5-METHOXYTRYPTOPHOL
- Product Name
- 5-METHOXYTRYPTOPHOL
- CAS No.
- 712-09-4
- Chemical Name
- 5-METHOXYTRYPTOPHOL
- Synonyms
- methoxytryptophol;5-METHOXYTRYPTOPHOL;5-methoxy-indole-3-ethano;5-METHOXYINDOLE-3-ETHANOL;5-METHOXYTRYPTOPHOL(5MeOIEt);5-methoxy-1h-indole-3-ethano;5-methoxy-1h-indole-3-ethanol;1H-Indole-3-ethanol, 5-Methoxy-;5-METHOXY-3-(2-HYDROXYETHYL)INDOLE;3-(2-Hydroxyethyl)-5-methoxyindole
- CBNumber
- CB5668386
- Molecular Formula
- C11H13NO2
- Formula Weight
- 191.23
- MOL File
- 712-09-4.mol
5-METHOXYTRYPTOPHOL Property
- Boiling point:
- 326.97°C (rough estimate)
- Density
- 1.224
- refractive index
- 1.5220 (estimate)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Viscous Liquid
- pka
- 14.90±0.10(Predicted)
- color
- Dark Yellow to Very Dark Brown
- CAS DataBase Reference
- 712-09-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- WGK Germany
- 3
- RTECS
- NL8513000
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- SMB01327
- Product name
- 5-Methoxytryptophol
- Packaging
- 25MG
- Price
- $36.2
- Updated
- 2025/07/31
- Product number
- SMB01327
- Product name
- 5-Methoxytryptophol
- Packaging
- 100MG
- Price
- $103
- Updated
- 2025/07/31
- Product number
- M4126
- Product name
- 5-Methoxytryptophol
- Purity
- analytical standard
- Packaging
- 100mg
- Price
- $91
- Updated
- 2022/05/15
- Product number
- 21061
- Product name
- 5-methoxy Tryptophol
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 21061
- Product name
- 5-methoxy Tryptophol
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $50
- Updated
- 2024/03/01
5-METHOXYTRYPTOPHOL Chemical Properties,Usage,Production
Description
5-methoxy Tryptophol (5-MTOH) is a natural indole that is produced by the pineal gland. It is a product of melatonin metabolism that may be biologically active. The levels of 5-MTOH in plasma vary in a diurnal pattern in rodents and humans.
Uses
5-Methoxytryptophol is a compound known to play a significant role in bone metabolism. 5-Methoxytryptophol can inhibit osteoclastogenesis and promote osteoblast differentiation.
Definition
ChEBI: 5-Methoxytryptophol is a member of indoles.
Synthesis
1191-99-7
19501-58-7
712-09-4
General procedure for the synthesis of 5-methoxychromanol from 2,3-dihydrofuran and 4-methoxyphenylhydrazine hydrochloride: 1. dissolve 4-methoxyphenylhydrazine hydrochloride (1.214 g, 6.95 mmol) in a mixture of 10 mL of 0.72 M H2SO4 and 10 mL of DMA and heat to 55°C. 2. 2,3-dihydrofuran (0.525 mL, 6.95 mmol) was added slowly over 2 minutes. 3. the reaction mixture was stirred at 55 °C for 2 h and subsequently cooled to room temperature. 4. The reaction mixture was extracted with isopropyl acetate (2 x 25 mL). 5. The organic layers were combined and washed sequentially with H2O (3 x 20 mL) and saturated NaCl solution (1 x 20 mL). 6. The organic layer was dried with Na2SO4, filtered and concentrated. 7. The crude product was purified by fast chromatography (eluent: 50:50 ethyl acetate/hexane) to afford 3-(2-hydroxyethyl)-5-methoxy-1H-indole (5-methoxytryptophan) (11) as an orange-red oil.
IC 50
Human Endogenous Metabolite
References
[1] Angewandte Chemie - International Edition, 2018, vol. 57, # 23, p. 6888 - 6891
[2] Angew. Chem., 2018, vol. 130, # 23, p. 7004 - 7007,4
[3] Organic Letters, 2017, vol. 19, # 7, p. 1504 - 1507
[4] Tetrahedron Letters, 2013, vol. 54, # 40, p. 5489 - 5491
[5] Advanced Synthesis and Catalysis, 2010, vol. 352, # 2-3, p. 363 - 367
5-METHOXYTRYPTOPHOL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-METHOXYTRYPTOPHOL manufacturers
- Product
- 5-methoxytryptophol 712-09-4
- Price
- US $1.60-6.60/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-19
- Product
- 5-METHOXYTRYPTOPHOL 712-09-4
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2020-02-18