MedKoo Cat#: 329842 | Name: Metralindole HCl

Description:

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

Metralindole is a reversible inhibitor of monoamine oxidase A (RIMA) which was investigated in Russia as a potential antidepressant.[1] It is structurally and pharmacologically related to pirlindole.

Chemical Structure

Metralindole HCl
Metralindole HCl
CAS#53734-79-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 329842

Name: Metralindole HCl

CAS#: 53734-79-5 (HCl)

Chemical Formula: C15H18ClN3O

Exact Mass:

Molecular Weight: 291.78

Elemental Analysis: C, 61.75; H, 6.22; Cl, 12.15; N, 14.40; O, 5.48

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 #
54188-38-4 (free base) 53734-79-5 (HCl)
Synonym
Metralindole; Inkazan.Incasan,
IUPAC/Chemical Name
1H-3,4,6a-Triazafluoranthene, 2,4,5,6-tetrahydro-9-methoxy-4-methyl-, monohydrochloride
InChi Key
RQQVSZWEVNAKGW-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H17N3O.ClH/c1-17-7-8-18-13-4-3-10(19-2)9-12(13)11-5-6-16-15(17)14(11)18;/h3-4,9H,5-8H2,1-2H3;1H
SMILES Code
CN1C2=NCCC3=C2N(C4=C3C=C(OC)C=C4)CC1.[H]Cl
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 291.78 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: Andreeva NI, Golovina SM, Parshin VA, Mashkovskiĭ MD. [Effects of antidepressive agents on tolerance of hypoxia and physical exercise]. Biull Eksp Biol Med. 1991 Aug;112(8):156-8. Russian. PubMed PMID: 1786375. 2: Andreeva NI. [Comparative pharmacological study of the antidepressants pyrazidol, inkazan, caroxazone and imipramine]. Farmakol Toksikol. 1982 Jul-Aug;45(4):9-13. Russian. PubMed PMID: 6889985. 3: Mashkovskiĭ MD, Andreeva NI, Parshin VA. [Effect of piracetam on the action of antidepressants (experimental data)]. Zh Nevropatol Psikhiatr Im S S Korsakova. 1989;89(2):129-31. Russian. PubMed PMID: 2728714. 4: Mashkovskiĭ MD, Bogdanov MB, Bondarenko NA. [The effect of pyrazidol and inkazan on the rotation behavior of rats]. Farmakol Toksikol. 1989 Nov-Dec;52(6):29-32. Russian. PubMed PMID: 2625142. 5: Kuksgaus NE, Golovina SM, Andreeva NI. [The influence of the Soviet antidepressants pyrazidol and inkazan on the effects of clonidine]. Farmakol Toksikol. 1991 Jan-Feb;54(1):11-4. Russian. PubMed PMID: 1860489. 6: Avdulov NA, Maĭsov NI. [Atypical antidepressants: effect on synaptosomal uptake of serotonin and GABA]. Biull Eksp Biol Med. 1981 Nov;92(11):564-6. Russian. PubMed PMID: 7198493. 7: Mashkovskiĭ MD, Andreeva NI. [Experimental and clinical characteristics of the Soviet antidepressant inkasan]. Zh Nevropatol Psikhiatr Im S S Korsakova. 1984;84(3):410-3. Russian. PubMed PMID: 6720183. 8: Liu CC, Lee CL, Chan CC, Tu TC, Liao CC, Wu CH, Chen TK. Maintenance treatment is not necessary after Helicobacter pylori eradication and healing of bleeding peptic ulcer: a 5-year prospective, randomized, controlled study. Arch Intern Med. 2003 Sep 22;163(17):2020-4. PubMed PMID: 14504114. 9: Verstakova OL, Gerchikov LN, Gus'kova TA, Liberman SS, Chicherina LA. [Toxicological study of the Soviet tetracyclic antidepressant inkazan]. Farmakol Toksikol. 1985 Jul-Aug;48(4):99-103. Russian. PubMed PMID: 4043371. 10: Kaminka ME, Kuksgauz NE, Andreeva NI. [The effect of the new Soviet antihistamine and antiserotonin preparation bikarfen on the central nervous system]. Farmakol Toksikol. 1990 Jul-Aug;53(4):21-3. Russian. PubMed PMID: 1977614. 11: Natsvlishvili NA, Samonina GE, Ashmarin IP. [The antiulcer action of antidepressants. II. The effect of the antidepressants inkazan, azafen, and OF-743 in combination with arginine on ethanol-evoked damage to the gastric mucosa in rats]. Nauchnye Doki Vyss Shkoly Biol Nauki. 1991;(7):52-7. Russian. PubMed PMID: 1782273. 12: Squires RF, Saederup E. Clozapine and several other antipsychotic/antidepressant drugs preferentially block the same 'core' fraction of GABA(A) receptors. Neurochem Res. 1998 Oct;23(10):1283-90. PubMed PMID: 9804284. 13: Mashkovskiĭ MD, Andreeva NI. [Comparative pharmacological study of a series of new antidepressants]. Farmakol Toksikol. 1981 Nov-Dec;44(6):698-702. Russian. PubMed PMID: 6975726. 14: Gorkin VZ. [Recent advances in studies on the specific inhibition and nature of monoamine oxidases (review)]. Vopr Med Khim. 1982 Mar-Apr;28(2):2-9. Review. Russian. PubMed PMID: 6805132. 15: Andreeva NI, Sharova SA. [Anorexigenic action of a new antidepressant, inkasan, and its effect on basal gastric secretion in rats]. Farmakol Toksikol. 1980 Nov-Dec;43(6):664-7. Russian. PubMed PMID: 7450001. 16: Andreeva NI, Mashkovskii MD. [Pharmacological study of the new Soviet antidepressant, inkazan]. Farmakol Toksikol. 1980 Mar-Apr;43(2):133-7. Review. Russian. PubMed PMID: 7002587. 17: Roshchina LF. [Effect of the new antidepressant, inkazan, on the bioelectrical activity of the brain and conditioned reflexes]. Farmakol Toksikol. 1980 Jul-Aug;43(4):349-52. Russian. PubMed PMID: 7439364. 18: Panasiuk LV, Arefolov VA, Andreeva NI, Raevskiĭ KS, Mashkovskiĭ MD. [Effect of the tetracyclic antidepressants pyrazidol and inkazan on the adrenergic nerve transmission in the rat vas deferens]. Farmakol Toksikol. 1982 Jan-Feb;45(1):13-7. Russian. PubMed PMID: 6276226. 19: Mashkovskiĭ MD, Andreeva NI, Parshin VA. [Influence of antidepressants on benzodiazepine (diazepam and nitrazepam) effects]. Farmakol Toksikol. 1988 Jul-Aug;51(4):16-9. Russian. PubMed PMID: 2903832. 20: Andreeva NI, Golovina SM, Faermark MF, Shvarts GIa, Mashkovskiĭ MD. [The comparative influence of pyrazidol, inkazan and other antidepressant monoamine oxidase inhibitors on the pressor effect of tyramine]. Farmakol Toksikol. 1991 Mar-Apr;54(2):38-40. Russian. PubMed PMID: 1884793.