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V7264

Sigma-Aldrich

Venlafaxine hydrochloride

≥98% (HPLC), powder

Synonym(s):

(+/-)-1-[2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride, Effexor

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About This Item

Empirical Formula (Hill Notation):
C17H27NO2 · HCl
CAS Number:
99300-78-4
Molecular Weight:
313.86
MDL number:
MFCD03658865
UNSPSC Code:
12352200
PubChem Substance ID:
329829062
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white

solubility

H2O: >10 mg/mL

originator

Wyeth

SMILES string

Cl[H].COc1ccc(cc1)C(CN(C)C)C2(O)CCCCC2

InChI

1S/C17H27NO2.ClH/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14;/h7-10,16,19H,4-6,11-13H2,1-3H3;1H

InChI key

QYRYFNHXARDNFZ-UHFFFAOYSA-N

Gene Information

human ... SLC6A2(6530) , SLC6A4(6532)

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Biochem/physiol Actions

Venlafaxine is an antidepressant. The mechanism of the antidepresant action of venlafaxine in humans is associated with its potentiation of neurotransmitter activity in the CNS. Venlafaxine is a potent inhibitor of neuronal serotonin and norepinephrine reuptake and weak inhibitor of dopamine reuptake. Venlafaxine has no significant activity for muscarinic, histaminergic, or α-1 adrenergic receptors in vitro. Venlafaxine does not possess MAO inhibitor activity.

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

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

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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Anna Freixa et al.
Frontiers in microbiology, 9, 1426-1426 (2018-07-19)
Organic micro-contaminants (OMCs) enter in freshwaters and interact with other contaminants such as carbon nanoparticles, becoming a problem of unknown consequences for river ecosystems. Carbon nanoparticles (as fullerenes C60) are good adsorbents of organic contaminants and their interaction can potentially
M Batista et al.
Clinical toxicology (Philadelphia, Pa.), 51(2), 92-95 (2013-01-11)
Venlafaxine is a bicyclic antidepressant that may be associated with severe cardiotoxicity following large overdose. The purpose of this short case series is to present different patterns of venlafaxine-related cardiotoxicity and to discuss the potential mechanisms. Between January 2010 and
Mara Z Vitolins et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(32), 4092-4098 (2013-10-02)
Hot flashes occur in approximately 80% of androgen-deprived men. Few intervention studies have been conducted to relieve hot flashes in men. Eligible androgen-deprived men were randomly assigned to one of four daily regimens (2 × 2 factorial design) for 12
Aaron S Heller et al.
The American journal of psychiatry, 170(2), 197-206 (2012-12-12)
OBJECTIVE Deficits in positive affect and their neural bases have been associated with major depression. However, whether reductions in positive affect result solely from an overall reduction in nucleus accumbens activity and fronto-striatal connectivity or the additional inability to sustain
Kara N D Polen et al.
Birth defects research. Part A, Clinical and molecular teratology, 97(1), 28-35 (2013-01-03)
Few epidemiologic studies have investigated the use of venlafaxine (Effexor XR capsules, Product Monograph, Wyeth, Montreal, Canada), an antidepressant used to treat major depression and anxiety disorders in adults, during pregnancy. Our objective was to determine whether use of venlafaxine
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