Dimercaptoamides, compositions comprising them as reducing agents, and processes for permanently reshaping keratin fibers therewith
The present disclosure relates to specific dimercaptoamides, reducing compositions for permanently reshaping keratin fibers comprising the dimercaptoamides, for instance, human keratin fibers such as the hair; and processes for reshaping keratin fibers comprising the application of said reducing compositions. The present disclosure also relates to processes for preparing the dimercaptoamides.
1. A process for perming keratin fibers, comprising applying, to the fibers, a reducing composition, and then an oxidizing composition, wherein the reducing composition comprises, as a reducing agent, at least one dimercaptoamide of formula (I) and the organic and inorganic salts thereof:
HS-A-CO—NH—B—SH (I)
wherein:
A is chosen from (CH 2 ) n radicals, with n being an integer ranging from 1 to 5, optionally substituted with:
(i) at least one radical chosen from linear and branched C 1 -C 5 alkyl radicals; phenyl; benzyl; amino; acetylamino; NH—CO—CH 2 —NH 2 , NH—CO—CH 2 —CH 2 —CH(NH 2 )COOH, NH—CO—CH 2 —CH 2 —CH(COOH)COOH; CH 2 —COON; CH 2 —COOCH 3 , and CH 2 —COOCH 2 —CH 3 radicals, or
(ii) two methyl radicals or two ethyl radicals,
and B is chosen from (CH 2 ) p radicals, with p being an integer ranging from 1 to 5, optionally substituted with:
(i) at least one radical chosen from linear and branched C 1 -C 5 alkyl radicals; carboxyl; COOCH 3 , COOEt; CONH 2 ; CONH—CH 3 ; CON(CH 3 ) 2 ; CONH—CH 2 —CH 3 , CON(CH 2 —CH 3 ) 2 ; CONH—CH 2 —CHOH—CH 3 ; CO—NH—CH(COOH)—(CH 2 ) 4 —NH 2 ; CO—NH—CH(COOH)—(CH 2 ) 4 —N(CH 3 ) 2 ; CO—NH—CH 2 —CH 2 —COOEt; CO—NH—CH(COOH)-iPr; and CO—NH—CH 2 —R radicals wherein R is chosen from CO—NH 2 , (CH 2 ) 3 —NH 2 , (CH 2 ) 4 —NH 2 , (CH 2 ) 5 —NH 2 , and (CH 2 ) 4 —OH radicals, or
(ii) 2 methyl radicals,
wherein the sum of n+p ranges from 2 to 6 wherein the at least one dimercaptoamide of formula (I) is present in an amount ranging from 0.05% to 35% by weight, relative to the total weight of the reducing composition.
2. The process according to claim 1 , wherein the keratin fibers are hair.
3. The process according to claim 1 , wherein the at least one dimercaptoamide of formula (I) is present in an amount ranging from 1% to 20% by weight, relative to the total weight of the reducing composition.
4. The process according to claim 1 , wherein the pH of the reducing composition ranges from 4 to 11.
5. The process according to claim 4 , wherein the pH of the reducing composition ranges from 6 to 10.
6. The process according to claim 1 , wherein the reducing composition further comprises at least one reducing agent chosen from thioglycolic acid, thiolactic acid and their ester and amide derivatives; cysteamine and its C 1 -C 4 acylated derivatives; cysteine; N-acetylcysteine; thiomalic acid; pantethein; 2,3-dimercaptosuccinic acid; alkali metal and alkaline-earth metal sulphites and bisulphites; N-(mercaptoalkyl)-ω-hydroxyalkylamides; N-mono- and N,N-dialkylmercapto-4-butyramides; aminomercaptoalkylamides; N-(mercaptoalkyl)succinamic acid and N-(mercaptoalkyl)succinimide derivatives; alkylaminomercaptoalkylamides; the azeotropic mixture of 2-hydroxypropyl thioglycolate and of (2-hydroxy-1-methyl)ethyl thioglycolate, mercapto alkylaminoamides; N-mercaptoalkylalkanediamides; and formamidinesulphinic acid derivatives.
7. The process according to claim 1 , wherein the reducing composition further comprises at least one surfactant chosen from nonionic, anionic, cationic and amphoteric surfactants.
