Hair-growing agent

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...

Reexamination Certificate

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C514S134000

Reexamination Certificate

active

06562804

ABSTRACT:

BACKGROUND OF THE INVENTION
The present invention relates to a hair-growing agent comprising a phosphatidic acid as an active ingredient.
A known example of a cosmetic or drug relating to hair which comprises a phosphatidic acid is a hair-nourishing agent comprising a phosphatidic acid having straight-chain fatty acid residues having an odd number of carbon atoms, that is, a phosphatidic acid represented by formula (II):
(wherein R
3
and R
4
each represents an aliphatic hydrocarbon group; and at least one of R
3
and R
4
is a straight-chain aliphatic hydrocarbon group having an even number of carbon atoms) (Japanese Published Examined Patent Application No. 41363/88). Japanese Published Unexamined Patent Application No. 7205/86 describes a cell activator comprising a phosphatidic acid having two branched-chain fatty acid residues as an active ingredient. However, there has not been known a hair-growing agent comprising a phosphatidic acid having at least one ether group. Japanese Published Unexamined Patent Application No. 15809/86 describes a cell activator comprising a fatty acid having an odd number of carbon atoms, and biotin or vitamin B12 as active ingredients.
It is known that a phosphatidic acid is used as a vehicle for liposome preparation added to minoxidil which is a hair growth-activating component (U.S. Pat. No. 5,030,442).
A mixture of some phospholipids including a phosphatidic acid is known to have hair loss-inhibiting activity (WO 97/09989). Also known is a hair-growing agent comprising a phospholipid mixture (DE 3222016, DE 4113346).
WO 96/00561 describes a hair-growing agent comprising proanthocyanidin. It is known that tocopherol [“Ke no Igaku” (Medical Science of Hair), p. 283, Bunkodo (1987); Hair Science, p. 80, Japan Hair Science Association (1986)], pantothenic acid and biotin [Fragrance Journal, p. 95-103, Fragrance Journal (1989)], and a protein kinase C-specific inhibitor [Skin Pharmacology and Applied Skin Physiology, 13, 133-142 (2000)] each have hair-growing activity.
Japanese Published Unexamined Patent Application No. 263711/99 describes the hair-growing activity of 1-O-hexadecyl-2-O-methylglycerol.
However, there is no report on a hair-growing agent comprising, as active ingredients, a phosphatidic acid represented by formula (I) shown hereinbelow, and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid, protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof and biotin; a hair-growing agent comprising, as active ingredients, a phosphatidic acid, and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid and protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof; or a hair-growing agent comprising, as active ingredients, a phosphatidic acid and biotin, and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid and protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof.
SUMMARY OF THE INVENTION
The present invention provides a hair-growing agent comprising a phosphatidic acid as an active ingredient, which has an excellent hair-growing effect; a hair-growing agent comprising, as active ingredients, a phosphatidic acid, and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid, protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof and biotin; and the like.
The present invention relates to the following subject matters.
(1) A hair-growing agent comprising, as an active ingredient, a phosphatidic acid represented by formula (I):
 (wherein R
1
represents alkyl, alkenyl, alkanoyl or alkenoyl; and when R
1
represents alkyl or alkenyl, R
2
represents alkyl, alkenyl, alkanoyl or alkenoyl, and when R
1
represents alkanoyl or alkenoyl, R
2
represents alkyl or alkenyl).
(2) The hair-growing agent according to the above (1), wherein R
1
is alkyl or alkenyl, and R
2
is methyl.
(3) The hair-growing agent according to the above (1), wherein R
1
is alkanoyl or alkenoyl, and R
2
is methyl.
(4) The hair-growing agent according to the above (1), wherein R
1
is alkyl or alkenyl, and R
2
is acetyl.
(5) The hair-growing agent according to the above (1), wherein R
1
is octadecenoyl or hexadecyl, and R
2
is methyl.
(6) The hair-growing agent according to the above (1), wherein R
1
is hexadecyl and R
2
is acetyl.
(7) A hair-growing agent comprising, as active ingredients, the phosphatidic acid according to any of the above (1) to (6), and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid, protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof and biotin.
(8) The hair-growing agent according to any of the above (1) to (6), further comprising proanthocyanidin.
(9) The hair-growing agent according to the above (8), wherein the proanthocyanidin is one or more members selected from the group consisting of procyanidin B-1, procyanidin B-2, procyanidin B-3, procyanidin C-1 and procyanidin C-2.
(10) The hair growing agent according to any of the above (1) to (6), (8) and (9), further comprising tocopherol or a derivative of tocopherol.
(11) The hair-growing agent according to the above (10), wherein the tocopherol or the derivative of tocopherol is one or more members selected from the group consisting of dl-&agr;-tocopherol, d-&agr;-tocopherol, dl-&agr;-tocopherol acetate, d-&agr;-tocopherol acetate and dl-&agr;-tocopherol nicotinate.
(12) The hair-growing agent according to any of the above (1) to (6) and (8) to (11), further comprising pantothenic acid or a derivative of pantothenic acid.
(13) The hair-growing agent according to the above (12), wherein the pantothenic acid or the derivative of pantothenic acid is one or more members selected from the group consisting of calcium pantothenate, sodium pantothenate, D-pantothenyl alcohol, DL-pantothenyl alcohol and pantothenyl ethyl ether.
(14) The hair-growing agent according to any of the above (1) to (6) and (8) to (13), further comprising a protein kinase C-specific inhibitor or a pharmaceutically acceptable salt thereof.
(15) The hair-growing agent according to the above (14), wherein the protein kinase C-specific inhibitor is one or more members selected from the group consisting of calphostin C, hexadecylphosphocholine, palmitoyl-DL-carnitine and polymyxin B.
(16) The hair-growing agent according to any of the above (1) to (6) and (8) to (15), further comprising biotin.
(17) The hair-growing agent according to any of the above (1) to (16), which does not substantially comprise minoxidil.
(18) A hair-growing agent comprising, as active ingredients, a phosphatidic acid, and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid and protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof.
(19) A hair-growing agent comprising, as active ingredients, a phosphatidic acid and biotin, and one or more members selected from the group consisting of proanthocyanidin, tocopherol, derivatives of tocopherol, pantothenic acid, derivatives of pantothenic acid and protein kinase C-specific inhibitors or pharmaceutically acceptable salts thereof.
(20) A method for stimulating hair growth in a mammal, which comprises applying to the skin of said mammal a phosphatidic acid represented by formula (I):
 (wherein R
1
represents alkyl, alkenyl, alkanoyl or alkenoyl; and when R
1
represents alkyl or alkenyl, R
2
represents alkyl, alkenyl, alkanoyl or alkenoyl, and when

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