Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K9/00—Medicinal preparations characterised by special physical form
  • A61K9/0012—Galenical forms characterised by the site of application
  • A61K9/0014—Skin, i.e. galenical aspects of topical compositions
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  • A61K31/33—Heterocyclic compounds
  • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
  • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
  • A61K31/47—Quinolines; Isoquinolines
  • A61K31/4704—2-Quinolinones, e.g. carbostyril
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  • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
  • A61K31/19—Carboxylic acids, e.g. valproic acid
  • A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
  • A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
  • A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
• • A—HUMAN NECESSITIES
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  • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
  • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
  • A61K31/47—Quinolines; Isoquinolines
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
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• • A—HUMAN NECESSITIES
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  • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
• • A—HUMAN NECESSITIES
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  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
  • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
  • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
  • A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
  • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
  • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
  • A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
• • A—HUMAN NECESSITIES
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  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
  • A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
• • 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
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/42—Amides
• • 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
  • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
  • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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  • A61K9/00—Medicinal preparations characterised by special physical form
  • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P17/00—Drugs for dermatological disorders
  • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
  • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
  • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
  • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
  • C07D207/24—Oxygen or sulfur atoms
  • C07D207/26—2-Pyrrolidones
  • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
  • C07D207/267—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
  • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
  • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
  • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
  • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
  • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
  • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
  • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
  • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
  • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
  • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
  • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
  • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
  • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
  • C07D471/04—Ortho-condensed systems
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
  • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
  • C07D493/04—Ortho-condensed systems
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

Definitions

• the present invention relates to methods of reducing the appearance of acne scarring on a person by applying or administering a small molecule chemical compound. Reducing the appearance of acne scarring is desirable for aesthetic purposes and cosmetic purposes, and methods and compositions to reduce the appearance of acne scarring would be commercially desirable to the cosmetic and pharmaceutical industries as well as to manufacturers of chemicals.
• Acne vulgaris is a non-life threatening condition that can cause localized discomfort and scarring, and can lead to psychological complications (e.g., reduced self-esteem, body-image distortion) and psychiatric complications (e.g., anxiety or depression) (Duru & Orsal, 2021;
• Acne vulgaris is a multi -factorial process that is generally understood to arise from over-secretion by the sebaceous glands in the skin which lead to clogged psilosebaceous follicles of the face (Duru & Orsal, 2021) or face, chest, upper arms, and back (Connolly et al., 2017).
• patients typically present with comedones (clogged follicles), papules (raised lesions), or postules (lesions filled with pus), and severe acne cases may present with nodules or cysts.
• Various treatment modalities for acne scars are known with varying degrees of success (Eitta et al., 2019; Hession et al., 2015).
• Eitta et al. (2019) “Post-acne scarring remains a common problem despite advances in the treatment of acne.”
• Acne scarring is subdivided into two different types of scarring hypertrophic scarring and atrophic scarring (Connolly et al., 2017; Hession et al., 2015).
• the most common form of acne scarring is atrophic scars where there is a net destruction of collagen in the dermis, while much less common is hypertrophic or keloid acne scars where there is a net gain of collagen (Connolly et al., 2017).
• the atrophic scars are further morphologically sub-divided into boxcar, icepick, or rolling scar types (Connolly et al., 2017; Hession et al., 2015).
• boxcar scars represent about 20-30 % of atrophic scars, and are wider “round-to-oval depressions with sharply demarcated vertical edges”, icepick scars are the most common (60-70%) and are narrow V-shaped epithelial tracts with sharp margins extending vertically to the deep dermis or subcutaneous tissue, while rolling scars represent about 15-25% of atrophic scars and causes an uneven skin surface that results in superficial shadowing and an undulating skin surface appearance.
• Treatments of atrophic scars include removing or damaging part of the skin, for example dermal abrasion to remove part of the epidermal (outer) layer of the skin or use of lasers to cause localized damage with the goal of stimulating dermal fibroblasts to replace the atrophied collagen and elastin by producing new material.
• Other treatment options include microneedling to induce new collagen deposition, subcission where a needle or other tool is used to injure a fibrous layer below the dermis and induce new collagen formation, and punch excision/elevation where a local area of atrophic scar is either removed and replaced with a graft or is cut and lifted to fill the atrophic scar depression at the skin surface and the void space is replaced by newly deposited collagen.
• individual atrophic acne scars can also be treated with fillers where a material is injected into the skin to help fill the atrophic scar site (Connolly et al., 2020).
• the present invention relates to formulations and methods of reducing or decreasing the appearance of atrophic scarring on a person by applying or administering a small molecule chemical compound.
