic process Effects 0.000 claims description 10
GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 10
229910001415 sodium ion Inorganic materials 0.000 claims description 10
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 10
CIWBSHSKHKDKBQ-JLAZNSOCSA-M L-ascorbate Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] CIWBSHSKHKDKBQ-JLAZNSOCSA-M 0.000 claims description 9
FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 claims description 9
JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims description 9
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 9
MUBZPKHOEPUJKR-UHFFFAOYSA-L Oxalate Chemical compound [O-]C(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-L 0.000 claims description 9
229910001425 magnesium ion Inorganic materials 0.000 claims description 9
BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims description 8
NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 8
PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 8
229910001424 calcium ion Inorganic materials 0.000 claims description 8
229910001414 potassium ion Inorganic materials 0.000 claims description 8
150000004671 saturated fatty acids Chemical class 0.000 claims description 7
235000021122 unsaturated fatty acids Nutrition 0.000 claims description 7
NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims description 6
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 6
238000005755 formation reaction Methods 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000011591 potassium Substances 0.000 claims description 6
229910052700 potassium Inorganic materials 0.000 claims description 6
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
FMXSYRBHGUMFBA-UHFFFAOYSA-N 6-amino-3-azaniumylidene-9-[2-carboxy-4-[6-[4-[4-[4-[4-[3-carboxy-6-[4-(trifluoromethyl)phenyl]naphthalen-1-yl]phenyl]piperidin-1-yl]butyl]triazol-1-yl]hexylcarbamoyl]phenyl]-5-sulfoxanthene-4-sulfonate Chemical compound Nc1ccc2c(-c3ccc(cc3C(O)=O)C(=O)NCCCCCCn3cc(CCCCN4CCC(CC4)c4ccc(cc4)-c4cc(cc5cc(ccc45)-c4ccc(cc4)C(F)(F)F)C(O)=O)nn3)c3ccc(=[NH2+])c(c3oc2c1S(O)(=O)=O)S([O-])(=O)=O FMXSYRBHGUMFBA-UHFFFAOYSA-N 0.000 claims 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
239000011575 calcium Substances 0.000 claims 1
229910052791 calcium Inorganic materials 0.000 claims 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
229910052725 zinc Inorganic materials 0.000 claims 1
239000011701 zinc Substances 0.000 claims 1
239000012736 aqueous medium Substances 0.000 abstract description 9
238000010521 absorption reaction Methods 0.000 abstract description 7
MEFKEPWMEQBLKI-AIRLBKTGSA-O S-adenosyl-L-methionine Chemical class O[C@@H]1[C@H](O)[C@@H](C[S+](CC[C@H]([NH3+])C([O-])=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MEFKEPWMEQBLKI-AIRLBKTGSA-O 0.000 abstract description 6
230000007062 hydrolysis Effects 0.000 abstract description 4
238000006460 hydrolysis reaction Methods 0.000 abstract description 4
238000003860 storage Methods 0.000 abstract description 3
239000000463 material Substances 0.000 abstract description 2
239000000284 extract Substances 0.000 description 129
239000000203 mixture Substances 0.000 description 93
238000009472 formulation Methods 0.000 description 76
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 71
210000003491 skin Anatomy 0.000 description 70
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 60
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 57
239000000243 solution Substances 0.000 description 56
229920003171 Poly (ethylene oxide) Polymers 0.000 description 55
235000002639 sodium chloride Nutrition 0.000 description 52
239000003921 oil Substances 0.000 description 47
235000019198 oils Nutrition 0.000 description 47
235000014113 dietary fatty acids Nutrition 0.000 description 43
229930195729 fatty acid Natural products 0.000 description 43
239000000194 fatty acid Substances 0.000 description 43
239000008213 purified water Substances 0.000 description 38
125000000217 alkyl group Chemical group 0.000 description 34
150000004665 fatty acids Chemical class 0.000 description 31
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 30
239000011734 sodium Substances 0.000 description 30
235000015424 sodium Nutrition 0.000 description 30
229910052708 sodium Inorganic materials 0.000 description 30
238000003756 stirring Methods 0.000 description 30
239000004615 ingredient Substances 0.000 description 29
239000000126 substance Substances 0.000 description 29
125000001931 aliphatic group Chemical group 0.000 description 25
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 23
235000013162 Cocos nucifera Nutrition 0.000 description 21
244000060011 Cocos nucifera Species 0.000 description 21
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 20
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 20
RYKJYOHDJNMRHU-UHFFFAOYSA-N 2-hexyldecanoic acid;hydrochloride Chemical compound Cl.CCCCCCCCC(C(O)=O)CCCCCC RYKJYOHDJNMRHU-UHFFFAOYSA-N 0.000 description 19
125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 18
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 17
PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 17
KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 17
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 16
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 15
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 15
229960002216 methylparaben Drugs 0.000 description 15
229920001223 polyethylene glycol Polymers 0.000 description 15
238000012360 testing method Methods 0.000 description 15
239000002202 Polyethylene glycol Substances 0.000 description 14
239000000499 gel Substances 0.000 description 14
