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Venlafaxine

Venlafaxine Structure
CAS No.
93413-69-5
Chemical Name:
Venlafaxine
Synonyms
VENLAFAXINE HCL;VENLAFAXIN;D,L-VENLAFAXINE, HYDROCHLORIDE;Velafax;Trevilor;Wy-45030;Wy-45651;AKOS 92111;Venlafaxine;venlafexine
CBNumber:
CB7136180
Molecular Formula:
C17H27NO2
Molecular Weight:
277.4
MOL File:
93413-69-5.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:15

Venlafaxine Properties

Melting point 72-74°C
Boiling point 397.6±27.0 °C(Predicted)
Density 1.060±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility soluble in Dichloromethane, Ethyl Acetate
form Crystalline
pka pKa 9.5 (Uncertain)
color White to off-white
Water Solubility <0.1g/L(room temperature)
LogP 0.4-600
Dissociation constant 9.4 at 23℃
CAS DataBase Reference 93413-69-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501

Venlafaxine Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

A optically active version of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant

Definition

ChEBI: A tertiary amino compound that is N,N-dimethylethanamine substituted at position 1 by a 1-hydroxycyclohexyl and 4-methoxyphenyl group.

Biological Functions

Venlafaxine (Effexor) inhibits the reuptake of both serotonin and norepinephrine at their respective presynaptic sites.This drug does not have significant effects at muscarinic, histamine, or α-adrenergic receptors and therefore is devoid of many of the side effects associated with the TCAs.Venlafaxine and its active metabolite O-desmethyl-venlafaxine, have half lives of 5 and 11 hours respectively, so dosing twice a day is necessary. However, an extended release preparation (Effexor XR) now allows for once-daily dosing and better tolerance. Venlafaxine has a side effect profile similar to that of the SSRIs. Higher doses of venlafaxine result in modest increases in blood pressure in approximately 5% of patients.Venlafaxine has minimal effects on the cytochrome P450 enzyme system.

General Description

The structure and activity of venlafaxine (Effexor) are in accordwith the general SARs for the group. As expected, it isan effective antidepressant. Venlafaxine is a serotonin–norepinephrinereuptake inhibitor (SNRI).

Pharmaceutical Applications

Venlafaxine is a serotonin and noradrenalin reuptake inhibitor (SNRI) and is used as an antidepressant. Compared to tricyclic antidepressants, it lacks the antimuscarinic and sedative side effects. Nevertheless, treatment with venlafaxine can lead to a higher risk of withdrawal symptoms.

Clinical Use

Venlafaxine is a methoxyphenylethylamine antidepressant that resembles an open TCA with one of the aromatic rings replaced by a cyclohexanol ring and a dimethylaminomethyl group rather than a dimethylaminopropyl chain.

Side effects

The potential for cardiotoxicity with venlafaxine during normal use and for various toxicities in overdose situations are key concerns. Venlafaxine displays minimal in vitro affinity for the other neural neurotransmitter receptors and, thus, a low probability for adverse effects. To minimize GI upset (e.g., nausea), venlafaxine can be taken with food without affecting its GI absorption. Venlafaxine should be administered as a single daily dose with food at approximately the same time each day. The extended-release capsules should be swallowed whole with fluid and should not be divided, crushed, chewed, or placed in water.
Whenever venlafaxine is being discontinued after more than 1 week of therapy, it generally is recommended that the patient be closely monitored and the dosage of the drug be tapered gradually to reduce the risk of withdrawal symptoms.
Although venlafaxine is a weak inhibitor of CYP2D6, variability has been observed in the pharmacokinetic parameters of venlafaxine in patients with hepatic or renal function impairment. As a precaution, elderly patients taking venlafaxine concurrently with a drug that has a narrow therapeutic index and also is metabolized by CYP2D6 should be carefully monitored. Concurrent use of CYP3A4 inhibitors with venlafaxine has been shown to interfere with its metabolism and clearance. Similar to the other antidepressants that block 5-HT reuptake, venlafaxine may interact pharmacodynamically to cause toxic levels of 5-HT to accumulate, leading to the 5-HT syndrome.

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1-[2-(DIMETHYLAMINO)-1-(4-METHOXYPHENYL)ETHYL]CYCLOHEXANOL, HCL 1-[2-(DIMETHYLAMINO)-1-(4-METHOXYPHENYL)ETHYL]CYCLOHEXANOL HYDROCHLORIDE AKOS 92111 (?-1-[a-[(dimethylamino)methyl]-p-methoxybenzyl]cyclohexanol N,N-dimethyl-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethylamine venlafexine VENALAFAXINE HCL Venlafaxin HCL 1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol [2-Dimethylamino-1-(4-methoxyphenyl)-ethyl]cyclohexan-1-ol Venlafaxine 1-[(1S)-2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol 1-[(1R)-2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol Trevilor Velafax Wy-45030 Wy-45651 1-[1-(4-Methoxyphenyl)-2-(dimethylamino)ethyl]cyclohexanol 1-[1-(4-Methoxyphenyl)-2-dimethylaminoethyl]cyclohexanol 1-[α-(Dimethylaminomethyl)-4-methoxybenzyl]cyclohexanol Venlafaxine API Cyclohexanol,1-[2-(diMethylaMino)-1-(4-Methoxyphenyl)ethyl]- Venlafaxine for system suitability CRS Venlafaxine USP/EP/BP Venlafaxine (Wy 45030) D,L-VENLAFAXINE, HYDROCHLORIDE VENLAFAXINE HCL VENLAFAXIN 93413-69-5 VENLAFAXINE 30% SR, 33% SR, 39% SR PELLETS Venlafaxine HCL SR Pellets 93413-69-5 90300-78-4 C17H17D10NO2 Venlafaxine Pharmaceutical material and intermeidates Pharmaceutical raw material Effexor, Efexor PROZAC Inhibitors Intermediates & Fine Chemicals Pharmaceuticals Chiral Reagents