8. The process according to claim 7 , wherein the at least one surfactant is chosen from alkyl sulphates, alkylbenzene sulphates, alkyl ether sulphates, alkylsulphonates, quaternary ammonium salts, alkylbetaines, oxyethylenated alkylphenols, fatty acid alkanolamides, oxyethylenated fatty acid esters, and hydroxypropyl ethers.
9. The process according to claim 1 , wherein the reducing composition further comprises at least one compound chosen from linear and cyclic, volatile and nonvolatile silicones; polydimethylsiloxanes; quaternized polyorganosiloxanes; polyorganosiloxanes comprising aminoalkyl groups modified with alkoxycarbonylalkyl groups; polydimethylsiloxanes comprising stearoxydimethicone end groups; polydimethylsiloxane-dialkylammonium acetate copolymers; polydimethylsiloxane-polyalkylbetaine copolymers; polysiloxanes organomodified with mercapto and/or mercaptoalkyl groups; and silanes.
10. The process according to claim 1 , wherein the reducing composition further comprises at least one compound chosen from cationic polymers of the ionene type, basic amino acids, glutamic acid, aspartic acid, peptides and derivatives thereof, protein hydrolysates, waxes, swelling agents, penetrating agents, dimethylisosorbitol, urea and its derivatives, pyrrolidone, N-alkylpyrrolidones, thiamorpholinone, alkylene glycol alkyl ethers, dialkylene glycol alkyl ethers, C 3 -C 6 alkane diols, 2-imidazolidinone, fatty alcohols, lanolin derivatives, pantothenic acid, agents for preventing hair loss, antidandruff agents, thickeners, suspending agents, sequestering agents, opacifiers, colorants, sunscreens, fragrances, preserving agents, thickeners, and gelling agents.
11. The process according to claim 1 , wherein the oxidizing composition comprises at least one oxidizing agent chosen from aqueous hydrogen peroxide, alkali metal bromates, persalts, polythionates, and mixtures of alkali metal bromates and persalts.
12. The process according to claim 1 , wherein the at least one dimercaptoamide of formula (I) in the reducing composition is chosen from:
2-mercapto-N-(mercaptomethyl)acetamide,
2-mercapto-N-(2-mercaptoethyl)acetamide,
2-mercapto-N-(3-mercaptopropyl)acetamide,
2-mercapto-N-(4-mercaptobutyl)acetamide,
2-mercapto-N-(5-mercaptopentyl)acetamide,
3-mercapto-2-(2-mercaptoacetylamino)propionamide,
3-mercapto-2-(2-mercaptoacetylamino)-N,N-dimethylpropionamide,
2-mercapto-N-(2-mercapto-1,1-dimethylethyl)acetamide,
2-mercapto-N-(1-mercaptomethylpropyl)acetamide,
ethyl mercapto[(mercaptoacetyl)amino]acetate,
N-(mercaptoacetyl)-L-cysteine,
N-(mercaptoacetyl)-L-homocysteine,
N-(mercaptoacetyl)-L-homocysteine, sodium salt,
2-mercapto-N-mercaptomethylpropionamide,
2-mercapto-N-(2-mercaptoethyl)propionamide,
2-mercapto-N-(3-mercaptopropyl)propionamide,
2-mercapto-N-(4-mercaptobutyl)propionamide,
2-mercapto-N-(5-mercaptopentyl)propionamide,
mercapto-[(2-mercapto-1-oxopropyl)amino]acetic acid,
N-(2-mercapto-1-oxopropyl)-DL-cysteine,
(R)-N-(2-mercapto-1-oxopropyl)-L-cysteine,
(S)—N-(2-mercapto-1-oxopropyl)-L-cysteine,
2-mercaptopropionyl-L-cysteine,
