US3296077A - Pilomotor shaving compositions and method of using same - Google Patents

Pilomotor shaving compositions and method of using same Download PDF

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Publication number
US3296077A
US3296077A US213609A US21360962A US3296077A US 3296077 A US3296077 A US 3296077A US 213609 A US213609 A US 213609A US 21360962 A US21360962 A US 21360962A US 3296077 A US3296077 A US 3296077A
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US
United States
Prior art keywords
shaving
pilomotor
compositions
formula
composition
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Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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US213609A
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English (en)
Inventor
Berg Alex
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CH Boehringer Sohn AG and Co KG
Boehringer Ingelheim GmbH
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CH Boehringer Sohn AG and Co KG
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Application filed by CH Boehringer Sohn AG and Co KG filed Critical CH Boehringer Sohn AG and Co KG
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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00—Preparations for removing hair or for aiding hair removal
    • A61Q9/02—Shaving preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/70—Biological properties of the composition as a whole

Definitions

  • This invention relates to shaving compositions, and especially to improved shaving compositions adapted for use in conjunction with blade razors as well as electric razors.
  • the present invention relates to shaving compositions, such as shaving soaps, shaving sticks, brush-type shaving creams, brushless shaving creams, aerosol shaving foams, pre-shave lotions and pre-shave creams, which are composed of the customary ingredients for such compositions and, in addition, contain a compound which is stable under acid as well as alkaline conditions and produces a temporary pilomotor eifect upon the hairs of the facial beard.
  • shaving compositions such as shaving soaps, shaving sticks, brush-type shaving creams, brushless shaving creams, aerosol shaving foams, pre-shave lotions and pre-shave creams, which are composed of the customary ingredients for such compositions and, in addition, contain a compound which is stable under acid as well as alkaline conditions and produces a temporary pilomotor eifect upon the hairs of the facial beard.
  • compositions comprising an ingredient which produces a pilometer eitect on the facial beard are well known.
  • theconcept of such compositions has heretofore been capable of application exclusively to pre-shave lotions adapted for use prior to shaving with electric dryshavers.
  • the pilomotor action of such pre-shave lotions is caused by the fact that the arrectus pilorum (hair follicle muscle) is contracted upon contact with the lotion and remains contracted for a period of time suflicient to last through the shaving operation or a little longer. This contraction of the arrectus pilorum causes the hair stubble to be pushed further above the skin surface line by about 0.2-0.3 mm., so that the beard hair can be cut in this position by the electric razor.
  • Another object of the present invention is to provide a stable ingredient having a pilomotor effect for shaving compositions, such as shaving soaps and creams of the brush or brushless type as well as electric p-re-shave lotions and creams.
  • Z-amino-imidazoline compounds of the formula N x-avnf HN (I) wherein X is selected from the group consisting of naphthyl, tetrahydronaphthyl and substituents of a formula wherein R and R are selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, aryl and aryloxy, and their dermatologically acceptable, non-toxic acid addition salts produce excellent pilomotor effects and are stable under acid, neutral as well as alkaline conditions, and that the above objects and advantages may be achieved by incorporating compounds of the Formula I or their non-toxic acid addition salts into customary shaving compositions, such as shaving soaps and creams of the brush, brushless or aerosol foam type or electric pre-shave lotions and creams.
  • customary shaving compositions such as shaving soaps and creams of the brush, brushless or aerosol foam type or electric pre-shave lotions and creams.
  • customary shaving compositions I mean electric pre-shave and blade razor shaving compositions which are described in Cosmetics, Science and Technology, edited by Edward Sagarin, Inte-rscience Publishers, Inc., New York (1957). However, it should be understood that my invention may be practiced in conjunction with any shaving composition, regardless of whether the composition is acid, neutral or alkaline in character.
  • the compounds of the Formula I or their non-toxic acid addition salts are advantageously added to and blended into customary shaving compositions in amounts of 0.01 to 10%, preferably 0.1 to 1%, by weight based on the total weight of the shaving composition.
