Skeletal System Drugs

Drug Name IUPAC Name Classification (KD Tripathi) Drug Application Receptors Dosage Form Route of Administration Adverse Reactions Appearance Solubility pKa Value Functional Groups
Alendronate (4-amino-1-hydroxybutylidene)bisphosphonic acid Bisphosphonate
Subclass: Nitrogen-containing bisphosphonate
Osteoporosis treatment and prevention Binds to bone mineral (hydroxyapatite) Tablet (5 mg, 10 mg, 35 mg, 70 mg)
Oral solution (70 mg/75 mL)
Oral Esophageal irritation, osteonecrosis of the jaw White crystalline powder Slightly soluble in water, practically insoluble in organic solvents pKa1 = 2.22, pKa2 = 8.73 Phosphonate, amine
Teriparatide Recombinant human parathyroid hormone (1-34) Parathyroid hormone analog
Subclass: Anabolic agent
Osteoporosis treatment Parathyroid hormone receptor (PTHR) Solution for injection (250 µg/mL, 2.4 mL pen) Subcutaneous injection Nausea, leg cramps, dizziness Clear, colorless liquid Soluble in water N/A (peptide) Peptide bonds, amino acids
Denosumab Monoclonal antibody against RANKL Monoclonal antibody
Subclass: RANKL inhibitor
Osteoporosis treatment, prevention of skeletal-related events in bone metastases RANK ligand (RANKL) Solution for injection (60 mg/mL, 120 mg/1.7 mL) Subcutaneous injection Hypocalcemia, osteonecrosis of the jaw Clear, colorless to slightly yellow solution N/A (protein) N/A (protein) Peptide bonds, disulfide bonds
Calcitonin 32-amino-acid polypeptide hormone Peptide hormone
Subclass: Calcium-regulating hormone
Paget's disease, hypercalcemia, osteoporosis Calcitonin receptor Nasal spray (200 IU/actuation)
Solution for injection (200 IU/mL)
Intranasal, subcutaneous, intramuscular Rhinitis, epistaxis, nausea White to off-white powder (lyophilized) Soluble in water N/A (peptide) Peptide bonds, disulfide bond
Strontium ranelate Distrontium 5-[bis(carboxymethyl)amino]-4-cyano-3-(methoxycarbo nyl)thiophene-2-carboxylate Dual action bone agent
Subclass: Strontium salt
Osteoporosis treatment Calcium-sensing receptor (CaSR) Granules for oral suspension (2 g sachets) Oral Nausea, diarrhea, venous thromboembolism Pale yellow granules Sparingly soluble in water pKa1 = 2.6, pKa2 = 3.3 Carboxylate, nitrile, ether
Risedronate 3-pyridinylcarbonyl)-1-hydroxy-1-(hydroxymethyl)ethylidene diphosphonic acid Bisphosphonate
Subclass: Nitrogen-containing bisphosphonate
Osteoporosis treatment Binds to bone mineral (hydroxyapatite) Tablet (5 mg, 30 mg, 35 mg, 150 mg) Oral Gastrointestinal issues, headache White crystalline powder Slightly soluble in water pKa1 = 2.3, pKa2 = 8.8 Phosphonate, amine
Zoledronic Acid (3-hydroxy-2-(imidazo[1,2-b]pyridazin-3-yl)propyl)phosphonic acid Bisphosphonate
Subclass: Nitrogen-containing bisphosphonate
Osteoporosis treatment, bone metastasis Binds to bone mineral (hydroxyapatite) Solution for injection (4 mg/5 mL) Intravenous Flu-like symptoms, renal impairment White powder Very slightly soluble in water pKa1 = 2.0, pKa2 = 8.2 Phosphonate
Raloxifene (±)-6-hydroxy-2-(4-hydroxyphenyl)-3-phenyl-3H-1-benzopyran-4-one Selective estrogen receptor modulator (SERM)
Subclass: Estrogen agonist/antagonist
Prevention and treatment of osteoporosis Estrogen receptors Tablet (60 mg) Oral Hot flashes, leg cramps White to off-white powder Soluble in organic solvents, insoluble in water pKa = 9.5 Phenol, ketone
Vitamin D3 (Cholecalciferol) 9,10-secocholesterol Vitamin
Subclass: Fat-soluble vitamin
Calcium and phosphorus metabolism Vitamin D receptors (VDR) Capsule (400 IU, 1000 IU) Oral Hypercalcemia, hyperphosphatemia White crystalline powder Slightly soluble in water, soluble in fats pKa = 5.3 Alcohol, steroid
Calcium Carbonate CaCO3 Mineral supplement
Subclass: Calcium supplement
Prevention and treatment of calcium deficiency Calcium-sensing receptors (CaSR) Tablet (500 mg, 600 mg) Oral Constipation, flatulence White crystalline powder Insoluble in water pKa1 = 9.5 Carbonate
