DE2322712A1 - Scalp treatment compsn contg. sulphanilamide - and or derivs in a vehicle for external use - Google Patents

Abstract

Scalp treatment compsns., used as ointments, powders or esp. lotions, for promoting hair growth, slowing down loss of hair and greying, preventing excessive sebaceous gland secretion, dandruff and itching, consist of sulphanilamide and/or at least one sulphanilamide deriv. in a pharmaceutical vehicle suitable for external use. Sulphanilamide derivs. have formula RR1N-C6H4-p-SO2-NR2R3 (where R is H, Ac, cinnamyl, maleinyl, succinyl, glycosyl, lactosyl, phthalyl, carboxymethyl, benzyl, sulpho-1-2C-alkyl, disulphophenyl-propyl- or disulphoxy-propyl; R1 is H or carboxymethyl; R2 is H or Ac and R3 is H, sulphomethyl, sulphoethyl, CN, Ac, HOCH2-, hydroxymethyl-carbamoyl, guanyl, or Ph or benzoyl, opt. substd. by 1 or 2 halogen atoms, NO2, OH, COOH, 1-4C alkyl or SO2NR5R6 gps. (where R5 and R6 are H or 1-4C alkyl), -(CH2)n-CX-NR5R6 (where n is 0 or 1 and X is -O- or -S-) or -CXR4 (where R4 is alkyl or alkenyl), or 5- or 6-membered heterocyclic rings) pref. sulphanilic acid-thiazolyl-(2)-amide).

Description

Scalp treatment agents Scalp treatment agents are already available known that are used externally to prevent hair loss, hair greasiness, increased Counteract dandruff and itchy skin. Such known agents contain for example, compounds that increase blood flow, such as nicotinic acid esters, are anabolic acting hormones, such as estradiol or prednisolone, panthenol or colloidal sulfur.

The object underlying the invention is now to find new Lokagapplicable means of treating the scalp to get that better Have effect than the means previously known in this field.

The agents according to the invention for treating scalp skin consist of sulfanilmide and / or at least one sulfanilamide derivative in a per se known, with external Use of pharmaceutically acceptable carrier material.

Surprisingly, it was found that when the Scalp with a means according to the invention the itching of the scalp and the excessive Secretion of the scalp glands disappears, the dandruff and the Hair loss as well as the graying of it Ilaares is reduced, the individual hairs are strengthened the hair growth is promoted and the hair gets a voluminous appearance. No allergic phenomena were observed.

In principle, all sulfanilamide derivatives can be used, although of course the effects do not necessarily have to be the same as one another. The sulfanllamide derivatives used are preferably those of the general formula or their metal or acid salts which are pharmaceutically acceptable when used externally, where in the above formula R is a hydrogen atom, an acetyl, cinnamyl, t-laleinyl, succinyl, glycosyl, lactosyl, phthalyl, carboxyric ethyl, Benzyl, sulfo- (C1-C2) alkyl, disulfophenylpropyl or disulfoxypropyl radicals, R1 denotes hydrogen or a carboxymethyl group, R2 denotes a hydrogen atom or an acetyl group and R3 denotes a hydrogen atom, a sulfdmethyl, sulfoethyl, cyano, Acetyl, hydroxymethyl, hydroxymethylcrbamoyl, guanyl, optionally substituted phenyl or benzoyl group by one or two substituents, the group -CX-R4, in which '4 is an alkyl or alkenyl group, the group - (CH2) n- CX-NR5R, in which n denotes 0 or 1, X denotes O or S and R5 and R6 denote hydrogen atoms or alkyl groups having 1 to 4 carbon atoms, or denotes a five-membered or six-membered heterocyclic ring.

If R3 is a substituted phenyl radical or benzoyl radical, the substituents are expediently halogen atoms, in particular bromine atoms or iodine atoms, Nitro groups, hydroxyl groups, carboxyl groups, alkyl groups with 1 to 4 carbon atoms or the group SO2NR5R6, where R5 and R6 have the above meaning.