  • Shaving compositions thus modified with the 2-aminoimid'azoline compounds of the Formula I or their nontoxic acid addition salts have the advantage of being completely stable even over long periods of storage.
  • the imidazoline derivative component imparts to such compositions pilomotor properties in addition to the other properties.
  • the pilomotor eifect of shaving compositions modified in accordance with the present invention is characterized by an extraordinary rapid onset and satisfactory duration throughout the shaving operation.
  • the Z-arnino-imidazoline compounds of the Formula I above and their non-toxic acid addition salts are known compounds and may be prepared by well known methods, such as by reacting a Z-alkyl-mercapto-imidazoline with an amine of the formula X-L-NHZ wherein X has the meanings defined above in connection with Formula I.
  • the sole exception is 2-(l,2',3',4'- tetrahydronaphthyl-l')-amino-imidazoline and its nontoxic acid addition salts.
  • aqueous alcoholic solutions presents no difiiculty of any kind.
  • Soaps and creams are advantageously modified with a solution promoter, such as glycerin or other glycols.
  • Example I.Pre-shave lotion The pre-shave lotion is compounded in the usual manner from the following ingredients:
  • Example lI.Shaving soap in cream form The shaving soap cream is compounded in the usual manner from the following ingredients:
  • Example III -Shaving soap
  • the shaving soap is compounded in the usual manner from the following ingredients:
  • Example I V.Pre-shave cream
  • the pre-shave cream is compounded in the usual man-
  • the mildly alkaline wet-shave compositions illustrated above containing the compounds of the Formula I as the active pilomotor ingredient are stable over extended periods of time and exhibit excellent pilomotor effects.
  • the quantity of pilomotor ingredient in these compositions may be varied within the percentage limits set forth above to meet particular requirements.
  • the active pilomotor ingredient according to the present invention may be incorporated into other shaving compositions with equal success.
  • the particular compounds illustrated may be replaced by any of the other compounds embraced by Formula I above or their nontoxic, dermatologically acceptable acid addition salts. Examples of such acid addition salts are the hydrobromide, hydroiodide, sulfate, nitrate, succinate, maleate, tartrate, citrate and the like.
  • An alkaline shaving composition having uniformly dispersed therethrough 0.01 to 10% 'by weight of the composition a pilomotor acting compound selected from the group consisting of 2-amino-imidazolines of the for-.
  • X is selected from the group consisting of naphthyl, tetrahydronaphthyl and a radical of the formula wherein R and R are selected from the group consisting of hydrogen and halogen and their non-toxic, dermatologically-acceptable acid addition salts.
  • An alkaline shaving composition having uniformly dispersed therethrough 0.01 to 10% by weight of the composition of Z-benzylamino-imidazoline hydrochloride which imparts a pilomotor effect.
  • An alkaline shaving composition having uniformly dispersed therethrough 0.01 to 10% by weight of the composition of 2(l-naphthylamino)-imidazoline which im-.
  • An alkaline shaving composition having uniformly dispersed therethrough 0.01 to 10% by weight of the composition 2 (1 tetrahydronaphthylamino) imidazoline which imparts a pilomotor effect.
  • An alkaline shaving composition having uniformly dispersed therethrough 0.01 to 10% by weight of the composition of 2-(p-chlorobenzylamino)-imidazoline hydrochloride which imparts a pilomotor elfect.
  • a method of producing a pilomotor effect on the skin which comprises applying to the skin a compound selected from the group consisting of Z-amino-imidazolines of the formula N x-Nnhf 1 EN...
  • X is selected from the group consisting of naphthyl, tetrahydronaphthyl and a radical of the formula wherein R and R are selected from the group consisting of hydrogen and halogen and their non-toxic, dermatologically-acceptable acid addition salts.
  • a method of producing a pilomotor efiect on the skin which comprises applying to the skin an alkaline shaving composition having dispersed therethrough 0.01 to 10% by weight of the composition of a compound selected from the group consisting of 2-amino-imidazolines of the formula N XNH-( W HN wherein X is selected from the group consisting of naphthyl, tetrahydronaphthyl and a radical of the formula wherein R and R are selected from the group consisting of hydrogen and halogen and their non-toxic, dermatologically-acceptable acid addition salts.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
US213609A 1961-08-04 1962-07-31 Pilomotor shaving compositions and method of using same Expired - Lifetime US3296077A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DET20557A DE1147712B (de) 1961-08-04 1961-08-04 Rasierpraeparate mit pilomotorischer Wirksamkeit