N-(1-carbamoyl-2-mercaptoethyl)-2-mercaptopropionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-2-mercaptopropionamide,
4-mercapto-2-(2-mercaptopropionylamino)butyric acid,
2-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
2-mercaptobutanoic acid mercaptomethylamide,
2-mercaptobutanoic acid (2-mercaptoethyl)amide,
2-mercaptobutanoic acid (3-mercaptopropyl)amide,
2-mercaptobutanoic acid (4-mercaptobutyl)amide,
2-mercaptobutanoic acid (5-mercaptopentyl)amide,
2-mercaptobutanoic acid (1-carbamoyl-2-mercaptoethyl)amide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-2-mercaptobutyramide,
2-mercaptobutanoic acid (1-carbamoyl-3-mercaptopropyl)amide,
2-mercaptobutanoic acid (2-mercapto-1,1-dimethylethyl)amide,
2-mercaptopentanoic acid mercaptomethylamide,
2-mercaptopentanoic acid (2-mercaptoethyl)amide,
2-mercaptopentanoic acid (3-mercaptopropyl)amide,
2-mercaptopentanoic acid (4-mercaptobutyl)amide,
2-mercaptopentanoic acid (5-mercaptopentyl)amide,
3-mercapto-2-(2-mercaptopentanoylamino)propionic acid,
2-mercaptopentanoic acid (1-carbamoyl-2-mercaptoethyl)amide,
2-mercaptopentanoic acid (1-dimethylcarbamoyl-2-mercaptoethyl)amide,
2-mercaptopentanoic acid (1-carbamoyl-3-mercaptopropyl)amide,
2-mercaptopentanoic acid (2-mercapto-1,1-dimethylethyl)amide,
ethyl mercapto[(mercaptophenylacetyl)amino]acetate,
(R)-N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]-L-cysteine,
(R)-N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]-L-homocysteine,
(S)-N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]-L-homocysteine,
3-mercapto-N-(2-mercaptoethyl)propanamide,
3-mercapto-N-mercaptomethylpropionamide,
3-mercapto-N-(3-mercaptopropyl)propionamide,
3-mercapto-N-(4-mercaptobutyl)propionamide,
N-(3-mercapto-1-oxopropyl)-L-cysteine,
3-mercapto-2-(3-mercaptopropionylamino)propionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
4-mercapto-2-(3-mercaptopropionylamino)butyric acid,
3-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
3-mercapto-N-mercaptomethyl-2-methylpropionamide,
3-mercapto-N-(2-mercaptoethyl)-2-methylpropionamide,
3-mercapto-N-(3-mercaptopropyl)-2-methylpropionamide,
3-mercapto-N-(4-mercaptobutyl)-2-methylpropionamide,
3-mercapto-2-(3-mercapto-2-methylpropionylamino)propionic acid,
N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-2-methylpropionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercapto-2-methylpropionamide,
3-mercapto-N-(2-mercapto-1,1-dimethylethyl)-2-methylpropionamide,
N-(3-mercapto-2-methyl-1-oxopropyl)-L-homocysteine,
N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]cysteine,
methyl 4-[(1-carboxy-2-mercaptoethyl)amino]-3-(mercaptomethyl)-4-oxobutanoate,
N-mercaptomethyl-3-mercaptomethylsuccinamic acid,
N-(2-mercaptoethyl)-3-mercaptomethylsuccinamic acid,
N-(3-mercaptopropyl)-3-mercaptomethylsuccinamic acid,
N-(4-mercaptobutyl)-3-mercaptomethylsuccinamic acid,
N-(1-carboxy-2-mercaptoethyl)-3-mercaptomethylsuccinamic acid,
N-(1-carboxy-3-mercaptopropyl)-3-mercaptomethylsuccinamic acid,
N-(2-mercapto-1,1-dimethylethyl)-3-mercaptomethylsuccinamic acid,
