AFN-1252 is a staphylococcus-selective enoyl-acyl carrier protein reductase (FabI) inhibitor, which functions as an antimicrobial agent. It is particularly effective against methicillin-susceptible and methicillin-resistant S. aureus, demonstrating high selectivity and potency in inhibiting bacterial fatty acid biosynthesis.

620175-39-5

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Basic information
1. Product Name: AFN-1252
2. Synonyms: AFN-1252;(E)-3-(1,2,3,4-tetrahydro-2-oxo-1,8-naphthyridin-6-yl)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)acrylamide;(2E)-N-Methyl-N-[(3-methyl-1-benzofuran-2-yl)methyl]-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide;Debio-1452
3. CAS NO:620175-39-5
4. Molecular Formula: C₂₂H₂₁N₃O₃
5. Molecular Weight: 375.42044
6. EINECS: N/A
7. Product Categories: N/A
8. Mol File: 620175-39-5.mol
Chemical Properties
1. Melting Point: N/A
2. Boiling Point: 601.2±65.0 °C(Predicted)
3. Flash Point: N/A
4. Appearance: /
5. Density: 1.28±0.1 g/cm3(Predicted)
6. Refractive Index: N/A
7. Storage Temp.: 2-8°C
8. Solubility: N/A
9. PKA: 3.60±0.20(Predicted)
10. CAS DataBase Reference: AFN-1252(CAS DataBase Reference)
11. NIST Chemistry Reference: AFN-1252(620175-39-5)
12. EPA Substance Registry System: AFN-1252(620175-39-5)
Safety Data
1. Hazard Codes: N/A
2. Statements: N/A
3. Safety Statements: N/A
4. WGK Germany:
5. RTECS:
6. HazardClass: N/A
7. PackingGroup: N/A
8. Hazardous Substances Data: 620175-39-5(Hazardous Substances Data)

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Uses

Used in Pharmaceutical Industry:
AFN-1252 is used as an antimicrobial agent for targeting and treating staphylococcal infections, including those caused by methicillin-resistant S. aureus (MRSA). Its high selectivity and potency make it a promising candidate for combating antibiotic-resistant bacterial strains.
Used in Research and Development:
AFN-1252 is utilized as a research tool for studying the role of FabI in bacterial fatty acid biosynthesis and understanding the mechanisms of antibiotic resistance. This knowledge can contribute to the development of new antimicrobial agents and strategies to combat drug-resistant infections.
Used in Veterinary Medicine:
AFN-1252 may also be employed in veterinary medicine for treating staphylococcal infections in animals, providing an alternative treatment option for antibiotic-resistant bacterial infections in the veterinary field.

Enzyme inhibitor

This selective, orally available, first-in-class antibiotic (FW = 375.43 g/mol; CAS 620175-39-5; Formulated in 1% Poloxamer 407) is a potent inhibitor of Staphylococcus aureus enoyl-acyl carrier protein reductase (FabI), thereby preventing fatty acyl chain elongation and disrupting biosynthesis of both saturated and unsaturated fatty acids needed for bacterial growth. It demonstrates exceptional potency and specificity against staphylococcal isolates, with typical S. aureus MIC ranges of 0.002–0.12 μg/mL and MIC90s of ≤ 0.015 μg/mL. Mode of Action: FabI is the only enoyl-ACP reductase in S. aureus, S. epidermidis, and related staphylococci, with no alternative enzyme or rescue pathway, including processing of exogenously supplied fatty acids. Such metabolic features suggest FabI may be essential to cell viability in Staphylococcus spp. The inhibitor’s target was convincingly confirmed (a) by using direct enzyme assays (IC50 = 14 nM, with no inhibition of the human enzyme, even at 67 μM); (b) by employing radiolabeled acetate to demonstrate that AFN-1252 greatly reduced incorporation into lipids; (c) by co-crystallizing AFN-1252 and FabI in the presence of the unnatural substrate 3′-NADPH, and (d) by genetically determining AFN-1252’s spontaneous resistance frequency and characterizing AFN-1252-resistant FabI mutants. In socalled time-kill assays, AFN-1252 caused a time-dependent reduction in the viability of S. aureus ATCC 29213 (MSSA) and S. aureus ATCC 43300 (MRSA), with similar magnitudes and rates of killing were obtained at 4 and 128 times the MIC (i.e., 2.0- and 2.9-log10 reductions).

Check Digit Verification of cas no

The CAS Registry Mumber 620175-39-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,2,0,1,7 and 5 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 620175-39:
(8*6)+(7*2)+(6*0)+(5*1)+(4*7)+(3*5)+(2*3)+(1*9)=125
125 % 10 = 5
So 620175-39-5 is a valid CAS Registry Number.

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