ChemicalBook > CAS DataBase List > AFN-1252

AFN-1252

Product Name: AFN-1252
CAS No.: 620175-39-5
Chemical Name: AFN-1252
Synonyms: CS-2098;AFN-1252;Debio-1452;AFN-1252, API-1252;Debio-1452(AFN1252);AFN-1252(Debio 1452);AFN-1252, 10 mM in DMSO;AFN-1252 (Synonyms: API-1252;API1252; DEBIO1452;API 1252; DEBIO-1452;API1252; DEBIO1452;Antibiotic,AFN 1252,AFN1252,inhibit,API1252,Bacterial,Debio-1452,AFN-1252,Debio1452,Inhibitor,API 1252
CBNumber: CB23041381
Molecular Formula: C22H21N3O3
Formula Weight: 375.42
MOL File: 620175-39-5.mol

Less

AFN-1252 Property

Boiling point:: 601.2±65.0 °C(Predicted)
Density: 1.28±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO:5.8(Max Conc. mg/mL);15.45(Max Conc. mM)
form: A crystalline solid
pka: 3.60±0.20(Predicted)
color: White to off-white
InChI: InChI=1S/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/b10-7+
InChIKey: QXTWSUQCXCWEHF-JXMROGBWSA-N
SMILES: C(N(C)CC1=C(C)C2=CC=CC=C2O1)(=O)/C=C/C1=CC2=C(N=C1)NC(=O)CC2

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Less

N-Bromosuccinimide Price

Cayman Chemical

Product number: 24686
Product name: AFN-1252
Purity: ≥98%
Packaging: 1mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 24686
Product name: AFN-1252
Purity: ≥98%
Packaging: 5mg
Price: $270
Updated: 2024/03/01

Cayman Chemical

Product number: 24686
Product name: AFN-1252
Purity: ≥98%
Packaging: 10mg
Price: $507
Updated: 2024/03/01

Cayman Chemical

Product number: 24686
Product name: AFN-1252
Purity: ≥98%
Packaging: 25mg
Price: $1189
Updated: 2024/03/01

TRC

Product number: A425005
Product name: AFN-1252
Packaging: 5mg
Price: $285
Updated: 2021/12/16

Less

AFN-1252 Chemical Properties,Usage,Production

Description

AFN-1252 is an inhibitor of staphylococcal enoyl-acyl carrier protein reductase (FabI; K_i = 12.8 nM), an enzyme that activates bacterial fatty acid biosynthesis. It is selective for isolates of methicillin-susceptible and methicillin-resistant S. aureus (MIC₉₀s = ≤0.008 μg/ml) over isolates of S. pneumoniae, β-hemolytic streptococci, Enterococcus, Enterobacteriaceae, non-fermentative Gram-negative bacilli, and M. catarrhalis (MIC₉₀s = >4 μg/ml). In vivo, AFN-1252 increases survival in a murine acute lethal septicemia model, showing 100% survival when administered at a single oral dose of 1 mg/kg.

Uses

AFN-1252 is a staphylococcus-selective enoyl-acyl carrier protein reductase (FabI) inhibitor. An antimicrobial agent

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).

References

[1] NACHUM KAPLAN. Mode of action, in vitro activity, and in vivo efficacy of AFN-1252, a selective antistaphylococcal FabI inhibitor.[J]. Antimicrobial Agents and Chemotherapy, 2012, 56 11: 5865-5874. DOI: 10.1128/aac.01411-12
[2] JOSHUA B PARSONS. Metabolic basis for the differential susceptibility of Gram-positive pathogens to fatty acid synthesis inhibitors.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2011, 108 37: 15378-15383. DOI: 10.1073/pnas.1109208108
[3] JAMES A KARLOWSKY. AFN-1252, a FabI inhibitor, demonstrates a Staphylococcus-specific spectrum of activity.[J]. Antimicrobial Agents and Chemotherapy, 2009, 53 8: 3544-3548. DOI: 10.1128/aac.00400-09

AFN-1252 Preparation Products And Raw materials

Raw materials

Preparation Products

Less

AFN-1252 Suppliers

China 57 India 1 United States 11 Global 69

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Country: China
ProdList: 4747
Advantage: 58

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
ProdList: 3506
Advantage: 58

Guangzhou QiYun Biotechnology Co., Ltd.

