FR2511676A1 - QUININE PANTOTHENATES, PROCESSES FOR THEIR PREPARATION AND COSMETOLOGICAL PRODUCTS COMPRISING THE SAME - Google Patents

Abstract

THE INVENTION CONCERNS THE CHEMICAL AND COSMETIC INDUSTRY, MORE PARTICULARLY QUININE PANTOTHENATES. QUININE PANTOTHENATES OF THE FORMULA: (CHNO) CHNOOU X 1 (BASIC PANTOTHENATE) X 2 (NEUTRAL PANTOTHENATE) ARE PREPARED BY REACTION OF AN AQUEOUS SOLUTION OF PANTOTHENIC ACID ON A SOLUTION OF QUININE IN THE PRESENCE OF ALCOHOL. APPLICATION TO COSMETIC PRODUCTS FOR HAIR CARE AND OTHER PHANERES.

Description

-1- Pantothenates of quinine, processes for their preparation,

  and cosmetological products containing it.

  The present invention relates to novel compounds

  chemicals: quinine pantothenates, as well as

  ceded for their preparation and cosmetic products

by enclosing.

  The new compounds have the advantage of com-

  the qualities of pantothenic acid and those of quinine in the form of stable compounds with increased efficiency

  relative to the relative instability of pantothenic acid

Picnic.

  The combination of properties of pantothenic acid

  and quinine is particularly interesting

  for the treatment of hair and other integuments.

  The subject of the invention is novel compounds of

  characterized in that they consist, at least in part, of a quinine pantothenate of the formula: (C 9 H 17 N 5) x C 24 N 2 2

or x = 1 or 2.

  We distinguish the neutral pantothenate of quinine, of formula

(C 9 H 17 N O 5) 2 C 20 H 24 N 202

  with a molecular weight of about 762.87, and basic quinine pantothenate, of formula:

C 9 H 17 NO 5 AT C 20 H 24 N 202

  and of molecular weight approximately 563.64.

  It is particularly interesting to use these

  new compounds in the form of aqueous solutions of

  quinine neutral tothenate of rotary power ll 20 = -110 'to 120, whose spectrum Ultra Violet D =

  has two maximum absorption levels at 325 and 275 nm,

  both a blue fluorescence, precipitating with the general alkaloids reagents and liberating by hydrolysis of A-alanine in an amount corresponding to their pantothenic acid content. Thus, the new pantothenates of quinine give the classic reactions of the alkaloid of precipitation.

medium acidic.

  Iodinated reagents, such as iodobisisuthite

  tassium, give a red orange precipitate; iodo- -. Alkaline mercurates give a white precipitate and the iodine-iodide reagent gives a brown precipitate Acidic reagents, such as picaric acid, give a yellow precipitate; heavy metal reagents, such as silico tungstic acid

  or phospho-tungstk acid 4 e, give a white precipitate.

  The aqueous solution of tannin gives a beige precipitate. Neutral pantothenate is the most soluble in water and alcohol, and therefore its use is generally more interesting than basic pantothenate. The invention also relates to a process for producing pantothenates of quinine, characterized in that

  an aqueous solution of pantothenic acid is reacted

  on a solution of quinine in the presence of alcohol to obtain a hydroalcoholic solution of quinine pantothenate. Thus, an aqueous calcium pantothenate solution can be reacted with an aqueous oxalic acid solution, the calcium oxalate precipitate is removed by filtration, and the filtrate is reacted with a solution of quinine base in the oxalate salt. ethanol to get a

  alcoholic solution of quinine pantothenate.

  It is still possible to dissolve calcium pantothenate

  in water, add ethyl alcohol, then a solution of

  aqueous solution of neutral sulfate of quinine and filter out the precipitated calcium sulfate in the solution

  hydroalcoholic quinine pantothenate.

  It is generally advantageous to evaporate under vacuum

  the hydroalcoholic solution until pantothes

  quinine as a white vitreous substance

  white to yellowish very hygroscopic, soluble in water

and alcohol.

-3-

  The preparation methods differ from pantothecary

  pantothenate-neutral nate only by the amount of

  pantothenic acid used.

