reserpine
methyl reserpate 3,4,5-trimethoxybenzoic acid ester
Identification
| Name | reserpine |
| IUPAC | 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 |
| CAS Number | 50-55-5 |
| EINECS | 200-047-9 |
| FDA UNII | 8B1QWR724A |
| Molecular Formula | C33 H40 N2 O9 |
| Molecular Weight | 608.68860000 |
| MDL Number | MFCD00005091 |
| Nikkaji Number | J1.359E |
| Beilstein | 0102014 |
Regulatory
Physical Properties
| Appearance | white or cream to slightly yellow crystalline powder (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 264.50 °C. @ 760.00 mm Hg |
| Boiling Point | 700.10 °C. @ 760.00 mm Hg (est) |
| Flash Point | 711.00 °F. TCC ( 377.20 °C. ) (est) |
| logP (o/w) | 4.050 (est) |
| Soluble in | water, 73 mg/L @ 30 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-bird - wild LD50 100 mg/kg |
| Dermal Toxicity | subcutaneous-guinea pig LD50 65 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"\nBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nBEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for reserpine usage levels up to | not for fragrance use. |
| Recommendation for reserpine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
apoplon
austrapine
benazyl
bioserpine
carrserp
crystoserpine
deserpine
diupres
eberpine
elserpine
eserpine
gammaserpine
helfoserpin
hydropine
hydropres
hydroserpalan
hypersine
klimanosid
lemiserp
maviserpin
mayserpine
mephaserpin
methyl reserpate 3,4,5-trimethoxybenzoic acid ester
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
naquival
neoserfin
novoreserpine
purserpine
rauloydin
raumorine
raunorine
rausedan
rauserpine
rauserpol
rausingle
rauwasedin
rauwipur
regroton
resaltex
resedril
reserbal
resercen
reserjen
reserpal
reserpene
reserpin
(-)-
reserpine
reserpine base
reserpoid
reserpur
residine
restran
rezerpin
rolserp
roxinoid
sedaraupin
sederaupin
serpaloid
serpasil
serpasol
serpedin
serpentil
serpentin
serpogen
sertensin
temposerpine
tenserpinie
3,4,5-
trimethoxybenzoyl methyl reserpate
vio-serpine
PubMed:
Simultaneous Determination of 10 Adulterants in Antihypertensive Functional Foods Using Multi-Walled Carbon Nanotubes-Dispersive Solid-Phase Extraction Coupled with High Performance Liquid Chromatography.
PubMed:
Extracellular dopamine and alterations on dopamine transporter are related to reserpine toxicity in Caenorhabditis elegans.
PubMed:
Benzalkonium chloride and heavy-metal tolerance in Listeria monocytogenes from retail foods.
PubMed:
Genetic determinants of antimicrobial resistance in Gram positive bacteria from organic foods.
PubMed:
Anti depressant activity of Mamsyadi Kwatha: An Ayurvedic compound formulation.
PubMed:
A review of the gastroprotective effects of ginger (Zingiber officinale Roscoe).
PubMed:
Development of antimicrobial resistance in Campylobacter jejuni and Campylobacter coli adapted to biocides.
PubMed:
Ovariectomized mouse uterotrophic assay of 36 chemicals.
PubMed:
Expression of efflux pump gene lde in ciprofloxacin-resistant foodborne isolates of Listeria monocytogenes.
PubMed:
Effect of sterilized human fecal extract on the sensitivity of Escherichia coli ATCC 25922 to enrofloxacin.
PubMed:
Listeria monocytogenes strains selected on ciprofloxacin or the disinfectant benzalkonium chloride exhibit reduced susceptibility to ciprofloxacin, gentamicin, benzalkonium chloride, and other toxic compounds.
PubMed:
Ginsenoside Rb3 exerts antidepressant-like effects in several animal models.
PubMed:
Enhanced neurodegeneration after a high dose of methamphetamine in adenosine A3 receptor null mutant mice.
