MK-571 sodium - ≥96% , CAS No.115103-85-0

CAS: 115103-85-0 Cat. No.: M331361 Fórmula: C₂₆H₂₆ClN₂O₃S₂·Na Peso molecular: 537.07

GRADE & PURITY ≥96%

Synonyms

MK-571 (sodium salt) | 1263184-04-8 | sodium;3-[[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-[3-(dimethylamino)-3-oxopropyl]sulfanylmethyl]sulfanylpropanoate | 1,4-piperazinediethanesulfonic acid monosodium salt | J-003253 | Tox21_112060 | NCGC0016350

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

MK-571 has been reported to be a selective competitive inhibitor of [3H]leukrotriene D4 (LTD4) binding to CysLT1 receptors. LTD4 has been shown to induce contractions in guinea pig trachea and human lung membranes. Cysteinyl leukotrienes have also been identified as important pro-inflammatory mediators, therefore making MK-571 an anti-inflammatory agent. This compound demonstrates inhibitory characteristics of Mdr-1 (multidrug resistance protein-1) mediated transport. Additionally, studies suggest that this agent can augment the effects of cytotoxic agents on cells|in vitro|. MK-571 is an inhibitor of MRP1 and CysLT1 Receptor.

Specifications

Sinónimos

MK-571 (sodium salt) | 1263184-04-8 | sodium;3-[[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-[3-(dimethylamino)-3-oxopropyl]sulfanylmethyl]sulfanylpropanoate | 1,4-piperazinediethanesulfonic acid monosodium salt | J-003253 | Tox21_112060 | NCGC0016350

Especificações e pureza

≥96%

Mecanismos bioquímicos e fisiológicos

MK 571 is a potent selective leukotriene D4 (LTD4) antagonist and an ABCC multidrug resistance protein 1 (MRP1) inhibitor. Cysteinyl leukotrienes (CysLTs), LTC4, LTD4 and LTE4 mediate their effects through two different G protein coupled receptors. LTD4 i

Condições de armazenamento de armazenamento

Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Tipo de ação

ANTAGONIST

Pureza

≥96%

Propriedades do produto

pKa

pKₐ: 4.27, pKₐ: 2.18

Dados Ki

LTD4 binding to human lung membranes: Ki= 0.22 nM (human); LTD4 binding to guinea pig lung membranes: Ki= 2.1 nM (guinea pig); Cysteinyl leukotriene receptor 2: Ki= 0.2 nM (human); Cysteinyl leukotriene receptor 1: Ki= 0.2 nM (human)

Nomes e identificadores

Pubchem Sid

528765472

Sorrisos canónicos

CN(C)C(=O)CCSC(C1=CC=CC(=C1)C=CC2=NC3=C(C=CC(=C3)Cl)C=C2)SCCC(=O)[O-].[Na+]

IUPAC Name

sodium;3-[[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-[3-(dimethylamino)-3-oxopropyl]sulfanylmethyl]sulfanylpropanoate

InChIKey

XNAYQOBPAXEYLI-AAGWESIMSA-M

INCHI

1S/C26H27ClN2O3S2.Na/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22;/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32);/q;+1/p-1/b10-6+;

SMILES isoméricas

CN(C)C(=O)CCSC(C1=CC=CC(=C1)/C=C/C2=NC3=C(C=CC(=C3)Cl)C=C2)SCCC(=O)[O-].[Na+]

Peso molecular

537.07

Reaxy-Rn

28775434

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28775434&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Quinolines and derivatives
      • Subclass Haloquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Quinolines and derivatives
• Subclass: Haloquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Chloroquinolines
• Alternative Parents: Styrenes Aryl chlorides Pyridines and derivatives Tertiary carboxylic acid amides Dithioacetals Heteroaromatic compounds Carboxylic acid salts Sulfenyl compounds Azacyclic compounds Carboxylic acids Dialkylthioethers Monocarboxylic acids and derivatives Organic metal halides Organochlorides Organonitrogen compounds Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides Organic sodium salts Organic zwitterions
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Chloroquinoline - Styrene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Pyridine - Benzenoid - Thioacetal - Tertiary carboxylic acid amide - Heteroaromatic compound - Carboxamide group - Carboxylic acid salt - Azacycle - Organic alkali metal salt - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic metal halide - Thioether - Sulfenyl compound - Dialkylthioether - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Carbonyl group - Organosulfur compound - Organic sodium salt - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Organic salt - Organic zwitterion - Hydrocarbon derivative - Organopnictogen compound - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as chloroquinolines. These are compounds containing a quinoline moiety, which carries one or more chlorine atoms.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Alvos associados (humanos)

CYSLTR1 Tclin Cysteinyl leukotriene receptor 1 (2118 Activities)

Discover Target: CYSLTR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Homo sapiens (32628 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

Discover Target: ABCG2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

Discover Target: ABCC2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Alvos associados (não humanos)

Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

Discover Target: Abcc1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

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Cavia porcellus (23802 Activities)

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Mus musculus (284745 Activities)

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Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in water (20 mg/ml), aqueous buffers, 100% ethanol (10 mg/ml), DMSO, DMF (~10 mg/ml), and PBS (pH 7.2) (10 mg/ml).
• Sensibilidade: Sensitive to humidity
• Peso molecular: 537.100 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 536.097 Da
• Monoisotopic Mass: 536.097 Da
• Topological Polar Surface Area: 124.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 700.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3