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United States Patent (19) 11 Patent Number: 4,874,791 Adachi Et Al

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United States Patent (19) 11 Patent Number: 4,874,791 Adachi Et Al United States Patent (19) 11 Patent Number: 4,874,791 Adachi et al. (45) Date of Patent: Oct. 17, 1989 (54. STIMULATION OF HAIR GROWTH WITH ALPHATC CARBOXYTLIC ACDS FOREIGN PATENT DOCUMENTS 75 Inventors: Kuniaki Adachi, Odawara; Hideo 2477871 9/1981 France . Tamai, Kanagawa; Masanao Sadai, 1469988 4/1977 United Kingdom...... A61 K/31/125 Hiratsuka, all of Japan OTHER PUBLICATIONS 73) Assignee: Lion Corporation, Tokyo, Japan Chemical Abstracts, vol. 10G, (1987), #201540g; Oono et al. 21 Appl. No.: 923,902 Chemical Abstracts, vol. 102, (1985), #137579g; Adachi 22 Filed: Oct. 28, 1986 et al. Chemical Abstracts; vol. 84, (1976), #35202d, Menyailo Related U.S. Application Data et al. 63 Continuation of Ser. No. 724,354, Apr. 18, 1985, aban Vol. 3, No. 152(C-67), Dec. 14, 1979, and JP-A-54 129 doned, which is a continuation of Ser. No. 518,447, Jul. 135, Jun. 10, 1979. 29, 1983, abandoned. Primary Examiner-Douglas W. Robinson 30 Foreign Application Priority Data Assistant Examiner-Joseph A. Lipovsky Aug. 10, 1982 JP Japan ................................ 57-137909 Attorney, Agent, or Firm-Bacon & Thomas 511 Int. Cl.".............................................. A61K 31/20 57 ABSTRACT 52 U.S. Cl. ............... ... 514/558; 514/880 A hair-growing agent which exhibits a strong hair 58) Field of Search ........................ 514/557, 558,560 growing effect. The hair-growing agent according to (56) References Cited the present invention contains as an effective ingredient U.S. PATENT DOCUMENTS an aliphatic carboxylic acid having an odd number of carbon atoms or a derivative thereof. 4,139,619, 2/1979 Chidsey, III .......................... 424/45 4,263,313 4/1981 Eckett et al. .... ... 514/558 4,745,103 5/1988 Oono et al. ......................... 514/558 10 Claims, No Drawings 4,874,791 1. 2 The aliphatic carboxylic acid to be used for the hair STMULATION OF HAR GROWTH WITH growing agent according to the present invention may ALPHATIC CARBOXYTLCACDS be a saturated or unsaturated aliphatic carboxylic acid provided it has an odd number of carbon atoms. The This case is a continuation of Ser. No. 724,354 filed 5 unsaturated aliphatic carboxylic acid may contain a 4/18/85, now abandoned, which is in turn a continua plurality of double bonds. The aliphatic carboxylic acid tion of Ser. No. 518,447 filed 7/29/83, now abandoned. may be a lower aliphatic carboxylic acid such as propi BACKGROUND OF THE INVENTION onic acid (having 3 carbon atoms) or valeric acid (hav I. Field of the Invention 10 ing 5 carbon atoms), or a higher aliphatic carboxylic The present invention relates to a hair-growing agent. acid such as tricosanoic acid (having 23 carbon atoms) II. Description of the Prior Art or pentacosanoic acid (having 25 carbon atoms). Pre Hair-growing agents containing various agents exhib ferred aliphatic carboxylic acids having an odd number iting pharmaceutical properties are known. Such phar of carbon atoms may include propionic acid, Valeric maceutical agents may include, for example, a vitamin 15 acid, heptanoic acid, nonanoic acid, undecanoic acid, such as vitamin E, an amino acid such as serine or me tridecanoic acid, pentadecanoic acid, heptadecanoic thionine, a vasodilator such as acetylcholine derivative, acid, nonadecanoic acid, heneicosanoic acid, tricosa an anti-inflammatory agent such as lithospermum root noic acid and pentacosanoic acid. extract, a female sex hormone such as estradiol, a skin For the hair-growing agent according to the present function stimulant such as cepharanthine, a melanine synthesis catalyst such as copper pantothenate, a kera invention, any derivative of an aliphatic carboxylic acid tolytic such as salicylic acid, or the like. These agents having an odd number of carbon atoms are enumerated may assist in the prevention and cure of allopecia. hereinabove may be used an an effective ingredient. There are known cases where an aliphatic carboxylic However, needless to say, any compound which may acid or a derivative thereof such as natural vegetable 25 adversely affect the human body cannot be used. Pre oil, e.g., olive oil and castor oil, or stearic acid is con ferred derivatives include the following. tained in a hair cosmetic such as a hair tonic or the like (A) a monoglyceride represented by the general for to improve performance of the product. Aliphatic car mula (I) or (II): boxylic acids constituting various naturally occurring lipids, such as vegetable oils and animal oils, are in 30 almost all cases aliphatic carboxylic acids having an fHocoR, (I) even number of carbon atoms, whether they are satu (HOH) rated aliphatic carboxylic acids such as stearic acid and CH2(OH) palmitic acid or unsaturated aliphatic carboxylic acids such as oleic acid and linoleic acid. There are no known 35 CH2(CH) (II) cases where