5-Hydroxytryptophan Produkt Beschreibung

5-Hydroxytryptophan Struktur
56-69-9
  • CAS-Nr.56-69-9
  • Bezeichnung:5-Hydroxytryptophan
  • Englisch Name:5-Hydroxytryptophan
  • Synonyma:5-Hydroxytryptophan
    DL-5-HTP;NSC-92523;USAF CB-96;nci-c56644;JACS-56-69-9;5-HTP AMino acid;HYDROXYTRYPTOPHAN;H-DL-Trp(5-OH)-OH;5-hydroxytrytophan;5-HYDROXYTRYPTOPHAN
  • CBNumber:CB0110022
  • Summenformel:C11H12N2O3
  • Molgewicht:220.22
  • MOL-Datei:56-69-9.mol
5-Hydroxytryptophan physikalisch-chemischer Eigenschaften
  • Schmelzpunkt: :298-300°C
  • Siedepunkt: :361.16°C (rough estimate)
  • Dichte :1.484
  • Brechungsindex :1.5200 (estimate)
  • storage temp.  :Keep in dark place,Sealed in dry,Room Temperature
  • Aggregatzustand :solid
  • pka :2.22±0.10(Predicted)
  • Wasserlöslichkeit :Soluble in water (4 mg/ml at 25°C), methanol.
  • Merck  :14,4847
  • BRN  :88199
  • InChIKey :LDCYZAJDBXYCGN-UHFFFAOYSA-N
  • CAS Datenbank :56-69-9(CAS DataBase Reference)
  • EPA chemische Informationen :Tryptophan, 5-hydroxy- (56-69-9)
Sicherheit

