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Harmaline

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Identification
Molecular formula
C13H14N2O
CAS number
304-21-2
IUPAC name
6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
State
State
Harmaline is generally in solid state at room temperature, appearing as a crystalline powder.
Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
336.40
Boiling point (Kelvin)
609.60
General information
Molecular weight
214.27g/mol
Molar mass
214.2670g/mol
Density
1.2130g/cm3
Appearence

Harmaline is a fluorescent alkaloid, which gives it a distinctive appearance under ultraviolet light. In normal lighting conditions, harmaline appears as white or slight yellow crystalline powder.

Comment on solubility

Solubility of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

The solubility of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (C13H14N2O) is an intriguing subject due to its unique structure and functional groups. Generally, the solubility of such organic compounds can be influenced by various factors, which include:

  • Polarity: The presence of the methoxy (-OCH3) group can increase the compound's polarity, thereby enhancing its solubility in polar solvents like water.
  • Hydrogen Bonding: The nitrogen and oxygen atoms in the molecule can participate in hydrogen bonding, which may contribute positively to solubility in polar environments.
  • Hydrophobic Effects: The large hydrocarbon portions of the molecule may also result in hydrophobic characteristics, potentially limiting solubility in highly polar solvents.

In general, when considering the solubility behavior, "Like dissolves like" is a helpful guideline. Therefore, the solubility of this compound is likely to be greater in organic solvents, which complement its non-polar regions, while its solubility in water might be relatively less than in organic solvents due to hydrophobic interactions.

In summary, the solubility of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole is a complex interplay between its structural characteristics and the solvent type used, and further empirical studies would offer deeper insights into its solubility profile.

Interesting facts

Interesting Facts about 6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole is a fascinating compound that falls within the category of alkaloids, derived from the complex structures of indoles. This compound showcases an array of intriguing properties and potential applications in various fields:

  • Structural Complexity: The compound features a unique bicyclic structure with a fused indole and pyridine framework. This complexity often leads to interesting reactivity and interactions with biological systems.
  • Potential Biological Activity: Research suggests that compounds containing tetrahydropyridoindole structures may exhibit a variety of biological effects, including antidepressant and neuroprotective properties, making it a target of interest in medicinal chemistry.
  • Role of Methoxy Group: The methoxy substituent at the 6-position of the pyridoindole can significantly influence both the solubility and the bioactivity of the compound, opening avenues for synthesis of derivatives with improved efficacy.
  • Synthetic Pathways: The synthesis of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole can involve various methodologies, including cyclization reactions of simpler precursors, highlighting the ingenuity of organic synthesis.

Overall, 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole is not merely a molecular curiosity; its complex structure and potential implications in pharmacology make it a compelling subject of study for chemists and biologists alike. As one researcher famously noted, “In the realm of chemistry, every compound tells a story - it’s up to us to listen.”

Synonyms
20315-68-8
6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
pinoline
6-methoxytryptoline
6-Methoxy-1,2,3,4-tetrahydro-beta-carboline
6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole
6-MeOthbc
6-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline
1H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-6-methoxy-
6-Methoxytetrahydro-beta-carboline
MFCD00012071
6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4b] indole
2,3,4,9-Tetrahydro-6-methoxy-1H-pyrido(3,4-b)indole
BRN 0172873
6-methoxy-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
BR3W85U4GS
CHEMBL266084
1H-Pyrido(3,4-b)indole, 2,3,4,9-tetrahydro-6-methoxy-
DTXSID30174203
5-23-12-00047 (Beilstein Handbook Reference)
6-methoxytetrahydronorharmane
6-methoxy-1H,2H,3H,4H,9H-pyrido(3,4-b)indole
2,3,4,9-Tetrahydro-6-methoxy-1H-pyrido[3,4-b]indole
Pinolin
6-methoxy-1,2,3,4-tetrahydro beta-carboline
6-Methoxy-THBC
1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-6-methoxy-
UNII-BR3W85U4GS
Lopac-291552
Lopac0_000002
Oprea1_064448
MLS002153360
BIDD:GT0432
SCHEMBL329762
DTXCID5096694
HMS2270A22
HMS3260A05
ALBB-009249
Tox21_500002
6-Methoxytetrahydro-.beta.-carboline
BDBM50136492
STK505778
AKOS001588738
CCG-204098
CS-W015500
FS-6502
LP00002
SDCCGMLS-0411989.P028
SDCCGSBI-0049991.P002
MLS-0411989
NCGC00014996-01
NCGC00014996-02
NCGC00014996-03
NCGC00014996-04
NCGC00014996-05
NCGC00093529-01
NCGC00093529-02
NCGC00260687-01
FM119277
PD015498
SMR000112443
SY045548
MLS-0411989.P016
DB-045172
EU-0034440
EU-0100002
NS00115883
EN300-374268
6-Methoxy-1,2,3,4-tetrahydro-.beta.-carboline
SR-01000075630
.beta.-Carboline, 1,2,3,4-tetrahydro-6-methoxy-
Q3905316
SR-01000075630-1
Methyl 2,3,4,9-tetrahydro-1H-beta-carbolin-6-yl ether #
6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole, 97%
633-838-6