CAS 1202-66-0|N-Acetyltyramine

Introduction:Basic information about CAS 1202-66-0|N-Acetyltyramine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameN-Acetyltyramine
CAS Number1202-66-0Molecular Weight179.216
Density1.1±0.1 g/cm3Boiling Point424.1±28.0 °C at 760 mmHg
Molecular FormulaC10H13NO2Melting Point134°C
MSDSChineseUSAFlash Point210.3±24.0 °C
Symbol
GHS05
Signal WordDanger

Names

NameN-[2-(4-hydroxyphenyl)ethyl]acetamide
SynonymMore Synonyms

N-Acetyltyramine BiologicalActivity

DescriptionN-Acetyltyramine is a quorum-sensing inhibitor (QSI) compound produced by V. alginolyticus M3-10. N-Acetyltyramine is capable of inhibiting the QS of C. violaceum ATCC 12472. N-acetyltyramine reverses resistance in Doxorubicin-resistant leukemia P388 cells[1][2].
Related CatalogResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial
In VitroN-Acetyltyramine enhances cytotoxicity of doxorubicin in resistant P388 murine leukemia cells with an IC50 value of 0.13 μg/ml compared with an IC50 value of 0.48 µg/ml for doxorubicin alone[2].
References

[1]. Reina JC, et al. A Quorum-Sensing Inhibitor Strain of Vibrio alginolyticus Blocks Qs-Controlled Phenotypes in Chromobacterium violaceum and Pseudomonas aeruginosa. Mar Drugs. 2019;17(9):494. Published 2019 Aug 24.

[2]. Kunimoto S, et al. Reversal of resistance by N-acetyltyramine or N-acetyl-2-phenylethylamine in doxorubicin-resistant leukemia P388 cells. J Antibiot (Tokyo). 1987;40(11):1651-1652.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point424.1±28.0 °C at 760 mmHg
Melting Point134°C
Molecular FormulaC10H13NO2
Molecular Weight179.216
Flash Point210.3±24.0 °C
Exact Mass179.094635
PSA49.33000
LogP0.39
Vapour Pressure0.0±1.0 mmHg at 25°C
Index of Refraction1.546
InChIKeyATDWJOOPFDQZNK-UHFFFAOYSA-N
SMILESCC(=O)NCCc1ccc(O)cc1
Storage condition2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AC3852300
CHEMICAL NAME :
Acetamide, N-(2-(4-hydroxyphenyl)ethyl)-
CAS REGISTRY NUMBER :
1202-66-0
BEILSTEIN REFERENCE NO. :
2096467
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H13-N-O2
MOLECULAR WEIGHT :
179.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Cardiac - cardiomyopathy including infarction Skin and Appendages - hair
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 38,474,1976

Safety Information

Symbol
GHS05
Signal WordDanger
Hazard StatementsH318
Precautionary StatementsP280-P305 + P351 + P338
Hazard CodesXi
RIDADRNONH for all modes of transport
HS Code2924299090

Customs

HS Code2924299090
Summary2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles10

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Anal. Chem. 81(10) , 4089-98, (2009)

N-acetyltyramine was synthesized and electropolymerized together with a negatively charged sulfobutylether-beta-cyclodextrin on a boron-doped diamond (BDD) electrode followed by the electropolymerizat...

Mechanistic and structural analysis of Drosophila melanogaster arylalkylamine N-acetyltransferases.

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Arylalkylamine N-acetyltransferase (AANAT) catalyzes the penultimate step in the biosynthesis of melatonin and other N-acetylarylalkylamides from the corresponding arylalkylamine and acetyl-CoA. The N...

Effect of acetyl derivatives of some sympathomimetic amines on the blood pressure of the rat.

Acta Pharmacol. Toxicol. (Copenh.) 40(2) , 247-58, (1977)

The effect of five sympathomimetic amines and some of their acetyl derivatives on the blood pressure of the rat was determined on the left carotid artery. After pretreatment with chlorisondamine (1 mg...

Synonyms

GNF-PF-5230
N-Acetyltyramine
N-acetyltyramin
N-[2-(4-Hydroxyphenyl)ethyl]acetamide
Acetamide, N-[2-(4-hydroxyphenyl)ethyl]-
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