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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
Molecular Weight:
161.2
MDL Number:
MFCD00005659
MOL File:
526-55-6.mol
MSDS File:
SDS
Last updated:2024-11-20 17:10:30

Tryptophol Properties

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)
EWG's Food Scores 1
FDA UNII 5809LZ7G1U
NIST Chemistry Reference 1H-indole-3-ethanol(526-55-6)
EPA Substance Registry System 1H-Indole-3-ethanol (526-55-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
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
NFPA 704
1
1 0

Tryptophol price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T90301 3-(2-Hydroxyethyl)indole 97% 526-55-6 5g $103 2024-03-01 Buy
TCI Chemical I0030 3-Indoleethanol >98.0%(GC) 526-55-6 1g $35 2024-03-01 Buy
TCI Chemical I0030 3-Indoleethanol >98.0%(GC) 526-55-6 5g $101 2024-03-01 Buy
Alfa Aesar L02555 Tryptophol, 97% 526-55-6 1g $26.65 2024-03-01 Buy
Alfa Aesar L02555 Tryptophol, 97% 526-55-6 5g $86 2024-03-01 Buy
Product number Packaging Price Buy
T90301 5g $103 Buy
I0030 1g $35 Buy
I0030 5g $101 Buy
L02555 1g $26.65 Buy
L02555 5g $86 Buy

Tryptophol Chemical Properties,Uses,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

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

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.

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.]

87-51-4
526-55-6
Synthesis of Tryptophol from Indole-3-acetic acid
Global( 318)Suppliers
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Hebei Weibang Biotechnology Co., Ltd
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View Lastest Price from Tryptophol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tryptophol pictures 2024-11-20 Tryptophol
526-55-6
US $25.00 / ASSAYS 100ASSAYS 99.5% 100 mt Hebei Weibang Biotechnology Co., Ltd
2-(1H-Indol-3-yl)ethan-1-ol pictures 2024-11-19 2-(1H-Indol-3-yl)ethan-1-ol
526-55-6
US $29.00 / mg ≥98% 10g TargetMol Chemicals Inc.
Tryptophol pictures 2024-10-25 Tryptophol
526-55-6
US $50.00 / kg 1kg 0.99 10000 Hebei Yanxi Chemical Co., Ltd.
  • Tryptophol pictures
  • Tryptophol
    526-55-6
  • US $25.00 / ASSAYS
  • 99.5%
  • Hebei Weibang Biotechnology Co., Ltd
  • Tryptophol pictures
  • Tryptophol
    526-55-6
  • US $50.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
B-3-INDOLEETHANOL 3-(BETA-HYDROXYETHYL)INDOLE 2-(1H-INDOL-3-YL)-ETHANOL 2-(3-INDOLE)ETHANOL 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- 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> ryptophol Tryptopho ?-indol-3-ylethanol INDOLE-3-ETHANOL B-3-INDOLYLETHANOL BETA-3-INDOLYLETHANOL 3-INDOLEETHANOL 2-(1H-INDOL-3-YL)ETHAN-1-OL 3-(2-HYDROXYETHYL)INDOLE IEA Indoleethanol Tryptophol (6CI) DK803 3-Indoleethanol , Tryptophol 526-55-6 Indoles Simple Indoles Heterocyclic Building Blocks Building Blocks Heterocyclic Compounds Indoles