| Identification | Back Directory | [Name]
AFMK | [CAS]
52450-38-1 | [Synonyms]
AFMK
NSC 688263
Acetyl-N-formyl-5-methoxykynurenamine
N-acetyl-N-formyl-5-methoxykynurenamine
N1-Acetyl-N2-forMyl-5-MethoxykynuraMine
N--Acetyl-N-2-formyl-5-methoxykynurenamine
N-G-ACETYL-N-2-FORMYL-5-METHOXYKYNURENAMINE
N-g-Acetyl-N-2-formyl-5-methoxzykynurenamine
N-[3-(2-formamido-5-methoxy-phenyl)-3-oxo-propyl]acetamide
N-[3-[2-(FORMYLAMINO)-5-METHOXYPHENYL]-3-OXOPROPYL]ACETAMIDE
N-[3-[2-(Formylamino)-5-methoxyphenyl]-3-oxopropyl]acetamide, NSC 688263 | [Molecular Formula]
C13H16N2O4 | [MDL Number]
MFCD02683241 | [MOL File]
52450-38-1.mol | [Molecular Weight]
264.28 |
| Chemical Properties | Back Directory | [Appearance]
Light Brown Solid | [Melting point ]
138-140°C | [Boiling point ]
589.4±50.0 °C(Predicted) | [density ]
1.216±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
DMSO: >10 mg/mL
| [form ]
solid
| [pka]
13.79±0.70(Predicted) | [color ]
white
| [InChI]
1S/C13H16N2O4/c1-9(17)14-6-5-13(18)11-7-10(19-2)3-4-12(11)15-8-16/h3-4,7-8H,5-6H2,1-2H3,(H,14,17)(H,15,16) | [InChIKey]
JYWNYMJKURVPFH-UHFFFAOYSA-N | [SMILES]
COc1ccc(NC=O)c(c1)C(=O)CCNC(C)=O |
| Hazard Information | Back Directory | [Chemical Properties]
Light Brown Solid | [Uses]
A metabolite of melatonin (M215000). | [Description]
Melatonin is a neurotransmitter widely distributed in eukaryotes and is closely linked to circadean rhythms in mammals including humans. AFMK is a melatonin metabolite first identified in rat brain. AFMK has antioxidant and free radical scavenging activities in several experimental models. AFMK may also be measured in plasma as an index of melatonin synthesis and metabolism. | [Definition]
ChEBI: N-gamma-Acetyl-N-2-Formyl-5-Methoxykynurenamine is an aromatic ketone. | [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.
|
| [IC 50]
Human Endogenous Metabolite | [storage]
Store at -20°C | [References]
[1] F. HIRATA. In vitro and in vivo formation of two new metabolites of melatonin.[J]. The Journal of Biological Chemistry, 1974, 3 1: 1311-1313. DOI: 10.1016/s0021-9258(19)42976-1
[2] DUN-XIAN TAN. N1-acetyl-N2-formyl-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant[J]. FASEB Journal, 2001, 15 12: 1-16. DOI: 10.1096/fj.01-0309fje
[3] CATHERINE HARTHé . Radioimmunoassay of N-acetyl-N-formyl-5-methoxykynuramine (AFMK): a melatonin oxidative metabolite[J]. Life sciences, 2003, 73 12: Pages 1587-1597. DOI: 10.1016/s0024-3205(03)00483-1 |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
25 | [Safety Statements ]
45 | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral |
|
| Company Name: |
Alfa Chemistry
|
| Tel: |
1-516-6625404 |
| Website: |
https://www.alfa-chemistry.com |
|