When R3 is a five-membered or six-membered heterocyclic test means whether it is appropriately unsubstituted or by a or two alkyl groups with 1 to 4 carbon atoms, especially methyl groups, or Phenyl radicals substituted isoxazolyl, oxazolyl, isothiazolyl, thiazolyl, pyrazolyl or thiadiazolyl radicals or around unsubstituted or by one or two alkyl groups with 1 or 2 carbon atoms, alkoxy groups with 1 or 2 carbon atoms, chlorine atoms or sulfomethyl groups, especially methyl or methoxy groups, substituted pyridyl, Pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl or quinoxalinyl radicals.

Among the sulfanilamide derivatives listed above, in particularly suitable for the agents according to the invention in which R3 is a hydrogen atom and R4 a possibly

substituted by a methyl, ethyl, propyl or butyl group Means thiazolyl or isothiazolyl radical. The sulfonamide is particularly preferred Sulfanilic acid / thiazolyl (2) amide 7.

Examples of other specifically useful compounds are as follows: 3-iodo-4-amino-benzoyl-sulfonic acid- (1) -amide, maleic acid-mono- [4-sulfamoyl-anilide] or its sodium salt, succinic acid mono- [4-sulfamoyl anilide], N4-D-glycosyl sulfanilic acid amide, 4 N-lactosyl-sulfanilic acid amide, N- / 4-sulfamoyl-phenyl7-glycine or its sodium salt, N4, N4-bis- [carboxymethyl] -sulfanilic acid amide or its sodium salt, [4-sulfamoyl-anilino] -methanesulfinic acid or its sodium salt, [4-sulfamoyl-anilino] methanesulfonic acid or its sodium salt, 1- [4-sulfamoyl-anilino] -ethane-sulfonic acid- (1) or its sodium salt, l-La-sulfamoyl-anilino7-3-phenyl-propane (1.3) or its disodium salt, 4.

N4-cinnamyl-sulfanilic acid amide, 3-L4-sulfamoyl-phenylimino7-5-phenyl-l-4-sulfamoyl-phenyl7 pyrrolidone- (2), Sulfanilamido-methanesulfonic acid or its triethanolamine salt, N-sulfanilyl-glycine-diethylamide, N1-cyano-sulfanilic acid amide, sulfanilylurea, N-isopropyl-N'-sulfanilylurea, sulfanilylthiourea, N1-guanyl-sulfanilic acid amide, N4-Acethyl-N1-guanyl-sulfanil-guanyl-sulfanilic acid amide, N1-Acethyl-sulfanilic acid amide or its sodium salt, N1- [3-methyl-crotonoyl] -sulfanilic acid amide, N1-stearoyl-sulfanilic acid amide, sulfanilic acid [4-iodo-anilide], sulfanilic acid [3,5-dibromo-nilide].

4 -acetyl-sulfanilic acid-L4-nitro-anilide7, 4-sulfanilamido-salicylic acid, enzoyl-sulfanilic acid amide, N1- [2,4-dimethyl-benzoyl] -sulfanilic acid amide, N1- [4-isopropyloxy-benzonyl] -sulfanilic acid amide, Sulfnilic acid [4-sulfamoyl anilide], N4-acetyl sulfanilic acid [4-sulfamoyl anilide], Sulfanilic acid [4-methylsulfamoyl anilide], sulfnailic acid [4-dimethylsulfamoyl anilide], Sulfanilic acid [5-methyl-isoxazolyl- (3) -amide], sulfanilic acid- / 3 4-dimethyl-isoxazolyl- (5) -amid7, Sulfanilic acid-L3 4-dimethyl-isoxazolyl- (5) -amide] or its sodium or diethanolamine salt, Sulphanilic acid [acethyl- (3'4-dimethyl-isoxazolyl- (5) -amide]].

