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MedKoo Cat#: 326915 | Name: Fengabine

Description:

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

Fengabine, also known as SL-79229, is GABA receptor agonist potentially for the treatment of major depressive disorder (MDD). Its mechanism of action is unknown, but its antidepressant effects are reversed by GABAA receptor antagonists like bicuculline and it has hence been labeled as GABAergic; however, it does not actually bind to GABA receptors, nor does it inhibit GABA-T. In clinical trials, fengabine's efficacy was comparable to that of the tricyclic antidepressants, but with a more rapid onset of action and much less side effects. Notably, fengabine lacks any sedative effects.

Chemical Structure

Fengabine
Fengabine
CAS#80018-06-0

Theoretical Analysis

MedKoo Cat#: 326915

Name: Fengabine

CAS#: 80018-06-0

Chemical Formula: C17H17Cl2NO

Exact Mass: 321.0687

Molecular Weight: 322.23

Elemental Analysis: C, 63.37; H, 5.32; Cl, 22.00; N, 4.35; O, 4.97

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 #
No Data
Synonym
SL-79229; SL 79229; SL79229; SL 79,229-00; SL 79-229; SL 79.229-00; Fengabine
IUPAC/Chemical Name
(E)-2-((butylimino)(2-chlorophenyl)methyl)-4-chlorophenol
InChi Key
ZGLIFVFRIOKQLE-JZJYNLBNSA-N
InChi Code
InChI=1S/C17H17Cl2NO/c1-2-3-10-20-17(13-6-4-5-7-15(13)19)14-11-12(18)8-9-16(14)21/h4-9,11,21H,2-3,10H2,1H3/b20-17-
SMILES Code
OC1=CC=C(Cl)C=C1/C(C2=CC=CC=C2Cl)=N\CCCC
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
>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

Preparing Stock Solutions

The following data is based on the product molecular weight 322.23 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
1: Fairweather DB, Kerr JS, Hilton S, Hindmarch I. A placebo controlled double-blind evaluation of the pharmacodynamics of fengabine vs amitriptyline following single and multiple doses in elderly volunteers. Br J Clin Pharmacol. 1993 Mar;35(3):278-83. PubMed PMID: 8471403; PubMed Central PMCID: PMC1381575. 2: Pitsiu M, Parker EM, Aarons L, Holt B, Rowland M. A comparison of the relative sensitivities of factor VII and prothrombin time measurements in detecting drug interactions with warfarin. Eur J Clin Pharmacol. 1992;42(6):645-9. PubMed PMID: 1623906. 3: Aley KO, Kulkarni SK. Altered response to GABAergic agents following electro and chemo convulsions in mice. Indian J Exp Biol. 1991 Mar;29(3):241-3. PubMed PMID: 1651904. 4: Nielsen NP, Cesana B, Zizolfi S, Ascalone V, Priore P, Morselli PL. Therapeutic effects of fengabine, a new GABAergic agent, in depressed outpatients: a double-blind study versus clomipramine. Acta Psychiatr Scand. 1990 Nov;82(5):366-71. PubMed PMID: 2281807. 5: Sharma AC, Kulkarni SK. Evidence for GABA-BZ receptor modulation in short-term memory passive avoidance task paradigm in mice. Methods Find Exp Clin Pharmacol. 1990 Apr;12(3):175-80. PubMed PMID: 2161973. 6: Ascalone V, Dal Bo L, Deschamps N, Guinebault P. Determination of the GABAergic antidepressant drug fengabine and some of its metabolites in plasma by capillary gas chromatography with electron-capture detection. J Chromatogr. 1989 May 5;490(1):81-90. PubMed PMID: 2760159. 7: Aley KO, Kulkarni SK. GABA-mediated modification of despair behavior in mice. Naunyn Schmiedebergs Arch Pharmacol. 1989 Mar;339(3):306-11. PubMed PMID: 2725709. 8: Magni G, Garreau M, Orofiamma B, Palminteri R. Fengabine, a new GABAmimetic agent in the treatment of depressive disorders: an overview of six double-blind studies versus tricyclics. Neuropsychobiology. 1989;20(3):126-31. PubMed PMID: 2668780. 9: Lloyd KG, Zivkovic B, Scatton B, Morselli PL, Bartholini G. The gabaergic hypothesis of depression. Prog Neuropsychopharmacol Biol Psychiatry. 1989;13(3-4):341-51. Review. PubMed PMID: 2664889. 10: Aley KO, Kulkarni SK. Studies on the neuropsychopharmacological profile of fengabine (SL 79229) in mice. Methods Find Exp Clin Pharmacol. 1988 Sep;10(9):563-8. PubMed PMID: 3226222. 11: Scatton B, Lloyd KG, Zivkovic B, Dennis T, Claustre Y, Dedek J, Arbilla S, Langer SZ, Bartholini G. Fengabine, a novel antidepressant GABAergic agent. II. Effect on cerebral noradrenergic, serotonergic and GABAergic transmission in the rat. J Pharmacol Exp Ther. 1987 Apr;241(1):251-7. PubMed PMID: 3033204. 12: Lloyd KG, Zivkovic B, Sanger D, Depoortere H, Bartholini G. Fengabine, a novel antidepressant GABAergic agent. I. Activity in models for antidepressant drugs and psychopharmacological profile. J Pharmacol Exp Ther. 1987 Apr;241(1):245-50. PubMed PMID: 3033203. 13: Lloyd KG, Morselli PL, Bartholini G. GABA and affective disorders. Med Biol. 1987;65(2-3):159-65. Review. PubMed PMID: 2821330. 14: Lloyd KG, Thuret F, Pilc A. Upregulation of gamma-aminobutyric acid (GABA) B binding sites in rat frontal cortex: a common action of repeated administration of different classes of antidepressants and electroshock. J Pharmacol Exp Ther. 1985 Oct;235(1):191-9. PubMed PMID: 2995646.