(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide

ChemicalBook > CAS DataBase List > (R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide

Product Name: (R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide
CAS No.: 473727-83-2
Chemical Name: (R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide
Synonyms: Sch 527123;SCH527123, Navarixin;Navarixin (SCH-527123);(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3;inhibit,CXC chemokine receptors,Inhibitor,MK 7123,Navarixin,SCH527123,SCH-527123,MK7123,CXCR;2-Hydroxy-N,N-dimethyl-3-[[2-[[(1R)-1-(5-methyl-2-furanyl)propyl]amino]-3,4-dioxo-1-cyclobuten-1-yl;(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide;(R)-2-hydroxy-N,N-diMethyl-3-((2-((1-(5-Methylfuran-2-yl)propyl)aMino)-3,4-dioxocyclobut-1-en-1-yl)aMino)benzaMide;Benzamide, 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-1-(5-methyl-2-furanyl)propyl]amino]-3,4-dioxo-1-cyclobuten-1-yl]amino]-;3-[[3-[(Dimethylamino)carbonyl]-2-hydroxyphenyl]amino]-4-[[(R)-1-(5-methylfuran-2-yl)propyl]amino]cyclobut-3-ene-1,2-dione
CBNumber: CB82516091
Molecular Formula: C21H23N3O5
Formula Weight: 397.42
MOL File: 473727-83-2.mol

Less

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide Property

Melting point:: 118-120℃
Boiling point:: 548.7±60.0 °C(Predicted)
Density: 1.34
storage temp.: Refrigerator
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 7.93±0.50(Predicted)
form: Solid
color: Light Yellow to Yellow

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

H341Suspected of causing genetic defects

H361Suspected of damaging fertility or the unborn child

H370Causes damage to organs

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 5.32283
Product name: CXCR2 Antagonist IV, Sch527123 - CAS 473727-83-2 - Calbiochem
Packaging: 5mg
Price: $254
Updated: 2023/01/07

Cayman Chemical

Product number: 27800
Product name: SCH 527123
Packaging: 1mg
Price: $56
Updated: 2024/03/01

Cayman Chemical

Product number: 27800
Product name: SCH 527123
Packaging: 25mg
Price: $1068
Updated: 2024/03/01

Cayman Chemical

Product number: 27800
Product name: SCH 527123
Packaging: 5mg
Price: $241
Updated: 2024/03/01

Cayman Chemical

Product number: 27800
Product name: SCH 527123
Packaging: 10mg
Price: $455
Updated: 2024/03/01

Less

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide Chemical Properties,Usage,Production

Uses

Sch 527123 is a potent CXCR2 antagonist. It can potentially inhibits human colon cancer liver metastasis.

General Description

A cell-permeable, orally active, non-toxic, cyclobutenedione compound with anti-inflammatory properties. Acts as a specific, high-affinity, and potent allosteric antagonist of CXCR2 (IC₅₀ = 2.6 nM for human; K_d = 49, 200, and 80 pM for human, rat, and cynomolgus, respectively). Also exhibits high potency against CXCR1 (IC₅₀ = 36 nM for human, K_d = 3.9 and 41 nM for human and cynomolgus, respectively). Displays excellent selectivity over CXCR3, CCR5, and a large panel of GPCRs, enzymes and ion channels (~ 10 μM). Potently inhibits CXCL1- and CXCL8-induced chemotaxis in human neutrophils (hPMN; IC₅₀<1 nM and 16 nM, respectively). Shown to suppress pulmonary neutrophilia (ED₅₀ = 1.3 mg/kg), goblet cell hyperplasia (ED₅₀ = 700 mg/kg), and increase bronchoalveolar lavage (BAL) mucin content (ED₅₀ ≤ 1 mg/kg) in rats subjected to vanadium pentoxide induced pulmonary inflammation. Inhibits melanoma cell proliferation (~ 1 mg/ml) by suppressing the phosphorylation of ERK1/2. Diminishes the invasive potential of melanoma cells and blocks angiogenesis in mice (100 mg/kg, p.o., q.d for 21 days). Exhibits desirable pharmacokinetic properties.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biological Activity