• Acne and acne scarring are common problems, with atrophic scarring being the most common form of acne scarring. Reducing the appearance of atrophic acne scarring, or treatments to reduce atrophic acne scarring are desirable for cosmetic, aesthetic, and medical reasons.
• the present invention contemplates a method to reduce the appearance of acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL- kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5- hydroxy-L-kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH- kynurenine, 4-Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynuren
• the present invention contemplates a method to treat the appearance of acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL- kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5- hydroxy-L-kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH- kynurenine, 4-Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynuren
• the present invention contemplates a method to treat acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine,
• the present invention contemplates a method to reverse acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kyn
• the present invention contemplates a method to prevent acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kyn
• the present invention contemplates a method to conceal acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kyn
• the present invention contemplates a method to treat, reverse, conceal, or reduce the appearance of atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3 -hydroxy -L-kynurenine,
• the atrophic scarring is a presumed, likely, or confirmed sequelae of acne. In one embodiment, the atrophic scarring is a presumed or likely sequelae of acne vulgaris. In one embodiment, the atrophic scarring is a sequelae of acne vulgaris.
• the present invention contemplates a compound selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid, for use in the treatment of atrophic scarring.
• the atrophic scarring is atrophic acne scarring.
• the compound is kynurenic acid for use in the treatment of atrophic scarring.
• the compound is kynurenic acid for use in the treatment of atrophic acne scarring.
• kynurenic acid is a component of a composition formulated for topical administration for use in the treatment of atrophic scarring or atrophic acne scarring.
• the compound is kynurenine for use in the treatment of atrophic scarring.
• the compound is kynurenine for use in the treatment of atrophic acne scarring.
• the compound is a component of a composition formulated for injection and is administered by injection.
• the injection is administered as a subcutaneous, intradermal, or an intramuscular injection.
• the compound is a component of a composition formulated for oral delivery. In one embodiment the compound is an ingredient in a product intended for oral consumption.
• the compound is a component of a composition formulated for topical delivery. In one embodiment, the compound is a component of a composition formulated for topical application. In one embodiment the compound is an ingredient in a lotion, cream, gel, solution, or suspension intended for topical use. In one embodiment, the compound is 0.05 to 10% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, the compound is 0.05 to 6% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, the compound is 0.05 to 3% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, the compound is 0.1 to 1% by weight of the lotion, cream, gel, solution, or suspension.
• the compound is 0.1 to 0.5% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, the compound is 0.25 to 0.5% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, the compound is kynurenic acid. In one embodiment the compound is kynurenine. In one embodiment, kynurenic acid is 0.1 to 1% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, kynurenic acid is 0.1 to 0.5% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, kynurenic acid is 0.5% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, kynurenic acid is 0.25% by weight of the lotion, cream, gel, solution, or suspension. In one embodiment, kynurenic acid is 0.1% by weight of the lotion, cream, gel, solution, or suspension.
• the application, administration, or use of the compound is contemplated as once, twice, or thrice daily.
• Figure 1A is a photographic representation of a target facial skin area of a female subject in their mid-40s with treatment-resistant stable atrophic scarring from acne before application of topical kynurenic acid (0.5% by weight) cream.
• Figure IB is a photographic representation of the target facial skin area of the female subject of Figure 1 A after bidaily use of topical kynurenic acid (0.5% by weight) for 8 weeks.
• Figure IB shows significantly diminished appearance of atrophic scarring.
• the dashed black box in each image highlights the similar target area on the right cheek region in both images for comparison.
• treatment may refer to treatment of existing atrophic acne scarring, or alternately may refer to treatment which occurs before atrophic acne scarring in order to prevent the development or progression of scarring.
• the compounds described herein may be in isolation, or may be linked to or in combination with tracer compounds, liposomes, carbohydrate carriers, polymeric carriers or other agents or excipients as will be apparent to one of skill in the art.
• such compounds may comprise a medicament, wherein such compounds may be present in a pharmacologically effective amount.
• the compounds may be suitable for administration to a subject in need thereof, by virtue of the fact that the subject may benefit from prophylaxis or treatment of atrophic acne scarring.
• the compounds may also include tautomers or stereoisomers.
• KA or KynA may be used as abbreviations for kynurenic acid (CAS #492-27-3) and XA may be used as an abbreviation for xanthurenic acid (CAS #59-00-7).
• L- kynurenine (CAS #2922-83-0) may be represented herein as L-Kyn and D-kynurenine (CAS #13441-51-5) may be represented herein as D-Kyn.
• kynurenine includes L-Kyn, D-Kyn, and a racemic mixture of the two (and where the racemic mixture may be represented as DL-Kyn or DL-Kynurenine, CAS #343-65-7).
