JP2008528539A

JP2008528539A - 毛および睫毛の成長促進のための、ならびに／またはこれらの損失および／もしくは脱色素の制限のための３−スルファニルプロパンアミド類の使用

毛および睫毛の成長促進のための、ならびに／またはこれらの損失および／もしくは脱色素の制限のための３−スルファニルプロパンアミド類の使用 Download PDF

Info

Publication number: JP2008528539A
Authority: JP; Japan
Prior art keywords: optionally substituted; substituent; ring; group; nrr
Prior art date: 2005-01-31
Legal status : Pending

Application number

JP2007552609A

Other languages

English (en)

Japanese (ja)

Inventor

フィリップ・ブルトン

クリストフ・ブール

Current Assignee

LOreal SA

Original Assignee

LOreal SA

Priority date

2005-01-31

Filing date

2006-01-23

Publication date

2008-07-31

2005-01-31 Priority claimed from FR0550279A external-priority patent/FR2881427A1/fr

2006-01-23 Application filed by LOreal SA filed Critical LOreal SA

2008-07-31 Publication of JP2008528539A publication Critical patent/JP2008528539A/ja

Status Pending legal-status Critical Current

Links

210000004209 hair Anatomy 0.000 title claims abstract description 108
JLSJEUQOXVVCPN-UHFFFAOYSA-N 3-sulfanylpropanamide Chemical class NC(=O)CCS JLSJEUQOXVVCPN-UHFFFAOYSA-N 0.000 title claims abstract description 19
230000035614 depigmentation Effects 0.000 title claims abstract description 18
230000012010 growth Effects 0.000 title claims abstract description 18
210000000720 eyelash Anatomy 0.000 title claims description 40
230000001737 promoting effect Effects 0.000 title claims description 13
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239000000203 mixture Substances 0.000 claims abstract description 141
239000000835 fiber Substances 0.000 claims abstract description 87
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102000011782 Keratins Human genes 0.000 claims abstract description 76
150000003839 salts Chemical class 0.000 claims abstract description 76
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239000012453 solvate Substances 0.000 claims abstract description 47
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238000000034 method Methods 0.000 claims abstract description 26
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229910052799 carbon Inorganic materials 0.000 claims description 13
239000003795 chemical substances by application Substances 0.000 claims description 13
WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 13
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125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 12
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UGWULZWUXSCWPX-UHFFFAOYSA-N 2-sulfanylideneimidazolidin-4-one Chemical compound O=C1CNC(=S)N1 UGWULZWUXSCWPX-UHFFFAOYSA-N 0.000 claims description 11
125000003545 alkoxy group Chemical group 0.000 claims description 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
239000002253 acid Substances 0.000 claims description 10
LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims description 10
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 10
230000003779 hair growth Effects 0.000 claims description 9
239000002609 medium Substances 0.000 claims description 9
239000002904 solvent Substances 0.000 claims description 9
125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 8
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 7
229940125898 compound 5 Drugs 0.000 claims description 7
239000000049 pigment Substances 0.000 claims description 7
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
239000000556 agonist Substances 0.000 claims description 6
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239000011575 calcium Substances 0.000 claims description 6
229940125904 compound 1 Drugs 0.000 claims description 6
229940126214 compound 3 Drugs 0.000 claims description 6
239000010949 copper Substances 0.000 claims description 6
210000000744 eyelid Anatomy 0.000 claims description 6
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 6
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239000011777 magnesium Substances 0.000 claims description 6
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
239000011701 zinc Substances 0.000 claims description 6
125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 5
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
239000011737 fluorine Substances 0.000 claims description 5
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 5
GGXICVAJURFBLW-CEYXHVGTSA-N latanoprost Chemical compound CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1 GGXICVAJURFBLW-CEYXHVGTSA-N 0.000 claims description 5
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230000002269 spontaneous effect Effects 0.000 claims description 5
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LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical class OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 5
FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 4
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229910019142 PO4 Inorganic materials 0.000 claims description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 claims description 4
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
102000000471 Prostaglandin F receptors Human genes 0.000 claims description 4
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POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 claims description 4
201000002996 androgenic alopecia Diseases 0.000 claims description 4
230000002280 anti-androgenic effect Effects 0.000 claims description 4
239000000051 antiandrogen Substances 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
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 claims description 4
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239000006071 cream Substances 0.000 claims description 4
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 4
MUUDQLHCIAOWPR-UHFFFAOYSA-N diethyl pyridine-2,4-dicarboxylate Chemical compound CCOC(=O)C1=CC=NC(C(=O)OCC)=C1 MUUDQLHCIAOWPR-UHFFFAOYSA-N 0.000 claims description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
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125000002669 linoleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
229960003632 minoxidil Drugs 0.000 claims description 4
MVWALHMYKFTJPW-UHFFFAOYSA-N n-benzyl-3-methylsulfanylpropanamide Chemical compound CSCCC(=O)NCC1=CC=CC=C1 MVWALHMYKFTJPW-UHFFFAOYSA-N 0.000 claims description 4
125000001624 naphthyl group Chemical group 0.000 claims description 4
239000010452 phosphate Substances 0.000 claims description 4
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239000000018 receptor agonist Substances 0.000 claims description 4
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 4
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MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 3
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NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical class CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 3
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
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XRISENIKJUKIHD-LHQZMKCDSA-N methyl 7-[(1r,2r,3r)-3-hydroxy-2-[(e,4r)-4-hydroxy-4-(1-propylcyclobutyl)but-1-enyl]-5-oxocyclopentyl]heptanoate Chemical compound CCCC1([C@H](O)C\C=C\[C@@H]2[C@H](C(=O)C[C@H]2O)CCCCCCC(=O)OC)CCC1 XRISENIKJUKIHD-LHQZMKCDSA-N 0.000 claims description 3
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230000003637 steroidlike Effects 0.000 claims description 3
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CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 3
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MKPLKVHSHYCHOC-AHTXBMBWSA-N travoprost Chemical compound CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)COC1=CC=CC(C(F)(F)F)=C1 MKPLKVHSHYCHOC-AHTXBMBWSA-N 0.000 claims description 3
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