sch-527123 is a novel, selective cxc chemokine receptor 2 (cxcr2) antagonist.sch-527123 was able to suppress cxcr2-mediated signal transduction as shown through decreased phosphorylation of the nf-κb/mitogen-activated protein kinase (mapk)/akt pathway [1].cells were treated with increasing concentrations of sch-527123 for 72 hours and showed dose-dependent growth inhibitory activity with ic50 (72 h) values ranging from 18 to 40 μmol/l. importantly the il-8–overexpressing cells showed a higher ic50 (72 h) concentration of sch-527123 than parental cells [hct116 and e2 (p < 0.005): 28.9 ± 0.02 μmol/l and 39.5 ± 0.01 μmol/l, respectively; caco2 and iiie (p < 0.005): 18.8 ± 0.03 μmol/l and 25.5 ± 0.02 μmol/l, respectively]. therefore, sch-527123 decreased growth inhibitory activity in colorectal cancer cell lines [2].

Biochem/physiol Actions

Cell permeable: yes

target

CXCR1

References

[1]. holz o, khalilieh s, ludwig-sengpiel a et al. sch527123, a novel cxcr2 antagonist, inhibits ozone-induced neutrophilia in healthy subjects. holz o1, khalilieh s, ludwig-sengpiel a et al.
[2]. holz o1, khalilieh s, ludwig-sengpiel a et al. the cxcr2 antagonist, sch-527123, shows antitumor activity and sensitizes cells to oxaliplatin in preclinical colon cancer models. mol cancer ther. 2012 jun;11(6):1353-64.

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide Preparation Products And Raw materials

Raw materials

Preparation Products

Less

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide Suppliers

Canada 1 China 63 United States 9 Global 73

Chembest Research Laboratories Limited

Tel: 021-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6011
Advantage: 61

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7553
Advantage: 61

Tianjin Anhao Biological Technology Co., Ltd.

Tel
Email: sales@ahpharmatech.com
Country: China
ProdList: 5738
Advantage: 55

Shanghai XingMo Biotechnology Co., Ltd.

Tel: 13524779951
Fax: QQ: 2075692521
Email: 2075692521@qq.com
Country: China
ProdList: 309
Advantage: 55

SPIRO PHARMA

Tel
Fax: -
Email: eric_feng1954@126.com
Country: China
ProdList: 9254
Advantage: 55

Guangzhou QiYun Biotechnology Co., Ltd.

Tel: 020-61288194 61288195
Fax: 020-61288700
Email: 505721671@qq.com
Country: China
ProdList: 3868
Advantage: 58

Shanghai Chaolan Chemical Technology Center

Tel: QQ:65489617 15618227136
Fax: 21-5161 9052
Email: info@SuperLan-chem.com
Country: China
ProdList: 9737
Advantage: 58

Shanghai SuperLan Chemcial Technique Centre

Tel: 021-2022843681 15618226720
Fax: +86-21-51601218
Email: chaolaichem@foxmail.com
Country: China
ProdList: 7565
Advantage: 58

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 4009686088
Email: 3193328036@qq.com
Country: China
ProdList: 29797
Advantage: 68

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131981
Advantage: 58

Fan De(Beijing) Biotechnology Co., Ltd.

Tel: 15911056312
Email: liming@bio-fount.com
Country: China
ProdList: 9730
Advantage: 58

Hangzhou Synstar pharmaceutical Technology CO.,Ltd

Tel: 0571-85361029
Fax: 0571-85361029
Email: synstar518@163.com
Country: China
ProdList: 1991
Advantage: 58

Taizhou Crene Biotechnology Co. Ltd.

Tel: 0576-88813233 13396860566
Email: sales@pharm-intermediates.com
Country: China
ProdList: 2013
Advantage: 58

NINGBOBENKANGJS PHARMTECHCO., LTD

Tel: +8615990591583 15990591583
Country: CHINA
ProdList: 2029
Advantage: 58

Chengdu Peter-like Biotechnology Co., Ltd.