• Stereochemistry of other amino acids may similarly be indicated as D-, L-, or DL- to refer to the racemic mixture thereof.
• the term ‘medicament’ as used herein refers to a composition that may be administered to a patient or test subject and is capable of producing an effect in the patient or test subject.
• the effect may be chemical, biological or physical, and the patient or test subject may be human, or a non-human animal, such as a rodent or transgenic mouse, or a dog, cat, cow, sheep, horse, hamster, guinea pig, rabbit or pig.
• the medicament may be comprised of the effective chemical entity alone or in combination with a pharmaceutically acceptable excipient.
• compositions may include any and all solvents, dispersion media, coatings, antibacterial, antimicrobial or antifungal agents, isotonic and absorption delaying agents, and the like that are physiologically compatible.
• An excipient may be suitable for intravenous, intraperitoneal, intramuscular, subcutaneous, intrathecal, topical or oral administration.
• An excipient may include sterile aqueous solutions or dispersions for extemporaneous preparation of sterile injectable solutions or dispersion. Use of such media for preparation of medicaments is known in the art.
• Compounds or compositions according to some embodiments may be administered in any of a variety of known routes, or formulated for use in administration.
• methods that may be suitable for the administration of a compound include orally, intravenous, inhalation, intramuscular, subcutaneous, topical, intraperitoneal, intra-rectal or intra-vaginal suppository, sublingual, and the like.
• the compounds described herein may be administered as a sterile aqueous solution, or may be administered in a fat-soluble excipient, or in another solution, suspension, patch, tablet or paste format as is appropriate.
• Other methods known in the art for making formulations are found in, for example, “Remington’s Pharmaceutical Sciences”, (19 th edition), ed. A.
• an ‘effective amount’, a ‘therapeutically effective amount’, or a ‘pharmacologically effective amount’ of a medicament refers to an amount of a medicament present in such a concentration to result in a therapeutic level of drug delivered over the term that the drug is used.
• an “effective amount” means the quantity necessary to render the necessary result.
• an effective amount of a therapeutic is a level effective to treat, cure, or alleviate the symptoms of a disease for which the therapeutic agent is/are being administered. Methods of determining effective amounts are known in the art.
• Treatment of atrophic scars resulting from acne continues to be a challenge for dermatologists and treatment modalities are not standardized (Sitohang et al., 2021).
• Common treatments involve either stimulating the deposition of new collagen through techniques such as controlled injury to the tissue (e.g., microneedle, laser, chemical or mechanical dermal abrasion) or the addition of filler materials (Connolly et al., 2017; Hession et al., 2015; Patel et al., 2014).
• kynurenine and other kynurenine pathway metabolites have previously been described to treat fibroproliferative disorders, namely hypertrophic scarring and keloids (US9737523B2).
• Fibroproliferative disorders are marked by excessive accumulation of extracellular matrix, and kynurenines (including kynurenic acid) were shown to increase expression MMP-1 and MMP-3 enzymes in dermal fibroblasts (‘523 Figures 2 and 3, respectively) and downregulate collagen 1 and fibronectin expression by dermal fibroblasts (‘523 Figures 10 and 16, respectively).
• Topical application to skin tissue using a rabbit ear hypertrophic scarring model confirmed the dermal fibroblast results, showing that kynurenine decreased collagen and increased MMP-1 relative to controls (‘523, Figure 13).
• MMP-1 and MMP-3 upregulating known matrix degrading enzymes
• concomitant downregulation of collagen 1 as was shown in the ‘523 patent, effectively reverses hypertrophic scarring in an animal model and effectively reverses hypertrophic keloid scarring in skin of human subjects (BirchBioMed Inc., 2021).
• these data teach away from the use of kynurenines, including kynurenic acid, in treating atrophic scar
• Atrophic scarring is marked by a net loss (“atrophy”) of collagen and other matrix proteins while in contrast hypertrophic or keloid scarring represent the opposite with a net gain, typically excessive, (“hypertrophy”) of collagen and other matrix proteins.
• upregulating known matrix degrading enzymes i.e., MMP-1 and MMP-3 with concomitantly downregulating collagen 1 in skin, as was shown in the ‘523 patent, would accelerate a net loss of skin matrix and would be anticipated to potentiate local atrophy.
• a person skilled in the art would reasonably expect increasing catabolic enzymes (i.e., MMP-1 and MMP-3) and decreasing matrix anabolic proteins (collagen 1) would exacerbate atrophic scarring.