Tel: 020-61288194 61288195
Fax: 020-61288700
Email: 505721671@qq.com
Country: China
ProdList: 3866
Advantage: 58

ShangHai Biochempartner Co.,Ltd

Tel: 177-54423994 17754423994
Fax: QQ:2853530913
Email: 2853530910@QQ.com
Country: China
ProdList: 8000
Advantage: 62

Shanghai Rechem science Co., Ltd.

Tel: 021-31433387 15618786686
Fax: QQ:1369748377
Email: sales@rechemscience.com
Country: China
ProdList: 2991
Advantage: 58

Shanghai Chaolan Chemical Technology Center

Tel: 021-QQ：65489617 15618227136
Fax: 21-5161 9052
Email: Sales@ATKchemical.com
Country: China
ProdList: 9125
Advantage: 58

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12306
Advantage: 58

Shanghai Biopharmaleader Co., Ltd.

Tel: +86 18721201413
Fax: +86 (21) 5775-8967
Email: sales@biopharmaleader.com
Country: China
ProdList: 1720
Advantage: 58

Aikon International Limited

Tel: 025-58859352 18068836627
Fax: (5)02557626880
Email: dt3@aikonchem.com
Country: China
ProdList: 15493
Advantage: 58

Angel Pharmatech, Ltd.

Tel: 17317130613
Fax: QQ3358272972
Email: 3358272972@qq.com
Country: China
ProdList: 3277
Advantage: 58

Shanghai Hongye Biotechnology Co. Ltd

Tel: 400-9205774
Email: sales@glpbio.cn
Country: China
ProdList: 6777
Advantage: 58

Tianjin Kaifu Pharmaceutical Technology Co., Ltd.

Tel: 18081075745
Email: chemflowtech@sina.com
Country: China
ProdList: 1886
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11218
Advantage: 58

Absin Bioscience Inc.

Tel: 021-38015121 18438616290
Email: lanwu@univ-bio.com
Country: China
ProdList: 24731
Advantage: 58

Shanghai hongqu biomedical technology co. LTD

Tel: 88888888888
Email: hongquchem@qq.com
Country: China
ProdList: 5132
Advantage: 58

Shanghai Luofa Biochemical Technology Co., Ltd.

Tel: 021-51111890 15317326293
Email: sales@molnova.com
Country: China
ProdList: 4195
Advantage: 58

Chunchuang (Wuhan) Technology Co., Ltd

Tel: 15727060112
Email: yutianchun2007@126.com
Country: China
ProdList: 9814
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing@energy-chemical.com
Country: China
ProdList: 44918
Advantage: 58

Shandong Territorial sea Biological Technology Co., LTD

Tel: 15092083467
Email: 18660263263@163.com
Country: China
ProdList: 2811
Advantage: 58

Abmole Bioscience Inc.

Tel: 021-50967598 02150967598
Email: sales@abmole.cn
Country: China
ProdList: 4494
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 15801484223;
Email: psaitong@jm-bio.com
Country: China
ProdList: 29757
Advantage: 58

Nantong Feiyu Biological Technology CO.,LTD

Tel: 0513-68819626; 15152877458
Fax: 0513-68669626
Email: feiyubio@163.com
Country: China
ProdList: 4817
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-1647117 13681763483
Email: product02@bidepharm.com
Country: China
ProdList: 59936
Advantage: 58

InvivoChem

Tel: 13549236410
Email: sales@invivochem.cn
Country: China
ProdList: 6753
Advantage: 58

TargetMol Chemicals Inc.

Tel: 4008200310
Email: marketing@tsbiochem.com
Country: China
ProdList: 24961
Advantage: 58

Henan Alpha Chemical Co., Ltd.

Tel: 0371-55013243 15324716602
Email: 2853979810@qq.com
Country: China
ProdList: 9898
Advantage: 58

Suzhou Zhixin Biotechnology Co., Ltd.