Calcium Citrate Calcium 2-hydroxypropane-1,2,3-tricarboxylate Mineral supplement
Subclass: Calcium supplement
Prevention and treatment of calcium deficiency Calcium-sensing receptors (CaSR) Tablet (200 mg, 250 mg) Oral Gastrointestinal upset White crystalline powder Soluble in water pKa1 = 3.1 Carboxylic acid
Omega-3 Fatty Acids Eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA) Fatty acids
Subclass: Nutritional supplement
Support bone health, anti-inflammatory Unknown Softgel capsule (1000 mg) Oral Fishy aftertaste, gastrointestinal upset Clear to pale yellow liquid Insoluble in water N/A Fatty acid
Bisphosphonate (Ibandronate) (3-(pyridin-1-yloxy)propyl)bisphosphonic acid Bisphosphonate
Subclass: Nitrogen-containing bisphosphonate
Osteoporosis treatment Binds to bone mineral (hydroxyapatite) Tablet (150 mg)
Injection (3 mg/3 mL)
Oral, intravenous Esophageal irritation, abdominal pain White crystalline powder Slightly soluble in water pKa1 = 2.5, pKa2 = 8.5 Phosphonate, amine
Bisphosphonate (Pamidronate) 3-amino-1-hydroxypropylidene-1,1-bisphosphonic acid Bisphosphonate
Subclass: Nitrogen-containing bisphosphonate
Osteoporosis treatment, Paget's disease Binds to bone mineral (hydroxyapatite) Solution for injection (30 mg/5 mL) Intravenous Flu-like symptoms, renal toxicity White to off-white powder Very slightly soluble in water pKa1 = 2.1, pKa2 = 8.9 Phosphonate, amine
Sevelamer Polymer of (N,N-dimethyl-2-acrylamide) and (acrylic acid) Phosphate binder
Subclass: Polymer
Control of hyperphosphatemia Calcium-sensing receptors (CaSR) Tablet (800 mg) Oral Nausea, vomiting, diarrhea White to off-white powder Insoluble in water N/A Polymer
Vitamin K2 (Menaquinone) Various isomers of 2-methyl-3-phytyl-1,4-naphthoquinone Vitamin
Subclass: Fat-soluble vitamin
Bone health, blood clotting Vitamin K receptors Capsule (100 mcg) Oral Allergic reactions (rare) Yellow to brown oil Insoluble in water, soluble in fats N/A Quinone
Teriparatide (rDNA origin) Recombinant human parathyroid hormone (1-34) Parathyroid hormone analog
Subclass: Anabolic agent
Osteoporosis treatment Parathyroid hormone receptor (PTHR) Solution for injection (600 µg/mL, 2.4 mL pen) Subcutaneous injection Nausea, headache, dizziness Clear, colorless liquid Soluble in water N/A (peptide) Peptide bonds, amino acids
Parathyroid Hormone Recombinant human parathyroid hormone Peptide hormone
Subclass: Calcium-regulating hormone
Bone density increase, osteoporosis Parathyroid hormone receptor Injection (20 µg/mL) Subcutaneous injection Injection site reactions, headache White powder (lyophilized) Soluble in water N/A (peptide) Peptide bonds
Biphosphonate (Tiludronate) 1-hydroxy-1-(pyridin-2-yl)ethane-1,1-diphosphonic acid Bisphosphonate
Subclass: Nitrogen-containing bisphosphonate
Paget's disease Binds to bone mineral (hydroxyapatite) Tablet (200 mg) Oral Gastrointestinal discomfort, headache White crystalline powder Slightly soluble in water pKa1 = 2.1, pKa2 = 8.5 Phosphonate

References

  1. Tripathi, K. D. (2013). Essentials of Medical Pharmacology. 7th ed. New Delhi: Jaypee Brothers Medical Publishers.
  2. Brunton, L. L., Hilal-Dandan, R., & Knollmann, B. C. (2017). Goodman & Gilman's: The Pharmacological Basis of Therapeutics. 13th ed. New York: McGraw-Hill Education.
  3. DrugBank Online. (2021). Drug & Drug Target Database. [online] Available at: https://go.drugbank.com/ [Accessed 10 Sep. 2024].
  4. National Center for Biotechnology Information. PubChem Database. [online] Available at: https://pubchem.ncbi.nlm.nih.gov/ [Accessed 10 Sep. 2024].
  5. European Medicines Agency. (2021). European public assessment reports. [online] Available at: https://www.ema.europa.eu/en/medicines [Accessed 10 Sep. 2024].