N-(2-mercapto-1-ethyl)-3-mercaptomethylsuccinamic acid,
2-mercapto-N-mercaptomethyl-2-methylpropionamide,
2-mercapto-N-(2-mercaptoethyl)-2-methylpropanamide,
2-mercapto-N-(3-mercaptopropyl)-2-methylpropionamide,
2-mercapto-N-(4-mercaptobutyl)-2-methylpropionamide,
2-mercapto-N-(5-mercaptopentyl)-2-methylpropionamide,
2-mercapto-N-(2-mercapto-1,1-dimethylethyl)-2-methylpropionamide,
2-mercapto-N-(2-mercapto-1-ethyl)-2-methylpropionamide,
N-(2-mercapto-2-methyl-1-oxopropyl)-D-cysteine,
N-(2-mercapto-2-methyl-1-oxopropyl)cysteine,
N-(2-mercapto-2-methyl-1-oxopropyl)-L-cysteine, monosodium salt,
N-(2-mercapto-2-methyl-1-oxopropyl)-L-cysteine,
(R)-N-[2-amino-1-(mercaptomethyl)-2-oxoethyl]-2-mercapto-2-methylpropanamide,
methyl N-(2-mercapto-2-methyl-1-oxopropyl)-L-cysteinate,
(2R)-3-mercapto-2-[(2-mercapto-2-methyl-1-oxopropyl)amino]-N,N-dimethylpropanamide,
N2-[N-(2-mercapto-2-methyl-1-oxopropyl)-L-cysteinyl]-L-lysine,
N-(2-mercapto-2-methyl-1-oxopropyl)homocysteine,
N-(2-ethyl-2-mercapto-1-oxobutyl)-L-cysteine,
3-mercapto-N-mercaptomethyl-3-methylbutyramide,
3-mercapto-N-(2-mercaptoethyl)-3-methylbutanamide,
3-mercapto-N-(3-mercaptopropyl)-3-methylbutyramide,
3-mercapto-N-(4-mercaptobutyl)-3-methylbutyramide,
N-(3-mercapto-3-methyl-1-oxobutyl)-L-cysteine,
N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-3-methylbutyramide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercapto-3-methylbutyramide,
4-mercapto-2-(3-mercapto-3-methylbutyrylamino)butyric acid,
3-mercapto-N-(2-mercapto-1,1-dimethylethyl)-3-methylbutyramide,
3-mercapto-N-(2-mercapto-1-ethyl)-3-methylbutyramide,
3-mercapto-N-mercaptomethyl-2,2-dimethylpropionamide,
3-mercapto-N-(2-mercaptoethyl)-2,2-dimethylpropionamide,
3-mercapto-N-(3-mercaptopropyl)-2,2-dimethylpropionamide,
3-mercapto-N-(4-mercaptobutyl)-2,2-dimethylpropionamide,
3-mercapto-N-(2-mercapto-1,1-dimethylethyl)-2,2-dimethylpropionamide,
N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-D-cysteine,
N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-L-cysteine,
N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-2,2-dimethylpropionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercapto-2,2-dimethylpropionamide,
N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-D-cysteinylglycinamide,
N6-[(1,1-dimethylethoxy)carbonyl]-N2-[N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-L-cysteinyl]-L-lysine,
N-[2-[(4-aminobutyl)amino]-1-(mercaptomethyl)-2-oxoethyl]-3-mercapto-2,2-dimethylpropanamide, monohydrochloride,
N-[2-[(5-aminopentyl)amino]-1-(mercaptomethyl)-2-oxoethyl]-3-mercapto-2,2-dimethylpropanamide, monohydrochloride,
N-[2-[(6-aminohexyl)amino]-1-(mercaptomethyl)-2-oxoethyl]-3-mercapto-2,2-dimethylpropanamide, monohydrochloride,
(R)-N-[2-[(5-hydroxypentyl)amino]-1-(mercaptomethyl)-2-oxoethyl]-3-mercapto-2,2-dimethylpropanamide,
N2-[N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-L-cysteinyl]-L-lysine,
N2-[N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-L-cysteinyl]-N6,N6-dimethyl-L-lysine,
3-mercapto-N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-D-valine,
