N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid

Melatonine Struktur
73-31-4
CAS-Nr.
73-31-4
Bezeichnung:
N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid
Englisch Name:
Melatonine
Synonyma:
MELATONIN;MLT;N-ACETYL-5-METHOXYTRYPTAMINE;melotonin;Melatonin (AS);Melatonine Powder;5-METHOXY-N-ACETYLTRYPTAMINE;N-(2-(5-methoxyindol-3-yl)ethyl)acetamide;N-[2-(5-METHOXY-1H-INDOL-3-YL)ETHYL]ACETAMIDE;MLK7
CBNumber:
CB5364927
Summenformel:
C13H16N2O2
Molgewicht:
232.28
MOL-Datei:
73-31-4.mol

N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid Eigenschaften

Schmelzpunkt:
116.5-118 °C (lit.)
Siedepunkt:
374.44°C (rough estimate)
Dichte
1.1099 (rough estimate)
Brechungsindex
1.6450 (estimate)
Flammpunkt:
9℃
storage temp. 
-20°C
Löslichkeit
Soluble in ethanol to at least 50mg/ml
Aggregatzustand
Powder
pka
16.26±0.46(Predicted)
Farbe
white to off-white
Biologische Quelle
synthetic (organic)
Merck 
14,5816
Specific Activity
53-71nmol/min·mg
BRN 
205542
InChIKey
DRLFMBDRBRZALE-UHFFFAOYSA-N
LogP
1.043 (est)
CAS Datenbank
73-31-4(CAS DataBase Reference)
NIST chemische Informationen
Melatonin(73-31-4)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T,F
R-Sätze: 60-39/23/24/25-23/24/25-11
S-Sätze: 24/25-99-53-45-36/37-16-7
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS-Nr. AC5955000
8-10-23
HS Code  29379000
Giftige Stoffe Daten 73-31-4(Hazardous Substances Data)
Toxizität LD50 orally in Rabbit: > 3200 mg/kg
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H370 Schädigt die Organe. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P260, P264, P270, P307+P311, P321,P405, P501
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P311 GIFTINFORMATIONSZENTRUM/Arzt anrufen.

N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R60:Kann die Fortpflanzungsfähigkeit beeinträchtigen.

S-Sätze Betriebsanweisung:

S24/25:Berührung mit den Augen und der Haut vermeiden.
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Beschreibung

Melatonin, at times referred to as the “hormone of darkness,” normally is secreted during the night. It is synthesized in the pineal gland, and its secretion is controlled by the suprachiasmatic nucleus, following an endogenous circadian rhythm. Studies indicate that melatonin may

Chemische Eigenschaften

Off-White Powder

Occurrence

Melatonin is a naturally occurring hormone in the body.

History

Melatonin, chemically known as N-acetyl-5-methoxytryptamine, has a history of scientific exploration, evolving from a biological enigma to precise molecular identification. As early as the beginning of the 20th century, scientists observed that pineal gland extracts had a bleaching effect on pigmentation in amphibian skin, but the identity of the active substance remained undetermined. It wasn't until 1958 that American dermatologist Aaron Bunsen Lerner and his colleagues at Yale University, through painstaking isolation and purification of bovine pineal gland extracts, finally successfully isolated and identified this active compound. Lerner's team, including James D. Case, Yoshiyata Takahashi, and Teh H. Lee, extracted trace amounts of the active substance from over 250,000 bovine pineal glands, determined its chemical structure, and named it "Melatonin," after its bleaching effect on melanocytes. This discovery not only solved a long-standing mystery about the function of the pineal gland but also laid the foundation for subsequent research. As research progresses, the crucial role of melatonin, an important neuroendocrine hormone, in regulating circadian rhythms, sleep-wake cycles, and seasonal reproduction in mammals is gradually being revealed.

Verwenden

Melatonine can be used in sleep induction, modifies circadian rhythm, antioxidant, free radical scavenger

Definition

ChEBI: A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans.

Weltgesundheitsorganisation (WHO)

Melatonin is promoted as a cure for travel sickness, jet-lag and insomnia and has recently been claimed in the United States to reverse the ageing process. A synthetic version has been freely available from health food shops and pharmacies as a "nutritional supplement" since 1993.

Allgemeine Beschreibung

A hormone that has been postulated as being a mediator of photic-induced anti-gonadotropic activity in photoperiodic mammals. Counteracts the apoptotic effects of etoposide in bone marrow cells. Melatonin receptors are coupled to a G-protein system. Inhibits rat cerebellar nitric oxide synthase (NOS).

