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ChemicalBook--->CAS DataBase List--->894-71-3

894-71-3

894-71-3 Structure

894-71-3 Structure
IdentificationBack Directory
[Name]

NORTRIPTYLINE HYDROCHLORIDE
[CAS]

894-71-3
[Synonyms]

Vividyl
Acetexa
pamelor
Sensival
Norzepine
nortrilen
Norfenazin
aventylallegron
NORTRIPTYLINE HCL
Desitriptyline HCl
NORTRIPTYLINE HCL(P)
aventylhydrochloride
NORTRIPTYLINE HCL USP
ELF-101 hydrochloride
EN-7048 hydrochloride
Nortrityline Hydrochloride
NORTRIPTYLINE HYDROCHLORIDE
Noramitriptyline hydrochloride
NORTRIPTYLINEHYDROCHLORIDE,USP
Amitriptyline EP Impurity C HCl
Nortriptyline hydrochloride CRS
Nortriptyline Hydrochloride >
AMITRIPTYLINE HYDROCHLORIDE IMP C
desmethylamitriptylinehydrochloride
Nortriptyline hydrochloride solution
Nortriptyline for system suitability
Nortriptyline Hydrochloride (200 mg)
NORTRIPTYLINE HYDROCHLORIDE USP/EP/BP
Nortriptyline solution hydrochloride
Amitriptyline hydrochloride impurity C
Nortriptyline for system suitability CRS
Nortriptyline HCl, 1.0 mg/mL as free base
nortriptyline hydrochloride methanol*solution
NORTRIPTYLINE HCL(USP)(COMING SOON)(P) USP/EP/BP
Nortriptyline HCl (Amitriptyline EP Impurity C HCl)
Amitriptyline EP Impurity C HCl (Nortriptyline HCl)
5-(3-(methylamino)propylidene)dibenzo(a,e)cyclohepta(1,5)dienehydrochloride
3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n-methyl-1-propanamin
5-(3-methylaminopropylidene)-10,11-dihydro-5h-dibenzo(a,d)cycloheptenehydroc
5-[3-(Methylamino)propylidene]dibenzo[A,D]cyclohepta[1,5]diene hydrochloride
5h-dibenzo(a,d)cycloheptene-delta(sup5),gamma-propylamine,10-11-dihydro-n-met
5-[(3-(Methylamino)propylidene]-10,11-dihydro-5H-dibenzo[A,D]cycloheptene hydrochloride
10,11-Dihydro-5-(N-methyl-3-aminopropylidene)-5H-dibenzo[a,d]cycloheptene Hydrochloride
3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methylpropylamine hydrochloride
3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N-methylpropan-1-amine hydrochloride
3-(10,11-Dihydro-5H-dibenzo[a,d]cycloheptene-5-ylidene)-N-methyl-1-propanamine·hydrochloride
1-Propanamine, 3-(10,11-dihydro-5H-dibenzoa,dcyclohepten-5-ylidene)-N-methyl-, hydrochloride
3-(10, 11-DIHYDRO-5H-DIBENZO[A,D]-CYCLOHEPTEN-5-YLIDENE)-N-METHYL-1-PROPANAMINE HYDROCHLORIDE
(2)10,11-Dihydro-N-methyl-5H-dibenzo[A,D]cycloheptene-.delta.5.gamma.-propylamine, hydrochloride
5H-Dibenzo[A,D]cycloheptene-.delta.5,.gamma.-propylamine, 10,11-dihydro-N-methyl-, hydrochloride
5H-Dibenzo[A,D]cycloheptene-.delta.(sup5),.gamma.-propylamine, 10-11-dihydro-N-methyl-, hydrochloride
[EINECS(EC#)]

212-973-0
[Molecular Formula]

C19H22ClN
[MDL Number]

MFCD00058024
[MOL File]

894-71-3.mol
[Molecular Weight]

299.84
Chemical PropertiesBack Directory
[Melting point ]

217-220?C
[Fp ]

9℃
[storage temp. ]

2-8°C
[solubility ]

ethanol: 100 mg/mL
[form ]

powder
[color ]

white to off-white
[λmax]

237nm(H2O)(lit.)
[Merck ]

14,6715
Safety DataBack Directory
[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
[Toxicity]

LD50 oral in rat: 405mg/kg
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Originator]

Aventyl,Lilly,UK,1963
[Uses]

Monoamine reuptake inhibitor; tricyclic antidepressant.
[Definition]

ChEBI: Nortriptyline hydrochloride is an organic tricyclic compound. It has a role as a geroprotector.
[Manufacturing Process]

A 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 name]

Aventyl Hydrochloride (Lilly); Aventyl Hydrochloride (Ranbaxy); Pamelor (Tyco).
[Therapeutic Function]

Antidepressant
[General Description]

Pertinent 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 Activity]

ki: 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 Actions]

Tricyclic 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 vitro]

nortriptyline 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 vivo]

rats 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.
Spectrum DetailBack Directory
[Spectrum Detail]

NORTRIPTYLINE HYDROCHLORIDE(894-71-3)1HNMR
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