Chemistry:Dihydropyridine calcium channel blockers

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Short description: A class of medication used to treat high blood pressure

Dihydropyridine calcium channel blockers are derivatives of 1,4-dihydropyridine that are used as L-type calcium channel blockers.[1] They are used in the treatment of hypertension.[2]

Compared with certain other L-type calcium channel blockers (for example those of the phenylalkylamine class such as verapamil) that have significant action at the heart, the dihydropyridine calcium channel blockers lower blood pressure mainly by relaxing the smooth muscle of the blood vessel walls.[3]

Class members

Dihydropyridine class L-type calcium channel blockers include, in alphabetical order (brand names vary in different countries):

Name Image Brand name Citations
Amlodipine
Amlodipine.svg
Norvasc, Istin, Normodipine, Tenox, Cordi Cor [4]
Aranidipine
Aranidipine.svg
Sapresta (サプレスタ) [5]
Azelnidipine
Azelnidipine structure.svg
CalBlock (カルブロック) [6]
Barnidipine
Barnidipine structure.svg
Vasexten, Libradin, Cyress, HypoCa [7]
Benidipine
Benidipine structure.svg
Coniel [8]
Cilnidipine
Cilnidipine.svg
Atelec (アテレック), Cilacar, Cinalong, Siscard [9]
Clevidipine
Clevidipine structure.svg
Cleviprex [10]
Cronidipine
Cronidipine.svg
[11]
Darodipine
Darodipine structure.svg
[12]
Dexniguldipine
Dexniguldipine.svg
[13]
Efonidipine
Efonidipine structure.svg
Landel (ランデル) [14]
Elgodipine
Elgodipine.svg
[15]
Elnadipine
Elnadipine.svg
[16]
Felodipine
Felodipine structure.svg
Renedil, Plendil [17]
Flordipine
Flordipine.svg
[18]
Furnidipine
Furnidipine.svg
[19]
Iganidipine
Iganidipine.svg
[20]
Isradipine
Isradipine.svg
DynaCirc CR [21]
Lacidipine
Lacidipine structure.svg
Lacipil, Motens, Sakure
Lemildipine
Lemildipine.svg
Lercanidipine
Lercanidipine.svg
Zanidip, Zanidip-Recordati
Levamlodipine
Levamlodipine.svg
EsCordi Cor
Levniguldipine
Levniguldipine.svg
Manidipine
Manidipine.svg
Manyper, Caslot, Madipine
Nicardipine
Nicardipine.svg
Cardene, Cardene SR
Nifedipine
Nifedipine.svg
Adalat, Nifedical, Procardia, Corinfar, Cordaflex
Niguldipine
Niguldipine structure.svg
Niludipine
Niludipine.svg
Nilvadipine
Nilvadipine structure.svg
Nivadil
Nimodipine
Nimodipine structure.svg
Nimotop
Nisoldipine
Nisoldipine structure.svg
Sular, Baymycard, Syscor
Nitrendipine
Nitrendipine.svg
Baypress, Cardif, Nitrepin, Baylotensin
Olradipine
Olradipine.svg
Oxodipine
Oxodipine structure.svg
Palonidipine
Palonidipine.svg
Pranidipine
Pranidipine structure.svg
Acalas
Ryodipine
Ryodipine structure.svg
Sagandipine
Sagandipine.svg
Sornidipine
Sornidipine.svg
Teludipine
Teludipine.svg
Tiamdipine
Tiamdipine.svg
Trombodipine
Trombodipine.svg
Vatanidipine
Vatanidipine.svg

The pharmaceutical drug finerenone is also a dihydrophyridine derivative, but does not act as a calcium channel blocker but as an antimineralocorticoid.[22]