239000007788 liquid Substances 0.000 description 14
XPNPNCJKKKDJTJ-UHFFFAOYSA-N 2-butyloctanoic acid;hydrochloride Chemical compound Cl.CCCCCCC(C(O)=O)CCCC XPNPNCJKKKDJTJ-UHFFFAOYSA-N 0.000 description 13
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 12
239000002253 acid Substances 0.000 description 12
229960004418 trolamine Drugs 0.000 description 12
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 11
239000004359 castor oil Substances 0.000 description 11
235000019438 castor oil Nutrition 0.000 description 11
239000003795 chemical substances by application Substances 0.000 description 11
150000001875 compounds Chemical class 0.000 description 11
229920001577 copolymer Polymers 0.000 description 11
230000000694 effects Effects 0.000 description 11
239000000839 emulsion Substances 0.000 description 11
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 11
150000002632 lipids Chemical class 0.000 description 11
XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 10
229920002125 Sokalan® Polymers 0.000 description 10
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 10
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 10
235000019437 butane-1,3-diol Nutrition 0.000 description 10
239000006071 cream Substances 0.000 description 10
235000011187 glycerol Nutrition 0.000 description 10
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 10
229940058015 1,3-butylene glycol Drugs 0.000 description 9
229960003237 betaine Drugs 0.000 description 9
238000004811 liquid chromatography Methods 0.000 description 9
125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 9
229920001296 polysiloxane Polymers 0.000 description 9
239000000843 powder Substances 0.000 description 9
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 8
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 8
239000003925 fat Substances 0.000 description 8
235000019197 fats Nutrition 0.000 description 8
JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 8
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 8
229920001451 polypropylene glycol Polymers 0.000 description 8
229940032094 squalane Drugs 0.000 description 8
WEFNIDMXXLVUJE-UHFFFAOYSA-N 2-methylhexadecanoic acid;hydrochloride Chemical compound Cl.CCCCCCCCCCCCCCC(C)C(O)=O WEFNIDMXXLVUJE-UHFFFAOYSA-N 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
YLQZZVGQNWNEFP-UHFFFAOYSA-N butan-2-yl octanoate Chemical compound CCCCCCCC(=O)OC(C)CC YLQZZVGQNWNEFP-UHFFFAOYSA-N 0.000 description 7
238000000921 elemental analysis Methods 0.000 description 7
239000002453 shampoo Substances 0.000 description 7
235000015961 tonic Nutrition 0.000 description 7
230000001256 tonic effect Effects 0.000 description 7
229920001285 xanthan gum Polymers 0.000 description 7
235000010493 xanthan gum Nutrition 0.000 description 7
239000000230 xanthan gum Substances 0.000 description 7
229940082509 xanthan gum Drugs 0.000 description 7
JMOLZNNXZPAGBH-UHFFFAOYSA-M 2-hexyldecanoate Chemical compound CCCCCCCCC(C([O-])=O)CCCCCC JMOLZNNXZPAGBH-UHFFFAOYSA-M 0.000 description 6
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 6
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
125000002252 acyl group Chemical group 0.000 description 6
229910000147 aluminium phosphate Inorganic materials 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
239000008406 cosmetic ingredient Substances 0.000 description 6
239000000975 dye Substances 0.000 description 6
235000013399 edible fruits Nutrition 0.000 description 6
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
238000004949 mass spectrometry Methods 0.000 description 6
235000013336 milk Nutrition 0.000 description 6
210000004080 milk Anatomy 0.000 description 6
229940105132 myristate Drugs 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
239000012074 organic phase Substances 0.000 description 6
229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 6
239000000047 product Substances 0.000 description 6
FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 6
239000002904 solvent Substances 0.000 description 6
TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 6
JXXCENBLGFBQJM-UHFFFAOYSA-N (3-carboxy-2-hydroxypropyl)-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)CC(O)=O JXXCENBLGFBQJM-UHFFFAOYSA-N 0.000 description 5
FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 5
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SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 5
229920002134 Carboxymethyl cellulose Polymers 0.000 description 5
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 5
235000004443 Ricinus communis Nutrition 0.000 description 5
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 5
210000001789 adipocyte Anatomy 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 5
235000010948 carboxy methyl cellulose Nutrition 0.000 description 5
239000001768 carboxy methyl cellulose Substances 0.000 description 5
239000008112 carboxymethyl-cellulose Substances 0.000 description 5
235000019864 coconut oil Nutrition 0.000 description 5
239000003240 coconut oil Substances 0.000 description 5
238000001816 cooling Methods 0.000 description 5
239000003599 detergent Substances 0.000 description 5
238000000132 electrospray ionisation Methods 0.000 description 5
238000010828 elution Methods 0.000 description 5
230000001815 facial effect Effects 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
229920000642 polymer Polymers 0.000 description 5
230000002265 prevention Effects 0.000 description 5
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 5
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 5
229960003415 propylparaben Drugs 0.000 description 5
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