Product Name

  • Name

    7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-beta-carboline hydrochloride (1:1)

  • EINECS
  • CAS No. 40959-16-8
  • Article Data1
  • CAS DataBase
  • Density g/cm3
  • Solubility
  • Melting Point
  • Formula C13H16N2O•ClH
  • Boiling Point 399.2°Cat760mmHg
  • Molecular Weight 252.744
  • Flash Point 195.2°C
  • Transport Information
  • Appearance
  • Safety Poison by intraperitoneal and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and HCl.
  • Risk Codes
  • Molecular Structure Molecular Structure of 40959-16-8 (7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-beta-carboline hydrochloride (1:1))
  • Hazard Symbols
  • Synonyms (+-)-7-Methoxy-1-methyl-2,3,4,9-tetrahydro-1H-β-carbolin, hydrochlorid;7-Methoxy-1-methyl-2,3,4,9-tetrahydro-1H-β-carboline;9H-PYRIDO(3,4-B)INDOLE, 1,2,3,4-TETRAHYDRO-7-METHOXY-1-METHYL-, HYDROCHLORIDE;hydrochloride;7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride;(+-)-7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-β-carboline, hydrochloride;
  • PSA 37.05000
  • LogP 3.51400

Synthetic route

1,1-dimethoxyethane
534-15-6

1,1-dimethoxyethane

2-(6-methoxy-1H-indol-3-yl)ethanamine
3610-36-4

2-(6-methoxy-1H-indol-3-yl)ethanamine

7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride
40959-16-8

7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride

Conditions
ConditionsYield
Stage #1: 1,1-dimethoxyethane; 2-(6-methoxy-1H-indol-3-yl)ethanamine With trifluoroacetic acid In 1,2-dichloro-ethane at 110℃; for 0.05h; Pictet-Spengler Synthesis; Sealed tube; Microwave irradiation;
Stage #2: With hydrogenchloride In ethyl acetate at 20℃;
98%
7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride
40959-16-8

7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride

harmine
442-51-3

harmine

Conditions
ConditionsYield
With 5 mol% Pd/C; lithium carbonate In ethanol at 150℃; for 0.166667h; Sealed tube; Microwave irradiation;99%

TETRAHYDROHARMINE Chemical Properties

Product Name: Tetrahydroharmine (CAS NO.40959-16-8)


Molecular Formula: C13H17ClN2O
Molecular Weight: 252.7399 g/mol
Mol File: 40959-16-8.mol
Boiling point: 399.2 °C at 760 mmHg
Flash Point: 195.2 °C
Enthalpy of Vaporization: 64.99 kJ/mol
Vapour Pressure: 1.4E-06 mmHg at 25°C
H-Bond Donor: 3
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Topological Polar Surface Area: 37.1
Heavy Atom Count: 17
Complexity: 258

TETRAHYDROHARMINE Uses

Some harmala alkaloids can be used as an MAOI (MonoAmine Oxidase Inhibitor) to facilitate the ingestion of DMT and other tryptamines; while not generally used as a hallucinogen alone, there are reports of such use. In high doses, it acts as purgative. Harmala alkaloids from Banisteriopsis caapi have been used to treat Parkinson's disease. Additionally, harmaline is used as a model for Essential Tremor (ET) when injected to animals. Rats being treated with harmaline exhibit severe tremors after 5-7 minutes.
It is important to note that unlike many synthetic pharmaceutical MAOIs such as phenelzine, harmine is reversible and selective meaning it does not have nearly as high a risk for the "cheese syndrome" caused by consuming tyramine-containing foods, which is a risk associated with monoamine oxidase A inhibitors, but not monoamine oxidase B inhibitors.

TETRAHYDROHARMINE Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo subcutaneous 270mg/kg (270mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Quarterly Journal of Pharmacy & Pharmacology. Vol. 3, Pg. 1, 1930.
guinea pig LDLo subcutaneous 120mg/kg (120mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Quarterly Journal of Pharmacy & Pharmacology. Vol. 3, Pg. 1, 1930.
mouse LDLo intraperitoneal 240mg/kg (240mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Quarterly Journal of Pharmacy & Pharmacology. Vol. 3, Pg. 1, 1930.
mouse LDLo subcutaneous 540mg/kg (540mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Quarterly Journal of Pharmacy & Pharmacology. Vol. 3, Pg. 1, 1930.
rabbit LDLo subcutaneous 320mg/kg (320mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Quarterly Journal of Pharmacy & Pharmacology. Vol. 3, Pg. 1, 1930.

TETRAHYDROHARMINE Safety Profile

Poison by intraperitoneal and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and HCl.

TETRAHYDROHARMINE Specification

 Tetrahydroharmine,its CAS NO. is 40959-16-8,the synonyms is 9H-Pyrido(3,4-b)indole, 1,2,3,4-tetrahydro-7-methoxy-1-methyl-, hydrochloride .

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