Venlafaxine hydrochlorideProduct ingredient for Venlafaxine
- Name
- Venlafaxine hydrochloride
- Drug Entry
- Venlafaxine
Venlafaxine is an antidepressant and a serotonin and norepinephrine reuptake inhibitor (SNRI). Its active metabolite, desvenlafaxine, works by blocking the reuptake of serotonin and norepinephrine, which are key neurotransmitters in mood regulation. Venlafaxine is officially approved to treat major depressive disorder (MDD), generalized anxiety disorder (GAD), social anxiety disorder, and panic disorder in adults.17 The immediate formulation of the drug, marketed as Effexor, was first approved by the FDA in 1993 and the extended-release formulation, Effexor XR, was later introduced in 1997.11
Venlafaxine has been used as a first-line treatment for MDD, GAD, social anxiety disorder, and panic disorder in Canada for many years. It was also considered a second-line treatment for obsessive-compulsive disorder (OCD).2,5 Venlafaxine was also investigated in off-label uses for the prophylaxis of migraine headaches,1,3 for reduction of vasomotor symptoms associated with menopause,6 and for the management of neuropathic pain (although there is only minimal evidence of efficacy for this condition).4
- Accession Number
- DBSALT000186
- Structure
Structure for Venlafaxine hydrochloride (DBSALT000186)
- Synonyms
- Not Available
- UNII
- 7D7RX5A8MO
- CAS Number
- 99300-78-4
- Weight
- Average: 313.863
Monoisotopic: 313.180856852 - Chemical Formula
- C17H28ClNO2
- InChI Key
- QYRYFNHXARDNFZ-UHFFFAOYSA-N
- InChI
- 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
- IUPAC Name
- 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol hydrochloride
- SMILES
- Cl.COC1=CC=C(C=C1)C(CN(C)C)C1(O)CCCCC1
- External Links
- PubChem Compound
- 62923
- ChemSpider
- 56641
- ChEBI
- 9944
- ChEMBL
- CHEMBL1201066
- Wikipedia
- Venlafaxine
- Predicted Properties
Property Value Source Water Solubility 0.23 mg/mL ALOGPS logP 2.69 ALOGPS logP 2.74 Chemaxon logS -3.1 ALOGPS pKa (Strongest Acidic) 14.42 Chemaxon pKa (Strongest Basic) 8.91 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 32.7 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 83.02 m3·mol-1 Chemaxon Polarizability 32.38 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon