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Z101

Sigma-Aldrich

Zimelidine dihydrochloride

solid

Synonym(s):

(Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-2-propen-1-amine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H17BrN2 · 2HCl
CAS Number:
61129-30-4
Molecular Weight:
390.15
MDL number:
MFCD00069358
UNSPSC Code:
12352200
PubChem Substance ID:
24278138
NACRES:
NA.77

form

solid

color

white

solubility

0.1 M HCl: 45 mg/mL
H2O: 66 mg/mL

originator

AstraZeneca

SMILES string

Cl[H].Cl[H].[H]\C(CN(C)C)=C(/c1ccc(Br)cc1)c2cccnc2

InChI

1S/C16H17BrN2.2ClH/c1-19(2)11-9-16(14-4-3-10-18-12-14)13-5-7-15(17)8-6-13;;/h3-10,12H,11H2,1-2H3;2*1H/b16-9-;;

InChI key

CXGURXWCQYHDIR-ULPVBNQHSA-N

Gene Information

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363)

Application

Zimelidine dihydrochloride has been used as a serotonin transport inhibitor to study its inhibitory role in the uptake of exogenous serotonin by bipolar cells.

Biochem/physiol Actions

Zimelidine, an antidepressant, is a specific 5-hydroxytryptamine (5-HT) reuptake inhibitor, that can be used in treating phobic anxiety. It is very effective and can be tolerated well in elderly individuals. This serotonin transport inhibitor is less likely than other antidepressants to have cardiovascular side effects. Unlike other tricyclic antidepressants, Zimelidine might promote weight loss but not weight gain.

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 AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold with the permission of Astra AB.

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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M G Frank et al.
Brain research, 768(1-2), 287-293 (1997-11-22)
Chronic postnatal exposure to clomipramine (CMI), a monoamine uptake inhibitor, results in persistent alterations in adult rat REM sleep. These effects have been ascribed to CMI's ability to block neonatal active sleep (AS). However, these effects have not been obtained
Kanika Ghai et al.
Journal of neurochemistry, 111(1), 1-14 (2009-07-22)
The neurotransmitter serotonin is synthesized in the retina by one type of amacrine neuron but accumulates in bipolar neurons in many vertebrates. The mechanisms, functions and purpose underlying serotonin accumulation in bipolar cells remain unknown. Here, we demonstrate that exogenous
R C Heel et al.
Drugs, 24(3), 169-206 (1982-09-01)
Zimelidine is a new antidepressant, which is structurally unrelated to the tricyclic and tetracyclic antidepressants. The pharmacological profile of zimelidine is different to that of other antidepressants in that it appears to owe the major part of its activity to
R W Fuller
Progress in drug research. Fortschritte der Arzneimittelforschung. Progres des recherches pharmaceutiques, 45, 167-204 (1995-01-01)
Fluoxetine, zimelidine, sertraline, paroxetine, fluvoxamine, indalpine and citalopram are the selective inhibitors of serotonin uptake that have been most widely studied. Some of these compounds are or have been used clinically in the treatment of mental depression, obsessive-compulsive disorder and
Charlotte A Cornil et al.
Journal of chemical neuroanatomy, 35(2), 202-215 (2007-12-25)
A commonly held view is that dopamine exerts its effects via binding to D1- and D2-dopaminergic receptors. However, recent data have emerged supporting the existence of a direct interaction of dopamine with adrenergic but this interaction has been poorly investigated.
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