PubMed:
Octopamine and occupancy: an aminergic mechanism for intruder-resident aggression in crickets.
PubMed:
Tetrabenazine, a monoamine-depleting drug used in the treatment of hyperkinetic movement disorders.
PubMed:
[Effect and mechanism of reserpine for changing salivary protein secretion in Pi-deficient rats].
PubMed:
Effect of DOV 102,677 on the volitional consumption of ethanol by Myers' high ethanol-preferring rat.
PubMed:
High-level resistance to moxifloxacin and gatifloxacin associated with a novel mutation in gyrB in toxin-A-negative, toxin-B-positive Clostridium difficile.
PubMed:
Role of efflux pumps in adaptation and resistance of Listeria monocytogenes to benzalkonium chloride.
PubMed:
Evidence for active drug efflux in fluoroquinolone resistance in Clostridium hathewayi.
PubMed:
Identification of BCRP as transporter of benzo[a]pyrene conjugates metabolically formed in Caco-2 cells and its induction by Ah-receptor agonists.
PubMed:
Cocaine Rapid Efficacy Screening Trial (CREST): a paradigm for the controlled evaluation of candidate medications for cocaine dependence.
PubMed:
Tandem action of exercise training and food restriction completely preserves ischemic preconditioning in the aging heart.
PubMed:
Bile-mediated aminoglycoside sensitivity in Lactobacillus species likely results from increased membrane permeability attributable to cholic acid.
PubMed:
Protective effect of bovine milk whey protein concentrate on the ulcerative lesions caused by subcutaneous administration of indomethacin.
PubMed:
Evaluation of the Xpa-deficient transgenic mouse model for short-term carcinogenicity testing: 9-month studies with haloperidol, reserpine, phenacetin, and D-mannitol.
PubMed:
Antiulcer effects of amylin: a review.
PubMed:
Rat stomach ECL cells: mode of activation of histidine decarboxylase.
PubMed:
Phenotypic and genotypic characterization of food animal isolates of Salmonella with reduced sensitivity to ciprofloxacin.
PubMed:
Evaluation of the face validity of reserpine administration as an animal model of depression--Parkinson's disease association.
PubMed:
On the role of monoamine oxidase-A for the maintenance of the volitional consumption of ethanol in two different rat models.
PubMed:
Cardioprotective effect of ischemic preconditioning is preserved in food-restricted senescent rats.
PubMed:
Substance P and its transglutaminase-synthesized spermine derivative elicit yawning behavior via nitric oxide in rats.
PubMed:
Inositol reduces depressive-like behaviors in two different animal models of depression.
PubMed:
Dopamine receptor sensitive effect of dizocilpine on feeding behaviour.
PubMed:
Determination of reserpine and rescinnamine in Rauwolfia serpentina powders and tablets: collaborative study.
PubMed:
Perindopril ameliorates glomerular and renal tubulointerstitial injury in the SHR/N-corpulent rat.
PubMed:
Present and future pharmacological approaches.
PubMed:
Antinociceptive effects of neuropeptide Y and related peptides in mice.
PubMed:
Neuropharmacological studies on Fusarium toxins--II: Total toxin extract from F. oxysporum.
PubMed:
Determination of reserpine and chlorothiazide in commercial tablets by liquid chromatography with fluorescence and UV absorbance detectors in series.
PubMed:
Sympathetic nervous system influences salt appetite in four strains of rats.
PubMed:
Effect of acute administration of fish oil (omega-3 marine triglyceride) on gastric ulceration and secretion induced by various ulcerogenic and necrotizing agents in rats.
PubMed:
Determination of ajmalicine in reserpine raw materials by liquid chromatography with fluorescence detection.
PubMed:
Octopamine mediates rapid stimulation of protein kinase A in the antennal lobe of honeybees.
PubMed:
Natural substances in psychiatry (Ginkgo biloba in dementia).
