Nafenodone | CAS#92615-20-8 | antidepressant

MedKoo Cat#: 584885 | Name: Nafenodone

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dexnafenodone, also known as (S)-Nafenodone and LU-43706, is a dual of adrenergic receptor antagonist and serotonin uptake inhibitor potentially for the treatment of major depressive disorder. (S)-nafenodone would reduce the concentration of intracellular free Ca2+ available at the contractile apparatus for vascular smooth muscle contraction. (S)-nafenodone produced a frequency- and voltage-dependent inhibition of the fast sodium channels similar to that exhibited with imipramine.

Chemical Structure

Nafenodone

CAS#92615-20-8 (racemate)

Theoretical Analysis

MedKoo Cat#: 584885

Name: Nafenodone

CAS#: 92615-20-8 (racemate)

Chemical Formula: C20H23NO

Exact Mass: 293.1780

Molecular Weight: 293.41

Elemental Analysis: C, 81.87; H, 7.90; N, 4.77; O, 5.45

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

92629-87-3 (free base) 94096-42-1 (HCl) 92615-20-8 (racemate)

Synonym

Nafenodone

IUPAC/Chemical Name

(+-)-2-(2-(Dimethylamino)ethyl)-3,4-dihydro-2-phenyl-1(2H)-naphthalenone

InChi Key

IOKKIRANVRFSAH-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H23NO/c1-21(2)15-14-20(17-9-4-3-5-10-17)13-12-16-8-6-7-11-18(16)19(20)22/h3-11H,12-15H2,1-2H3

SMILES Code

O=C1C(C2=CC=CC=C2)(CCN(C)C)CCC3=C1C=CC=C3

Appearance

Solid 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

Shelf Life

>3 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 293.41 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.

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

1: Pérez-Vizcaino F, Carrón R, Delpón E, Tamargo J. Effects of (S)-nafenodone, a new antidepressant, in isolated guinea-pig atrial and ventricular muscle fibres. Eur J Pharmacol. 1991 Jun 18;199(1):43-50. doi: 10.1016/0014-2999(91)90635-4. PMID: 1893926. 2: Rao X, Li N, Bai H, Dai C, Wang Z, Tang W. Efficient Synthesis of (-)-Corynoline by Enantioselective Palladium-Catalyzed α-Arylation with Sterically Hindered Substrates. Angew Chem Int Ed Engl. 2018 Sep 17;57(38):12328-12332. doi: 10.1002/anie.201807302. Epub 2018 Aug 28. PMID: 30074668. 3: Pérez-Vizcaíno F, Carrón R, Delpón E, Duarte J, Tamargo J. Effects of (S)-nafenodone on 45Ca2+ fluxes and contractions in rat isolated vascular smooth muscle. Eur J Pharmacol. 1993 Feb 23;232(1):105-11. doi: 10.1016/0014-2999(93)90734-y. PMID: 8458390. 4: Delpón E, Valenzuela C, Carrón R, Pérez-Vizcaino F, Tamargo J. Tonic and frequency-dependent Vmax block induced by (S)-nafenodone, a new antidepressant drug, in guinea-pig papillary muscles. Naunyn Schmiedebergs Arch Pharmacol. 1991 Jun;343(6):638-44. doi: 10.1007/BF00184296. PMID: 1944605. 5: Jobert M, Jähnig P, Schulz H. Effect of two antidepressant drugs on REM sleep and EMG activity during sleep. Neuropsychobiology. 1999;39(2):101-9. doi: 10.1159/000026568. PMID: 10072667. 6: Omoigui S, Irene S. Treatment of ptosis as a complication of botulinum toxin injection. Pain Med. 2005 Mar-Apr;6(2):149-51. doi: 10.1111/j.1526-4637.2005.05029.x. PMID: 15773880. 7: Emerich DF, Schneider P, Bintz B, Hudak J, Thanos CG. In vitro exposure of cultured porcine choroid plexus epithelial cells to immunosuppressant, anti- inflammatory, and psychoactive drugs. Cell Transplant. 2007;16(4):435-40. doi: 10.3727/000000007783464867. PMID: 17658133.