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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
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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)
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Safety

Hazard Codes 
Xi
WGK Germany 
3
RTECS 
NL8513000
HazardClass 
IRRITANT
HS Code 
2933998090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB01327
Product name
5-Methoxytryptophol
Packaging
25MG
Price
$36.2
Updated
2025/07/31
Sigma-Aldrich
Product number
SMB01327
Product name
5-Methoxytryptophol
Packaging
100MG
Price
$103
Updated
2025/07/31
Sigma-Aldrich
Product number
M4126
Product name
5-Methoxytryptophol
Purity
analytical standard
Packaging
100mg
Price
$91
Updated
2022/05/15
Cayman Chemical
Product number
21061
Product name
5-methoxy Tryptophol
Purity
≥98%
Packaging
25mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21061
Product name
5-methoxy Tryptophol
Purity
≥98%
Packaging
50mg
Price
$50
Updated
2024/03/01
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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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5-METHOXYTRYPTOPHOL Suppliers

Alsachim SAS
Tel
--
Fax
--
Email
sales@alsachim.com
Country
France
ProdList
424
Advantage
0
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View Lastest Price from 5-METHOXYTRYPTOPHOL manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
Career Henan Chemical Co
Product
5-METHOXYTRYPTOPHOL 712-09-4
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-02-18

712-09-4, 5-METHOXYTRYPTOPHOLRelated Search:


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