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Tryptophol

CAS No.526-55-6
Chemical Name:Tryptophol
CBNumber:CB0782869
Molecular Formula:C10H11NO
Formula Weight:161.2
MOL File:526-55-6.mol

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)
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)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xi
Safety Statements :24/25
WGK Germany :3
RTECS :KL3685000
F :8
Hazard Note :Irritant
TSCA :Yes
HS Code :29339990
Toxicity :LD50 intraperitoneal in mouse: 351mg/kg

NFPA 704:

	1
1		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P271-P280

Tryptophol Price More Price(4)

Brand: Sigma-Aldrich(India)
Product number: T90301
Product name : 3-(2-Hydroxyethyl)indole
Purity: 97%
Packaging: 5G
Price: ₹5434.15
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: I0030
Product name : 3-Indoleethanol
Purity: min. 98.0 %
Packaging: 1G
Price: ₹2000
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: I0030
Product name : 3-Indoleethanol
Purity: min. 98.0 %
Packaging: 5G
Price: ₹4500
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: I0030
Product name : 3-Indoleethanol
Purity: min. 98.0 %
Packaging: 25G
Price: ₹18300
Updated: 2022/05/26
Buy: Buy

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 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.]