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MedKoo Cat#: 326884 | Name: Binedaline

Description:

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

Binedaline, also known as Scha-1059, Ixprim, binodaline, is a drug that was being investigated as an antidepressant in the 1980s but never marketed. It acts as a selective norepinephrine reuptake inhibitor (Ki = 25 nM), with relatively insignificant influence on the serotonin (Ki = 847 nM) and dopamine (Ki >= 2 µM) transporters. It has negligible affinity for the α-adrenergic, mACh, H1, or 5-HT2 receptors.

Chemical Structure

Binedaline
Binedaline
CAS#60662-16-0

Theoretical Analysis

MedKoo Cat#: 326884

Name: Binedaline

CAS#: 60662-16-0

Chemical Formula: C19H23N3

Exact Mass: 293.1892

Molecular Weight: 293.41

Elemental Analysis: C, 77.78; H, 7.90; N, 14.32

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 #
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Synonym
SCHA-1059; SCHA 1059; SCHA1059; Sgd-Sch-1059; Binedaline; binodaline. Ixprim.
IUPAC/Chemical Name
1-((2-(Dimethylamino)ethyl)methylamino)-3-phenylindole
InChi Key
SXYFFMXPDDGOEK-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H23N3/c1-20(2)13-14-21(3)22-15-18(16-9-5-4-6-10-16)17-11-7-8-12-19(17)22/h4-12,15H,13-14H2,1-3H3
SMILES Code
CN(N1C=C(C2=CC=CC=C2)C3=C1C=CC=C3)CCN(C)C
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 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.

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: Saini T, Kumar S, Narasimhan B. Central Nervous System Activities of Indole Derivatives: An Overview. Cent Nerv Syst Agents Med Chem. 2015;16(1):19-28. Review. PubMed PMID: 26051466. 2: Simon N, Dailly E, Jolliet P, Tillement JP, Urien S. pH dependent binding of ligands to serum lipoproteins. Pharm Res. 1997 Apr;14(4):527-32. PubMed PMID: 9144744. 3: Urien S, Giroud Y, Tsai RS, Carrupt PA, Brée F, Testa B, Tillement JP. Mechanism of ligand binding to alpha 1-acid glycoprotein (orosomucoid): correlated thermodynamic factors and molecular parameters of polarity. Biochem J. 1995 Mar 1;306 ( Pt 2):545-9. PubMed PMID: 7887909; PubMed Central PMCID: PMC1136552. 4: Morin D, Zini R, Urien S, Tillement JP. Pharmacological profile of binedaline, a new antidepressant drug. J Pharmacol Exp Ther. 1989 Apr;249(1):288-96. PubMed PMID: 2540319. 5: Zini R, Copigneaux C, Tillement JP. 1-anilino-naphthalene 8-sulfonic acid (ANS) as a probe for the binding of antidepressant drugs to human alpha 1-acid glycoprotein (AAG). Prog Clin Biol Res. 1989;300:417-21. PubMed PMID: 2780638. 6: Patat A, Klein MJ, Jones RW. Acute effects on psychomotor performance of binedaline alone and with alcohol. Methods Find Exp Clin Pharmacol. 1988 Jun;10(6):393-9. PubMed PMID: 3412049. 7: Morin D, Zini R, Ledewyn S, Tillement JP. Inhibition of binedaline binding to human alpha 1-acid glycoprotein and other serum proteins by chlorpromazine, imipramine, and propranolol. J Pharm Sci. 1986 Sep;75(9):883-5. PubMed PMID: 3783457. 8: Jones DM, Allen EM, Griffiths AN, Marshall RW, Richens A. Human cognitive function following binedaline (50 mg and 100 mg) and imipramine (75 mg): results with a new battery on tests. Psychopharmacology (Berl). 1986;89(2):198-202. PubMed PMID: 3088636. 9: Morin D, Zini R, Ledewyn S, Colonna JP, Czajka M, Tillement JP. Binedaline binding to plasma proteins and red blood cells in humans. J Pharm Sci. 1985 Jul;74(7):727-30. PubMed PMID: 4032243. 10: Longmore J, Szabadi E, Bradshaw CM. Comparison of the effects of binodaline and amitriptyline on peripheral autonomic functions in healthy volunteers. Br J Clin Pharmacol. 1985 Mar;19(3):295-300. PubMed PMID: 3986084; PubMed Central PMCID: PMC1463737. 11: Joubert PH, Starke DD, Van Reenen O, Venter CP. A comparison of the cardiovascular effects and subjective tolerability of binedaline and amitriptylene in healthy volunteers. Eur J Clin Pharmacol. 1985;27(6):667-70. PubMed PMID: 3886394. 12: Faltus F, Geerling FC. A controlled double-blind study comparing binedaline and imipramine in the treatment of endogenous depression. Neuropsychobiology. 1984;12(1):34-8. PubMed PMID: 6239991. 13: Benfield DP, Luscombe DK. Influence of the antidepressant binodaline on biogenic amine uptake and brain levels in the rat. Arzneimittelforschung. 1983;33(6):847-50. PubMed PMID: 6684438. 14: Jahn U, Adrian RW, Ismail S, Michos N. Pharmacological and toxicological studies of binodaline hydrochloride. Arzneimittelforschung. 1983;33(5):726-39. PubMed PMID: 6683551. 15: Maj J, Vetulani J, Michaluk J, Rogóz Z, Skuza G. Pharmacological and biochemical studies on binodaline. Arzneimittelforschung. 1983;33(6):841-6. PubMed PMID: 6604532. 16: Schatz F, Jahn U, Wagner-Jauregg T, Zirngibl L, Thiele K. 1-amino-3-phenylindoles with antidepressant activity. Binodaline hydrochloride and related substances. Arzneimittelforschung. 1980;30(6):919-23. PubMed PMID: 7191264.