  The subject of the invention is also new

  cosmetic products, in particular for the care of hair and other integuments, characterized in that they contain

  quinine pantothenate in active amount.

  The average active quantity is 1%

  weaker treatments may be used, but may be less effective, while

  would usually be unnecessarily expensive.

  The new pantothenates from whom can be used

  nine in all cosmetic forms generally used

  with which they are compatible.

  It is thus possible to make hair lotions

  hydroalcoholic products, shampoos, oils or emul-

  creamy sions of the water-in-oil type as well as

oil in water.

  The cosmetic products are used according to the

vention in a classical way.

  Shampoos are used 1 to 3 times a week, while oils and creams, as well as

  lotions are usually applied daily.

  nalière. The application on the nails is preferably done by insisting on the level of the cuticle, while for

  eyelashes and hair, the application is of vital interest

  the base of the hairs, the action exerted on the level of the foflicules. For hair, it is usually easier to apply lotion, cream or oil with a tampon along

  of rays previously arranged with the comb.

  It is necessary to continue daily applications for at least 3 weeks before seeing the effects of the products.

of the hair follicle cycle.

  The application of the products according to the invention favors

  hair regrowth, which is generally more abundant

  in the first cycle to stay abundant, but

  of normal size from the second cycle.

  The application shows a slight hyperaemia

  accompanied by a pink coloration of the skin.

  There is no action on canities and

forked hair.

  The invention will be better understood on reading the

  description which will follow of some non-limiting examples.

Example 1

  Preparation of quinine neutral pantothenate by the action of an aqueous solution of pantothenic acid on an alcoholic solution of quinine base A 22 ml of a 10 g aqueous solution per 100 ml of pantothenic acid is added 1.62 g of quinine based

  previously dissolved in 25 ml of 96% ethyl alcohol.

  The reaction is carried out at normal room temperature

  the. EXAMPLE 2 Preparation of pantothenic acid from calcium pantothenate by precipitation of calcium with oxalic acid: 2.40 g of calcium pantothenate are dissolved in 15 ml of distilled water. 0.634 g of dissolved oxalic acid are added in 10 ml of water The precipitate of calcium oxalate is left to deposit and is separated by filtration.

  the precipitate with 2 ml of water The filtrate constitutes a solution

pure pantothenic acid.

Example 3

  Preparation of basic quinine pantothenate To the filtrate of Example 2, 3.24 g of quinine base, dissolved beforehand in 12.5 ml of alcohol, are added.

Ethyl at 960.

  This gives a hydroalcoholic solution of

pantothenate of basic quinine.

-5-

Example 4

  Preparation of quinine neutral pantothenate by double decomposition between calcium pantothenate and quinine sulphate: 2.40 g of calcium pantothenate are dissolved in ml of distilled water 50 ml of ethyl alcohol are added to 96, then slowly 2 74 g of neutral sulfate of quinine dissolved in 35 ml of distilled water. Calcium sulphate precipitates its separation is facilitated by the presence of alcohol. After standing for 24 hours, it is filtered on sintered glass by washing the precipitate with alcohol slowly. these operations

  are carried out at normal room temperature.

Example 5

  Obtaining Pantothenate Anhydrous Quinine: Vacuum Evaporate Hydroalcoholic Solutions

  previous examples. A substance is thus obtained.

  white to white-yellow tress hygroscopic soluble

in water and in alcohol.

Example 6

  Preparation of a cosmetic oil: 1% of quinine pantothenate is added to castor oil and stirring of the alcohol is added

  at 96, until a clear solution is obtained.

Example 7

  Preparation of a hair lotion:

  1 g of quinine pantothenate is dissolved in

viron 100 ml of alcohol at 30.

Example 8

Preparation of a shampoo:

  We proceed in the usual way according to the

following mule: -

  quinine pantothenate 1 g latric alcohol 1.50 g betaine ampholytes 8.25 g amido alkylbetaine 11.20 g amino amine oxide 1.30 g imidazolidimylurea 0.150 g demineralized water 67 g 2 Bromos-2 nitropropane 1.3 diol 0.050 g 6.