Tel: 028-81700200 18108052721
Email: 2850505130@qq.com
Country: China
ProdList: 5182
Advantage: 58

Ningbo Benkang jishi Pharmaceutical Technology Co., Ltd.

Tel: 15990591583
Fax: qq: 1050376806 mailbox : sales@nbpharmabridge.com
Country: China
ProdList: 5560
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11289
Advantage: 58

CONIER CHEM AND PHARMA LIMITED

Tel: +8618523575427
Email: sales@conier.com
Country: China
ProdList: 49391
Advantage: 58

Shaanxi Dideu Medichem Co. Ltd

Tel: +86-29-87569265 +86-18612256290
Fax: 029-88380327
Email: 1056@dideu.com
Country: China
ProdList: 3430
Advantage: 58

Absin Bioscience Inc.

Tel: 021-38015121 15000105423
Email: chenjw@absin.cn
Country: China
ProdList: 24734
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: 4196
Advantage: 58

Shanghai meikai technology co., ltd

Tel: 021-18721550-091 18721550091
Fax: 微信18721550091
Email: yangdong@pharma.com
Country: China
ProdList: 4123
Advantage: 58

Shanghai Botuo Biotechnology Co., LTD

Tel: 16621358918
Fax: QQ:402135374
Email: botuopharma888@163.com
Country: China
ProdList: 9215
Advantage: 58

Shanghai Puluokai Medical Technology Co., LTD

Tel: 17269768198
Fax: QQ:1213744847
Email: prochemx@163.com
Country: China
ProdList: 613
Advantage: 58

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 13675144456
Fax: 025-85563444
Email: sean.lv@synzest.com
Country: China
ProdList: 11442
Advantage: 58

Abmole Bioscience Inc.

Tel: 021-50967598 02150967598
Email: sales@abmole.cn
Country: China
ProdList: 4495
Advantage: 58

Hubei Kele Fine Chemical Co., Ltd

Tel: 027-59101668 19945030958
Fax: 027-59101668
Email: 2881924765@qq.com
Country: China
ProdList: 7979
Advantage: 58

Wuhan Augda Biotechnology Co., Ltd

Tel: 15071299552
Fax: QQ:262933239
Email: 262933239@qq.com
Country: China
ProdList: 6637
Advantage: 58

Kaifeng Mingren Pharmaceutical Co.,LTD

Tel: 0371-65741762
Fax: QQ：2860768577
Email: sales@hasunny.com
Country: China
ProdList: 2380
Advantage: 58

InvivoChem

Tel: 13549236410
Email: sales@invivochem.cn
Country: China
ProdList: 6712
Advantage: 58

Wuhan Yingnuo Pharmaceutical Technology Co., Ltd.

Tel: +86-027-59232304 15387063101
Email: 2881924050@qq.com
Country: China
ProdList: 9940
Advantage: 58

TargetMol Chemicals Inc.

Tel: 4008200310
Email: marketing@tsbiochem.com
Country: China
ProdList: 24131
Advantage: 58

Suzhou Meishi Biotechnology Co., Ltd.

Tel: 1173954148q
Email: meishipharma@126.com
Country: China
ProdList: 20035
Advantage: 58

Shanghai Yifei Biotechnology Co. , Ltd.

Tel: 021-65675885 18964387627
Email: customer_service@efebio.com
Country: China
ProdList: 8740
Advantage: 58

https://hanhongsci.com/

Tel: 021-54306202 18917919676
Email: info@hanhongsci.com
Country: China
ProdList: 29989
Advantage: 58

Shanghai?Medlife?Pharm-Tech?Co.,?Ltd

Tel: 021-59167510 18117107507
Email: vip@med-life.cn
Country: China
ProdList: 5019
Advantage: 58

Sichuan Yiyan Pharmaceutical Research

Tel: 19949968070
Email: 2904199885@qq.com
Country: China
ProdList: 914
Advantage: 58

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 15850508050
Fax: 025-85563444
Email: cindy.huang@synzest.com
Country: China
ProdList: 12007
Advantage: 58

Shanghai Aladdin Biochemical Technology Co.,Ltd.

