US4393044A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Steroid ester, and cosmetics and ointments containing the same
Assignee: Nisshin Oillio Group Ltd
•
Filing: 1981-05-21
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Granted: 1983-07-12
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Expires: 2001-05-21
Abstract
Abstract Steroid ester is formed by the reaction between a carboxylic component and cholesterol or methylsterol having two methyl groups attached to the 4-position of the sterol skeleton. The carboxylic component is an alpha -branched carboxylic acid having a general formula: <IMAGE> (where R1 is an alkyl group having at least two carbon atoms, and R2 is an alkyl group having at least four carbon atoms) or a reactive derivative of said alpha -branched carboxylic acid. The steroid ester is high in resistance to hydrolysis, exhibits an excellent water-embracing property and, thus, provides an effective oil phase material or base material of cosmetics or ointments.
Inventors
- 👤 Atsunobu Takada
- 👤 Yuzo Higaki
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 17:27
CPC Classifications
A; A61; A61Q; A61Q19/00; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/63; A61Q5/00; A61Q1/00; A61Q1/02; A61Q1/04; A61Q1/06; A61Q1/10; A61Q19/10; Y; Y10; Y10S; Y10S424/00; Y10S424/05
Claims Analysis
Total Claims: 55
Claim 1
Independent Claim
167 words
A cosmetic comprising a cosmetic ingredient and a steroid ester obtained by reacting at least one steroid component which is a trimethylsteroid or a mixture comprising said trimethylsteroid, and wherein the trimethylsteroid is dihydrolanosterol, lanosterol, dihydroagnosterol, agnosterol, cycloartanol, cycloartenol, 2,4-methylenecyloartanol, cyclolaudenol, cyclobranol, isocholesterol or a mixture thereof, with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR6## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides, said cosmetic is a creamy cosmetic for the skin including a cold cream, a nutritive cream, and a cleansing cream, a stick cosmetic for the skin including a lipstick and an eyeshadow, a pasty cosmetic for the hair including a pomade, or a liquefied or emulsified cosmetic for the hair including a hair dresser and a hair rinse.
Claim 2
Dependent Claim
167 words
A cosmetic comprising a cosmetic ingredient and a steroid ester obtained by reacting at least one steroid component which is a trimethylsteroid or a mixture comprising said trimethylsteroid, and wherein the trimethylsteroid is dihydrolanosterol, lanosterol, dihydroagnosterol, agnosterol, cycloartanol, cycloartenol, 2,4-methylenecyloartanol, cyclolaudenol, cyclobranol, isocholesterol or a mixture thereof, with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR6## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides, said cosmetic is a creamy cosmetic for the skin including a cold cream, a nutritive cream, and a cleansing cream, a stick cosmetic for the skin including a lipstick and an eyeshadow, a pasty cosmetic for the hair including a pomade, or a liquefied or emulsified cosmetic for the hair including a hair dresser and a hair rinse.
Claim 3
Dependent Claim
24 words
The cosmetic according to claim 1, wherein the total number of carbon atoms contained in R 1 and R 2 is at most 24.
Claim 4
Dependent Claim
15 words
The cosmetic according to claim 2, wherein the carboxylic acid-based component is the free acid.
Claim 5
Dependent Claim
41 words
The cosmetic according to claim 3, wherein the free acid is selected from the group consisting of 2-ethylhexanoic acid, 2-hexyldecanoic acid, 2-heptylundecanoic acid, acid of the chemical structure: ##STR7## 2-decyltetradecanoic acid, 2-undecyltetradecanoic acid, 2-decylpentadecanoic acid, 2-undecylpentadecanoic acid and a mixture thereof.
Claim 6
Dependent Claim
15 words
The cosmetic according to claim 2, wherein the carboxylic acid-based component is the reactive derivative.
Claim 7
Dependent Claim
14 words
The cosmetic according to claim 5, wherein the reactive derivative is an acid chloride.
