Halofuginone - Moligand™, 10mM in DMSO , CAS No.55837-20-2

CAS: 55837-20-2 Cat. No.: H424746 分子式: C₁₆H₁₇BrClN₃O₃ 分子量: 414.68

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

SCHEMBL25596 | 7-Bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidyl]-2-oxopropyl]-4(3H)-Quinazolinone | AMY39119 | DTXSID0048260 | SCHEMBL20385 | Halofuginone | 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxy-2-piperidinyl]-2-oxopropyl]- | 6

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

概要

Information

Halofuginone Halofuginone (RU-19110) is the competitively inhibitor of prolyl-tRNA synthetase with Ki of 18.3 nM.It could also down-regulate Smad3 and blocked TGF-β signaling at 10 ng/ml in mammal.

Targets

Smad3 ; prolyl-tRNA synthetase (Cell-free assay) ; 18.3nM(Ki)

In vitro

In mammals, halofuginone at 10 ng/ml down-regulates Smad3, blocking TGF-β signaling and preventing both the differentiation of fibroblasts to myofibroblasts and the transitioning of epithelial cells to mesenchymal cells.

In vivo

Halofuginone clearly extends the survival times of the parasite-infected mice. Oral treatment with halofuginone at doses of 0.2 and 1 mg/kg has an apparent curative effect for the infected mice.The subcutaneous administration of 0.2 mg of halofuginone per kg likewise extends the survival times of the infected mice, but none of the mice is cured. The mice in the 5-mg/kg dose groups die before the completion of treatment with the drug either orally or subcutaneously. Subcutaneous treatment with halofuginone appears to be more toxic to mice than oral treatment.

Cell Research(from reference)

Cell lines：primary murine CD4+ CD25− T cells/MEFs 

Concentrations：5-20nM 

Incubation Time：4 or 24hrs 

Specifications

同義語

SCHEMBL25596 | 7-Bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidyl]-2-oxopropyl]-4(3H)-Quinazolinone | AMY39119 | DTXSID0048260 | SCHEMBL20385 | Halofuginone | 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxy-2-piperidinyl]-2-oxopropyl]- | 6

仕様と純度

Moligand™, 10mM in DMSO

生化学的・生理学的メカニズム

Halofuginone (RU-19110) is the competitively inhibitor of prolyl-tRNA synthetase with Ki of 18.3 nM.It could also down-regulate Smad3 and blocked TGF-β signaling at 10 ng/ml in mammal.

保管条件

Store at -80°C

入荷

Dry ice packs + Cold packs

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

等級

Moligand™

製品の性質

• ALogP: 1.648
• hba_count: 3
• HBD数: 2
• 回転可能な結合: 4

名前と識別子

• パブケム・シド: 528771657
• カノニカル・スマイル: C1CC(C(NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
• IUPAC Name: 7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one
• InChIKey: LVASCWIMLIKXLA-LSDHHAIUSA-N
• INCHI: 1S/C16H17BrClN3O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m0/s1
• 異性体SMILES: C1C[C@H]([C@@H](NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
• 分子量: 414.68
• Reaxy-Rn: 840969
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=840969&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • 分類 Diazanaphthalenes
      • Subclass Benzodiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• 分類: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinazolines
• Alternative Parents: Pyrimidones Piperidines Aryl bromides Aryl chlorides Benzenoids Beta-amino ketones Heteroaromatic compounds Secondary alcohols 1,2-aminoalcohols Lactams Azacyclic compounds Dialkylamines Hydrocarbon derivatives Organic oxides Organobromides Organochlorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinazoline - Pyrimidone - Aryl bromide - Aryl chloride - Aryl halide - Beta-aminoketone - Benzenoid - Pyrimidine - Piperidine - Heteroaromatic compound - 1,2-aminoalcohol - Ketone - Lactam - Secondary alcohol - Secondary aliphatic amine - Azacycle - Secondary amine - Organobromide - Organohalogen compound - Amine - Alcohol - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as quinazolines. These are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.
• 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

関連ターゲット（人間）

HepG2 (196354 Activities)

Explore this target

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

関連ターゲット（非人間）

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

作用メカニズム

化学的性質と物理的性質

• DMSO（mg / mL） 最大溶解度: 20
• DMSO（mM） 最大溶解度: 48.22996045
• 水（mg / mL） 最大溶解度: ＜1
• 分子量: 414.700 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 413.014 Da
• Monoisotopic Mass: 413.014 Da
• Topological Polar Surface Area: 82.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 533.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

参考文献

1. Hu Bo, Deng Yuping, Lu Tao, Ren Miaomiao, Liu Kuitun, Rao Cong, Guo Hailiang, Su Jianya.  (2025)  Inhibition of transcriptional regulation of detoxification genes contributes to insecticide resistance management in Spodoptera exigua.  Communications Biology,  8  (1): (1-13).  [PMID:39870807] [10.1038/s42003-025-07560-8]