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About This Item
Empirical Formula (Hill Notation):
C16H18N2 · C4H4O4
CAS Number:
Molecular Weight:
354.40
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
251-223-7
MDL number:
Form:
powder
Quality level:
Product Name
Nomifensine maleate salt,
form
powder
Quality Level
SMILES string
[H]\C(=C(/[H])C(O)=O)C(O)=O.CN1CC(c2ccccc2)c3cccc(N)c3C1
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-
InChI key
GEOCVSMCLVIOEV-BTJKTKAUSA-N
Gene Information
human ... DBH(1621), SLC6A2(6530), SLC6A3(6531), SLC6A4(6532)
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.
signalword
Warning
hcodes
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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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)
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
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