Claim 8
Dependent Claim
47 words
The cosmetic according to claim 6, wherein the acid chloride is selected from the group consisting of 2-ethylhexanoic acid chloride, 2-hexyldecanoic acid chloride, 2-heptylundecanoic acid chloride, chloride of acid of the chemical structure: ##STR8## 2-decyltetradecanoic acid chloride, 2-undecyltetradecanoic acid chloride, 2-decylpentadecanoic acid chloride, and a mixture thereof.
Claim 9
Dependent Claim
20 words
The cosmetic according to any one of claims 1 to 7, further comprising a second steroid component which is cholesterol.
Claim 10
Dependent Claim
15 words
The cosmetic according to claim 8, wherein the steroid ester is liquid under room temperature.
Claim 11
Dependent Claim
27 words
The cosmetic according to claim 8, wherein the rate of hydrolysis of the steroid ester brought about by 1/2 N alcoholic caustic potash is less than 20%.
Claim 12
Dependent Claim
39 words
The cosmetic according to claim 8, wherein the steroid ester exhibits a water-embracing property enough to permit forming a w/o type emulsion together with water in an amount at least two times as much in weight as the ester.
Claim 13
Dependent Claim
20 words
The cosmetic according to any one of claims 1 to 7, wherein the steroid ester is liquid under room temperature.
Claim 14
Dependent Claim
32 words
The cosmetic according to any one of claims 1 to 7, wherein the rate of hydrolysis of the steroid ester brought about by 1/2 N alcoholic caustic potsh is less than 15%.
Claim 15
Dependent Claim
44 words
The cosmetic according to any one of claims 1 to 7, wherein the steroid ester exhibits a water-embracing property enough to permit forming a w/o type emulsion together with water in an amount at least 1.5 times as much in weight as the ester.
Claim 16
Dependent Claim
109 words
An ointment comprising an ointment ingredient and a steroid ester obtained by reacting at least one steroid component which is a trimethylsteroid or a mixture comprising said trimethylsteroid, and wherein the trimethylsteroid is dihydrolanosterol, lanosterol, dihydroagnosterol, agnosterol, cycloartanol, cycloartenol, 2,4-methylenecycloartanol, cyclolaudenol, cyclobranol, isocholesterol or a mixture thereof, with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR9## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides
Claim 17
Dependent Claim
109 words
An ointment comprising an ointment ingredient and a steroid ester obtained by reacting at least one steroid component which is a trimethylsteroid or a mixture comprising said trimethylsteroid, and wherein the trimethylsteroid is dihydrolanosterol, lanosterol, dihydroagnosterol, agnosterol, cycloartanol, cycloartenol, 2,4-methylenecycloartanol, cyclolaudenol, cyclobranol, isocholesterol or a mixture thereof, with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR9## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides
Claim 18
Dependent Claim
24 words
The ointment according to claim 15, wherein the total number of carbon atoms contained in R 1 and R 2 is at most 24.
Claim 19
Dependent Claim
15 words
The ointment according to claim 16, wherein the carboxylic acid-based component is the free acid.
Claim 20
Dependent Claim
41 words
The ointment according to claim 17, wherein the free acid is selected from the group consisting of 2-ethylhexanoic acid, 2-hexyldecanoic acid, 2-heptylundecanoic acid, acid of the chemical structure: ##STR10## 2-decyltetradecanoic acid, 2-undecyltetradecanoic acid, 2-decylpentadecanoic acid, 2-undecylpentadecanoic acid, and a mixture thereof.
Claim 21
Dependent Claim
15 words
The ointment according to claim 15, wherein the carboxylic acid-based component is the reactive derivative.
Claim 22
Dependent Claim
14 words
The ointment according to claim 19, wherein the reactive derivative is an acid chloride.
Claim 23
Dependent Claim
50 words
The ointment according to claim 20, wherein the acid chloride is selected from the group consisting of 2-ethylhexanoic acid chloride, 2-hexyldecanoic acid chloride, 2-heptylundecanoic acid chloride, chloride of acid of the chemical structure: ##STR11## 2-decyltetradecanoic acid chloride, 2-undecyltetradecanoic acid chloride, 2-decylpentadecanoic acid chloride, 2-undecylpentadecanoic acid chloride, and a mixture thereof.
