53157-50-9

Basic information

• Product Name: BENZYL[2-(5-HYDROXYINDOL-3-YL)-ETHYL]CARBAMATE
• Synonyms: BENZYL[2-(5-HYDROXYINDOL-3-YL)-ETHYL]CARBAMATE;N-Cbz-5-hydroxytryptamine;[2-(5-Hydroxy-1H-indol-3-yl)ethyl]carbaMic Acid PhenylMethyl Ester;N-Benzyloxycarbonyl Serotonin
• CAS NO: 53157-50-9
• Molecular Formula: C₁₈H₁₈N₂O₃
• Molecular Weight: 309.33918
• Product Categories: Aromatics Compounds;Aromatics;Indole Derivatives
• Mol File: 53157-50-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 590.1±50.0 °C(Predicted)
• Appearance: /
• Density: 1.297±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 10.09±0.40(Predicted)
• CAS DataBase Reference: BENZYL[2-(5-HYDROXYINDOL-3-YL)-ETHYL]CARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL[2-(5-HYDROXYINDOL-3-YL)-ETHYL]CARBAMATE(53157-50-9)
• EPA Substance Registry System: BENZYL[2-(5-HYDROXYINDOL-3-YL)-ETHYL]CARBAMATE(53157-50-9)

Safety Data

• Hazardous Substances Data: 53157-50-9(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Upstream product

• 153-98-0 serotonin hydrochloride 
• 501-53-1 benzyl chloroformate 
• 971-74-4 serotonin creatinine sulfate 
• 50-67-9 3-(2-aminoethyl)-1H-indol-5-ol 

Downstream Products

• 16310-20-6 serotonin-O-sulfate 
• 85376-01-8 Z-Serotonin O-sulfate 
• 50-67-9 3-(2-aminoethyl)-1H-indol-5-ol 
• 140660-55-5 5-<3-<2-ethyl>-1H-indolyl> (+)-(2S,3S)-3-<<(S)-3-methyl-1-<(3-methylbutyl)carbamoyl>butyl>carbamoyl>-2-oxiranecarboxylate 

Relevant articles and documents

An unusual by-product in a concise synthesis of a rotationally restricted phenolic analog of serotonin

An improved synthesis of a dihydropyrano[3,-2e]indole analog (4, CP-123,479) of serotonin has been accomplished. Starting with serotonin itself and utilizing a Claisen rearrangement/cyclization of a 5-propargyloxy-N-Cbz-tryptamine (2) to form the pyrano[3

Ester and amide derivatives of E64c as inhibitors of platelet calpains

Ester and amide derivatives of E64c, (+)-(2S,3S)-3-[[(S)-3-methyl-1-[(3- methylbutyl)carbamoyl]butyl]carbamoyl]-2-oxiranecarboxylic acid, an inhibitor of calpains, were synthesized and tested for ability to inhibit calpain in lysed cells, ability to enter

CYCLIC TAUTOMERS OF TRYPTOPHANS AND TRYPTAMINES. III. SELECTIVE 5-HYDROXYLATION OF TRYPTOPHAN AND TRYPTAMINE DERIVATIVES.

The oxidation of the cyclic tautomer (5) of tryptophan derivatives with Fremy's salt or lead tetraacetate gave p-quinoneimine derivative (6) selectively which was readily converted to 5-hydroxytryptophan derivatives on the reduction and the ring-opening.