Dihydropyridine calcium channel blockers

Last updated

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]

Contents

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):

NameImageBrand nameCitations
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

Related Research Articles

<span class="mw-page-title-main">Analgesic</span> Drugs used to achieve relief from pain

An analgesic drug, also called simply an analgesic, antalgic, pain reliever, or painkiller, is any member of the group of drugs used for pain management. Analgesics are conceptually distinct from anesthetics, which temporarily reduce, and in some instances eliminate, sensation, although analgesia and anesthesia are neurophysiologically overlapping and thus various drugs have both analgesic and anesthetic effects.

Calcium channel blockers (CCB), calcium channel antagonists or calcium antagonists are a group of medications that disrupt the movement of calcium through calcium channels. Calcium channel blockers are used as antihypertensive drugs, i.e., as medications to decrease blood pressure in patients with hypertension. CCBs are particularly effective against large vessel stiffness, one of the common causes of elevated systolic blood pressure in elderly patients. Calcium channel blockers are also frequently used to alter heart rate, to prevent peripheral and cerebral vasospasm, and to reduce chest pain caused by angina pectoris.

<span class="mw-page-title-main">Verapamil</span> Calcium channel blocker medication

Verapamil, sold under various trade names, is a calcium channel blocker medication used for the treatment of high blood pressure, angina, and supraventricular tachycardia. It may also be used for the prevention of migraines and cluster headaches. It is given by mouth or by injection into a vein.

Antihypertensives are a class of drugs that are used to treat hypertension. Antihypertensive therapy seeks to prevent the complications of high blood pressure, such as stroke, heart failure, kidney failure and myocardial infarction. Evidence suggests that reduction of the blood pressure by 5 mmHg can decrease the risk of stroke by 34% and of ischaemic heart disease by 21%, and can reduce the likelihood of dementia, heart failure, and mortality from cardiovascular disease. There are many classes of antihypertensives, which lower blood pressure by different means. Among the most important and most widely used medications are thiazide diuretics, calcium channel blockers, ACE inhibitors, angiotensin II receptor antagonists (ARBs), and beta blockers.

<span class="mw-page-title-main">Amlodipine</span> Medication against high blood pressure

Amlodipine, sold under the brand name Norvasc among others, is a calcium channel blocker medication used to treat high blood pressure, coronary artery disease (CAD) and variant angina. It is taken orally.

<span class="mw-page-title-main">Diltiazem</span> Calcium channel blocker medication

Diltiazem, sold under the brand name Cardizem among others, is a nondihydropyridine calcium channel blocker medication used to treat high blood pressure, angina, and certain heart arrhythmias. It may also be used in hyperthyroidism if beta blockers cannot be used. It is taken by mouth or injection into a vein. When given by injection, effects typically begin within a few minutes and last a few hours.

<span class="mw-page-title-main">Betaxolol</span> Chemical compound

Betaxolol is a selective beta1 receptor blocker used in the treatment of hypertension and angina. It is also a adrenergic blocker with no partial agonist action and minimal membrane stabilizing activity. Being selective for beta1 receptors, it typically has fewer systemic side effects than non-selective beta-blockers, for example, not causing bronchospasm as timolol may. Betaxolol also shows greater affinity for beta1 receptors than metoprolol. In addition to its effect on the heart, betaxolol reduces the pressure within the eye. This effect is thought to be caused by reducing the production of the liquid within the eye. The precise mechanism of this effect is not known. The reduction in intraocular pressure reduces the risk of damage to the optic nerve and loss of vision in patients with elevated intraocular pressure due to glaucoma.

<span class="mw-page-title-main">Lercanidipine</span> Antihypertensive drug of the calcium channel blocker class

Lercanidipine is an antihypertensive drug. It belongs to the dihydropyridine class of calcium channel blockers, which work by relaxing and opening the blood vessels allowing the blood to circulate more freely around the body. This lowers the blood pressure and allows the heart to work more efficiently.

<span class="mw-page-title-main">Flunarizine</span> Calcium channel blocker medication

Flunarizine, sold under the brand name Sibelium among others, is a drug classified as a calcium antagonist which is used for various indications. It is not available by prescription in the United States or Japan. The drug was discovered at Janssen Pharmaceutica (R14950) in 1968.

<span class="mw-page-title-main">Nitrendipine</span> Antihypertensive drug of the calcium channel blocker class

Nitrendipine is a dihydropyridine calcium channel blocker. It is used in the treatment of primary (essential) hypertension to decrease blood pressure and can reduce the cardiotoxicity of cocaine.

<span class="mw-page-title-main">L-type calcium channel</span> Family of transport proteins

The L-type calcium channel is part of the high-voltage activated family of voltage-dependent calcium channel. "L" stands for long-lasting referring to the length of activation. This channel has four isoforms: Cav1.1, Cav1.2, Cav1.3, and Cav1.4.

<span class="mw-page-title-main">Adrenergic antagonist</span> Type of drug

An adrenergic antagonist is a drug that inhibits the function of adrenergic receptors. There are five adrenergic receptors, which are divided into two groups. The first group of receptors are the beta (β) adrenergic receptors. There are β1, β2, and β3 receptors. The second group contains the alpha (α) adrenoreceptors. There are only α1 and α2 receptors. Adrenergic receptors are located near the heart, kidneys, lungs, and gastrointestinal tract. There are also α-adreno receptors that are located on vascular smooth muscle.

<span class="mw-page-title-main">Manidipine</span> Antihypertensive drug of the calcium channel blocker class

Manidipine is a calcium channel blocker that is used clinically as an antihypertensive.

