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N7261

Sigma-Aldrich

Nortriptyline hydrochloride

≥98% (HPLC), powder

Synonym(s):

3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine hydrochloride, Desmethylamitriptyline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H21N · HCl
CAS Number:
894-71-3
Molecular Weight:
299.84
EC Number:
212-973-0
MDL number:
MFCD00058024
UNSPSC Code:
41116107
PubChem Substance ID:
24278107
NACRES:
NA.77

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

ethanol: 100 mg/mL
H2O: soluble

originator

Eli Lilly

SMILES string

Cl.CNCC\C=C1\c2ccccc2CCc3ccccc13

InChI

1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-11,20H,6,12-14H2,1H3;1H

InChI key

SHAYBENGXDALFF-UHFFFAOYSA-N

Gene Information

human ... HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , SLC6A2(6530) , SLC6A4(6532)

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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.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rudolf Uher et al.
Depression and anxiety, 29(12), 1043-1049 (2012-08-31)
It has been suggested that clinician-rated scales and self-report questionnaires may be interchangeable in the measurement of depression severity, but it has not been tested whether clinically significant information is lost when assessment is restricted to either clinician-rated or self-report
Fabrice Gritti et al.
Journal of chromatography. A, 1282, 58-71 (2013-02-21)
The adsorption behaviors of a neutral (caffeine) and a positively charged compound (nortriptylinium) are investigated on two RPLC/hybrid stationary phases, eluted with a low ionic strength buffer (phosphate buffer, W(S)pH 2.63, I=10mM). The first phase, bridge ethylene hybrid (BEH), is
Luis Enrique Chaparro et al.
The Cochrane database of systematic reviews, 7(7), CD008943-CD008943 (2012-07-13)
Pharmacotherapy remains an important modality for the treatment of neuropathic pain. However, as monotherapy current drugs are associated with limited efficacy and dose-related side effects. Combining two or more different drugs may improve analgesic efficacy and, in some situations, reduce
Aravind Penmatsa et al.
Nature, 503(7474), 85-90 (2013-09-17)
Antidepressants targeting Na(+)/Cl(-)-coupled neurotransmitter uptake define a key therapeutic strategy to treat clinical depression and neuropathic pain. However, identifying the molecular interactions that underlie the pharmacological activity of these transport inhibitors, and thus the mechanism by which the inhibitors lead
Robert A Power et al.
Journal of psychiatric research, 46(10), 1333-1338 (2012-07-10)
Most comparisons of the efficacy of antidepressants have relied on the assumption that missing data are randomly distributed. Dropout rates differ between drugs, suggesting this assumption may not hold true. This paper examines the effect of non-random dropout on a
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