5-Hydroxytryptophan Chemische Eigenschaften,Einsatz,Produktion Methoden

  • S-Sätze Betriebsanweisung: S24/25:Berührung mit den Augen und der Haut vermeiden.
    S22:Staub nicht einatmen.
  • Beschreibung 5-Hydroxytryptophan (5-HTP) is an aromatic amino acid naturally produced by the body from the essential amino acid L-tryptophan (LT). Produced commercially by extraction from the seeds of the African plant, Griffonia simplicifolia, 5-HTP has been used clinically for over 30 years. The clinical efficacy of 5-HTP is due to its ability to increase production of serotonin in the brain.
  • Chemische Eigenschaften Off-White to Pale Beige Solid
  • Originator Levotonine,Panmedica,France,1973
  • Verwenden A metabolite of Tryptophan
  • Application 5-hydroxytryptophan is a dietary supplement made from the seeds of the African plant Griffonia simplicifolia.
    5-hydroxytryptophan has been used in alternative medicine as a possibly effective aid in treating depression or fibromyalgia.
    Other uses not proven with research have included insomnia, alcohol withdrawal, headaches, premenstrual syndrome, binge-eating related to obesity, attention deficit disorder, and muscle spasms in the mouth.
    5-hydroxytryptophan is often sold as an herbal supplement. There are no regulated manufacturing standards in place for many herbal compounds and some marketed supplements have been found to be contaminated with toxic metals or other drugs. Herbal/health supplements should be purchased from a reliable source to minimize the risk of contamination.
  • Manufacturing Process Preparation of 4-benzyloxyphenylhydrazine: 200 grams 4-benzyloxyaniline hydrochloride was suspended in a mixture of 264 ml concentrated hydrochloric acid, 528 ml water and 732 grams crushed ice. A solution of 62.4 grams sodium nitrite in 136 ml water was added below the surface of the stirred suspension at -10-(+/-)2°C during 10 minutes. After stirring for 1 hour at 0°C, the suspension was treated with acid-washed charcoal and filtered.
    The filtrate was cooled and maintained at -8°C while a solution of 500 grams of stannous chloride in 760 ml concentrated hydrochloric acid was added with stirring. The mixture was stirred for 2 hours at -8°C and the 4- benzyloxyphenylhydrazine hydrochloride which separated was filtered off and washed with water. The product was crystallized by adding 800 ml hot water to a 3 liter solution in ethanol and had a MP of 185° to 189°C (yield 168.5 grams, 79%).
    Preparation of Ethyl α-Acetylamino-α-Carbethoxy-β-(5-Benryloxy-Indolyl-3)- Propionate: 4-benzyloxyphenylhydrazine hydrochloride was converted to the corresponding base 2 to 3 hours before use: 28 grams of the hydrochloride was suspended in 500 ml chloroform and shaken with 55 ml 2N sodium hydroxide in 100 ml water. The chloroform was separated and the aqueous phase reextracted with chloroform (2 x 100 ml). After washing with 100 ml water, the chloroform solution was dried over sodium sulfate, filtered and evaporated at 30° to 35°C, leaving 4-benzyloxyphenylhydrazine as a friable buff-colored solid (23 grams, 97% from hydrochloride).
    6.1 grams freshly distilled acrylic aldehyde (acrolein) in 9.7 ml chlorobenzene was added at 30°C over 30 minutes to a stirred suspension of 24.2 grams diethyl acetylaminomalonate in 37.5 ml chlorobenzene containing a catalytic amount (0.25 ml) of 50% w/v aqueous sodium hydroxide. After a further 30 minutes the resultant solution was warmed and 23 grams 4- benzyloxyphenylhydrazine was added at 45°C. The mixture was stirred and heated at 65° to 70°C for 1 hour to complete condensation, when a red solution was formed.
    The resultant chlorobenzene solution was added to 440 ml N sulfuric acid and the suspension was refluxed with stirring for 6 hours. The product was extracted with chloroform (250 + 100 ml), and the chloroform solution washed with water (3 x 100 ml), separated and dried over sodium sulfate. After filtration and concentration at 40°C to 100 ml, 300 ml light petroleum (BP 40° to 60°C) was added to the warm chloroform-chlorobenzene solution. 33.1 grams ethyl α-acetylamino-α-carbethoxy-β-(5-benzyloxyindolyl-3)- propionate crystallized on cooling from the mixture. It was recrystallized by dissolving in 200 ml benzene and adding 100 ml light petroleum (BP 60° to 80°C) at the boiling point. After cooling, the buff crystals were collected, washed with cold benzene/light petroleum (1:1) mixture (50 ml), and dried at 55°C (yield 26.0 grams, 54%, MP 164° to 165°C).
    Preparation of α-Acetylamino-α-Carboxy-β-(5-Benzyloxy-Indolyl-3)-Propionic Acid: 18 grams ethyl α-acetylamino-α-carbethoxy-β-(5-benzyloxy-indolyl-3)-propionate was suspended in 85 ml water containing 8.5 grams sodium charcoal. The suspension was refluxed for 4 hours, decolorizing charcoal added, and the solution filtered hot through Hyflo Supercel.
    After cooling in ice to 10°C, the solution was acidified with 24 ml concentrated hydrochloric acid. The solid which separated was filtered off, washed with water (3 x 30 ml) and dried in vacuo over silica gel, to give α-acetylamino-α- carboxy-(5-benzyloxy-indolyl-3)-propionic acid, MP 144° to 146°C (15.0 grams, 95%) sufficiently pure for use in the next stage.
    Preparation of α-Acetylamino-β-(5-Benzyloxy-Indolyl-3)-Propionic Acid: 15 grams α-acetylamino-α-carboxy-β-(5-benzyloxy-indolyl-3)-propionic acid was suspended in 225 ml water and the suspension refluxed and stirred in a stream of nitrogen until evolution of carbon dioxide ceased (about 2 hours). After cooling somewhat, 120 ml e
  • Therapeutic Function Antidepressant, Antiepileptic
  • Mode of action 5-Hydroxytryptophan acts primarily by increasing levels of serotonin within the central nervous system. Other neurotransmitters and CNS chemicals, such as melatonin, dopamine, norepinephrine, and beta-endorphin have also been shown to increase following oral administration of 5-HTP. This ability to increase not only serotonin levels in the brain, but also dopamine and norepinephrine, allows 5-HTP to produce some significant and unique effects on brain chemistry and on serotonin-related conditions which other substances, including LT, cannot duplicate.?
5-Hydroxytryptophan Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
5-Hydroxytryptophan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
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56-69-9, 5-Hydroxytryptophan Verwandte Suche:
  • DL-5-HTP
  • DL-5-HYDROXYTRYPTOPHAN
  • DL-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID
  • HYDROXYTRYPTOPHAN
  • 5-HYDROXY-DL-TRYPTOPHAN
  • 5-Hydroxytryptophan(5-HTP)
  • DL-2-Amino-3-(5-hydroxyindolyl)propionic acid, DL-5-HTP
  • 5-HTP (Griffonia Seeds P.E.)
  • 5-Hydroxy-α-amino-1H-indole-3-propionic acid
  • NSC-92523
  • USAF CB-96
  • 2-azanyl-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
  • 5-HTP AMino acid
  • 5-Hydroxytryptophan (CAS 56-69-9)
  • 5-Hydroxy-DL-tryphophane
  • Tryptophan, 5-hydroxy-
  • 5-Hydroxytryptophan (5-HTP) Synonyms DL-5-Hydroxytryptophan
  • 5-Hydroxytryptophan DL-5-Hydroxytryptophan
  • 5-HYDROXYTRYPTOPHAN
  • 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPANOIC ACID
  • 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)-PROPIONIC ACID
  • 5-hydroxy-tryptopha
  • 5-hydroxytryptophane
  • 5-hydroxytrytophan
  • nci-c56644
  • TIMTEC-BB SBB003354
  • 5-HydroxyTryptophane (5-HTP)
  • 5-Hydroxy-L-Tryptophan 5-Hydroxy-Tryptophan
  • DL-5-HYDROXYTRYPTOPHAN 99%
  • DL-5-HYDROXYTRYPTOPHAN, 99+% BY HPLC REFERENCE STANDARD
  • 5-Hydroxytryptophan20%50%90%99%
  • 5-Hydroxy-DL-tryptophane
  • H-DL-Trp(5-OH)-OH
  • (114-03-4) 5-hydroxytryptophan
  • 5-Hydroxytryptophan 56-69-9
  • JACS-56-69-9
  • 5-Hydroxy-DL-tryptophan&gt
  • 5-Hydroxytryptophan USP/EP/BP
  • 56-69-9
  • Indoles
  • Tryptophans
  • Inhibitors
  • Plant extracts
  • Herb extract
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Amines
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Standard extract