Publications (1)

Publication Number Publication Date
US3296077A true US3296077A (en) 1967-01-03

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ID=7549753

Family Applications (1)

Application Number Title Priority Date Filing Date
US213609A Expired - Lifetime US3296077A (en) 1961-08-04 1962-07-31 Pilomotor shaving compositions and method of using same

Country Status (5)

Country Link
US (1) US3296077A (de)
CH (1) CH416946A (de)
DE (1) DE1147712B (de)
FI (1) FI41059B (de)
GB (1) GB943943A (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4036972A (en) * 1973-02-23 1977-07-19 Boehringer Ingelheim Gmbh 2-(N-thienylmethyl-phenylamino)-imidazolines-(2) and salts thereof
US4125620A (en) * 1974-10-01 1978-11-14 Boehringer Ingelheim Gmbh 2-[(2',6'-Disubstituted-phenyl)-imino]-imidazolidines and salts thereof
US4853216A (en) * 1987-04-02 1989-08-01 Bristol-Myers Company Process and composition for the topical application of alpha1 adrenergic agonist for pilomotor effects
US5688497A (en) * 1996-09-04 1997-11-18 Warner-Lambert Company Shaving aid with physiological cooling effect
US20150224080A1 (en) * 2008-06-09 2015-08-13 Allergan, Inc. Methods of treating alpha adrenergic mediated conditions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4046874A (en) * 1974-02-13 1977-09-06 Mead Johnson & Company Soapless shave composition

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1032482B (de) * 1956-12-22 1958-06-19 Thomae Gmbh Dr K Hautvorbehandlungsmittel fuer die Rasur, insbesondere fuer die Elektrorasur

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1032482B (de) * 1956-12-22 1958-06-19 Thomae Gmbh Dr K Hautvorbehandlungsmittel fuer die Rasur, insbesondere fuer die Elektrorasur

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4036972A (en) * 1973-02-23 1977-07-19 Boehringer Ingelheim Gmbh 2-(N-thienylmethyl-phenylamino)-imidazolines-(2) and salts thereof
US4125620A (en) * 1974-10-01 1978-11-14 Boehringer Ingelheim Gmbh 2-[(2',6'-Disubstituted-phenyl)-imino]-imidazolidines and salts thereof
US4853216A (en) * 1987-04-02 1989-08-01 Bristol-Myers Company Process and composition for the topical application of alpha1 adrenergic agonist for pilomotor effects
US5688497A (en) * 1996-09-04 1997-11-18 Warner-Lambert Company Shaving aid with physiological cooling effect
US20150224080A1 (en) * 2008-06-09 2015-08-13 Allergan, Inc. Methods of treating alpha adrenergic mediated conditions
US9623006B2 (en) * 2008-06-09 2017-04-18 Allergan, Inc. Methods of treating α adrenergic mediated conditions
US9849113B2 (en) 2008-06-09 2017-12-26 Allergan, Inc. Methods of treating α adrenergic mediated conditions

Also Published As

Publication number Publication date
GB943943A (en) 1963-12-11
CH416946A (de) 1966-07-15
DE1147712B (de) 1963-04-25
FI41059B (de) 1969-04-30

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