• the present invention contemplates a method to reducing the appearance of acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL- kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5- hydroxy-L-kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH- kynurenine, 4-Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynur
• the present invention contemplates a method to treat the appearance of acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL- kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5- hydroxy-L-kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH- kynurenine, 4-Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynuren
• the present invention contemplates a method to treat acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine, 5-hydroxy-DL-kynurenine, 5 -hydroxy -L-kynurenine, 5-hydroxy-D- kynurenine, N'-formyl-kynurenine, N- Acetyl-3 -OH-kynurenine, 4-Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL- kynurenine,
• the present invention contemplates a method to reverse acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5-hydroxy-DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N- Acetyl-3 -OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynuren
• the present invention contemplates a method to prevent acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5-hydroxy-DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine
• the present invention contemplates a method to conceal acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kyn
• the present invention contemplates a method to prevent acne scarring, atrophic acne scarring, or post-acne atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N-Acetyl-3-OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid.
• a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kyn
• the present invention contemplates a method to treat, reverse, conceal, or reduce the appearance of atrophic scarring comprising of administering or applying a small molecule compound wherein the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3 -hydroxy -L-kynurenine,
• the atrophic scarring is a presumed, likely, or confirmed sequelae of acne. In one embodiment, the atrophic scarring is a presumed or likely sequelae of acne vulgaris. In one embodiment, the atrophic scarring is a sequelae of acne vulgaris.
• the present invention contemplates a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3-hydroxy-DL-kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine, 5-hydroxy-DL-kynurenine, 5 -hydroxy -L-kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl- kynurenine, N- Acetyl-3 -OH-kynurenine, 4-Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid for the treatment of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine
• the present invention contemplates a small molecule compound wherein the compound is selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine, 3 -hydroxy -D-kynurenine,
• the present invention contemplates a compound selected from the group consisting of DL-kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3- hydroxy-L-kynurenine, 3 -hydroxy -D-kynurenine, 5 -hydroxy -DL-kynurenine, 5-hydroxy -L- kynurenine, 5 -hydroxy -D-kynurenine, N'-formyl-kynurenine, N- Acetyl-3 -OH-kynurenine, 4- Chloro-DL-kynurenine, Xanthurenic Acid, and Kynurenic Acid, for use in the treatment of atrophic scarring.
• the atrophic scarring is atrophic acne scarring.
• kynurenic acid for use in the treatment of atrophic scarring.
• the compound is kynurenic acid for use in the treatment of atrophic acne scarring.
• kynurenic acid is a component of a composition formulated for topical administration for use in the treatment of atrophic scarring or atrophic acne scarring.
• kynurenic acid is a component of a composition formulated for topical administration for use in the concealment of atrophic scarring or atrophic acne scarring.
• kynurenic acid is a component of a composition formulated for topical administration for use as a cosmetic treatment of atrophic scarring or atrophic acne scarring. In one embodiment, kynurenic acid is a component of a composition formulated for topical administration for use as a cosmetic product for reducing the appearance of atrophic scarring or atrophic acne scarring. In one embodiment, the compound is kynurenine for use in the treatment of atrophic scarring. In one embodiment, the compound is kynurenine for use in the treatment of atrophic acne scarring.
• the compound is a component of a composition formulated for injection and is administered by injection. In one embodiment the injection is administered as a subcutaneous, intradermal, or an intramuscular injection. [45] In one embodiment, the compound is a component of a composition formulated for oral delivery. In one embodiment the compound is an ingredient in a product intended for oral consumption.
• the compound is a component of a composition formulated for topical delivery. In one embodiment the compound is a component of a composition formulated for topical application. In one embodiment the compound is an ingredient in a lotion, cream, gel, solution, or suspension for topical use.
• the application, administration, or use of the compound is contemplated as one to five times per day. In some embodiments, the application, administration, or use of the compound is contemplated as once, twice, or thrice daily. In some embodiments, the application, administration, or use is contemplated as topical.
• the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine,
• the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine,
• the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine,
• compositions include a retinoid or retinoid-like compound (e.g., tretoin, adapalene, tazorotene), an antibiotic (e.g., clindamycin or erythromycin) and wherein the antibiotic may be further combined with benzoyl peroxide, azelaic acid or salicylic acid.
• a retinoid or retinoid-like compound e.g., tretoin, adapalene, tazorotene
• an antibiotic e.g., clindamycin or erythromycin
• the compound is selected from the group consisting of DL- kynurenine, L-kynurenine, D-kynurenine, 3 -hydroxy -DL-kynurenine, 3 -hydroxy -L-kynurenine,
• Non-limiting examples of said non-prescription drugs include salicylic acid, benzoyl peroxide, allantoin, cocoa butter, dimethicone, glycerin, petrolatum, live yeast cell derivative (LYCD), zinc stearate, zinc acetate, zinc carbonate, zinc oxide, mineral oil, resorcinol, Peruvian balsalm, shark liver oil, and tannic acid.