N-(3-mercapto-2,2-dimethyl-1-oxopropyl)homocysteine,
N-[2-ethyl-2-(mercaptomethyl)-1-oxobutyl]-L-cysteine,
2-amino-3-mercapto-N-mercaptomethylpropionamide,
(2R)-2-amino-3-mercapto-N-(2-mercaptoethyl)propanamide,
(2S)-2-amino-3-mercapto-N-(2-mercaptoethyl)propanamide,
2-amino-3-mercapto-N-(3-mercaptopropyl)propionamide,
2-amino-3-mercapto-N-(4-mercaptobutyl)propionamide,
L-cysteinyl-L-cysteine,
methyl mercapto[(mercaptoacetyl)amino]acetate,
ethyl L-cysteinyl-L-cysteinate,
2-amino-N-(1-carbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
2-amino-N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-N,N-dimethylpropionamide,
2-(2-amino-3-mercaptopropionylamino)-4-mercaptobutyric acid,
2-amino-3-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
2-amino-3-mercapto-N-(2-mercapto-1-ethyl)propionamide,
2-acetylamino-3-mercapto-N-mercaptomethylpropionamide,
(2R)-2-(acetylamino)-3-mercapto-N-(2-mercaptoethyl)propanamide,
2-acetylamino-3-mercapto-N-(3-mercaptopropyl)propionamide,
2-acetylamino-3-mercapto-N-(4-mercaptobutyl)propionamide,
2-(2-acetylamino-3-mercaptopropionylamino)-3-mercapto-3-methylbutyric acid,
2-acetylamino-3-mercapto-N-(1-mercaptomethylpropyl)propionamide,
2-acetylamino-N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
N-acetyl-L-cysteinyl-L-cysteine,
N-(N-acetylcysteinyl)-L-cysteine,
N-(N-acetylcysteinyl)-DL-cysteine,
ethyl N-acetyl-L-cysteinyl-D-cysteinate,
ethyl N-acetyl-L-cysteinyl-L-cysteinate,
2-acetamido-N-(1-carbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
ethyl N-acetyl-L-cysteinyl-L-cysteinyl-glycinate,
2-(2-acetylamino-3-mercaptopropionylamino)-4-mercaptobutyric acid,
2-(carboxymethylamino)-3-mercapto-N-mercaptomethylpropionamide,
2-(carboxymethylamino)-3-mercapto-N-(2-mercaptoethyl)propionamide,
2-(carboxymethylamino)-3-mercapto-N-(3-mercaptopropyl)propionamide,
2-(carboxymethylamino)-3-mercapto-N-(4-mercaptobutyl)propionamide,
2-(carboxymethylamino)-N-(1-carbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
2-[2-(carboxymethylamino)-3-mercaptopropionylamino]-3-mercaptopropionic acid,
[1-(1-carbamoyl-2-mercaptoethylcarbamoyl)-2-mercaptoethylamino]acetic acid,
2-(carboxymethylamino)-3-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
N-[N-[N-(carboxymethyl)-L-cysteinyl]-L-cysteinyl]-D-valine,
2-amino-4-[2-mercapto-1-(mercaptomethylcarbamoyl)ethylcarbamoyl]butyric acid,
2-amino-4-[2-mercapto-1-(2-mercaptoethylcarbamoyl)ethylcarbamoyl]butyric acid,
2-amino-4-[2-mercapto-1-(3-mercaptopropylcarbamoyl)ethylcarbamoyl]butyric acid,
2-amino-4-[2-mercapto-1-(4-mercaptobutylcarbamoyl)ethylcarbamoyl]butyric acid,
L-γ-glutamyl-L-cysteinyl-L-cysteine,
2-[2-(4-amino-4-carboxybutyrylamino)-3-mercaptopropionylamino]-4-mercaptobutyric acid,
2-amino-4-[1-(1-carbamoyl-2-mercaptoethylcarbamoyl)-2-mercaptoethylcarbamoyl]butyric acid,
2-amino-4-[1-(1-dimethylcarbamoyl-2-mercaptoethylcarbamoyl)-2-mercaptoethylcarbamoyl]butyric acid,
2-amino-4-[2-mercapto-1-(2-mercapto-1,1-dimethylethylcarbamoyl)ethylcarbamoyl]butyric acid,
2-amino-4-[2-mercapto-1-(2-mercapto-1-ethylethylcarbamoyl)ethylcarbamoyl]butyric acid,