Tel: +86-18521732826
Email: market@aladdin-e.com
Country: China
ProdList: 48518
Advantage: 58

Shanghai jerryxing Biomedical Technology Co., Ltd

Tel: 17721492509
Email: 643638326@qq.com
Country: China
ProdList: 5347
Advantage: 58

ATK CHEMICAL COMPANY LIMITED

Tel: +undefined-21-51877795
Fax: +86 21 5161 9052/ 5187 7796
Email: ivan@atkchemical.com
Country: China
ProdList: 32686
Advantage: 60

Shanghai Acmec Biochemical Technology Co., Ltd.

Tel: +undefined18621343501
Email: product@acmec-e.com
Country: China
ProdList: 33349
Advantage: 58

LEAPCHEM CO., LTD.

Tel: +86-852-30606658
Email: market18@leapchem.com
Country: China
ProdList: 43348
Advantage: 58

Wuhan Topule Biopharmaceutical Co., Ltd

Tel: +8618327326525
Email: masar@topule.com
Country: China
ProdList: 8474
Advantage: 58

GIHI CHEMICALS CO.,LIMITED

Tel: +8618058761490
Email: info@gihichemicals.com
Country: China
ProdList: 50000
Advantage: 58

Hangzhou MolCore BioPharmatech Co.,Ltd.

Tel: +86-057181025280; +8617767106207
Fax: 0571-85806285
Email: sales@molcore.com
Country: China
ProdList: 49739
Advantage: 58

Shanghai Hao Zhun Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: info@zzsrm.com
Country: CHINA
ProdList: 6846
Advantage: 58

Shanghai Hao Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: shxiyuanbio@163.com
Country: CHINA
ProdList: 6921
Advantage: 58

Shanghai Weiwei Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: sales@wheybio.com
Country: CHINA
ProdList: 4398
Advantage: 58

Less

View Lastest Price from (R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Sch 527123 473727-83-2
Price: US $0.00-0.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 2000tons
Release date: 2019-12-31

473727-83-2, (R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamideRelated Search:

Pyrazinecarboxamide, 3-amino-6-chloro-5-[(3S)-4-[1-[(4-chlorophenyl)methyl]-4-piperidinyl]-3-ethyl-1-piperazinyl]- (9CI) R(+)-7-CHLORO-8-HYDROXY-3-METHYL-1-PHENYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE HYDROCHLORIDE 2-(2-FURANYL)-7-[3-(4-METHOXYPHENYL)PROPYL]-7H-PYRAZOLO[4,3-E][1,2,4]TRIAZOLO[1,5-C]PYRIMIDIN-5-AMINE N,N-Dimethylaniline 2,6-Dimethylaniline 2,6-Lutidine

Sch 527123

(R)-2-hydroxy-N,N-diMethyl-3-((2-((1-(5-Methylfuran-2-yl)propyl)aMino)-3,4-dioxocyclobut-1-en-1-yl)aMino)benzaMide

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3

(R)-2-hydroxy-N,N-dimethyl-3-(2-(1-(5-methylfuran-2-yl)propylamino)-3,4-dioxocyclobut-1-enylamino)benzamide

3-[[3-[(Dimethylamino)carbonyl]-2-hydroxyphenyl]amino]-4-[[(R)-1-(5-methylfuran-2-yl)propyl]amino]cyclobut-3-ene-1,2-dione

SCH527123, Navarixin

Benzamide, 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-1-(5-methyl-2-furanyl)propyl]amino]-3,4-dioxo-1-cyclobuten-1-yl]amino]-

2-Hydroxy-N,N-dimethyl-3-[[2-[[(1R)-1-(5-methyl-2-furanyl)propyl]amino]-3,4-dioxo-1-cyclobuten-1-yl

inhibit,CXC chemokine receptors,Inhibitor,MK 7123,Navarixin,SCH527123,SCH-527123,MK7123,CXCR

Navarixin (SCH-527123)

473727-83-2