CAS 52450-38-1|AFMK

Introduction：Basic information about CAS 52450-38-1|AFMK, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. AFMK BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	AFMK
CAS Number	52450-38-1	Molecular Weight	264.277
Density	1.2±0.1 g/cm3	Boiling Point	589.4±50.0 °C at 760 mmHg
Molecular Formula	C₁₃H₁₆N₂O₄	Melting Point	138-140ºC
MSDS	/	Flash Point	310.3±30.1 °C

Names

Name	N-γ-Acetyl-N-2-formyl-5-methoxykynurenamine
Synonym	More Synonyms

AFMK BiologicalActivity

Description	AFMK, antioxidant metabolite of Melatonin, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice. AFMK is a poorer scavenger. The pKa of AFMK at physiological pH is 8.7. Antioxidant capacity[1][2]. AFMK improves the anti-tumor effect of Gemcitabine in PANC-1 cells through the modulation of apoptotic pathway[3].
Related Catalog	Research Areas >>Cancer
Target	Human Endogenous Metabolite
In Vitro	AFMK is one of the metabolites of melatonin and can be formed by both enzymatic or pseudoenzymatic and nonenzymatic metabolic pathways[1]. AFMK pretreatment significantly inhibits DNA damage. AFMK shows a very high level of in vitro hydroxyl radical scavenging potential which was measured by an electron spin resonance (ESR) study. IC50 values resulting from ESR analysis was 338.08 nM. AFMK, a melatonin metabolite, is a sparingly investigated biogenic amine[2]. AFMK administered to PANC-1 in combination with Gemcitabine inhibits the production of HSP70 and cIAP-2 as compared to the results obtained with Gemcitabine alone[3]. Western Blot Analysis[3] Cell Line: Human pancreatic carcinoma cell line (PANC-1) Concentration: 0.001, 0.1, 10, 1000 nM Incubation Time: Result: Augmented the inhibitory effects on HSP70 expression from 0.47 (Gemcitabine alone) to 0.13 (10 nM AFMK), 0.08 (0.1 nM AFMK) and 0.01 (0.001 nM AFMK).
In Vivo	AFMK is a potent antioxidant in vivo. AFMK significantly reverses radiation-induced decline in the total antioxidant capacity of plasma in mice[2]. Animal Model: Male C57BL mice 8 wk of age[2] Dosage: 10 mg/kg body weight Administration: Intraperitoneal injection Result: Radiation-induced decline in the total antioxidant capacity of plasma was significantly reversed in AFMK pretreated mice. AFMK-pretreated irradiated groups showed a significantly lower value of comet tail length and % DNA in tail.
References	[1]. Annia Galano, et al. On the free radical scavenging activities of melatonin's metabolites, AFMK and AMK. J Pineal Res. 2013 Apr;54(3):245-57. [2]. Kailash Manda, et al. AFMK, a melatonin metabolite, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice. J Pineal Res. 2007 Apr;42(4):386-93. [3]. Anna Leja-Szpak, et al. Melatonin and its metabolite N1-acetyl-N2-formyl-5-methoxykynuramine (afmk) enhance chemosensitivity to gemcitabine in pancreatic carcinoma cells (PANC-1). Pharmacol Rep. 2018 Dec;70(6):1079-1088.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	589.4±50.0 °C at 760 mmHg
Melting Point	138-140ºC
Molecular Formula	C₁₃H₁₆N₂O₄
Molecular Weight	264.277
Flash Point	310.3±30.1 °C
Exact Mass	264.110992
PSA	84.50000
LogP	0.82
Vapour Pressure	0.0±1.7 mmHg at 25°C
Index of Refraction	1.560
InChIKey	JYWNYMJKURVPFH-UHFFFAOYSA-N
SMILES	COc1ccc(NC=O)c(C(=O)CCNC(C)=O)c1
Storage condition	-20°C

Safety Information

Risk Phrases	R25
Safety Phrases	45
RIDADR	UN 2811 6.1/PG 3
HS Code	2924299090

Customs

HS Code	2924299090
Summary	2924299090. 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%

Synonyms

N-[3-(2-Formamido-5-methoxyphenyl)-3-oxopropyl]acetamide

Acetamide, N-[3-[2-(formylamino)-5-methoxyphenyl]-3-oxopropyl]-

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