2-(2-aminoacetylamino)-3-mercapto-N-mercaptomethylpropionamide,
2-(2-aminoacetylamino)-3-mercapto-N-(2-mercaptoethyl)propionamide,
2-(2-aminoacetylamino)-3-mercapto-N-(3-mercaptopropyl)propionamide,
2-(2-aminoacetylamino)-3-mercapto-N-(4-mercaptobutyl)propionamide,
2-(2-aminoacetylamino)-3-mercapto-N-(5-mercaptopentyl)propionamide,
glycyl-L-cysteinyl-L-cysteine,
2-[2-(2-aminoacetylamino)-3-mercaptopropionylamino]-4-mercaptobutyric acid,
2-(2-aminoacetylamino)-3-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
2-(2-aminoacetylamino)-3-mercapto-N-(1-mercaptomethylpropyl)propionamide,
4-carboxy-L-α-glutamyl-L-cysteinyl-L-cysteine,
(S)-N-[N-(5-amino-5-carboxy-1-oxopentyl)-L-homocysteinyl]-L-cysteine,
4-mercapto-N-mercaptomethylbutyramide,
4-mercapto-N-(2-mercaptoethyl)butyramide,
4-mercapto-N-(3-mercaptopropyl)butyramide,
N-(4-mercapto-1-oxobutyl)-L-cysteine,
4-mercapto-2-(3-mercaptopropionylamino)butyramide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-4-mercaptobutyramide,
N-(4-mercapto-1-oxobutyl)-L-homocysteine,
4-mercapto-N-(2-mercapto-1,1-dimethylethyl)butyramide,
4-mercapto-N-(1-mercaptomethylpropyl)butyramide,
5-mercaptopentanoic acid mercaptomethylamide,
5-mercaptopentanoic acid (2-mercaptoethyl)amide,
N-(5-mercapto-1-oxopentyl)-L-cysteine,
5-mercapto-2-(3-mercaptopropionylamino)pentanamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-5-mercaptopentanamide,
5-mercapto-N-(2-mercapto-1,1-dimethylethyl)pentanamide,
5-mercapto-N-(1-mercaptomethylpropyl)pentanamide, and
6-mercaptohexanoic acid mercaptomethylamide.
13. The process according to claim 12 , wherein the at least one dimercaptoamide of formula (I) in the reducing composition is chosen from:
2-mercapto-N-(mercaptomethyl)acetamide,
2-mercapto-N-(2-mercaptoethyl)acetamide,
2-mercapto-N-(3-mercaptopropyl)acetamide,
2-mercapto-N-(4-mercaptobutyl)acetamide,
2-mercapto-N-(5-mercaptopentyl)acetamide,
3-mercapto-2-(2-mercaptoacetylamino)propionamide,
3-mercapto-2-(2-mercaptoacetylamino)-N,N-dimethylpropionamide,
2-mercapto-N-(2-mercapto-1,1-dimethylethyl)acetamide,
2-mercapto-N-(1-mercaptomethylpropyl)acetamide,
N-(mercaptoacetyl)-L-cysteine,
N-(mercaptoacetyl)-L-homocysteine,
2-mercapto-N-mercaptomethylpropionamide,
2-mercapto-N-(2-mercaptoethyl)propionamide,
2-mercapto-N-(3-mercaptopropyl)propionamide,
2-mercapto-N-(4-mercaptobutyl)propionamide,
2-mercapto-N-(5-mercaptopentyl)propionamide,
mercapto-[(2-mercapto-1-oxopropyl)amino]acetic acid,
2-mercaptopropionyl-L-cysteine,
N-(1-carbamoyl-2-mercaptoethyl)-2-mercaptopropionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-2-mercaptopropionamide,
4-mercapto-2-(2-mercaptopropionylamino)butyric acid,
2-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
2-mercaptobutanoic acid mercaptomethylamide,
2-mercaptobutanoic acid (2-mercaptoethyl)amide,
2-mercaptobutanoic acid (3-mercaptopropyl)amide,
2-mercaptobutanoic acid (4-mercaptobutyl)amide,
2-mercaptopentanoic acid mercaptomethylamide,
2-mercaptopentanoic acid (2-mercaptoethyl)amide,
