5-Methoxytryptamine
- CAS No.
- 608-07-1
- Chemical Name:
- 5-Methoxytryptamine
- Synonyms
- 5-Methoxyindoleacetate;Methoxytryptamine;2-(5-METHOXY-1H-INDOL-3-YL)ETHANAMINE;Melatonin Related CoMpound A;2-(5-methoxy-1H-indol-3-yl)acetic acid;MEXAMINE;MEXAMINE HYDROCHLORIDE;5-METHOXYTRYPTAMINE HCL;2-(5-methoxyindol-3-yl)ethylamine;5MOT
- CBNumber:
- CB0676885
- Molecular Formula:
- C11H14N2O
- Molecular Weight:
- 190.24
- MOL File:
- 608-07-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/25 20:04:51
| Melting point | 121-123 °C (lit.) |
|---|---|
| Boiling point | 325.75°C (rough estimate) |
| Density | 1.0815 (rough estimate) |
| refractive index | 1.5700 (estimate) |
| storage temp. | 2-8°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | crystalline |
| pka | 16.91±0.30(Predicted) |
| color | white |
| Merck | 13,6032 |
| BRN | 145587 |
| InChI | InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3 |
| InChIKey | JTEJPPKMYBDEMY-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(OC)C=C2)C(CCN)=C1 |
| CAS DataBase Reference | 608-07-1(CAS DataBase Reference) |
| NIST Chemistry Reference | 5-Methoxytryptamine(608-07-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P301+P312+P330 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36/37/38-20/21/22 | |||||||||
| Safety Statements | 36-26 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | NL4110000 | |||||||||
| F | 8 | |||||||||
| HS Code | 29339900 | |||||||||
| Toxicity | LD50 intraperitoneal in mouse: 176mg/kg | |||||||||
| NFPA 704 |
|
5-Methoxytryptamine price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 286583 | 5-Methoxytryptamine 97% | 608-07-1 | 100MG | ₹3583.08 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR2241 | Melatonin Related Compound A Pharmaceutical Secondary Standard; Certified Reference Material | 608-07-1 | 50MG | ₹45778.93 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 286583 | 5-Methoxytryptamine 97% | 608-07-1 | 1G | ₹11539.45 | 2022-06-14 | Buy |
| TCI Chemicals (India) | M0131 | 5-Methoxytryptamine | 608-07-1 | 100MG | ₹3400 | 2022-05-26 | Buy |
| TCI Chemicals (India) | M0131 | 5-Methoxytryptamine | 608-07-1 | 1G | ₹9500 | 2022-05-26 | Buy |
5-Methoxytryptamine Chemical Properties,Uses,Production
Description
5-Methoxytryptamine (5-MT), also known as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. 5-MT has been shown to occur naturally in the body in low levels.It is biosynthesized via the deacetylation of melatonin in the pineal gland.
The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.
Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.
Chemical Properties
White to tan crystalline powder
Uses
5-Methoxytryptamine (Mexamine, Methoxytryptamine) is a tryptamine derivative that is closely related to the neurotransmitter Melatonin (M215000) and Serotonin (S274980). 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.
Definition
ChEBI: 5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a serotonergic agonist, a human metabolite, a mouse metabolite, a 5-hydroxytryptamine 2A receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2B receptor agonist, an antioxidant, a radiation protective agent, a neuroprotective agent and a cardioprotective agent. It is a member of tryptamines, an aromatic ether and a primary amino compound. It derives from a serotonin. It is a conjugate base of a 5-methoxytryptamine(1+).
Application
5-Methoxytryptamine was used as an agonist in the study of pharmacological profile of the 5-hydroxytryptamine 1 receptor.
Reactant for preparation of:
Carboline disaccharide domain of shishijimicin A
Melatonin analogs for the reduction of intraocular pressure
5-HT4 receptor ligands
inhibitors of sortase A and isocitrate lyase
Therapeutic agents for treatment of ischemia/reperfusion (I/R) injury
Aurora and epidermal growth factor receptor kinase inhibitors
Agents for the treatment of human papillomavirus infection
Manzamine analogues for the control of neuroinflammation and cerebral infections
Inhibitors of pro-inflammatory cytokines
Tacrine-melatonin hybrids as multifunctional agents for alzheimer′s disease
General Description
The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.
5-Methoxytryptamine Preparation Products And Raw materials
Raw materials
Preparation Products
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| Pharma Affiliates | 172-5066494 | Haryana, India | 6761 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| KARPSCHEM LABORATORIES | 58 |
| Clickchem Research LLP | 58 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Pharmaffiliates Analytics and Synthetics P. Ltd | 58 |
| Souvenier Chemicals | 58 |
| Opulent Pharma | 58 |
| Pharma Affiliates | 58 |