<span class="mw-page-title-main">Barnidipine</span> Antihypertensive drug of the calcium channel blocker class

Barnidipine is a calcium channel blocker which belongs to the dihydropyridine (DHP) group of calcium channel blockers. It is used in the treatment of hypertension.

<span class="mw-page-title-main">Efonidipine</span> Antihypertensive drug of the calcium channel blocker class

Efonidipine (INN) is a dihydropyridine calcium channel blocker marketed by Shionogi & Co. of Japan. It was launched in 1995, under the brand name Landel (ランデル). The drug blocks both T-type and L-type calcium channels. Drug Controller General of India (DCGI) has approved the use of efonidipine in India. It is launched under the brand name "Efnocar".

<span class="mw-page-title-main">Alpha blocker</span> Class of pharmacological agents

Alpha-blockers, also known as α-blockers or α-adrenoreceptor antagonists, are a class of pharmacological agents that act as antagonists on α-adrenergic receptors (α-adrenoceptors).

<span class="mw-page-title-main">Anipamil</span> Chemical compound

Anipamil is a calcium channel blocker, specifically of the phenylalkylamine type. This type is separate from its more common cousin Dihydropyridine. Anipamil is an analog of the more common drug verapamil, which is the most common type of phenylalkylamine style calcium channel blocker. Anipamil has been shown to be a more effective antiarrhythmic medication than verapamil because it does not cause hypertension as seen in verapamil. It is able to do this by bonding to the myocardium tighter than verapamil.

<span class="mw-page-title-main">AH-1058</span> Chemical compound

AH-1058 is a lipophilic antiarrhythmic calcium channel blocker synthesized by the Pharmaceutical Research Laboratories of Ajinomoto Co., Inc in Kawasaki, Japan. It is derived from cyproheptadine, a compound with known antiserotonic, antihistaminic and calcium channel blocking properties. The IUPAC name of AH-1058 is: 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-[E-3-(3-methoxy-2-nitro) phenyl-2-propenyl]piperidine hydrochloride.

<span class="mw-page-title-main">Levamlodipine</span> Chemical compound

Levamlodipine (INN), also known as levoamlodipine or S-amlodipine is a pharmacologically active enantiomer of amlodipine. Amlodipine belongs to the dihydropyridine group of calcium channel blocker used as an antihypertensive and antianginal agent. It was approved by the U.S. FDA in December 2019 and is currently marketed under the brand name Conjupri.

<span class="mw-page-title-main">Forasartan</span> Chemical compound

Forasartan, otherwise known as the compound SC-52458, is a nonpeptide angiotensin II receptor antagonist (ARB, AT1 receptor blocker).

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. S2CID   253888496.
  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.
  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. S2CID   21199295.
  4. Bulsara, Kishen G.; Cassagnol, Manouchkathe (2022), "Amlodipine", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID   30137793 , 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. S2CID   263994294.
  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. S2CID   263999687.
  8. Opie, Lionel H. (2013-01-01), Opie, Lionel H.; Gersh, Bernard J. (eds.), "3 - Calcium channel blockers", Drugs for the Heart (Eighth Edition), Philadelphia: W.B. Saunders, pp. 64–92, ISBN   978-1-4557-3322-4 , retrieved 2023-01-05
  9. Shete, Mukesh Madhukar (2016). "Cilnidipine: Next Generation Calcium Channel Blocker". The Journal of the Association of Physicians of India. 64 (4): 95–99. ISSN   0004-5772. PMID   27734656.
  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". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-01-05.
  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. PMC   1565083 . 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. S2CID   21129242.
  14. Tanaka, Hikaru; Shigenobu, Koki (2002). "Efonidipine hydrochloride: a dual blocker of L- and T-type ca(2+) channels". Cardiovascular Drug Reviews. 20 (1): 81–92. doi: 10.1111/j.1527-3466.2002.tb00084.x . ISSN   0897-5957. PMID   12070536.
  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.
  16. PubChem. "Elnadipine". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-01-05.
  17. Bansal, Agam B.; Khandelwal, Gaurav (2022), "Felodipine", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID   31194320 , retrieved 2023-01-05
  18. Mayhan, W. G.; Heistad, D. D. (1985). "Effect of flordipine on cerebral blood flow". The Journal of Pharmacology and Experimental Therapeutics. 235 (1): 92–97. ISSN   0022-3565. PMID   4045730.
  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.
  20. Ishii, Kiyoshi; Matsuo, Hiroshi; Fukaya, Yasuhiro; Tanaka, Sumiyoshi; Sakaki, Hideyuki; Waki, Mitsunori; Araie, Makoto (2003). "Iganidipine, a new water-soluble Ca2+ antagonist: ocular and periocular penetration after instillation". Investigative Ophthalmology & Visual Science. 44 (3): 1169–1177. doi:10.1167/iovs.02-0482. ISSN   0146-0404. PMID   12601046.
  21. Schachter, M. (1991). "Isradipine". Journal of Clinical Pharmacy and Therapeutics. 16 (2): 79–91. doi: 10.1111/j.1365-2710.1991.tb00288.x . ISSN   0269-4727. PMID   1830320. S2CID   221850085.
  22. Tushar, Chopra; Okusa, Mark Douglas (2019-01-01), Ronco, Claudio; Bellomo, Rinaldo; Kellum, John A.; Ricci, Zaccaria (eds.), "Chapter 63 - Aldosterone Antagonists, Amiloride, and Triamterene", Critical Care Nephrology (Third Edition), Philadelphia: Elsevier, pp. 368–373.e1, ISBN   978-0-323-44942-7 , retrieved 2023-01-05