PubMed:
Determination of reserpine in tablets by liquid chromatography with fluorescence detection: revised procedure.
PubMed:
Serotonin depletion inhibits feeding in carnivorous leeches (Haemopis).
PubMed:
Neural regulation of peptide YY secretion.
PubMed:
Effects of cerulein and epidermal growth factor on pancreatic growth in the reserpinized rat model.
PubMed:
The effects of blood pressure reduction on cyclosporine nephrotoxicity in the rat.
PubMed:
The effect of reserpine and stress on feeding behaviour in the light and dark phases of the diurnal cycle in rats.
PubMed:
Habituation of an appetitive reflex in the honeybee.
PubMed:
Alpha-amylase circadian rhythm of young rat parotid gland: an endogenous rhythm with maternal coordination.
PubMed:
ATP breakdown and resynthesis in the development of gastrointestinal mucosal damage and its prevention in animals and human (an overview of 25 years ulcer research studies).
PubMed:
Alterations of amylase secretion in the chronically reserpinized rat: an acetylcholine-mediated phenomenon.
PubMed:
Effects of reserpine and L-cysteine and glutathione depletion on 2-bromoethylamine hydrobromide-induced tubular necrosis in Swiss ICR mice.
PubMed:
Social isolation effects on the "behavioral despair" forced swimming test: effect of age and duration of testing.
PubMed:
The discovery of antidepressants: a winding path.
PubMed:
Evaluation of dopamine receptor involvement in rat feeding behaviour.
PubMed:
Perirenal hemorrhage syndrome in market turkey toms: effect of management factors.
PubMed:
Pharmacology, pharmacodynamics and pharmacokinetics of sotalol.
PubMed:
Alterations of pancreatic growth and of GP-2 content in the reserpinized rat model of cystic fibrosis.
PubMed:
Clearance of Pseudomonas aeruginosa in different rat lung models.
PubMed:
Protective action of SCH 12223 against experimentally induced gastric and intestinal lesions.
PubMed:
Determination of reserpine and hydrochlorothiazide in commercial tablets by liquid chromatography with fluorescence and UV absorption detectors in series.
PubMed:
Effects of reserpine treatment on dietary adaptation of the rat exocrine pancreas.
PubMed:
Changes in rat parotid saliva protein composition following chronic reserpine treatment and their relation to inanition.
PubMed:
Anorectic and behavioural effects of bupropion.
PubMed:
Progress in assessing the role of serotonin in the control of food intake.
PubMed:
5-HT1A and alpha-2 adrenergic receptors mediate the hyperglycemic and hypoinsulinemic effects of 8-hydroxy-2-(di-n-propylamino)tetralin in the conscious rat.
PubMed:
Transcallosal evoked potentials in relation to behavior in the rat: effects of atropine, p-chlorophenylalanine, reserpine, scopolamine and trifluoperazine.
PubMed:
Amphetamine and reserpine deplete brain biogenic amines and alter blow fly feeding behavior.
PubMed:
Potentiated 5-hydroxytryptophan induced response suppression in rats following chronic reserpine.
PubMed:
Beta-adrenoceptor sensitivity of brown and white adipocytes after chronic pretreatment of rats with reserpine.
PubMed:
From fenfluramine racemate to d-fenfluramine. Specificity and potency of the effects on the serotoninergic system and food intake.
PubMed:
Effects of malnutrition and chronic reserpine treatment on pancreatic exocrine function.
PubMed:
Stability of reserpine injections and tablets submitted by U.S. hospitals.
PubMed:
Effect of mealing on plasma and brain amino acid, and brain monoamine in rats after oral aspartame.
PubMed:
Toxicity and neuropharmacology of cyclopiazonic acid.
PubMed:
Effects of reserpine and adrenal demedullation on brown adipose tissue thermogenesis induced by dl-phenylpropanolamine.
