Reserpine
Reserpine
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Reserpine

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Catalog Number PR50555
CAS 50-55-5
Description Reserpine is an alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. It has a role as an antihypertensive agent, a first generation antipsychotic, an adrenergic uptake inhibitor, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor, an environmental contaminant, a xenobiotic and a plant metabolite. It is an alkaloid ester, a methyl ester and a yohimban alkaloid. It is functionally related to a reserpic acid.
Synonyms Apoplon
IUPAC Name methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Molecular Weight 608.7
Molecular Formula C33H40N2O9
InChI QEVHRUUCFGRFIF-MDEJGZGSSA-N
InChI Key InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
Drug Categories Adrenergic Agents; Adrenergic Uptake Inhibitors; Alkaloids; Antiadrenergic Agents, Centrally Acting; Antidepressive Agents; Antihypertensive Agents; Antihypertensive Agents Indicated for Hypertension; Antipsychotic Agents; BSEP/ABCB11 Inhibitors; Cardiovascular Agents; Catecholamine-depleting Sympatholytic; Central Nervous System Agents; Central Nervous System Depressants; Cytochrome P-450 CYP3A Inducers; Cytochrome P-450 CYP3A5 Inducers; Cytochrome P-450 CYP3A5 Inducers (strength unknown); Cytochrome P-450 Enzyme Inducers; Decreased Sympathetic Activity; Drugs that are Mainly Renally Excreted; Gastrointestinal Acidifying Agents; Heterocyclic Compounds, Fused-Ring; Hypotensive Agents; Indole Alkaloids; Indoles; Indolizidines; Indolizines; Membrane Transport Modulators; Neurotoxic agents; Neurotransmitter Agents; Neurotransmitter Uptake Inhibitors; OATP1B1/SLCO1B1 Inhibitors; OCT1 inhibitors; OCT2 Substrates; Organic Anion Transporting Polypeptide 2B1 Inhibitors; P-glycoprotein inducers; P-glycoprotein inhibitors; P-glycoprotein substrates; Psychotropic Drugs; Secologanin Tryptamine Alkaloids; Tranquilizing Agents
Drug Interactions 1,2-Benzodiazepine-The risk or severity of CNS depression can be increased when Reserpine is combined with 1,2-Benzodiazepine.
Abacavir-Reserpine may decrease the excretion rate of Abacavir which could result in a higher serum level.
Abaloparatide-The risk or severity of adverse effects can be increased when Reserpine is combined with Abaloparatide.
Abemaciclib-The serum concentration of Abemaciclib can be increased when it is combined with Reserpine.
Acebutolol-Reserpine may increase the hypotensive activities of Acebutolol.
Isomeric SMILES CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
Type Small Molecule
Pharmacology

Indications

Reserpine is primarily indicated for the management of hypertension. It is employed in clinical settings to address elevated blood pressure levels, particularly in cases deemed mild to moderate. By effectively lowering blood pressure, Reserpine aids in reducing the risk of cardiovascular complications associated with hypertension.

Pharmacodynamics

As an adrenergic blocking agent, Reserpine functions by disrupting the storage of norepinephrine in vesicles within sympathetic nerve endings. This action leads to a significant depletion of catecholamines, which are essential in regulating heart rate, cardiac contraction strength, and peripheral vascular resistance. Consequently, the reduction in these neurotransmitters contributes to Reserpine's antihypertensive effects, facilitating better control over blood pressure levels in patients.

Mechanism of Action

Reserpine functions by inhibiting the ATP/Mg²⁺ pump responsible for sequestering neurotransmitters into storage vesicles within the presynaptic neuron. This inhibition prevents neurotransmitter storage, leading to their increased metabolism by monoamine oxidase (MAO). As a result, there is a reduction in the levels of catecholamines.

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