NSC 23766 - Moligand™, ≥95% , CAS No.733767-34-5

CAS: 733767-34-5 Cat. No.: N331803 Fórmula: C₂₄H₃₅N₇ Peso molecular: 421.58

GRADE & PURITY Moligand™, ≥95%

Synonyms

NSC23766 | N6-[2-[[4-(Diethylamino)-1-methylbutyl]amino]-6-methyl-4- pyrimidinyl]-2-methyl-4,6-quinolinediamine | 3-tert-butylisoxazol-5-amine;3-(tert-Butyl)isoxazol-5-amine | AKOS032945734 | LS-15068 | SCHEMBL2639296 | EC-000.2419 | AC-35879 | BRD-A80213

Storage

Protegido da luz,Armazenar a -20°C,Dessecado

Shipped In

Arca de gelo + almofadas de gelo

Visão geral

NSC 23766 é um inibidor permeável às células, reversível e específico da Rac GTPase, usado para o tratamento do cancro.

Aplicação：

O composto bloqueia a ativação pelos fatores de troca de nucleotídeos de guanina Trio e Tiam1, mas não afeta as interações com RhoA ou Cdc42. O NSC23766 bloqueia a agregação plaquetária mediada por ADP. A inibição de Rac1 por NSC23766 restaura a sensibilidade ao trastuzumab, restaurando a regulação negativa de ErbB2. Foi relatado que a expressão de metaloproteinases de matriz de membrana tipo 1 (MT-1MMP) em células CB CD34+ diminui na presença de NSC 23766. As investigações de compressão Silveta indicam que o NSC 23766 despolariza o ciclo da endomembrana, altera a secreção de adesivo polar e o crescimento da ponta.

Specifications

Sinónimos

NSC23766 | N6-[2-[[4-(Diethylamino)-1-methylbutyl]amino]-6-methyl-4- pyrimidinyl]-2-methyl-4,6-quinolinediamine | 3-tert-butylisoxazol-5-amine;3-(tert-Butyl)isoxazol-5-amine | AKOS032945734 | LS-15068 | SCHEMBL2639296 | EC-000.2419 | AC-35879 | BRD-A80213

Especificações e pureza

Moligand™, ≥95%

Condições de armazenamento de armazenamento

Protegido da luz,Armazenar a -20°C,Dessecado

Enviado em

Arca de gelo + almofadas de gelo

Grau

Moligand™

Tipo de ação

INHIBITOR

Nota

Armazenar as soluções de reserva a -20°C ou menos e utilizar no prazo de 1 mês.

Pureza

≥95%

Nomes e identificadores

• Sorrisos canónicos: CCN(CC)CCCC(C)NC1=NC(=CC(=N1)NC2=CC3=C(C=C(N=C3C=C2)C)N)C
• IUPAC Name: 6-N-[2-[5-(diethylamino)pentan-2-ylamino]-6-methylpyrimidin-4-yl]-2-methylquinoline-4,6-diamine
• InChIKey: DEFBCZWQLILOJF-UHFFFAOYSA-N
• INCHI: 1S/C24H35N7/c1-6-31(7-2)12-8-9-16(3)27-24-28-18(5)14-23(30-24)29-19-10-11-22-20(15-19)21(25)13-17(4)26-22/h10-11,13-16H,6-9,12H2,1-5H3,(H2,25,26)(H2,27,28,29,30)
• SMILES isoméricas: CCN(CC)CCCC(C)NC1=NC(=CC(=N1)NC2=CC3=C(C=C(N=C3C=C2)C)N)C
• CAS alternativo: 733767-34-5
• Termos de entrada MeSH: NSC 23766;NSC-23766;NSC23766
• Peso molecular: 421.58
• Reaxy-Rn: 10491218
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10491218&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Quinolines and derivatives
• Subclass: Aminoquinolines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: 4-aminoquinolines
• Alternative Parents: Secondary alkylarylamines Methylpyridines Aminopyrimidines and derivatives Aminopyridines and derivatives Imidolactams Benzenoids Heteroaromatic compounds Trialkylamines Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4-aminoquinoline - Aminopyridine - Aminopyrimidine - Methylpyridine - Secondary aliphatic/aromatic amine - Pyridine - Pyrimidine - Imidolactam - Benzenoid - Heteroaromatic compound - Tertiary aliphatic amine - Tertiary amine - Azacycle - Secondary amine - Amine - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.
• 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)

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

Discover Target: AKT1

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

RAC1 Tbio Ras-related C3 botulinum toxin substrate 1 (221 Activities)

Discover Target: RAC1

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

Alvos associados (não humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in water (100 mM).
• Sensibilidade: Heat, light and moisture sensitive
• Índice de refração: n20D1.65 (Predicted)
• Peso molecular: 421.600 g/mol
• XLogP3: 4.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 421.295 Da
• Monoisotopic Mass: 421.295 Da
• Topological Polar Surface Area: 92.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 514.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referências

1. Zhu Haixia, Wen Zongzhuang, Zhang Aizhen, Liu Dongyue, Wang Hongxiang, Cheng Yin, Yang Xing, Xiao Yu, Li Jianyuan, Sun Daqing, Wu Bin, Gao Jiangang.  (2023)  RhoGDIα regulates spermatogenesis through Rac1/cofilin/F-actin signaling.  Communications Biology,  6  (1): (1-14).  [PMID:36823181] [10.1038/s42003-023-04579-7]

2. Li Na, Mao Jingwei, Tang Haiying, Tan Xiaoyan, Bi Jian, Wu Hao, Chen Xiuli, Wang Yingde.  (2025)  FLT3 ligand regulates expansion of regulatory T-cells induced by regulatory dendritic cells isolated from gut-associated lymphoid tissues through the Notch pathway.  CHINESE MEDICAL JOURNAL,      [PMID:40211734] [10.1097/CM9.0000000000003493]