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Hot CAS#:
56-41-7 108-65-6
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52450-38-1

52450-38-1 structure
52450-38-1 structure
  • Name: AFMK
  • Chemical Name: N-γ-Acetyl-N-2-formyl-5-methoxykynurenamine
  • CAS Number: 52450-38-1
  • Molecular Formula: C13H16N2O4
  • Molecular Weight: 264.277
  • Catalog: Research Areas Cancer
  • Create Date: 2019-03-05 11:06:08
  • Modify Date: 2024-01-07 14:43:36
  • 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].
Name N-γ-Acetyl-N-2-formyl-5-methoxykynurenamine
Synonyms N-[3-(2-Formamido-5-methoxyphenyl)-3-oxopropyl]acetamide
Acetamide, N-[3-[2-(formylamino)-5-methoxyphenyl]-3-oxopropyl]-
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
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.
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
Storage condition -20°C
Risk Phrases R25
Safety Phrases 45
RIDADR UN 2811 6.1/PG 3
HS Code 2924299090
64-18-6 structure

64-18-6

438580-16-6 structure

438580-16-6

~63%

52450-38-1 structure

52450-38-1

52450-39-2 structure

52450-39-2

Literature: Amiet, Gary; Huegel, Helmut M.; Nurlawis, Faizul Synlett, 2002 , # 3 p. 495 - 497
73-31-4 structure

73-31-4

~%

52450-38-1 structure

52450-38-1

Literature: Harthe, Catherine; Claudy, Daniele; Dechaud, Henri; Vivien-Roels, Berthe; Pevet, Paul; Claustrat, Bruno Life Sciences, 2003 , vol. 73, # 12 p. 1587 - 1597
18437-68-8 structure

18437-68-8

~%

52450-38-1 structure

52450-38-1

Literature: Amiet, Gary; Huegel, Helmut M.; Nurlawis, Faizul Synlett, 2002 , # 3 p. 495 - 497
157496-75-8 structure

157496-75-8

~%

52450-38-1 structure

52450-38-1

Literature: Amiet, Gary; Huegel, Helmut M.; Nurlawis, Faizul Synlett, 2002 , # 3 p. 495 - 497
73-31-4 structure

73-31-4

~%

1243553-75-4 structure

1243553-75-4

52450-38-1 structure

52450-38-1

52450-39-2 structure

52450-39-2

Literature: Collin, Fabrice; Bonnefont-Rousselot, Dominique; Yous, Said; Marchetti, Catherine; Jore, Daniel; Gardes-Albert, Monique Journal of Mass Spectrometry, 2009 , vol. 44, # 3 p. 318 - 329
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%

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title: CAS No. 52450-38-1 | Chemsrc address: https://www.chemsrc.com/en/baike/954178.html

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