Venlafaxine HCl
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MedKoo CAT#: 318976

CAS#: 99300-78-4 (HCl)

Description: Venlafaxine is an antidepressant of the serotonin-norepinephrine reuptake inhibitor (SNRI) class. Venlafaxine is usually categorized as a serotonin-norepinephrine reuptake inhibitor (SNRI), but it has been referred to as a serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI). It works by blocking the transporter "reuptake" proteins for key neurotransmitters affecting mood, thereby leaving more active neurotransmitters in the synapse. The neurotransmitters affected are serotonin and norepinephrine. Additionally, in high doses it weakly inhibits the reuptake of dopamine, with recent evidence showing that the norepinephrine transporter also transports some dopamine as well, since dopamine is inactivated by norepinephrine reuptake in the frontal cortex.

Chemical Structure

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Venlafaxine HCl
CAS# 99300-78-4 (HCl)
Instruction

Theoretical Analysis

MedKoo Cat#: 318976
Name: Venlafaxine HCl
CAS#: 99300-78-4 (HCl)
Chemical Formula: C17H28ClNO2
Exact Mass: 0.00
Molecular Weight: 313.866
Elemental Analysis: C, 65.06; H, 8.99; Cl, 11.29; N, 4.46; O, 10.19

Price and Availability

Size Price Availability Quantity
5g USD 150 2 Weeks
10g USD 250 2 Weeks
20g USD 450 2 Weeks
50g USD 650 2 Weeks
100g USD 950 2 Weeks
500g USD 2650 2 Weeks
1kg USD 3450 2 Weeks
2kg USD 5450 2 Weeks
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Related CAS #: 99300-78-4 (HCl)   93413-69-5 (free base)    

Synonym: Wy-45030; Wy45030; Wy 45030; Venlafaxine HCl. brand names: Effexor, Effexor XR, Lanvexin, Viepax and Trevilor.

IUPAC/Chemical Name: 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol hydrochloride

InChi Key: QYRYFNHXARDNFZ-UHFFFAOYSA-N

InChi Code: 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

SMILES Code: OC1(C(C2=CC=C(OC)C=C2)CN(C)C)CCCCC1.[H]Cl

Appearance: White to off-white crystalline powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info: Related CAS# 99300-78-4 (HCl salt); 93413-69-5 (free base).

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 313.87 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Kus T, Aktas G, Alpak G, Kalender ME, Sevinc A, Kul S, Temizer M, Camci C. Efficacy of venlafaxine for the relief of taxane and oxaliplatin-induced acute neurotoxicity: a single-center retrospective case-control study. Support Care Cancer. 2015 Nov 7. [Epub ahead of print] PubMed PMID: 26546457.

2: Steen NE, Aas M, Simonsen C, Dieset I, Tesli M, Nerhus M, Gardsjord E, Mørch R, Agartz I, Melle I, Vaskinn A, Spigset O, Andreassen OA. Serum level of venlafaxine is associated with better memory in psychotic disorders. Schizophr Res. 2015 Oct 26. pii: S0920-9964(15)30021-9. doi: 10.1016/j.schres.2015.10.021. [Epub ahead of print] PubMed PMID: 26516101.

3: Higuchi T, Kamijima K, Nakagome K, Itamura R, Asami Y, Kuribayashi K, Imaeda T. A randomized, double-blinded, placebo-controlled study to evaluate the efficacy and safety of venlafaxine extended release and a long-term extension study for patients with major depressive disorder in Japan. Int Clin Psychopharmacol. 2015 Oct 28. [Epub ahead of print] PubMed PMID: 26513202.

4: Selvaraj V, Gunasekar P, Kumar S, Alsakaf I. Urinary Incontinence due to Overactive Detrusor Muscle: A Rare Side Effect of Venlafaxine. Case Rep Urol. 2015;2015:690931. doi: 10.1155/2015/690931. Epub 2015 Sep 27. PubMed PMID: 26491599; PubMed Central PMCID: PMC4600539.

5: Boix C, Ibáñez M, Bagnati R, Zuccato E, Sancho JV, Hernández F, Castiglioni S. High resolution mass spectrometry to investigate omeprazole and venlafaxine metabolites in wastewater. J Hazard Mater. 2015 Oct 1;302:332-340. doi: 10.1016/j.jhazmat.2015.09.059. [Epub ahead of print] PubMed PMID: 26476321.

6: Liu Y, Jann M, Vandenberg C, Eap CB, Shamsi SA. Development of an enantioselective assay for simultaneous separation of venlafaxine and O-desmethylvenlafaxine by micellar electrokinetic chromatography-tandem mass spectrometry: Application to the analysis of drug-drug interaction. J Chromatogr A. 2015 Nov 13;1420:119-28. doi: 10.1016/j.chroma.2015.09.088. Epub 2015 Oct 3. PubMed PMID: 26460073.

