Ciliobrevin D - ≥98% , CAS No.1370554-01-0

CAS: 1370554-01-0 Cat. No.: C414481 Fórmula: C₁₇H₈Cl₃N₃O₂ Peso molecular: 392.62 PubChem CID: 136257953

GRADE & PURITY ≥98%

Synonyms

Benzenepropanenitril​e,2,​4-​dichloro-​α-​(7-​chloro-​3,​4-​dihydro-​4-​oxo-​2(1H)​-​quinazolinylidene)​-​β-​oxo-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Information

Ciliobrevin D (compound 5) is a cell-permeable, reversible and specific antagonist of AAA+ (ATPases associated with diverse cellular activities) ATPase motorcytoplasmic dynein. Ciliobrevin D perturbs primary cilia formation and blocksHedgehog (Hh)signaling.

Targets

cytoplasmic dynein ; Hedgehog

In vitro

Ciliobrevin D inactivate dynein in Sertoli cells. The inactivation of dynein by ciliobrevin D also perturbs gross disruption of F-actin across the Sertoli cells in vitro. Ciliobrevin D perturbs protein trafficking within the primary cilium, leading to their malformation and Hedgehog signaling blockade. Ciliobrevin D also prevents spindle pole focusing, kinetochore-microtubule attachment, melanosome aggregation, and peroxisome motility in cultured cells.

In vivo

Ciliobrevin D inactivate dynein in the testis. The inactivation of dynein by ciliobrevin D also perturbs gross disruption of F-actin across the seminiferous epithelium illustrating there are cross talks between the two cytoskeletons in the testis.

Cell Research(from reference)

Cell lines：Sertoli cells 

Concentrations：15 µM, 30 µM 

Incubation Time：1 h 

Specifications

Sinónimos

Benzenepropanenitril​e,2,​4-​dichloro-​α-​(7-​chloro-​3,​4-​dihydro-​4-​oxo-​2(1H)​-​quinazolinylidene)​-​β-​oxo-

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Ciliobrevin D (compound 5) is a cell-permeable, reversible and specific antagonist of AAA+ (ATPases associated with diverse cellular activities) ATPase motor cytoplasmic dynein. Ciliobrevin D perturbs primary cilia formation and blocks Hedgehog (Hh) signa

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504773470
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773470
• Sonrisas canónicas: C1=CC2=C(C=C1Cl)N=C(NC2=O)C(=C(C3=C(C=C(C=C3)Cl)Cl)O)C#N
• IUPAC Name: 2-(7-chloro-4-oxo-3H-quinazolin-2-yl)-3-(2,4-dichlorophenyl)-3-hydroxyprop-2-enenitrile
• InChIKey: HVJSIEVASHGLBF-UHFFFAOYSA-N
• INCHI: 1S/C17H8Cl3N3O2/c18-8-1-3-10(13(20)5-8)15(24)12(7-21)16-22-14-6-9(19)2-4-11(14)17(25)23-16/h1-6,24H,(H,22,23,25)
• PubChem CID: 136257953
• Peso molecular: 392.62

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinazolines
• Alternative Parents: Dichlorobenzenes Pyrimidones Aryl chlorides Heteroaromatic compounds Lactams Nitriles Enols Azacyclic compounds Organopnictogen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinazoline - 1,3-dichlorobenzene - Pyrimidone - Halobenzene - Chlorobenzene - Benzenoid - Pyrimidine - Monocyclic benzene moiety - Aryl halide - Aryl chloride - Heteroaromatic compound - Lactam - Azacycle - Nitrile - Carbonitrile - Enol - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Aromatic heteropolycyclic compound
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro DMSO: 20 mg/mL (50.93 mM); Water: Insoluble; Ethanol: Insoluble