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Cas Database |
| Name |
TETRAHYDROHARMINE |
EINECS | N/A |
| CAS No. | 40959-16-8 | Density | g/cm3 |
| PSA | 37.05000 | LogP | 3.51400 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C13H16N2O•ClH | Boiling Point | 399.2°Cat760mmHg |
| Molecular Weight | 252.744 | Flash Point | 195.2°C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Poison by intraperitoneal and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and HCl. | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 1 |
TETRAHYDROHARMINE Synthetic route
- 534-15-6
1,1-dimethoxyethane
- 3610-36-4
2-(6-methoxy-1H-indol-3-yl)ethanamine
- 40959-16-8
7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride
| Conditions | Yield |
|---|---|
| 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% |
- 40959-16-8
7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride
- 442-51-3
harmine
| Conditions | Yield |
|---|---|
| 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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