an aliphatic carboxylic acid having an odd CHOCOR1 number of carbon atoms or a derivative thereof is used in a hair cosmetic. th.OH) Conventional hair-growing agents are claimed to be effective in preventing or improving dandruff, itchiness where R1 is a straight-chain aliphatic group having an and hair loss as well as in accelerating hair generation even number of carbon atoms. and growth. However, it seems that a satisfactory effect (B) a diglyceride represented by the general formula has not yet been obtained. (III) or (IV): SUMMARY OF THE INVENTION 45 Therefore, the object of the present invention is to HocOR: (III) provide a hair-growing agent exhibiting a strong hair CHOCOR3 growing effect. The object can be accomplished by providing a hair th.OH) growing agent comprising as an effective ingredient an 50 CHOCOR2 (IV) aliphatic carboxylic acid having an odd number of car bon atoms or a derivative thereof. HOH) The hair-growing agent according to the present CHOCOR3 invention provides a strong hair-growing effect. 55 DETAILED DESCRIPTION OF THE where at least one of R2 and R3 is a straight-chain ali PREFERRED EMBODIMENTS phatic group having an even number of carbon atoms. It should be noted here that the effect to be accomplished Alopecia may arise from various causes. In each case, by the present invention can be achieved if either R2 or individual hairs cannot complete their normal hair cycle R3 represents an aliphatic group having an even number to reach the telogen state. In order to decrease baldness and accelerate hair generation, it is necessary to bring of carbon atoms while the other represents a hydrogen the hair follicles from the telogen state into the normal or an aliphatic group having an odd number of carbon anagen state. As a result of extensive research into the atoms or another organic group which does not ad conversion of hair from the telogen state into the ana versely affect the human body. However, a diglyceride gen state, it has been found that an aliphatic carboxylic 65 of an aliphatic carboxylic acid having an odd number of acid having an odd number of carbon atoms and a deriv carbon atoms is particularly preferred. ative thereof exhibit a remarkable hair-growing effect. (C) a triglyceride represented by the general formula The present invention is based on this finding. (V): 4,874,791 CHOCOR4 (V) Ricocort (X) HOCOR: COR18 CH2OCOR6 where at least one of R16, R17 and R18 are straight-chain where at least one of R4, R5 and Ró is a straight-chain aliphatic group having an even number of carbon aliphatic group having an even number of carbon atoms. It is to be noted that where at least one of R16, atoms. It should be noted here that, where at least one R17 and R18 is an organic group with an even number of of R4, R5 and R5 is a aliphatic group having an even 10 carbon atoms, the present invention can achieve the number of carbon atoms, the effect sought by the pres desired effect, and also that the others may each be any ent invention can be achieved even if the others are in organic group exerting no adverse influence on the each case hydrogen or an aliphatic group having an odd human body. However, it is particularly preferred that number of carbon atoms or another organic group all three be independently a straight-chain aliphatic which does not adversely affect the human body. How 15 ever, a triglyceride of an aliphatic carboxylic acid hav group having an even number of carbon atoms. ing an odd number of carbon atoms is particularly pre (I) a dibasic carboxylic acid represented by the gen ferred. eral formula (XI) or a salt thereof; (D) an aliphatic carboxylic acid salt represented by the general formula (VI): 20 HOOCR19COOH (XI) (R7COO)M (VI) where R19 is a straight-chain aliphatic group having an odd number of carbon atoms. where R7 is a straight-chain aliphatic group having an (J) a sterol ester represented by the general formula even number of carbon atoms, Mis a metal atom, and n 25 (XII): is an integer corresponding the valence of M. Repre sentatives may be R7COONa, R7COOK and R7COOLi. (E) an ester represented by the general formula (VII): (XII) R3COOR9 (VIII) 30 where R8 is a straight-chain aliphatic group having an even number of carbon atoms, R9 is a residue of a pri mary or secondary alcohol, an amine residue, a poly oxyethylene residue, a sorbitan residue or a sucrose 35 R20COO residue. A representative primary alcohol may be meth anol and ethanol and a representative amine residue is mono-, di- and tri-ethanolamine. where R20 is a straight-chain aliphatic group having an (F) a primary amide represented by the general for even number of carbon atoms. mula (VIII): 40 (K) a phospholipid represented by the general for mula (XIII): R10CONR11R12 (VIII) where R10 is a straight-chain aliphatic group having an CH2OCOR21 (XIII) even number of carbon atoms, and R11 and R12 are 45 (HOCOR: independently a hydrogen atom or an organic group CH-O O having no adverse effect on the human body.
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