7: Lassen D, Ennis ZN, Damkier P. First-Trimester Pregnancy Exposure to Venlafaxine or Duloxetine and Risk of Major Congenital Malformations: A Systematic Review. Basic Clin Pharmacol Toxicol. 2015 Oct 5. doi: 10.1111/bcpt.12497. [Epub ahead of print] Review. PubMed PMID: 26435496.

8: Mannheimer B, Haslemo T, Lindh JD, Eliasson E, Molden E. Risperidone and venlafaxine metabolic ratios strongly predict a CYP2D6 poor metabolizing genotype. Ther Drug Monit. 2015 Sep 26. [Epub ahead of print] PubMed PMID: 26418700.

9: Zhan YY, Liang BQ, Wang H, Wang ZH, Weng QH, Dai DP, Cai JP, Hu GX. Effect of CYP2D6 variants on venlafaxine metabolism in vitro. Xenobiotica. 2015 Sep 25:1-6. [Epub ahead of print] PubMed PMID: 26406933.

10: Hussain SA, Alzubaidi FA, Hashem HO. Effects of Gingko biloba extract on tissue distribution of fluoxetine and venlafaxine in rats. J Intercult Ethnopharmacol. 2015 Jul-Sep;4(3):234-8. doi: 10.5455/jice.20150628102732. Epub 2015 Jun 30. PubMed PMID: 26401414; PubMed Central PMCID: PMC4579493.

11: Carminati GG, Gerber F, Darbellay B, Kosel MM, Deriaz N, Chabert J, Fathi M, Bertschy G, Ferrero F, Carminati F. Using venlafaxine to treat behavioral disorders in patients with autism spectrum disorder. Prog Neuropsychopharmacol Biol Psychiatry. 2015 Sep 9;65:85-95. doi: 10.1016/j.pnpbp.2015.09.002. [Epub ahead of print] PubMed PMID: 26361994.

12: Hajhashemi V, Minaiyan M, Banafshe HR, Mesdaghinia A, Abed A. The anti-inflammatory effects of venlafaxine in the rat model of carrageenan-induced paw edema. Iran J Basic Med Sci. 2015 Jul;18(7):654-8. PubMed PMID: 26351555; PubMed Central PMCID: PMC4556757.

13: Doroudgar S, Perry PJ, Lackey GD, Veselova NG, Chuang HM, Albertson TE. An 11-year retrospective review of venlafaxine ingestion in children from the California Poison Control System. Hum Exp Toxicol. 2015 Sep 8. pii: 0960327115604202. [Epub ahead of print] PubMed PMID: 26351291.

14: Hefner G, Shams ME, Unterecker S, Falter T, Hiemke C. Retrospective pilot study for analysis of antidepressant serum concentrations of citalopram and venlafaxine during inflammation. Pharmacopsychiatry. 2015 Sep;48(6):215-8. doi: 10.1055/s-0035-1559666. Epub 2015 Sep 3. PubMed PMID: 26335759.

15: Godoy AL, Rocha A, Souza CD, Lanchote VL. Pharmacokinetics of venlafaxine enantiomers and their metabolites in psoriasis patients. J Clin Pharmacol. 2015 Sep 1. doi: 10.1002/jcph.630. [Epub ahead of print] PubMed PMID: 26331791.

16: Abed A, Hajhashemi V, Banafshe HR, Minaiyan M, Mesdaghinia A. Venlafaxine Attenuates Heat Hyperalgesia Independent of Adenosine or Opioid System in a Rat Model of Peripheral Neuropathy. Iran J Pharm Res. 2015 Summer;14(3):843-50. PubMed PMID: 26330872; PubMed Central PMCID: PMC4518112.

17: Gallagher HC, Gallagher RM, Butler M, Buggy DJ, Henman MC. Venlafaxine for neuropathic pain in adults. Cochrane Database Syst Rev. 2015 Aug 23;8:CD011091. [Epub ahead of print] Review. PubMed PMID: 26298465.

18: Lessing C, Ashton T, Davis P. An Evaluation of Health Service Impacts Consequent to Switching from Brand to Generic Venlafaxine in New Zealand under Conditions of Price Neutrality. Value Health. 2015 Jul;18(5):646-54. doi: 10.1016/j.jval.2015.02.020. Epub 2015 Jul 22. PubMed PMID: 26297093.

19: Hosseini F, Amini F, Yassini Ardekani SM, Shariat N, Nadi M. Double-Blind Randomized Clinical Trial of the Efficacy of Venlafaxine Versus Citalopram in the Treatment of the Acute Phase of Major Depressive Disorder. Iran J Psychiatry Behav Sci. 2015 Jun;9(2):e1041. doi: 10.17795/ijpbs1041. Epub 2015 Jun 1. PubMed PMID: 26286846; PubMed Central PMCID: PMC4539582.

20: Cojutti P, Crapis M, Bassetti M, Hope W, Pea F. Linezolid underexposure in a patient co-treated with venlafaxine. Eur J Clin Pharmacol. 2015 Oct;71(10):1285-6. doi: 10.1007/s00228-015-1922-z. Epub 2015 Aug 8. PubMed PMID: 26253645.