2-mercaptopentanoic acid (3-mercaptopropyl)amide,
3-mercapto-N-(2-mercaptoethyl)propanamide,
3-mercapto-N-mercaptomethylpropionamide,
3-mercapto-N-(3-mercaptopropyl)propionamide,
3-mercapto-N-(4-mercaptobutyl)propionamide,
N-(3-mercapto-1-oxopropyl)-L-cysteine,
3-mercapto-2-(3-mercaptopropionylamino)propionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
4-mercapto-2-(3-mercaptopropionylamino)butyric acid,
3-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
3-mercapto-N-mercaptomethyl-2-methylpropionamide,
3-mercapto-N-(2-mercaptoethyl)-2-methylpropionamide,
3-mercapto-N-(3-mercaptopropyl)-2-methylpropionamide,
3-mercapto-N-(4-mercaptobutyl)-2-methylpropionamide,
3-mercapto-2-(3-mercapto-2-methylpropionylamino)propionic acid,
N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-2-methylpropionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercapto-2-methylpropionamide,
3-mercapto-N-(2-mercapto-1,1-dimethylethyl)-2-methylpropionamide,
N-(3-mercapto-2-methyl-1-oxopropyl)-L-homocysteine,
N-mercaptomethyl-3-mercaptomethylsuccinamic acid,
N-(2-mercaptoethyl)-3-mercaptomethylsuccinamic acid,
N-(3-mercaptopropyl)-3-mercaptomethylsuccinamic acid,
N-(4-mercaptobutyl)-3-mercaptomethylsuccinamic acid,
N-(1-carboxy-2-mercaptoethyl)-3-mercaptomethylsuccinamic acid,
2-mercapto-N-mercaptomethyl-2-methylpropionamide,
2-mercapto-N-(2-mercaptoethyl)-2-methylpropanamide,
2-mercapto-N-(3-mercaptopropyl)-2-methylpropionamide,
2-mercapto-N-(4-mercaptobutyl)-2-methylpropionamide,
2-mercapto-N-(2-mercapto-1,1-dimethylethyl)-2-methylpropionamide,
2-mercapto-N-(2-mercapto-1-ethyl)-2-methylpropionamide,
N-(2-mercapto-2-methyl-1-oxopropyl)-L-cysteine,
N-(2-ethyl-2-mercapto-1-oxobutyl)-L-cysteine,
3-mercapto-N-mercaptomethyl-3-methylbutyramide,
3-mercapto-N-(2-mercaptoethyl)-3-methylbutanamide,
3-mercapto-N-(3-mercaptopropyl)-3-methylbutyramide,
N-(3-mercapto-3-methyl-1-oxobutyl)-L-cysteine,
N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-3-methylbutyramide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercapto-3-methylbutyramide,
4-mercapto-2-(3-mercapto-3-methylbutyrylamino)butyric acid,
3-mercapto-N-mercaptomethyl-2,2-dimethylpropionamide,
3-mercapto-N-(2-mercaptoethyl)-2,2-dimethylpropionamide,
3-mercapto-N-(3-mercaptopropyl)-2,2-dimethylpropionamide,
3-mercapto-N-(4-mercaptobutyl)-2,2-dimethylpropionamide,
N-(3-mercapto-2,2-dimethyl-1-oxopropyl)-L-cysteine,
N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-2,2-dimethylpropionamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-3-mercapto-2,2-dimethylpropionamide,
N-[2-ethyl-2-(mercaptomethyl)-1-oxobutyl]-L-cysteine,
2-amino-3-mercapto-N-mercaptomethylpropionamide,
(2R)-2-amino-3-mercapto-N-(2-mercaptoethyl)propanamide,
(2S)-2-amino-3-mercapto-N-(2-mercaptoethyl)propanamide,
2-amino-3-mercapto-N-(3-mercaptopropyl)propionamide,
2-amino-3-mercapto-N-(4-mercaptobutyl)propionamide,
L-cysteinyl-L-cysteine,
2-amino-N-(1-carbamoyl-2-mercaptoethyl)-3-mercaptopropionamide,
2-amino-N-(1-carbamoyl-2-mercaptoethyl)-3-mercapto-N,N-dimethylpropionamide,
2-(2-amino-3-mercaptopropionylamino)-4-mercaptobutyric acid,