sulfanilic acid [4,5-dimethyl-oxazolyl- (2) -amide], Sulfanilic acid [thiazolyl- (2) -amide] or its sodium salt or aluminum salt, maleic acid mono- [4- (thiazolyl- (2) -sulfamoyl) -anilide], Succinic acid-mono-LW- (thiazolyl- (2) -sulfamoyl) -anilide7 or its bismuth salt, 4-iodo-5-aminophthalic acid-2-mono-LW- (thiazolyl- (2) -sulfamoyl) -anilide7, N4- / 1-sulfoethyl7-sulfanilic acid- / thiazolyl- (2) -amid7 or its sodium salt, l- / X- (thiazolyl- (2) -sulfamoyl) -anilino / -propanediol- (1.3) -disulfate or its disodium salt, sulfanilic acid [4-mothyl-thiazolyl- (2) -amide], sulfanilic acid- [3-methyl-isothiazolyl- (5) -amide], sulfanilic acid [1-phenyl-py7razolyl- (5) -amide], sulfanilic acid- [1.3.4-thiadiazolyl- (2) -amide], sulfanilic acid [5-methyl-1,3.4-thiadiazolyl- (2) -amide].

sulfanilic acid [5-methyl-1,3.4-thiadiazolyl- (2) -amide].

Sulfanilic acid [pyridyl (2) amide]. desSen sodium, calcium or aluminum salt, Amber's acid mono-Z4- (pyridyl- (2) -sulfamoyl) -anilide7 or its sodium salt, Sulfanilic acid - [(x-sulfomelthyl-pyridyl- (2) -amide] or its sodium salt, sulfanilic acid- [6-chloro-pyridazinyl- (3) -amide], sulfanilic acid [6-methoxy-pyridazinyl- (3) -amide], sulfanilic acid-lactyl- (6) methoxy-pyridazinyl- (3) -amid7, sulfanilic acid- [pyrimidinyl- (2) -amide], sulfanilic acid- Lpyrimidinyl- ( 2) amia7 or its sodium salt, sulfanilic acid [4-methylpyrimidinyl- (2) -amide] its sodium salt, Sulfanilic acid [5-methyloyrimidinyl- (2) -amide], Sulfanilic acid [4,6-dimethyl-pyrimidinyl- (2) -amide], 5ulfanilic acid- / 2,6-dimethyl-pyrimidinyl- (4) -amis , SulEanilic acid- / 5-methoxy-pyrimidinyl- (2) -amid7, sulfanilic acid- [6-methoxy-0pyrimidnyl- (4) -amide], Sulfanilic acid-L6-methoxy-2-diethyl-pyrimidinyl- (4) -amid7, sulfanilic acid- [2,6-dimethoxy-pyrimidinyl- (4) -amide], sulfanilic acid [pyriazinyl- (2) -amide], sulfanilic acid [3-methoxy-pyrazinyl- (2) -amide], Sulfanilic acid- / 4,6-dimethoxy-1.3.5-triazinyl- (2) -amiS, sulfanilic acid- [quinoxanilyl- (2) -amide], Phthalic acid mono- [4-acethylsulfamoyl-anilide], Phthalic acid-mono-L-thydroxymethylcarbamoyl-sulfamoyl) -anilide7, Phthalic acid-mono-z4- (thiazoly} - (2) -sulfamoyl) -anilide /, its A aluminum salt or o-Hydroxyquinolinium salt, phthalic acid mono- / 4-85-methyl-1.3.4-thiadiazolyl- (2) -sulfamoyl) -anilide7, Pyridine-dicarboxylic acid- (2.3) - [4-sulfamoyl-anilide] - (2) and N4-formyl-N1- [2.6-dimethyl-pyrimidinyl- (4) -] sulfanilic acid amide.

The carrier material can be a carrier material customary for topical application be like an ointment base, a powder or above all a liquid carrier material, such as water, ethanol or an aqueous ethanol solution. In the liquid carrier materials the sulfanilamide and / or the sulfanilamide derivative can be dissolved, emulsified or suspended are present. In the latter cases it is advisable to use the emulsion or suspension Shake before use to release the active ingredient in the liquid Distribute carrier material evenly.

