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NORTRIPTYLINE HYDROCHLORIDE

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CAS:894-71-3
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CAS:894-71-3
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CAS:894-71-3
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CAS:894-71-3
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NORTRIPTYLINE HYDROCHLORIDE manufacturers

NORTRIPTYLINE HYDROCHLORIDE Basic information
Product Name:NORTRIPTYLINE HYDROCHLORIDE
Synonyms:Nortriptyline Hydrochloride (200 mg);Nortriptyline HCl, 1.0 mg/mL as free base;Norzepine;Sensival;Vividyl;NORTRIPTYLINE HCL(P);Norfenazin;Nortriptyline hydrochloride solution
CAS:894-71-3
MF:C19H22ClN
MW:299.84
EINECS:212-973-0
Product Categories:Biogenic Amine Transport Inhibitors;Biogenic Amine Transport InhibitorsObesity Research;Neurotransmission;Neurotransmission (Obesity);Neurotransmitters;Adrenoceptor;AVENTYL;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:894-71-3.mol
NORTRIPTYLINE HYDROCHLORIDE Structure
NORTRIPTYLINE HYDROCHLORIDE Chemical Properties
Melting point 217-220?C
Fp 9℃
storage temp. 2-8°C
solubility ethanol: 100 mg/mL
form powder
color white to off-white
λmax237nm(H2O)(lit.)
Merck 14,6715
Safety Information
Hazard Codes Xn,T,F
Risk Statements 22-36/38-23/25-11-39/23/24/25-23/24/25
Safety Statements 22-36-45-24-16-7-36/37
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS HP0175000
HS Code 2921490002
ToxicityLD50 oral in rat: 405mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
NORTRIPTYLINE HYDROCHLORIDE Usage And Synthesis
Chemical PropertiesOff-White Solid
OriginatorAventyl,Lilly,UK,1963
UsesNortriptyline Hydrochloride (Amitriptyline EP Impurity C) is a tricyclic antidepressant.
UsesMonoamine reuptake inhibitor; tricyclic antidepressant.
DefinitionChEBI: Nortriptyline hydrochloride is an organic tricyclic compound. It has a role as a geroprotector.
Manufacturing ProcessA mixture of 114.5 g of 5-(3-chloropropylidene)dibenzo[a,d]cyclohepta[1,4] diene, 75 ml of benzene, and about 400 ml of methylamine is heated in an autoclave at 120°C for six hours. The excess methylamine is distilled from the reaction mixture under vacuum and the residue is stirred with 300 ml of water. Acidification of the mixture with hydrochloric acid causes the separation of the hydrochloride of 5-(3-methylaminopropylidene)dibenzo[a,d] cyclohepta[1,4]diene. The product is collected by filtration and is purified by recrystallization from a mixture of absolute ethanol and ethyl acetate. MP 210°C to 212°C.
Brand nameAventyl Hydrochloride (Lilly); Aventyl Hydrochloride (Ranbaxy); Pamelor (Tyco).
Therapeutic FunctionAntidepressant
General DescriptionPertinent biological and chemical properties for nortriptyline,3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)Nmethyl-1-propanamine hydrochloride, 5-(3-methyl-aminopropylidene)-10,11-hydro-5H-dibenzo[a,d] cycloheptene hydrochloride(Aventyl, Pamelor), are given previously in thediscussion of amitriptyline. Metabolic inactivation and eliminationare like those of amitriptyline. Nortriptyline is a selectiveNE transporter (NET) inhibitor.
Biological Activityki: 3.4 nm: blocks the norepinephrine transporter.ki: 161 nm: inhibits the serotonin transporter.nortriptyline, a dibenzocycloheptene-derivative tricyclic antidepressant, inhibits norepinephrine and serotonin transporters, which is used for short-term treatment of various forms of depression, including major depression, dysthymia, and atypical depressions. nortriptyline suppresses the norepinephrine presynaptic receptors, thus inhibiting the reuptake of this neurotransmitter and increasing the concentration in the synaptic cleft in the central nervous system.norepinephrine transporter is responsible for the sodium-chloride (na+/cl-) -dependent reuptake of extracellular norepinephrine. serotonin transporter transports serotonin from the synaptic cleft to the presynaptic neuron.
Biochem/physiol ActionsTricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter (Ki = 3.4 nM) than the serotonin transporter (Ki = 161 nM). 5-HT2 serotonin receptor antagonist.
in vitronortriptyline dose-dependently dampened the spontaneous migration of human polymorphonuclear cells (pmn) at the highest concentrations (10-4 and 10-5 m). nortriptyline decreased the motility of the cells at 10-4m. chemotaxis of pmn triggered by 10-10m n-formyl-l-methionil-l-leucyl-l-phenylalanine (fmlp) was blocked by nortriptyline in a dose-dependent fashion [1].
in vivorats and mice were injected intraperitoneally with nortriptyline at the dose of 50, 25, 12.5 mg/kg. after 2 hours of the last injection, nortriptyline inducted little or no inhibition of the 4, α-dimethyl-meta-tyramine (h 77/77) induced depletion in a dose of 25 + 12.5 mg/kg. however, there was a partial blockade, evoked by nortriptyline in a dose of 50 + 25 mg/kg, of the h 77/77 elicited depletion in the noradrenaline nerve terminals in all the rats studied. additionally, nortriptyline also proved to be active in the brain, however, its activity was low [2].
references[1]. sacerdote, p., bianchi, m., & panerai, a. chlorimipramine and nortriptyline but not fluoxetine and fluvoxamine inhibit human polymorphonuclear cell chemotaxis in vitro. general pharmacology: the vascular system. 1994; 25(3): 409-412.
[2]. carlsson, a., corrodi, h., fuxe, k., & hkfelt, t. effects of some antidepressant drugs on the depletion of intraneuronal brain catecholamine stores caused by 4, α-dimethyl-meta-tyramine. european journal of pharmacology.1969; 5(4): 367-373.
NORTRIPTYLINE HYDROCHLORIDE Preparation Products And Raw materials
Raw materialsMethylamine
Tag:NORTRIPTYLINE HYDROCHLORIDE(894-71-3) Related Product Information
Amitriptyline trans-10-Hydroxy Nortriptyline NORTRIPTYLINE NORTRIPTYLINE HYDROCHLORIDE Amitriptyline hydrochloride 10-hydroxyamitriptyline AMITRIPTYLINE-D3 HCL (N-METHYL-D3) DIBENZOSUBEROL Cyclobenzaprine hydrochloride amitriptyline N-oxide Dibenzosuberone DIBENZOSUBERENOL 5-(3-DIMETHYLAMINOPROPYL)-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTEN-5-OL AMITRIPTYLINE HCL (D6) 10,11-DIHYDRO-5 H-DIBENZO[A,D]CYCLOHEPTENE NORTRIPTYLINE-D3 HYDROCHLORIDE Piroheptine amitriptyline N-glucuronide