Amino- or ammonium-containing sulfonic acid, phosphonic acid and carboxylic acid derivatives and their medical use

A method of treating or ameliorating an inflammatory, autoimmune and/or allergic disorder, the method comprising the administration of a compound of formula 1

• wherein:
• R1 is a C10-20 hydrocarbon group;
• R2 is a C1-4 alkyl group, and R3 is —H, a C1-4 alkyl group or R3 is absent;
• or
• R2 and R3 are mutually linked to form a pyrrolidine ring, a piperidine ring or an azepane ring together with the nitrogen atom X to which they are attached, wherein said pyrrolidine ring, said piperidine ring or said azepane ring is optionally substituted with one or more groups independently selected from —OH, —O(C1-3 alkyl), —O—C(O)—(C1-3 alkyl), C1-3 alkyl, —C(O)—(C1-3 alkyl), —C(O)—NH2, —C(O)—NH(C1-3 alkyl), —C(O)—N(C1-3 alkyl)(C1-3 alkyl), —NH2, —NH(C1-3 alkyl), —N(C1-3 alkyl)(C1-3 alkyl), —NH—C(O)—(C1-3 alkyl), —N(C1-3 alkyl)-C(O)—(C1-3 alkyl), —NH—C(O)—O(C1-3 alkyl), or —N(C1-3 alkyl)-C(O)—O(C1-3 alkyl);
• R4 is a C1-6 alkylene group;
• R5 is —SO3−, —SO3H, —PO3H−, —PO32−, —PO3H2, —PO2(OC1-3 alkyl)−, —PO2H(OC1-3 alkyl), —PO(OC1-3 alkyl)2, —CO2−, or —CO2(C1-3 alkyl);
• and
• X is N+ or, if R3 is absent, X is N;
• or a pharmaceutically acceptable salt, solvate or prodrug thereof to a subject in need of such a treatment or amelioration,
• wherein the compound of formula 1 treats or ameliorates the inflammatory, autoimmune and/or allergic disorder, and
• wherein said inflammatory, autoimmune and/or allergic disorder is selected from:
• psoriasis, atopic dermatitis (atopic eczema), contact dermatitis, xerotic eczema, seborrheic dermatitis, neurodermitis, dyshidrosis, discoid eczema, venous eczema, dermatitis herpetiformis (Duhring's Disease), autoeczematization, dermatomyositis, hyper-IgE (Buckley) syndrome, Wiskott-Aldrich syndrome, anaphylaxis, food allergy, allergic reactions to venomous stings, acute urticarias, chronic urticarias, physical urticarias, aquagenic urticaria, cholinergic urticaria, cold urticaria (chronic cold urticaria), delayed pressure urticaria, dermatographic urticaria, heat urticaria, solar urticaria, vibration urticaria, adrenergic urticaria, urticaria angioedema, inflammatory bowel disease, Crohn's disease, ulcerative colitis, collagenous colitis, lymphocytic colitis, diversion colitis (diverticulitis), Behcet's syndrome, indeterminate colitis, celiac disease, irritable bowel syndrome, post-operative ileus, eosinophilic gastroenteropathy, gastritis, chronic allergic rhinitis, seasonal allergic rhinitis (hay-fever), allergic conjunctivitis, chemical conjunctivitis, neonatal conjunctivitis, Sjögren syndrome, open-angle glaucoma, dry eye disease, diabetic macular edema, chronic obstructive pulmonary disease (COPD), allergic asthma, allergic bronchopulmonary aspergillosis, hypersensitivity pneumonitis, lung fibrosis, rheumatoid arthritis, juvenile rheumatoid arthritis, ankylosing spondylitis, systemic lupus erythematosus (SLE), scleroderma, reactive arthritis, polymyalgia rheumatica, Guillain-Barre syndrome, Hashimoto's thyroiditis, Grave's disease, temporal arteritis, liver disease, primary biliary cirrhosis, sclerosing cholangitis, autoimmune hepatitis multiple sclerosis, or alopecia areata.