114-03-4

Basic information

• Product Name: DL-5-HYDROXYTRYPTOPHAN
• Synonyms: TIMTEC-BB SBB003354;5-hydroxy-dl-tryptopha;dl-hydroxytryptophan;dl-tryptopha;HYDROXYTRYPTOPHAN;DL-5-HTP;5-HYDROXY-DL-TRYPTOPHAN;2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)-PROPIONIC ACID
• CAS NO: 114-03-4
• Molecular Formula: C₁₁H₁₂N₂O₃
• Molecular Weight: 220.22
• EINECS: 204-039-6
• Product Categories: Indoles;Tryptophans;Amino acids methyl、ethyl、t-butyl series
• Mol File: 114-03-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 298-300°C
• Boiling Point: 218-219C
• Flash Point: 268.7°C
• Appearance: /
• Density: 1,00g/cm
• Vapor Pressure: 1.15E-11mmHg at 25°C
• Refractive Index: 1,565
• Storage Temp.: Refrigerator
• Merck: 4847
• CAS DataBase Reference: DL-5-HYDROXYTRYPTOPHAN(CAS DataBase Reference)
• NIST Chemistry Reference: DL-5-HYDROXYTRYPTOPHAN(114-03-4)
• EPA Substance Registry System: DL-5-HYDROXYTRYPTOPHAN(114-03-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 25-65-36/37/38-20/21/22-20/21
• Safety Statements: 24/25-36-26
• RIDADR: 2811
• RTECS: YN7100000
• Hazardous Substances Data: 114-03-4(Hazardous Substances Data)

Usage

Description

DL-5-HYDROXYTRYPTOPHAN, also known as 5-HTP, is a naturally occurring amino acid and a tryptophan derivative that is substituted by a hydroxy group at position 5. It is a white to light beige powder and plays a crucial role in the biosynthesis of serotonin, a neurotransmitter that regulates mood, appetite, and sleep.

Uses

Used in Pharmaceutical Industry:
DL-5-HYDROXYTRYPTOPHAN is used as an anti-hypochondrial agent for its ability to increase serotonin levels in the brain, which can help alleviate symptoms of depression, anxiety, and insomnia. It is also used in the treatment of fibromyalgia and chronic headaches.
Used in Dietary Supplements:
DL-5-HYDROXYTRYPTOPHAN is used as a dietary supplement for its potential benefits in promoting relaxation, improving sleep quality, and supporting weight management by regulating appetite.
Used in Research and Development:
DL-5-HYDROXYTRYPTOPHAN is used as a research compound for studying the role of serotonin in various physiological processes and its potential applications in the development of new medications for mood disorders and other conditions related to serotonin dysregulation.

InChI:InChI=1/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1

Upstream product

• 93271-99-9 N-methoxycarbonyl-4-cyano-D-2-aminobutyric acid methyl ester 
• 93271-96-6 (R)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dimethyl ester 
• 93299-31-1 N-methoxycarbonyl-D-glutamine methyl ester 
• 89434-13-9 5-benzyloxy-N_b-methoxycarbonyl-D-tryptophan methyl ester 
• 93272-16-3 5-benzyloxy-N_b-methoxycarbonyl-D-tryptophan 
• 67010-10-0 N-acetyl-5-hydroxy-L-tryptophan 
• 83541-81-5 (S)-dimethyl pyrrolidine-1,2-dicarboxylate 
• 2311-25-3 N-acetyl-L-proline methyl ester 
• 53017-51-9 5-benzyloxy-N_b-acetyl-L-tryptophan 
• 53017-44-0 5-benzyloxy-N_b-acetyl-L-tryptophan methyl ester 
• 93271-98-8 N-methoxycarbonyl-4-cyano-L-2-aminobutyric acid methyl ester 
• 154005-67-1 (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester 
• 93271-96-6 (2S,5RS)-1,2-dimethyl-5-hydroxypyrrolidine-1,2-dicarboxylate 
• 93299-30-0 N-methoxycarbonyl-L-glutamine methyl ester 

Relevant articles and documents

Syntheses of Substituted L- and D-Tryptophans

Several 5-substituted nb-methoxycarbonyl-L- and -D-tryptophan derivatives were synthesized from proline by a new route involving electrochemical oxidation, as well as by the known procedures.Removal of the Nb-methoxycarbonyl group was accomplished by treatment with Me3SiI in refluxing chloroform, then alkaline hydrolysis of the methyl esters afforded 5-substituted L- and D-tryptophans with high optical purities.Keywords - L-tryptophan 5-substituted; D-tryptophan 5-substituted; anodic oxidation; N-methoxycarbonyl group deprotection; Fischer indole synthesis; iodotrimethylsilane