Venlafaxine
Venlafaxine
CAS: 93413-69-5
Molecular Formula: C17H27NO2
Venlafaxine - Names and Identifiers
| Name | Venlafaxine |
| Synonyms | Venlafaxine venlafexine (?-1-[a-[(dimethylamino)methyl]-p-methoxybenzyl]cyclohexanol 1-[2-(dimethylamino)-1-[4-(methylamino)phenyl]ethyl]cyclohexanol N,N-dimethyl-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethylamine |
| CAS | 93413-69-5 |
| EINECS | 618-944-2 |
| InChI | InChI=1/C17H28N2O/c1-18-15-9-7-14(8-10-15)16(13-19(2)3)17(20)11-5-4-6-12-17/h7-10,16,18,20H,4-6,11-13H2,1-3H3 |
Venlafaxine - Physico-chemical Properties
| Molecular Formula | C17H27NO2 |
| Molar Mass | 277.4 |
| Density | 1.074g/cm3 |
| Melting Point | 72-74°C |
| Boling Point | 416.1°C at 760 mmHg |
| Flash Point | 205.4°C |
| Water Solubility | <0.1g/L(room temperature) |
| Vapor Presure | 1.14E-07mmHg at 25°C |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.579 |
| Physical and Chemical Properties | Chemical properties ()-configuration: crystallized from ethyl acetate, melting point 102-104 ℃. [α]D23 +27.6 (C = 1.07,95% ethanol). (-)-configuration: crystallized from ethyl acetate, melting point 102~104 ℃. [α]D23-27.1. (C = 1.04,95% ethanol). Venlafaxine hydrochloride (Venlafaxine Hydrochloride):C17H27NO2?HCl. [99300-78-4]. White or white-like crystalline solid obtained from methanol-ethyl acetate, melting point 215~217 ℃. Solubility (mg/m1): water 572. Distribution coefficient (octanol/water):0.43. (+)-configuration hydrochloride: crystallized from methanol-ether, melting point 240~240.5 ℃,[α] D20-4.7 (C = 0.945, ethanol). (-)-configuration hydrochloride: crystallized from methanol-ether, melting point 240~240.5C. [α]D23 +4.6 (C = 1.0, ethanol). |
| Use | Use can inhibit the recovery of serotonin and norepinephrine simultaneously. For anti-depression, anti-tumor drugs. |
Venlafaxine - Upstream Downstream Industry
Venlafaxine - Reference
| Reference Show more | 1. Huang Xiulong, Yuan Qing, Liu Aihong, Wang Xingwang, Fang xuanqiong. Effects of acupuncture at Baihui and Yantang on neurotransmitter release and miRNA-219/CaMK Ⅱ γ pathway in rats with stroke depression [J]. Journal of acupuncture and moxibustion clinic, 2020,36(12):63-68. 2. [IF = 3.935] Hui Jiang et al."Preparation of covalently bonded lipid capilary column and its application in evaluation of drug membrane permeability." J Pharmaceut Biomed. 2022 Feb;209:114513 |
Venlafaxine - Preparation Method
Open Data Verified Data
p-methoxyphenylacetonitrile was dissolved in Tetrahydrofuran, and a solution of lithium butane in hexane was added under nitrogen. Further, cyclohexanone was added to perform the reaction. A saturated aqueous solution of ammonium chloride containing ice was added to the reaction solution, and further water was added. The precipitate was filtered, washed with water and ether to give 1-[cyano (4-methoxyphenyl) methyl] cyclohexanol. It was dissolved in ammonia-ethanol mixture, and germanium-alumina was added for catalytic hydrogenation. The catalyst was filtered off and washed with ethanol. The washings and filtrates were combined and concentrated to an oil. The oil, aqueous formaldehyde solution, formic acid and water were stirred together overnight. The reaction solution was concentrated, water was added, adjusted to pH 2 with concentrated hydrochloric acid, and extracted with ethyl acetate to remove pink impurities. The extracted aqueous solution was basified with sodium hydroxide solution and then extracted with ethyl acetate. The extract was washed with saturated brine, dried, filtered and concentrated. The resulting material was dissolved in ethyl acetate, a solution of hydrogen chloride in isopropanol was added, and venlafaxine hydrochloride was collected. The racemic venlafaxine was dissolved in ethyl acetate, and the ethyl acetate solution of Di (p-tolyl)- L-tartaric acid monohydrate was added to separate to obtain () one or (one) of the optical isomer. A venlafaxine, acidified to give the hydrochloride salt.
Last Update：2025-06-10 22:55:16
Venlafaxine - Application
Open Data Verified Data
developed by the company Wyeth-Ayerst, launched in 1993. Venlafaxine is a new type of antidepressant, can inhibit the recovery of 5 serotonin and norepinephrine. Due to the advantages of definite curative effect, less adverse reaction, rapid onset and less interaction between drugs, it has been widely used in the treatment of depression, especially in severe depression.
Last Update：2025-08-19 16:24:40
Venlafaxine - Nature
| storage conditions | Keep in dark place,Inert atmosphere,2-8°C |
| acidity coefficient (pKa) | pKa 9.5 (Uncertain) |
| water solubility | <0.1g/L(room temperature) |
Last Update：2024-04-10 22:40:09
Venlafaxine - Security information
| toxic substance data | 93413-69-5(Hazardous Substances Data) |
Last Update：2024-04-10 22:29:15
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View History
Venlafaxine
1207456-01-6
167993-21-7
855910-45-1
1193389-40-0
127199-13-7
119830-47-6
1366050-48-7
360576-04-1
103587-51-5
1207456-01-6
167993-21-7
855910-45-1
1193389-40-0
127199-13-7
119830-47-6
1366050-48-7
360576-04-1
103587-51-5
Raw Materials for Venlafaxine
Downstream Products for Venlafaxine