2-amino-3-mercapto-N-(2-mercapto-1,1-dimethylethyl)propionamide,
2-amino-3-mercapto-N-(2-mercapto-1-ethyl)propionamide,
2-acetylamino-3-mercapto-N-mercaptomethylpropionamide,
N-acetyl-L-cysteinyl-L-cysteine,
2-(carboxymethylamino)-3-mercapto-N-mercaptomethylpropionamide,
2-(carboxymethylamino)-3-mercapto-N-(2-mercaptoethyl)propionamide,
2-(carboxymethylamino)-3-mercapto-N-(3-mercaptopropyl)propionamide,
L-γ-glutamyl-L-cysteinyl-L-cysteine,
2-(2-aminoacetylamino)-3-mercapto-N-mercaptomethylpropionamide,
2-(2-aminoacetylamino)-3-mercapto-N-(2-mercaptoethyl)propionamide,
glycyl-L-cysteinyl-L-cysteine,
4-carboxy-L-α-glutamyl-L-cysteinyl-L-cysteine,
4-mercapto-N-mercaptomethylbutyramide,
4-mercapto-N-(2-mercaptoethyl)butyramide,
4-mercapto-N-(3-mercaptopropyl)butyramide,
N-(4-mercapto-1-oxobutyl)-L-cysteine,
4-mercapto-2-(3-mercaptopropionylamino)butyramide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-4-mercaptobutyramide,
4-mercapto-N-(2-mercapto-1,1-dimethylethyl)butyramide,
4-mercapto-N-(1-mercaptomethylpropyl)butyramide,
5-mercaptopentanoic acid mercaptomethylamide,
5-mercaptopentanoic acid (2-mercaptoethyl)amide,
N-(5-mercapto-1-oxopentyl)-L-cysteine,
5-mercapto-2-(3-mercaptopropionylamino)pentanamide,
N-(1-dimethylcarbamoyl-2-mercaptoethyl)-5-mercaptopentanamide,
5-mercapto-N-(2-mercapto-1,1-dimethylethyl)pentanamide,
5-mercapto-N-(1-mercaptomethylpropyl)pentanamide, and
6-mercaptohexanoic acid mercaptomethylamide.
14. A kit for perming the hair, comprising
at least one first compartment comprising a reducing composition comprising at least one reducing agent chosen from dimercaptoamides of formula (I) and the organic and inorganic salts thereof:
HS-A-CO—NH—B—SH (I)
wherein:
A is chosen from (CH 2 ) n radicals, with n being an integer ranging from 1 to 5, optionally substituted with:
(i) at least one radical chosen from linear and branched C 1 -C 5 alkyl radicals; and phenyl; benzyl; amino; acetylamino; NH—CO—CH 2 —NH 2 ; NH—CO—CH 2 —CH 2 —CH(NH 2 )COOH; NH—CO—CH 2 —CH 2 —CH(COOH)COOH; CH 2 —COOH; CH 2 —COOCH 3 ; and CH 2 —COOCH 2 —CH 3 radicals, or
(ii) two methyl radicals or two ethyl radicals,
and B is chosen from (CH 2 ) p radicals, with p being an integer ranging from 1 to 5, optionally substituted with:
(i) at least one radical chosen from linear and branched C 1 -C 5 alkyl radicals; and carboxyl; COOCH 3 ; COOEt; CONH 2 ; CONH—CH 3 ; CON(CH 3 ) 2 ; CONH—CH 2 —CH 3 ; CON(CH 2 —CH 3 ) 2 ; CONH—CH 2 —CHOH—CH 3 ; CO—NH—CH(COOH)—(CH 2 ) 4 —NH 2 ; CO—NH—CH(COOH)—(CH 2 ) 4 —N(CH 3 ) 2 ; CO—NH—CH 2 —CH 2 —COOEt; CO—NH—CH(COOH)-iPr; and CO—NH—CH 2 —R radicals wherein R is chosen from CO—NH 2 , (CH 2 ) 3 —NH 2 , (CH 2 ) 4 —NH 2 , (CH 2 ) 5 —NH 2 , and (CH 2 ) 4 —OH radicals, or
(ii) 2 methyl radicals,
wherein the sum of n+p ranges from 2 to 6 wherein the at least one dimercaptoamide of formula (I) is present in an amount ranging from 0.05% to 35% by weight, relative to the total weight of the reducing composition; and
at least one second compartment comprising at least one oxidizing composition.