See also

References

  1. Bladen, Chris; Gündüz, Miyase Gözde; Şimşek, Rahime; Şafak, Cihat; Zamponi, Gerald W. (2014-10-23). "Synthesis and evaluation of 1,4-dihydropyridine derivatives with calcium channel blocking activity". Pflügers Archiv: European Journal of Physiology 466 (7): 1355–1363. doi:10.1007/s00424-013-1376-z. ISSN 1432-2013. PMID 24149495. https://pubmed.ncbi.nlm.nih.gov/24149495/. 
  2. Xu, Lei; Li, Dan; Tao, Li; Yang, Yanling; Li, Youyong; Hou, Tingjun (2016). "Binding mechanisms of 1,4-dihydropyridine derivatives to L-type calcium channel Cav1.2: a molecular modeling study". Molecular BioSystems 12 (2): 379–390. doi:10.1039/c5mb00781j. ISSN 1742-2051. PMID 26673131. https://pubmed.ncbi.nlm.nih.gov/26673131/. 
  3. Frishman, William H. (2007). "Calcium channel blockers: differences between subclasses". American Journal of Cardiovascular Drugs: Drugs, Devices, and Other Interventions 7 (Suppl 1): 17–23. doi:10.2165/00129784-200707001-00003. ISSN 1175-3277. PMID 19845073. https://pubmed.ncbi.nlm.nih.gov/19845073/. 
  4. Bulsara, Kishen G.; Cassagnol, Manouchkathe (2022), "Amlodipine", StatPearls (Treasure Island (FL): StatPearls Publishing), PMID 30137793, http://www.ncbi.nlm.nih.gov/books/NBK519508/, retrieved 2023-01-05 
  5. Okumura, K.; Ichihara, K.; Nagasaka, M. (1997). "Effects of aranidipine, a novel calcium channel blocker, on mechanical responses of the isolated rat portal vein: comparison with typical calcium channel blockers and potassium channel openers". Journal of Cardiovascular Pharmacology 29 (2): 209–215. doi:10.1097/00005344-199702000-00009. ISSN 0160-2446. PMID 9057070. 
  6. Wellington, Keri; Scott, Lesley J. (2003). "Azelnidipine". Drugs 63 (23): 2613–2621; discussion 2623–2624. doi:10.2165/00003495-200363230-00004. ISSN 0012-6667. PMID 14636080. https://pubmed.ncbi.nlm.nih.gov/14636080/. 
  7. Malhotra, H. S.; Plosker, G. L. (2001). "Barnidipine". Drugs 61 (7): 989–996; discussion 997–998. doi:10.2165/00003495-200161070-00007. ISSN 0012-6667. PMID 11434453. https://pubmed.ncbi.nlm.nih.gov/11434453/. 
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  10. Deeks, Emma D.; Keating, Gillian M.; Keam, Susan J. (2009). "Clevidipine: a review of its use in the management of acute hypertension". American Journal of Cardiovascular Drugs: Drugs, Devices, and Other Interventions 9 (2): 117–134. doi:10.1007/BF03256583. ISSN 1175-3277. PMID 19331440. 
  11. PubChem. "Cronidipine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/65918. 
  12. Matucci, R.; Ottaviani, M. F.; Barbieri, M.; Cerbai, E.; Mugelli, A. (2009-02-12). "Protective effect of darodipine, a calcium antagonist, on rat cardiomyocytes against oxygen radical-mediated injury". British Journal of Pharmacology 122 (7): 1353–1360. doi:10.1038/sj.bjp.0701525. ISSN 0007-1188. PMID 9421282. 
  13. Hahn, K. A.; Legendre, A. M.; Schuller, H. M. (1997). "Amputation and dexniguldipine as treatment for canine appendicular osteosarcoma". Journal of Cancer Research and Clinical Oncology 123 (1): 34–38. doi:10.1007/BF01212612. ISSN 0171-5216. PMID 8996538. https://pubmed.ncbi.nlm.nih.gov/8996538/. 
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  15. Tamargo, J.; López-Sendón, J.; Delpón, E.; González-Morales, M.; de Miguel, E. (1991). "Cardiovascular effects of the new dihydropyridine derivative elgodipine". Arzneimittel-Forschung 41 (9): 895–900. ISSN 0004-4172. PMID 1796916. https://pubmed.ncbi.nlm.nih.gov/1796916/. 
  16. PubChem. "Elnadipine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/208915. 
  17. Bansal, Agam B.; Khandelwal, Gaurav (2022), "Felodipine", StatPearls (Treasure Island (FL): StatPearls Publishing), PMID 31194320, http://www.ncbi.nlm.nih.gov/books/NBK542163/, retrieved 2023-01-05 
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  19. Krzemiński, Tadeusz F.; Hudziak, Damian; Sielańczyk, Andrzej W.; Porc, Maurycy; Kedzia, Agnieszka (2008). "Differential effects of furnidipine and its active metabolites in rat isolated working heart". Vascular Pharmacology 49 (2–3): 91–96. doi:10.1016/j.vph.2008.06.005. ISSN 1537-1891. PMID 18656554. https://pubmed.ncbi.nlm.nih.gov/18656554/. 
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  22. Tushar, Chopra; Okusa, Mark Douglas (2019-01-01), Ronco, Claudio; Bellomo, Rinaldo; Kellum, John A. et al., eds., "Chapter 63 - Aldosterone Antagonists, Amiloride, and Triamterene" (in en), Critical Care Nephrology (Third Edition) (Philadelphia: Elsevier): pp. 368–373.e1, ISBN 978-0-323-44942-7, https://www.sciencedirect.com/science/article/pii/B9780323449427000637, retrieved 2023-01-05