Binedaline

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

MedKoo CAT#: 326884

CAS#: 60662-16-0

Description: 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

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Binedaline
CAS# 60662-16-0

Theoretical Analysis

MedKoo Cat#: 326884
Name: Binedaline
CAS#: 60662-16-0
Chemical Formula: C19H23N3
Exact Mass: 293.19
Molecular Weight: 293.414
Elemental Analysis: C, 77.78; H, 7.90; N, 14.32

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.