7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole, CAS No. 442-51-3

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442-51-3

Catalog No. EBD1614177

CAS 442-51-3

Name 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole

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Basic Information

Synonyms: 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole 7-Methoxy-1-methyl-9H-beta-carboline 9H-Pyrido(3,4-b)indole,7-methoxy-1-methyl- 9H-pyrido[3,4-b]indole,7-methoxy-1-methyl- BanisterineMonohydrate Harminederivative 7-Methoxy-1-methyl-9H-beta-carbolin harmine harmin yagein yageine banisterin telepathin banisterine telepathine leucoharmine

Molecular Formula: C13H12N2O

Molecular Weight: 212.25

MDL Number: MFCD00004958

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

Product Description:

Harmine, also known as Banisterine or Telepathine, is a naturally occurring beta-carboline alkaloid. It is primarily found in several plant species, most notably *Peganum harmala* (Syrian rue) and *Banisteriopsis caapi*. Its core structure consists of a pyrido[3,4-b]indole ring system. Harmine is a well-known, reversible inhibitor of monoamine oxidase A (MAO-A), an enzyme responsible for breaking down neurotransmitters like serotonin and dopamine. This property underpins its traditional use in shamanic brews (e.g., ayahuasca) and its historical investigation as a potential therapeutic agent. Modern research focuses on its diverse pharmacological activities, including neuroprotective, anti-inflammatory, and notably, its potent inhibition of the dual-specificity tyrosine-phosphorylation-regulated kinase 1A (DYRK1A). This makes it a key molecule of interest in studies related to neurodegenerative diseases, such as Alzheimer's disease, and diabetes. Beyond its central nervous system effects, harmine exhibits antitumor, antimicrobial, and antiparasitic properties in preclinical studies. Due to its psychoactive nature and MAO inhibition, it is a controlled substance in many countries, and its use requires strict safety considerations.

Physical Properties

Melting Point: 262-264 °C(lit.)

Boiling Point: 421.4 °C at 760 mmHg

Flash Point: 139.7 °C

Density: 1.252 g/cm3

Analytical Data

Appearance: Off-white solid