Liquid carrier materials, such as water or ethanol, are therefore particularly preferred because they are rubbed into the scalp particularly intensively can.

The agents can, of course, in addition to the sulfanilamide or its derivatives contain other substances that are used for scalp treatment are known per se, and so can be used, for example, as a carrier material per se use known hair lotions or hair treatment agents, which you can use the above Adding sulfonamides.

In liquid carrier materials are the sulfanilamide and / or its Derivatives preferably in an amount of 0.1 to 10 g per 100 ml of the carrier material The usual concentrations are 1 to 5 g / 100 ml.

The topical treatment is carried out in the usual way as with hair lotions, It is advisable to start with the treatment every two days and later from four to five days and at the end of the treatment period even on treatment intervals can go back 14 days. In this treatment, for example with an agent with 1 g of sulfanilic acid-Lthiazolyl- (2) -amid7 in 100 ml of water or aqueous ethanol, A degreasing of the hair occurs relatively quickly, a decrease in the segregated dandruff formation and hair loss as well as a quick cessation of scalp itching.

The hair wigd more voluminous, and the period of recurrence this Symptoms will become progressively greater as treatment progresses. With the controlling one Shampooing and daily combing is noticeable, the sharp decrease in hair loss. It is also noteworthy that the length of time required for hair washes is great increases, such as from two to a fortnight. The flaking and the itching of the scalp can be eliminated after just three days of use.

Claims (5)

P a t e n t a n s p r ü c h e 1.) means for scalp treatment, characterized in that it of sulfanilamide and / or at least one sulfanilamide derivative in one per se known, with external application pharmaceutically acceptable carrier material consists. 2.? Agent according to Claim 1, characterized in that the sulfanilamide derivatives are those of the general formula or their pharmaceutically acceptable metal or acid salts, in which R is a hydrogen atom, an acetyl, cinnamyl, maleinyl, succinyl, glycosyl, lactosyl, phthalyl, carboxymethyl, benzyl, sulfo (C1-C2) - alkyl, disulfoxypropyl or disulfophenylpropyl radical, R1 denotes a hydrogen atom or a carboxymethyl group, R2 denotes a hydrogen atom or an acetyl group and R3 denotes a hydrogen atom, a sulfomethyl, sulfoethyl, cyano, acetyl, hydroxymethyl, hydroxymethylcarbamoyl, guanyl , optionally substituted by one or two halogen atoms, nitro, hydroxyl, carboxyl, C1-C4-alkyl or SO2NR5R6 groups, where R5 and R6 are hydrogen atoms or alkyl groups with 1 to 4 carbon atoms, phenyl or benzoyl groups which Group - (CH2) n-CX-NR5R6, in which n is O or, 1, X is O or 6 and R5 and R6 are hydrogen atoms or alkyl groups with 1 to 4 carbon atoms, one or two alkyl groups with 1 to 2 carbon atoms to: isoxazolyl, oxazolyl, thiazolyl, isothiazolyl, pyrazolyl or thiadiajzolyl group substituted by a phenyl group or a pyridyl group optionally substituted by one or two alkyl groups with 1 to 2 carbon atoms, alkoxy groups with 1 to 2 carbon atoms, chlorine atoms or sulfomelethyl groups -, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, or quinoxalinyl radical. 3.1 Agent according to claim 2, characterized in that it is used as sulfanilamide derivatives contains those in which R3 is a hydrogen atom and R4 is possibly a methyl, Xthyl, propyl or butyl group substituted thiazolyl or isothiazolyl radical means. 4.1 Agent according to claim 3, characterized in that it is a sulfanilanide derivative Contains sulfanilic acid [thiazolyl (2) amide]. 5.) Means according to claim 1 to 4, characterized in that it is the sulfanilamide and / or the sulfanilamide derivatives in a liquid carrier material in a concentration of 0.1 to 10 g, preferably 1 to 5 g / 104 ml of storage material contains.-