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Merck

N1530

Nomifensine maleate salt

dopamine uptake inhibitor , powder

Synonym(s):

1,2,3,4-Tetrahydro-2-methyl-4-phenyl-8-isoquinolinamine maleate salt

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About This Item

Empirical Formula (Hill Notation):
C16H18N2 · C4H4O4
CAS Number:
32795-47-4
Molecular Weight:
354.40
NACRES:
NA.77
PubChem Substance ID:
24277920
UNSPSC Code:
12352200
EC Number:
251-223-7
MDL number:
MFCD00069320

Key Documents

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Product Name

Nomifensine maleate salt,

InChI key

GEOCVSMCLVIOEV-BTJKTKAUSA-N

InChI

1S/C16H18N2.C4H4O4/c1-18-10-14(12-6-3-2-4-7-12)13-8-5-9-16(17)15(13)11-18;5-3(6)1-2-4(7)8/h2-9,14H,10-11,17H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.CN1CC(c2ccccc2)c3cccc(N)c3C1

form

powder

Quality Level

200

Gene Information

human ... DBH(1621), SLC6A2(6530), SLC6A3(6531), SLC6A4(6532)

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Application

Nomifensine maleate salt has been used to study the β-CFT (cocaine analogue) binding using human embryonic kidney 293T cells.

Biochem/physiol Actions

Nomifensine maleate is a selective dopamine uptake inhibitor interacting with the dopamine transporter, at a site different from that of cocaine; antidepressant. Nomifensine serves as an antidepressant and is known to cause frequent hemolytic anemia. The aniline group in this compound results in blood and liver toxicities.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000515471
0000515471
0000404435
0000404435
0000361857

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Yoonbae Oh et al.
Biosensors & bioelectronics, 121, 174-182 (2018-09-16)
For over two decades, fast-scan cyclic voltammetry (FSCV) has served as a reliable analytical method for monitoring dopamine release in near real-time in vivo. However, contemporary FSCV techniques have been limited to measure only rapid (on the order of seconds
Matthew Dunn et al.
Nature communications, 9(1), 2838-2838 (2018-07-22)
Norepinephrine is a monoamine neurotransmitter with a wide repertoire of physiological roles in the peripheral and central nervous systems. There are, however, no experimental means to study functional properties of individual noradrenergic synapses in the brain. Development of new approaches
S M Meiergerd et al.
Journal of neurochemistry, 63(5), 1683-1692 (1994-11-01)
The inhibition by cocaine of the apparent initial rate of the transport of striatal dopamine was compared with inhibitions produced by cocaethylene, benztropine, GBR-12909, mazindol, and nomifensine. Rotating disk electrode voltammetry was used to measure the kinetically resolved, inwardly directed
Metabolism of nomifensine to a dihydroisoquinolinium ion metabolite by human myeloperoxidase, hemoglobin, monoamine oxidase-A, and cytochrome P450 enzymes
Obach RS and Dalvie DK
Drug Metabolism and Disposition (2006)
Noam S Katz et al.
Journal of psychopharmacology (Oxford, England), 24(8), 1223-1235 (2009-11-27)
Nomifensine potently inhibits the reuptake of norepinephrine and dopamine in vitro. It is one of few antidepressants with marked potency to block dopamine reuptake that has ever been used clinically. Acute and sustained administration of nomifensine was investigated on the
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