NOMELIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H15BrN2
Molecular Weight	303.197
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC\C=C(\C1=CC=C(Br)C=C1)C2=CC=CN=C2

InChI

InChIKey=AZFZKANGXPSDEA-NVNXTCNLSA-N

InChI=1S/C15H15BrN2/c1-17-10-8-15(13-3-2-9-18-11-13)12-4-6-14(16)7-5-12/h2-9,11,17H,10H2,1H3/b15-8-

HIDE SMILES / InChI

Molecular Formula	C15H15BrN2
Molecular Weight	303.197
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://books.google.ru/books?id=gmhcIEQ2UzIC&pg=PA158&lpg=PA158&dq=NOMELIDINE retrieved from Progress in Medicinal Chemistry, Volume 23, p.158 | https://www.ncbi.nlm.nih.gov/pubmed/6151986 | https://www.ncbi.nlm.nih.gov/pubmed/6452789

Nomelidine (norzimelidine), the active N-demethylated metabolite of zimelidine, is a potent and specific inhibitor of [14C]5-HT uptake in synaptosome rich homogenates of rat hypothalamus. Nomelidine inhibits the uptake of 5-HT more potently than the parent compound. Zimelidine (ZIM) and its main active metabolite norzimelidine (NZIM) have been shown to preferentially inhibit 5-hydroxytryptamine (5-HT) neuronal uptake both in vitro and in vivo while having much less effect on noradrenaline (NA) uptake.

CNS Activity

Approval Year

PubMed

Title	Date	PubMed
Pharmacokinetics of zimelidine in humans--plasma levels and urinary excretion of zimelidine and norzimelidine after intravenous and oral administration of zimelidine.	1981	6455297
The antidepressant agents desipramine, fluoxetine, fluvoxamine and norzimelidine inhibit uptake of [3H]noradrenaline and [3H]5-hydroxytryptamine in slices of human and rat cortical brain tissue.	1983 Sep 19	6226337
Norzimelidine, a metabolite of a highly selective 5-hydroxytryptamine uptake inhibitor, can inhibit the uptake of noradrenaline in-vivo.	1984 Dec	6151986

Patents

Sample Use Guides

In Vivo Use Guide

Mice: norzimelidine (20-40 mg kg-1) moderately antagonized the hypothermia induced by reserpine; norzimelidine (10-40 mg kg-1) antagonized, in a dose-dependent manner, the hypothermia induced by 16 mg kg-1 of apomorphine.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Nomelidine (norzimelidine) (5 X 10(-5) M) was more potent inhibitor of the 3H-EN uptake than that of 3H-NE into rat brain crude synaptosomes.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:20:11 GMT 2023` Edited by `admin` on `Fri Dec 15 16:20:11 GMT 2023`
Record UNII	FVL27C1DMG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NOMELIDINE

Official Name

English

nomelidine [INN]

Common Name

English

(Z)-3-(1-(P-BROMOPHENYL)-3-(METHYLAMINO)PROPENYL)PYRIDINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265