PubMed:
Tolerance to or facilitation of pharmacological effects induced by chronic treatment with the beta-adrenergic stimulant clenbuterol.
PubMed:
Feeding behavior elicited by electrical stimulation of the lateral hypothalamic area in the rat: role of the adrenergic pathways and receptors.
PubMed:
Antihypertensive effects of chronic 5-hydroxytryptamine (5-HT2) receptor blockade with ketanserin in the spontaneously hypertensive rat.
PubMed:
d-Fenfluramine and salbutamol: two drugs causing anorexia through different neurochemical mechanisms.
PubMed:
Reserpine tumorigenic in rodents.
PubMed:
Effect of adrenergic blockers and depleters on food intake in rats.
PubMed:
Formation of physical dependence on barbiturates and cerebral monoamines.
PubMed:
Chronobiology and thermoregulation.
PubMed:
Influence of iproniazid on the combination effect of reserpine with antitumor agents on l1210.
PubMed:
D-Fenfluramine and D-norfenfluramine reduce food intake by acting on different serotonin mechanisms in the rat brain.
PubMed:
An improved pharmacological procedure for depletion of noradrenaline: pharmacology and assessment of noradrenaline-associated behaviors.
PubMed:
Pharmacology of amezinium, a novel antihypotensive drug. VI. Effect on central nervous functions.
PubMed:
GABA in the ventral tegmental area: differential regional effects on locomotion, aggression and food intake after microinjection of GABA agonists and antagonists.
PubMed:
Reserpine: no changes advised for now.
PubMed:
[Decrease of ACh response in isolated duodenum from SART stressed (repeated cold stressed) mice (author's transl)].
PubMed:
Changes of interhemispheric hippocampal responses during conditioning in the awake rat.
PubMed:
Effect of reserpine on cell proliferation in the developing rat bran: a biochemical study.
PubMed:
Sympathetic inhibition of thermogenesis in the infant rat: possible glucostatic control.
PubMed:
Effect of toloxatone on behaviour of primates.
PubMed:
A hospital population of schizophrenic patients undergoing change.
PubMed:
Effect of autonomic blockers on the heart rate of intact rats and animals with artificial hyperthyroidism.
PubMed:
[Central action of WA-335-BS, a substance with peripheral antiserotonin and antihistaminic activity].
PubMed:
Editorial: Reserpine and breast cancer: a perspective.
PubMed:
Pharmacological analysis of a new anorexic substance: 5-hydroxy-5(4'-chlorophenyl)-2, 3-dihydro-5H-imidazo-(2, 1-a) isoindole (Mazindol).
PubMed:
Circadian changes in the temperature of human beings.
PubMed:
Role of the biogenic amines in the reversal of cycloheximide-induced amnesia.
PubMed:
Effects of lesions and drugs on brain tryptamine.
PubMed:
Penicillium viridicatum mycotoxicosis in the rat. IV. Attempts to modify the tissue responses.
PubMed:
Effects of benzoquinolizine homologues on proliferative and exudative inflammation.
PubMed:
Effects of long-term reserpine treatment on brain tyrosine hydroxylase and behavioral activity.
PubMed:
Interaction of the effects of reserpine and amphetamine on food and water intake.
PubMed:
The adrenergic and cholinergic control of food and water intake.
PubMed:
Mastication, submandibular gland enlargement and the periodontal syndrome in the rice rat.
PubMed:
[On the influencing of food intake by psychotropic drugs].
PubMed:
THE EFFECT OF RESERPINE, IPRONIAZIDE, AND BOTH IN COMBINATION ON THE FOOD-APPROACH CONDITIONED REFLEX AND BRAIN SEROTONIN LEVEL IN RATS.
PubMed:
[Oxygen consumption, body temperature, food consumption and metabolite content of the brain in white mice after reserpine administration].
PubMed:
Federal ruling on products containing reserpine and Rauwolfia products issued by the Food and Drug Administration of the U.S. Department of Health, Education, and Welfare.