Name | 5-Methoxytryptamine |
Synonyms | 5MOT 5-Mot Mexamine NSC 56422 BRN 0145587 Mexamine base 5-22-12-00018 Methoxytryptamine 5-Methoxytryptamine Meksamin (free base) 5-methoxy-1h-indole-3-ethanamin 3-(2-aminoethyl)-5-methoxy-indol 3-(2-Aminoethyl)-5-methoxyindole 2-(5-Methoxyindol-3-yl)ethylamine 1H-Indole-3-ethanamine, 5-methoxy- Ethanamine,2-(5-methoxy-3-indolyl)- Indole, 3-(2-aminoethyl)-5-methoxy- (5-methoxy-1H-indol-3-yl)acetic acid 2-(5-methoxy-1H-indol-3-yl)ethanamine |
CAS | 608-07-1 |
EINECS | 210-153-7 |
InChI | InChI=1/C11H11NO3/c1-15-8-2-3-10-9(5-8)7(6-12-10)4-11(13)14/h2-3,5-6,12H,4H2,1H3,(H,13,14) |
InChIKey | JTEJPPKMYBDEMY-UHFFFAOYSA-N |
Molecular Formula | C11H14N2O |
Molar Mass | 190.24 |
Density | 1.0815 (rough estimate) |
Melting Point | 121-123 °C (lit.) |
Boling Point | 325.75°C (rough estimate) |
Solubility | Easily soluble in water, soluble in ethanol, slightly soluble in ether. |
Appearance | Solid |
Color | white |
Merck | 13,6032 |
BRN | 145587 |
pKa | 16.91±0.30(Predicted) |
Storage Condition | 2-8°C |
Sensitive | Sensitive to heat |
Refractive Index | 1.5700 (estimate) |
MDL | MFCD00005662 |
Use | Used as an intermediate in organic synthesis |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | NL4110000 |
FLUKA BRAND F CODES | 8 |
HS Code | 29339900 |
Toxicity | LD50 intraperitoneal in mouse: 176mg/kg |
Reference Show more | 1. [IF=5.64] Gangzheng Wang et al."Biosynthetic Pathway and the Potential Role of Melatonin at Different Abiotic Stressors and Developmental Stages in Tolypocladium guangdongense."Front Microbiol. 2021; 12: 746141 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
Use | 5-methoxytryptamine is a δ derivative closely related to the neurotransmitters melatonin and serotonin. It acts as a full agonist at the 5-HT1, 5-HT2, 5-HT4, 5-HT6 and 5-HT7 receptors, but has no affinity for the 5-HT3 receptor. It is melatonin USP-related compound A. used as intermediate in organic synthesis intermediate of melatonin |
biological activity | 5-Methoxytryptamine (mexamination, Methoxytryptamine) is a derivative of lutetium, which is 5-HT1, 5-HT2, 5-HT4, full agonists of the 5-HT6 and 5-HT7 receptors. |