Biologische Aktivität

Endogenous hormone that acts as an agonist at melatonin receptors MT 1 and MT 2 . Exhibits a prominent role in the control of circadian rhythm, displays immunomodulatory activity and acts as a powerful antioxidant in vivo .

Clinical Use

Melatonin is most effective in young individuals and appears to be less effective in elderly individuals (possibly because of a decreased number of receptors). Melatonin causes a phase shift of approximately 1 hour per day. This means that the use of melatonin in the morning can delay the onset of evening sleepiness, whereas melatonin taken in the evening has been associated with faster onset of sleep and increased total sleep time. Melatonin is sold as a food supplement in the United States, but it has become popular for use as a hypnotic and for alleviating jet lag (a flight across five or more time zones) and helping to resynchronize individuals who have difficulty adapting to night-shift work. have effects on circadian rhythm and sleep processes. The presence of a pharmacologically specific receptor for melatonin in which the molecular structure is known are referred to as MT1, MT2, and MT3 receptors. The MT1 and MT2 receptors are high-affinity G protein coupled receptors, whereas MT3 is a form of quinone reductase. The MT1 receptor appears to be primarily involved in initiating sleep, whereas the MT2 receptor appears to mediate melatonins effect in the eye, circadian rhythm, and vascular effects. The importance of MT3, although widely distributed in different tissues, is currently unknown. The normal physiological concentration of melatonin observed at night is approximately 100 to 200 pg/mL, and oral doses of 0.1 to 0.3 mg of melatonin are adequate to obtain these concentrations even though melatonin frequently is given at doses of 1 to 10 mg to obtain supraphysiological levels. These higher doses may be the reason for some of the side effects not currently associated with the melatonin receptors.

N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 1091)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Baoji Guokang Healthchem Co., Ltd.
+86-0917-3909592 +86-13892490616
gksales1@gk-bio.com China 9209 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763
sales@tnjchem.com China 34563 58
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+86-17709210191; +8617709210191
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+8615833979905
sales2@bantingpeptide.com China 85 58
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+86-18186686046 +86-18186686046;
sales01@watsonbiotech.cn China 5746 58
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+86-15354498258; +8615354498258
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HUBEI VITORCOME PHARMACEUTICAL CO.,LTD
+8615629646827
hgsk@saikangpharm.com China 8 58
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15383911577
admin@nbqingteng.com China 312 58
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+86-86-15732938890 +8615732938890
18631999880a@gmail.com China 113 58
Wuhan Boyuan Import & Export Co., LTD
+8615175982296
Mike@whby-chem.com China 33 58

73-31-4(N-(2-(5-Methoxyindol-3-yl)ethyl)acetamid)Verwandte Suche:


  • Melatonine,N-(2-(5-Methoxyindol-3-yl)ethyl)acetaMide
  • MELATONINE FOR SYNTHESIS 1 G
  • MELATONINE FOR SYNTHESIS 5 G
  • Melatonin solution
  • Melatonin 0.25
  • Melatonine Synonyms N-(2-(5-methoxyindol-3-yl)ethyl)acetamide
  • MELATONINE
  • 3-(N-ACETYL-2-AMINOETHYL)-5-METHOXYINDOLE
  • ACETYL-5-METHOXYTRYPTAMINE
  • AKOS BB-4935
  • TIMTEC-BB SBB003265
  • Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-
  • Acetamide, N-[2-(5-methoxyindol-3-yl)ethyl]-
  • Acetamide,N-[2-(5-methoxy-1H-indol-3-yl)ethyl]
  • Melatonin(N-Acetyl-5-methoxytryptamine)
  • 3-N-Acetyl-5-methoxyl tryptamine
  • MELATONIN, 99.5+%
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  • MELATONIN,1.0MG/MLINMETHANOL
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  • MELATONIN (MLT)
  • primex
  • N-Acetyl-5-Methoxytryptamine also Melatonine
  • pharmaceutical grade Melatonin
  • Melatonin 99.0%min
  • Circadin
  • Melovine
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  • 3-[2-(Acetylamino)ethyl]-5-methoxy-1H-indole
  • N-Acetyl-5-methoxytriptamine
  • MELATONIN (M)
  • Melatonine,99%
  • Melatonin ,98%
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  • MLK7
  • mlklak
  • ZAK, active, GST tagged human
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  • MLT1
  • mucosa associated lymphoid tissue lymphoma translocation gene 1
  • Melatonin (150 mg)
  • Melatonin standard substance
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  • n-(2-(5-methoxyindol-3-yl)ethyl)-acetamid
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  • JACS-73-31-4
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  • Melatonin - CAS 73-31-4 - Calbiochem
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