Tel: 0512-65118909 18100677375
Email: sales@szzxbio.com
Country: China
ProdList: 2993
Advantage: 58

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 17801761073
Email: Gsiyu@solarbio.com
Country: China
ProdList: 50751
Advantage: 58

Nantong Weinedi Pharmaceutical Technology Co., Ltd

Tel: 18071612016
Email: 706531907@qq.com
Country: China
ProdList: 936
Advantage: 58

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 15850508050
Fax: 025-85563444
Email: cindy.huang@synzest.com
Country: China
ProdList: 12000
Advantage: 58

Hubei wei shi reagent group ltd., company

Tel: 027-59101766 13125137661
Email: 2853877621@qq.com
Country: China
ProdList: 7979
Advantage: 58

Hubei Danding Pharmaceutical Technology Co., Ltd

Tel: 17701422019
Email: 1559451077@qq.com
Country: China
ProdList: 8167
Advantage: 58

Sangon Biotech (Shanghai) Co.,Ltd.

Tel: 400-821-026
Email: Sales@sangon.com
Country: China
ProdList: 6710
Advantage: 58

Cayman Chemical Company

Tel: 800-364-9897
Email: sales@caymanchem.com
Country: China
ProdList: 6838
Advantage: 58

Biosynth Biological Technology (Suzhou) Co Ltd

Tel: 51288865780
Email: sales@biosynth.com
Country: China
ProdList: 6051
Advantage: 58

Adooq Bioscience LLC

Tel: 400-025-6535
Email: sales@adooq.cn
Country: China
ProdList: 6215
Advantage: 58

Selleck Chemicals

Tel: 400-668-6834
Email: info@selleck.cn
Country: China
ProdList: 6071
Advantage: 58

ATK CHEMICAL COMPANY LIMITED

Tel: +undefined-21-51877795
Fax: +86 21 5161 9052/ 5187 7796
Email: ivan@atkchemical.com
Country: China
ProdList: 33024
Advantage: 60

SHANGHAI KEAN TECHNOLOGY CO., LTD.

Tel: +8613817748580
Fax: 021-50175322
Email: cooperation@kean-chem.com
Country: China
ProdList: 40066
Advantage: 58

Henan Fengda Chemical Co., Ltd

Tel: +86-371-86557731 +86-13613820652
Fax: 86-0371-86557731
Email: info@fdachem.com
Country: China
ProdList: 20136
Advantage: 58

Henan Aochuang Chemical Co.,Ltd.

Tel: +86-0371-63689365 +8618638391208
Email: sales@aochuangchem.com
Country: China
ProdList: 9307
Advantage: 58

Shenzhen Shengda Pharma Limited

Tel: 755-85269922 +8613424394241
Fax: WeChat:shengdapharm
Email: sales@shengdapharm.com
Country: CHINA
ProdList: 310
Advantage: 58

Guangzhou Nishuo Trading Co., Ltd

Tel: 18026280618
Country: CHINA
ProdList: 187
Advantage: 58

Guangzhou Baben Biotechnology Co., Ltd.

Tel: 17130848100
Country: CHINA
ProdList: 143
Advantage: 58

Guangzhou Junze Biotechnology Co., Ltd.

Tel: 17688489295
Country: CHINA
ProdList: 188
Advantage: 58

Guangzhou Aitong Biological Products Co., Ltd.

Tel: 17512823738
Country: CHINA
ProdList: 191
Advantage: 58

Guangzhou Yansai Biological Products Co., Ltd.

Tel: 13710209565
Country: CHINA
ProdList: 122
Advantage: 58

620175-39-5, AFN-1252Related Search:

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

(E)-N-Methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide

AFN-1252, API-1252

CS-2098

AFN-1252(Debio 1452)

API1252; DEBIO1452;API 1252; DEBIO-1452;API1252; DEBIO1452

2-Propenamide, N-methyl-N-[(3-methyl-2-benzofuranyl)methyl]-3-(5,6,7,8-tetrahydro-7-oxo-1,8-naphthyridin-3-yl)-, (2E)-

Debio-1452(AFN1252)

Antibiotic,AFN 1252,AFN1252,inhibit,API1252,Bacterial,Debio-1452,AFN-1252,Debio1452,Inhibitor,API 1252

AFN-1252, 10 mM in DMSO

AFN-1252 (Synonyms: API-1252

620175-39-5