• the compound is kynurenic acid and is between 0.1% and 1% by weight of a composition for topical use or topical application. In one embodiment, the compound is kynurenic acid and is 0.25% to 0.5% by weight of a composition for topical use or topical application. In one embodiment, the compound is kynurenic acid at 0.5% by weight of a composition for topical use or topical application. In one embodiment, the compound is kynurenic acid and is 0.5% of a lotion. In one embodiment, the compound is kynurenic acid and is 0.5% of a cream.
• the compound is kynurenic acid and is 0.1% to 2% by weight of a composition for topical application or topical use for use in reducing the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring. In one embodiment, the compound is kynurenic acid and is 0.1% to 2% by weight of a composition for use as a cosmetic product to reduce the appearance of atrophic scarring, atrophic acne scarring, or post acne atrophic scarring.
• the present invention contemplates the use of kynurenic acid in the manufacture of a cosmetic or drug product to reduce the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• the present invention contemplates a topical formulation containing a trace to 2% by weight of kynurenine, kynurenic acid, or xanthurenic acid; and the use of said formulation for reducing the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• the present invention contemplates a topical formulation containing trace to 2% by weight of kynurenine, kynurenic acid, or xanthurenic acid; and said formulation for use in reducing the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• the present invention contemplates a topical formulation containing 0.1 to 0.75% by weight of kynurenine, kynurenic acid, or xanthurenic acid; and said formulation for use in reducing the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• the present invention contemplates a topical formulation containing 0.25 to 0.5% by weight of kynurenine, kynurenic acid, or xanthurenic acid; and said formulation for use in reducing the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• the present invention contemplates a topical formulation containing 0.1 to 0.75% by weight of kynurenic acid; and said formulation for use in reducing the appearance of atrophic scarring, atrophic acne scarring, or post-acne atrophic scarring.
• a topical cream was made as follows, kynurenic acid was solubilized in a phosphate buffered solution of 1 M NaOH and the pH was then adjusted to 5.5 at room temperature, this KynA solution was then added with steady mixing to a dermatological compounding base (Glaxal BaseTM, WellSpring, Ont., Canada) and adjusted to a pH of 6 before packaging in poly bottles. Topical cream was made at 0.15%, 0.25%, 0.4%, and 0.5% kynurenic acid by weight (Papp et ah, 2018).
• a 0.5% kynurenic acid by weight moisturizing cream was made by combining water, petrolatum, cetearyl alcohol, light mineral oil, ceteareth-20, TroyCareTM EPP37, sodium dihydrogen phosphate dihydrate, kynurenic acid, sodium hydroxide, hydrochloric acid, sodium chloride, and disodium hydrogen phosphate dihydrate.
• a 0.25% by weight kynurenic acid moisturizing cream was made by combining the same ingredients (water, petrolatum, cetearyl alcohol, light mineral oil, ceteareth-20, TroyCareTM EPP37, sodium dihydrogen phosphate dihydrate, kynurenic acid, sodium hydroxide, hydrochloric acid, sodium chloride, and disodium hydrogen phosphate dihydrate), wherein the amount of kynurenic acid was reduced to 0.25% of the final weight of the product.
• Initial dermatological healing can be followed by visual inspection of the site.
• the subject reported a significant reduction in their perceived appearance of the atrophic acne scarring starting as early as approximately 2 weeks.
• the subject also reported that they received unsolicited feedback from others that the subject’s appearance of acne [atrophic scarring] was markedly less apparent.
• An illustrative image of the “before” and “during use” is shown as Figure 1.
• the subject also reported that others had also remarked that the user’s atrophic acne scars were less visible or less noticeable.
• Topical kynurenine cream at 0.05% by weight has been described in literature for use in treating hypertrophic scarring in vivo (Li et al., 2014; Poormasjedi-Meibod et ah, 2014), and methods of cream manufacture and topical application are incorporated by reference.
• BirchBioMed Inc. Announces Positive Topline Data from Phase 2 Study of FS2 for Treatment of Keloid Scars [Press release]. Retrieved from https://www.prnewswire.com/news-releases/birchbiomed-inc-announces-positive-topline-data- from- phase-2-study-of-fs2-for-treatment-of-keloid-scars-301213375.html.
• Kynurenine increases matrix metalloproteinase- 1 and-3 expression in cultured dermal fibroblasts and improves scarring in vivo. Journal of Investigative Dermatology, 134(3), 643-650.

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