harmaline
1-methyl-7-methoxy-3,4-dihydro-b-carboline
Identification
| Name | harmaline |
| IUPAC | 7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole |
| CAS Number | 304-21-2 |
| EINECS | 206-152-6 |
| FDA UNII | CN58I4TOET |
| Molecular Formula | C13 H14 N2 O |
| Molecular Weight | 214.26778000 |
| MDL Number | MFCD00004955 |
| Nikkaji Number | J11.607F |
| Beilstein | 0207310 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 239.00 to 241.00 °C. @ 760.00 mm Hg |
| Boiling Point | 426.42 °C. @ 760.00 mm Hg (est) |
| Flash Point | 413.00 °F. TCC ( 211.70 °C. ) (est) |
| logP (o/w) | 2.251 (est) |
| Soluble in | water, 4.051 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intravenous-rabbit LDLo 20 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 120 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for harmaline usage levels up to | not for fragrance use. |
| Recommendation for harmaline flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
4,9-
dihydro-7-methoxy-1-methyl-3H-pyrido(3,4-b)indole
3,4-
dihydro-7-methoxy-1-methyl-9-pyrid(3,4-b)indole
3,4-
dihydro-7-methoxy-1-methyl-9-pyrid[3,4-b]indole
3,4-
dihydro-7-methoxy-1-methyl-9-pyrido(3,4-b)indole
dihydroharmine
3,4-
dihydroharmine
harmidine
harmine, dihydro-
7-
methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
7-
methoxy-1-methyl-4,9-dihydro-3H-b-carboline
1-
methyl-7-methoxy-3,4-dihydro-b-carboline
O-
methylharmalol
3H-
pyrido(3,4-b)indole, 4,9-dihydro-7-methoxy-1-methyl-
2H-
pyrido[3,4-b]indole, 3,4-dihydro-7-methoxy-1-methyl- (9CI)
3H-
pyrido[3,4-b]indole, 4, 9-dihydro-7-methoxy-1-methyl-
3H-
pyrido[3,4-b]indole, 4,9-dihydro-7-methoxy-1-methyl-
PubMed:
Inhibition of monoamine oxidase (MAO) by β-carbolines and their interactions in live neuronal (PC12) and liver (HuH-7 and MH1C1) cells.
PubMed:
Metabolic pathways of the psychotropic-carboline alkaloids, harmaline and harmine, by liquid chromatography/mass spectrometry and NMR spectroscopy.
PubMed:
Harmaline and harmalol inhibit the carcinogen-activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms.
PubMed:
Inhibition of the bioactivation of the neurotoxin MPTP by antioxidants, redox agents and monoamine oxidase inhibitors.
PubMed:
beta-Carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO).
PubMed:
Determination of beta-carboline alkaloids in foods and beverages by high-performance liquid chromatography with electrochemical detection at a glassy carbon electrode modified with carbon nanotubes.
PubMed:
Toxicological evaluation of the staircase test for assessing fine motor movements.
PubMed:
Mutagenicities of nitrosated carboline derivatives.
PubMed:
Food-borne amines and amides as potential precursors of endogenous carcinogens.
PubMed:
Beta-carbolines, psychoactive compounds in the mammalian body. Part I: Occurrence, origin and metabolism.