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Tryptophol

Product Name
Tryptophol
CAS No.
526-55-6
Chemical Name
Tryptophol
Synonyms
2-(1H-INDOL-3-YL)ETHAN-1-OL;3-(2-HYDROXYETHYL)INDOLE;INDOLE-3-ETHANOL;IEA;Indoleethanol;3-INDOLEETHANOL;B-3-INDOLYLETHANOL;BETA-3-INDOLYLETHANOL;DK803;NSC 3884
CBNumber
CB0782869
Molecular Formula
C10H11NO
Formula Weight
161.2
MOL File
526-55-6.mol
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Tryptophol Property

Melting point:
56-59 °C(lit.)
Boiling point:
174 °C (2.02527 mmHg)
Density 
1.0840 (rough estimate)
refractive index 
1.5200 (estimate)
Flash point:
255 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
methanol: 0.1 g/mL, clear
pka
15.16±0.10(Predicted)
form 
Crystalline Mass, Crystals, Flakes or Powder
color 
Off-white to brown
Water Solubility 
10 g/L (20 ºC)
Merck 
14,9798
BRN 
125553
InChIKey
MBBOMCVGYCRMEA-UHFFFAOYSA-N
LogP
1.280 (est)
CAS DataBase Reference
526-55-6(CAS DataBase Reference)
NIST Chemistry Reference
1H-indole-3-ethanol(526-55-6)
EPA Substance Registry System
1H-Indole-3-ethanol (526-55-6)
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
RTECS 
KL3685000
8
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29339990
Toxicity
LD50 intraperitoneal in mouse: 351mg/kg
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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
T90301
Product name
3-(2-Hydroxyethyl)indole
Purity
97%
Packaging
5g
Price
$103
Updated
2024/03/01
TCI Chemical
Product number
I0030
Product name
3-Indoleethanol
Purity
>98.0%(GC)
Packaging
1g
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
I0030
Product name
3-Indoleethanol
Purity
>98.0%(GC)
Packaging
5g
Price
$101
Updated
2024/03/01
Alfa Aesar
Product number
L02555
Product name
Tryptophol, 97%
Packaging
1g
Price
$26.65
Updated
2024/03/01
Alfa Aesar
Product number
L02555
Product name
Tryptophol, 97%
Packaging
5g
Price
$86
Updated
2024/03/01
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Tryptophol Chemical Properties,Usage,Production

Chemical Properties

3-(2-Hydroxyethyl)indole [526-55-6], tryptophol, C10H11NO, Mr 161.20, mp 59 ℃, bp 174 ℃, (2 kPa) forms colorless prisms or flakes that are readily soluble in methanol, ethanol, diethyl ether, chloroform, and acetone, soluble in benzene, and slightly soluble in water. It is produced by reacting methyl-1H-indole-3-acetate with lithium aluminum hydride, or through reduction of methyl-1H-indole-3-glyoxylate with sodium borohydride. The antihypertensive Indoramin is produced from tryptophol.

Uses

Tryptophol is a metabolite formed in the liver after disulfiram treatment that induces sleep in humans. It is also a secondary product of alcoholic fermentation.

Uses

Reactant for preparation of:

  • Inhibitors of the C-terminal domain of RNA polymerase II and their antitumor activities
  • Anti-HIV-1 agents
  • Inhibitors of Protein-Protein Interactions
  • Partial agonists of the serotonin 5-HT1A receptor
  • Growth hormone secretagogues
  • Vascular endothelial growth factor (VEGF) inhibitors
  • A2B adenosine receptor ligands
  • Potential detoxification inhibitors of the crucifer phytoalexin brassinin
  • Inhibitors of interleukine 6
  • Dual binding site acetylcholinesterase inhibitors

Definition

ChEBI: An indolyl alcohol that is ethanol substituted by a 1H-indol-3-yl group at position 2.

Synthesis Reference(s)

Canadian Journal of Chemistry, 42, p. 485, 1964 DOI: 10.1139/v64-070

Purification Methods

Crystallise it from diethyl ether/pet ether, *C6H6, *C6H6/pet ether. The picrate has m 100-101o (from *C6H6). [Beilstein 21 I 218, 21 II 49, 21 III/IV 788, 21/3 V 61.]

Tryptophol Preparation Products And Raw materials

Raw materials

Preparation Products

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Tryptophol Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
Kanto Chemical Co., Inc.
Tel
--
Fax
--
Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
Advantage
74
Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
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View Lastest Price from Tryptophol manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Tryptophol 526-55-6
Price
US $25.00/ASSAYS
Min. Order
100ASSAYS
Purity
99.5%
Supply Ability
100 mt
Release date
2024-11-20
Hebei Yanxi Chemical Co., Ltd.
Product
Tryptophol 526-55-6
Price
US $50.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2023-09-21
Hebei Chuanghai Biotechnology Co,.LTD
Product
Tryptophol 526-55-6
Price
US $5.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-09

526-55-6, TryptopholRelated Search:


  • INDOLE-3-ETHANOL
  • B-3-INDOLEETHANOL
  • B-3-INDOLYLETHANOL
  • BETA-3-INDOLYLETHANOL
  • 3-(BETA-HYDROXYETHYL)INDOLE
  • 3-INDOLEETHANOL
  • 2-(1H-INDOL-3-YL)ETHAN-1-OL
  • 2-(1H-INDOL-3-YL)-ETHANOL
  • 2-(3-INDOLE)ETHANOL
  • 3-(2-HYDROXYETHYL)INDOLE
  • RARECHEM AH BS 0132
  • TIMTEC-BB SBB003950
  • TRYPTOTHOL
  • TRYPTOPHOL
  • 'TRYPTOPHOL'
  • 1H-Indole-3-ethanol
  • 2-(3-Indolylethanol
  • 3-indolyl-ethano
  • 3-Indolylethanol
  • 3-(2-Hydroxyethyl)indole 97%
  • Color alcohol
  • NSC 3884
  • 3-(2-Hydroxyethyl)indole Vetec(TM) reagent grade, 97%
  • 3-Indoleethanol 3-(2-Hydroxyethyl)indole beta-3-Indolylethanol 2-(1H-Indol-3-yl)ethan-1-ol
  • beta-(3-Indole)ethanol
  • dl-Tryptophanol
  • Ethanol, 2-indol-3-yl-
  • Ethanol, 3-indolyl-
  • IEA
  • Indoleethanol
  • 3-β-hydroxyethyl in-dole
  • β-indolylethylalcohol
  • 3-(2-Hydroxyethyl)indole~2-(3-Indolyl)ethanol
  • beta-indol-3-ylethanol
  • Tryptophol (Indole-3-ethanol)
  • TRYPTOPHOL ULTRA-PURE 99.5%
  • Tryptophol,97%
  • 3-(2-HYDROXYETHYL)INDOLE (TRYPTOPHOL)
  • Tryptophol, 3-Indoleethanol
  • TRYPTOPHOL(IEt)
  • 3-(2-Hydroxyethyl)-1H-indole
  • Tryptophol, 2-(1H-Indol-3-yl)ethan-1-ol
  • Tryptophol, 97% 5GR
  • Indole-3-ethanol (Tryptophol),beta-3-Indolylethanol
  • 3-Indoleethanol&gt
  • ryptophol
  • Tryptopho
  • ?-indol-3-ylethanol
  • Tryptophol (6CI)
  • DK803
  • 3-Indoleethanol , Tryptophol
  • 526-55-6
  • Indoles
  • Simple Indoles
  • Heterocyclic Building Blocks
  • Building Blocks
  • Heterocyclic Compounds
  • Indoles