Example 9

  Preparation of a cream: An oil-in-water type emulsion is conventionally prepared with the following formula: quinine neutral pantothenate 1 g cetyl alcohol 18 g triethanolamine stearate 14 g diethylene glycol stearate 5 g sorbitan monopalmitate,

detergent sold under the name

  commercial nation of "Span 40" 3 gm Polyoxyethylenated sorbitan sorbate with 20 ethylene oxides, wetting agent sold under the trade name "Tween 40" 3 g antioxidant NDGA (nordéhydroguaiarétique acid) O, 1 g water qs 100 ml All preparations can be added together

  perfumes, preferably antiallergic.

  Of course, the invention is not limited to the examples described; she is likely to many

  variants accessible to those skilled in the art, according to the

  envisaged and without departing from the scope of the invention. -7-

Claims (9)

  1.New chemical compounds characterized in this   that they are constituted, at least in part, by a pantograph   quinine heiden of the formula: (Cg H 17 NO 5) x C 20 H 24 N 202 o x '= 1 or 2.   2 New chemical compounds according to claim   cation 1 characterized in that they are constitutés by quinine neutral pantothénate, of formula: (C 9 H 17 NO 5) 2 C 20 H 24 N 202   and having a molecular weight of about 762.87.   3 New chemical compounds according to claim   cation 1 characterized in that they consist of basic pantothenate of quinine, of formula Cg H 17 N 05 C 20 H 24 N 202 '   and having a molecular weight of about 563.64.   4 New chemical compounds according to one of the   claims 1 to 3, characterized in that they are   Neutral form of an aqueous solution of pantothenate and quinine of rotatory power 1120 = 110 to 120, the Ultra Violet spectrum has two maximum absorption at 325 and 275 nm, having a blue fluorescence, precipitating with   the general reagents of alkaloids and liberating by hydro-   lyde of e-alanine in an amount corresponding to their pantothenic acid content.   5 Process for the manufacture of pantothenate from which   nine according to one of claims 1 to 4, characterized   in that an aqueous solution of panic acid is reacted   tothenic on a solution of quinine in the presence of alcohol to obtain a hydroalcoholic solution of pantothenate of quinine.   Process according to Claim 5, characterized in that an aqueous solution of calcium pantothenate is reacted with an aqueous solution of oxalic acid, the precipitate formed of calcium oxalate is removed by filtration and react the filtrate on a solution of   quinine base in ethanol to obtain a hyaline solution   alcoholic drug of quinine pantothenate.   A process according to claim 5, characterized by dissolving calcium pantothenate in water, adding ethyl alcohol, then an aqueous solution of neutral sulfate of quinine, and filtering off the sulfate of precipitated calcium in the solution   hydroalcoholic quinine pantothenate.   Process according to one of Claims 5 to 7,   characterized in that the hydrogen solution is evaporated under vacuum.   alcoholic until quinine pantothenate is obtained   in the form of a glassy substance white to white   our very hygroscopic, soluble in water and alcohol.   9 New cosmetic products, especially for the care of the hair and other integuments characterized in that they contain quinine pantothenate in active quantity.   New cosmetic products according to the   9 are characterized in that they are essential   consist of a hair lotion, hydroalcoholic   scented with about 1% of quinine pantothenate.   11 New cosmetic products according to the claim   9, characterized in that they consist essentially of an aqueous shampoo with about 1% quinine pantothenate, 65 to 70% water, 1.5% alcohol.   8.25% of betaine ampholytes, 11.20% of amido   alkylbeta Ine, 1.30% amino amine oxide, 0.15% imidazole,   zolidimylurea, 0.05% of 2 Bromo 2 nitropropane 1,3 diol.   12 New cosmetic products according to the claim   9, characterized in that they consist essentially of a solution containing about 1% of pantothenate   of quinine in a mixture of castor oil and alcohol.   13 New cosmetic products according to the claim   9, characterized in that they consist essentially of   by a creamy emulsion at about 1% of -9-   quinine pantothenate, 14% triethanoleate stearate   5% di-ethylene glycol stearate, 18% cetyl alcohol, 0.1% nordhydroguaiaretic acid, 3% sorbitan monopalmitate, 3% polyoxyethylene sorbitan monopalmitate with 20 ethylene oxides, and 56% water.