Claim 24
Dependent Claim
20 words
The ointment according to any one of claims 15 to 21, further comprising a second steroid component which is cholesterol.
Claim 25
Dependent Claim
15 words
The ointment according to claim 22, wherein the steroid ester is liquid under room temperature.
Claim 26
Dependent Claim
27 words
The ointment according to claim 22, wherein the rate of hydrolysis of the steroid ester brought about by 1/2 N alcoholic caustic potash is less than 20%.
Claim 27
Dependent Claim
39 words
The ointment according to claim 22, wherein the steroid ester exhibits a water-embracing property enough to permit forming a w/o type emulsion together with water in an amount at least two times as much in weight as the ester.
Claim 28
Dependent Claim
20 words
The cosmetic according to any one of claims 15 to 21, wherein the steroid ester is liquid under room temperature.
Claim 29
Dependent Claim
32 words
The cosmetic according to any one of claims 15 to 21, wherein the rate of hydrolysis of the steroid ester brought about by 1/2 N alcoholic caustic potash is less than 15%.
Claim 30
Dependent Claim
45 words
The cosmetic according to any one of claims 15 to 21, wherein the steroid ester exhibts a water-embracing property enough to permit forming a w/o type emulsion together with water in an amount at least 1.5 times as much as in weight as the ester.
Claim 31
Dependent Claim
37 words
The cosmetic of claim 1 which is a cold cream, nutritive cream, cleansing cream, lipstick, hair pomade, hair dresser or a hair rinse and the steroid ester is present in an amount of from 0.05 to 50%.
Claim 32
Dependent Claim
19 words
The ointment of claim 15 wherein the steroid ester is present in an amount of from 0.05 to 50%.
Claim 33
Dependent Claim
28 words
The cosmetic of claim 1, 15, 32, or 42, wherein said cosmetic ingredient is a cosmetic oil, wax, surfactant, wetting agent, pigment, perfume, antioxidant, detergent or mixtures thereof.
Claim 34
Dependent Claim
141 words
A cosmetic comprising a cosmetic ingredient and a steroid ester obtained by reacting at least one steroid component which is cholesterol with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR12## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides, said cosmetic is a creamy cosmetic for the skin including a cold cream, a nutritive cream, and a cleansing cream, a stick cosmetic for the skin including a lipstick and an eyeshadow, a pasty cosmetic for the hair including a pomade, or a liquefied or emulsified cosmetic for the hair including a hair dresser and a hair rinse.
Claim 35
Dependent Claim
141 words
A cosmetic comprising a cosmetic ingredient and a steroid ester obtained by reacting at least one steroid component which is cholesterol with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR12## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides, said cosmetic is a creamy cosmetic for the skin including a cold cream, a nutritive cream, and a cleansing cream, a stick cosmetic for the skin including a lipstick and an eyeshadow, a pasty cosmetic for the hair including a pomade, or a liquefied or emulsified cosmetic for the hair including a hair dresser and a hair rinse.
Claim 36
Dependent Claim
24 words
The cosmetic according to claim 32, wherein the total number of carbon atoms contained in R 1 and R 2 is at most 24.
Claim 37
Dependent Claim
15 words
The cosmetic according to claim 33, wherein the carboxylic acid-based component is the free acid.
Claim 38
Dependent Claim
41 words
The cosmetic according to claim 34, wherein the free acid is selected from the group consisting of 2-ethylhexanoic acid, 2-hexyldecanoic acid, 2-heptylundecanoic acid, an acid of the chemical structure: ##STR13## 2-decyltetradecanoic acid, 2-undecyltetradecanoic acid, 2-decylpentadecanoic acid, 2-undecylpentadecanoic acid, and mixtures thereof.
Claim 39
Dependent Claim
15 words
The cosmetic according to claim 33, wherein the carboxylic acid-based component is the reactive derivative.
Claim 40
Dependent Claim
14 words
The cosmetic according to claim 36, wherein the reactive derivative is an acid chloride.
