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MedKoo Cat#: 329843 | Name: Tetrindole mesylate

Description:

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

Tetrindole was a drug candidate that functions by reversibly inhibiting monoamine oxidase A; it was first synthesized in Moscow in the early 1990s. Tetrindole is similar in its chemical structure to pirlindole (Pyrazidol), and metralindole.

Chemical Structure

Tetrindole mesylate
CAS#170964-68-8 (mseylate)

Theoretical Analysis

MedKoo Cat#: 329843

Name: Tetrindole mesylate

CAS#: 170964-68-8 (mseylate)

Chemical Formula: C21H30N2O3S

Exact Mass:

Molecular Weight: 390.54

Elemental Analysis: C, 64.58; H, 7.74; N, 7.17; O, 12.29; S, 8.21

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Related CAS #
170964-68-8 (mseylate) 135991-95-6 (HCl) 70964-67-7 (free base)
Synonym
Tetrindole; Tetrindole mesylate;
IUPAC/Chemical Name
2,3,3a,4,5,6-Hexahydro-8-cyclohexyl-1H-pyrazino[3,2,1-j,k]carbazole mesylate
InChi Key
CWPNPYVNPOAMHY-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H26N2.CH4O3S/c1-2-5-14(6-3-1)15-9-10-19-17(13-15)16-7-4-8-18-20(16)22(19)12-11-21-18;1-5(2,3)4/h9-10,13-14,18,21H,1-8,11-12H2;1H3,(H,2,3,4)
SMILES Code
OS(=O)(C)=O.N12C3=C(C4=C1C(NCC2)CCC4)C=C(C5CCCCC5)C=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
>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 390.54 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: Mashkovskiĭ MD, Glushkov RG, Shvedov VI, Andreeva NI, Golovina SM. [The new antidepressant tetrindole]. Eksp Klin Farmakol. 1993 Mar-Apr;56(2):3-6. Russian. PubMed PMID: 8348033. 2: Korshunov VA, Murashev AN, Ivashev MN, Dugin SF, Medvedev OS. [Comparative study of hemodynamic effects of antidepressants (tetrindole and desipramine) during immobilization stress in hypertensive rats]. Eksp Klin Farmakol. 2000 Sep-Oct;63(5):18-20. Russian. PubMed PMID: 11109518. 3: Medvedev AE, Kirkel AA, Kamyshanskaya NS, Moskvitina TA, Axenova LN, Gorkin VZ, Andreeva NI, Golovina SM, Mashkovsky MD. Monoamine oxidase inhibition by novel antidepressant tetrindole. Biochem Pharmacol. 1994 Jan 20;47(2):303-8. PubMed PMID: 8304974. 4: Bös M, Canesso R, Kettler R, Keller HH, Schönholzer P. Resolution, EPC-syntheses, absolute stereochemistry, and pharmacology of the (S)-(+)- and (R)-(-)-isomers of the MAO-A inhibitor tetrindole hydrochloride. Arch Pharm (Weinheim). 1995 Jul-Aug;328(7-8):619-22. PubMed PMID: 7492268. 5: Andreeva NI, Golovina SM, Rumiantsev EA, Mashkovskiĭ MD. [Anticalcium activity of several antidepressive agents]. Biull Eksp Biol Med. 1992 May;113(5):502-4. Russian. PubMed PMID: 1421269. 6: Ramsay RR, Hunter DJ. Inhibitors alter the spectrum and redox properties of monoamine oxidase A. Biochim Biophys Acta. 2002 Dec 16;1601(2):178-84. PubMed PMID: 12445480. 7: Mashkovskiĭ MD, Muzychenko AP, Andreeva NI, Golovina SM. [The Russian antidepressant tetrindole]. Zh Nevrol Psikhiatr Im S S Korsakova. 1996;96(4):93-5. Russian. PubMed PMID: 9281289. 8: Andreeva NI, Golovina SM, Parimbetova RB, Mashkovskiĭ MD. [A comparative pharmacological study of the serotoninergic antidepressants tetrindole and fluoxetin]. Eksp Klin Farmakol. 1996 Jul-Aug;59(4):5-7. Russian. PubMed PMID: 9026192. 9: Ramsay RR, Gravestock MB. Monoamine oxidases: to inhibit or not to inhibit. Mini Rev Med Chem. 2003 Mar;3(2):129-36. Review. PubMed PMID: 12570845. 10: Roslyĭ IM, Kozeeva EE, Murkova MV. [Biochemical consequences of acute and subacute tetrindole administration on rats]. Vopr Med Khim. 2000 Jan-Feb;46(1):43-7. Russian. PubMed PMID: 10802885. 11: Medvedev AE, Ramsay RR, Ivanov AS, Veselovsky AV, Shvedov VI, Tikhonova OV, Barradas AP, Davidson CK, Moskvitina TA, Fedotova OA, Axenova LN. Inhibition of monoamine oxidase by pirlindole analogues: 3D-QSAR analysis. Neurobiology (Bp). 1999;7(2):151-8. PubMed PMID: 10591049. 12: Korshunov VA, Murashev AN, Ivashev MN, Dugin SF, Medvedev OS. Hemodynamic effects of tetrindol in alert normotensive mice and rats after blockade of nitric oxide synthesis. Bull Exp Biol Med. 2000 Aug;130(8):777-9. PubMed PMID: 11177242.