Mirtazapine CAS 85650-52-8

Introduction:Basic information about Mirtazapine CAS 85650-52-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Mirtazapine Basic information

Product Name:Mirtazapine
Synonyms:1,2,3,4,10,14B-HEXAHYDRO-2-METHYLPYRAZINO[2,1-A]PYRIDO[2,3-C][2]BENZAZEPINE;(rs)-1,2,3,4,10,14b-hexahydro-2-methylpyrazino-[2,1-a]pyrido[2,3-c][2]benzazepine;REMERON;ORG-3770;MIRTAZANINE;MIRTAZAPINE;MIRTAZEPINE;ZISPIN
CAS:85650-52-8
MF:C17H19N3
MW:265.35
EINECS:288-060-6
Product Categories:Other APIs;Serotonin receptor;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:85650-52-8.mol

Mirtazapine Chemical Properties

Melting point 114-116°C
Boiling point 432.4±45.0 °C(Predicted)
density 1.22±0.1 g/cm3(Predicted)
Fp 9°C
storage temp. 2-8°C
solubility DMSO: ~8 mg/mL, soluble
pka8.10±0.20(Predicted)
form solid
color white
BCS Class1
Major Applicationpharmaceutical (small molecule)
InChIInChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3
InChIKeyRONZAEMNMFQXRA-UHFFFAOYSA-N
SMILESN12CCN(C)CC1C1=CC=CC=C1CC1=CC=CN=C21
CAS DataBase Reference85650-52-8(CAS DataBase Reference)

Safety Information

Hazard Codes Xn
Risk Statements 22
Safety Statements 22-24/25
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 3
RTECS UQ4410250
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
STOT SE 3

Mirtazapine Usage And Synthesis

Chemical PropertiesWhite Solid
UsesMirtazapine (Remeron, Avanza) is a potent tetracyclic antidepressant. Mirtazapine (Remeron, Avanza) used primarily in the treatment of depression. It is also sometimes used as a hypnotic, antiemetic, and appetite stimulant, and for the treatment of anxiet
UsesMirtazapine is an α2-Adrenergic blocker; analogue of Mianserin. Antidepressant.
DefinitionChEBI: Mirtazapine is a benzazepine and a tetracyclic antidepressant. It has a role as an alpha-adrenergic antagonist, a serotonergic antagonist, a histamine antagonist, an anxiolytic drug, a H1-receptor antagonist and a oneirogen.
Brand nameRemeron (Organon).
General DescriptionMirtazapine is a tetracyclic antidepressant marketed under the trade names Remeron?, Avanza, or Zispin for treatment of depression.?This Certified Spiking Solution? is suitable for LC/MS or GC/MS applications in forensic analysis, clinical toxicology, or urine drug testing.
Biological ActivityAntidepressant agent; potent 5-HT 2 , 5-HT 3 and histamine H 1 receptor antagonist and moderately potent α 2 -adrenoceptor antagonist (pK i values are 8.05, ~ 8.1, 9.3 and 6.95 respectively). Enhances noradrenalin (NA) release in rat brain via inhibition of α 2 -adrenergic autoreceptors and displays only weak affinity for monoamine transporters (pK i values are 5.6, < 5 and < 5.1 for inhibition of NA, dopamine and 5-HT uptake respectively). Increases hippocampal NA and 5-HT levels in rats following systemic administration in vivo .
Biochem/physiol ActionsMirtazapine is a noradrenergic and specific serotonergic antidepressant (NaSSA). Mirtazapine agonizes selective adrenergic and serotonergic receptors so that both NE release and 5-HT1A mediated serotonergic signaling are increased.
Clinical UseAntidepressant
Veterinary Drugs and TreatmentsCurrently, the only FDA approved indication for mirtazapine isdepression in humans. Reported veterinary uses include treatmentof chemotherapy-induced nausea and vomiting (CINV); anorexiaassociated with renal failure (azotemia), congestive heart failure,gastro-intestinal disorders, liver disease, or neoplasia. Other usessuggested include stress induced diseases; insomnia; post-pyometrasymptoms; and post-operative inappetance. Studies have shownthat mirtazapine also alleviated sleep apnea in rats and humans.
There are case reports published in human literature of mirtazapineuse as treatment for non-mechanical vomiting after gastricbypass, CINV, obsessive-compulsive disorder, nocioceptionand chronic pain, migraine headache prophylaxis, anti-psychoticinduced akathisia, idiopathic nausea and vomiting, serotonin syndromeinduced nausea, anorexia, irritable bowel syndrome, resistanthyperemesis gravidarum, and for the treatment of negativesymptoms of schizophrenia. Studies in rats have also shown thatmirtazapine significantly improves memory.
Drug interactionsPotentially hazardous interactions with other drugs
Alcohol: increased sedative effect.
Antidepressants: possibly increased risk of serotonergic effects with fluoxetine, fluvoxamine or venlafaxine; CNS excitation and hypertension with MAOI and moclobemide - avoid.
Antimalarials: avoid with artemether and lumefantrine and piperaquine with artenimol.
Methylthioninium: risk of CNS toxicity - avoid if possible.
MetabolismExtensively metabolised in the liver via CYP2D6, CYP1A2, and CYP3A4. The major biotransformation pathways are demethylation and oxidation followed by glucuronide conjugation. The N-desmethyl metabolite is pharmacologically active.Elimination is via urine and faeces (15%).
storageStore at RT

Mirtazapine Preparation Products And Raw materials

Raw materials1-(3-Carboxypyrid-2-yl)-2-phenyl-4-methyl-piperazine-->1-(3-Cyanopyridyl-2)-2-Phenyl-4-Methylpyperazine-->1-Oxo Mirtazapine (Mirtazapine Impurity C)-->1-(3-Hydroxymethylpyridin-2-yl)-4-methyl-2-phenylpiperazine-->2-Amino-3-benzylpyridine-->2-Chloro-3-cyanopyridine-->Methanesulfonic acid-->1-Methyl-3-phenylpiperazine
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