Claim 41
Dependent Claim
48 words
The cosmetic according to claimm 37, wherein the acid chloride is selected from the group consisting of 2-ethylhexanoic acid chloride, 2-hexyldecanoic acid chloride, 2-heptylundecanoic acid chloride, a chloride of an acid of the chemical structure: ##STR14## 2-decyltetradecanoic acid chloride, 2-undecyltetradecanoic acid chloride, 2-decylpentadecanoic acid chloride, and mixtures thereof.
Claim 42
Dependent Claim
20 words
The cosmetic according to any one of claims 32 to 38, wherein the steroid ester is liquid under room temperature.
Claim 43
Dependent Claim
32 words
The cosmetic according to any one of claims 32 to 38, wherein the rate of hydrolysis of the steroid ester brought about by 1/2 N alcoholic caustic potash is less than 15%.
Claim 44
Dependent Claim
44 words
The cosmetic according to any one of claims 32 to 38, wherein the steroid ester exhibits a water-embracing property enough to permit forming a w/o type emulsion together with water in an amount at least 1.5 times as much in weight as the ester.
Claim 45
Dependent Claim
83 words
An ointment comprising an ointment ingredient and a steroid ester obtained by reacting at least one steroid component which is cholesterol with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR15## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides
Claim 46
Dependent Claim
83 words
An ointment comprising an ointment ingredient and a steroid ester obtained by reacting at least one steroid component which is cholesterol with at least one carboxylic acid-based component selected from the group consisting of free α-branched carboxylic acids having a general formula ##STR15## (where R 1 is an alkyl group having at least two carbon atoms, and R 2 is an alkyl group having at least four carbon atoms) and reactive derivatives of said α-branched carboxylic acid which are acid halides or anhydrides
Claim 47
Dependent Claim
24 words
The ointment according to claim 42, wherein the total number of carbon atoms contained in R 1 and R 2 is at most 24.
Claim 48
Dependent Claim
15 words
The ointment according to claim 43, wherein the carboxylic acid-based component is the free acid.
Claim 49
Dependent Claim
41 words
The ointment according to claim 44, wherein the free acid is selected from the group consisting of 2-ethylhexanoic acid, 2-hexyldecanoic acid, 2-heptylundecanoic acid, an acid of the chemical structure: ##STR16## 2-decyltetradecanoic acid, 2-undecyltetradecanoic acid, 2-decylpentadecanoic acid, 2-undecylpentadecanoic acid, and mixtures thereof.
Claim 50
Dependent Claim
15 words
The ointment according to claim 42, wherein the carboxylic acid-based component is the reactive derivative.
Claim 51
Dependent Claim
14 words
The ointment according to claim 46, wherein the reactive derivative is an acid chloride.
Claim 52
Dependent Claim
51 words
The ointment according to claim 47, wherein the acid chloride is selected from the group consisting of 2-ethylhexanoic acid chloride, 2-hexyldecanoic acid chloride, 2-heptylundecanoic acid chloride, a chloride of an acid of the chemical structure: ##STR17## 2-decyltetradecanoic acid chloride, 2-undecyltetradecanoic acid chloride, 2-decylpentadecanoic acid chloride, 2-undecylpentadecanoic acid chloride, and mixtures thereof.
Claim 53
Dependent Claim
20 words
The ointment according to any one of claims 43 to 48, wherein the steroid ester is liquid under room temperature.
Claim 54
Dependent Claim
32 words
The ointment according to any one of claims 43 to 48, wherein the rate of hydrolysis of the steroid ester brought about by 1/2 N alcoholic caustic potash is less than 15%.
Claim 55
Dependent Claim
44 words
The ointment according to any one of claims 43 to 48, wherein the steroid ester exhibits a water-embracing property enough to permit forming a w/o type emulsion together with water in an amount at least 1.5 times as much in weight as the ester.
References Cited (Backward Citations)
US4309448A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-07-11 | 1987-01-10 | 1987-07-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-07-11 | 1991-01-10 | 1991-07-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-07-11 | 1995-01-10 | 1995-07-12 | $7700.00 | Window Closed / Lapsed |