CiliobrevinA - ≥98% , CAS No.302803-72-1

CAS: 302803-72-1 Cat. No.: C133786 Summenformel: C₁₇H₉Cl₂N₃O₂ Molekulargewicht: 358.18 EG-Nummer: 687-330-4 PubChem CID: 135535957

GRADE & PURITY ≥98%

Synonyms

AKOS030243148 | BS-16448 | J-017853 | Hedgehog Pathway Inhibitor 4 | HPI-4 | (2E)-3-(2,4-dichlorophenyl)-3-oxo-2-(4-oxo-1H-quinazolin-2-ylidene)propanenitrile | A16349 | A924807 | CCG-268130 | SR-01000429796 | HPI-4,Hedgehog Pathway Inhibitor 4 | SCHEMBL1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

General description：

HPI-4 (Ciliobrevin A, Hedgehog Pathway Inhibitor 4) is a hedgehog (Hh) pathway antagonist. It blocks Sonic hedgehog (Shh)-induced Hh pathway activation (IC50 = 7 μM) downstream of Smo.

Specifications

Synonyme

AKOS030243148 | BS-16448 | J-017853 | Hedgehog Pathway Inhibitor 4 | HPI-4 | (2E)-3-(2,4-dichlorophenyl)-3-oxo-2-(4-oxo-1H-quinazolin-2-ylidene)propanenitrile | A16349 | A924807 | CCG-268130 | SR-01000429796 | HPI-4,Hedgehog Pathway Inhibitor 4 | SCHEMBL1

Spezifikationen & Reinheit

≥98%

Biochemische und physiologische Mechanismen

Hedgehog (Hh) pathway antagonist; blocks Sonic hedgehog (Shh)-induced Hh pathway activation (IC50= 7μM) downstream of Smo. Perturbs primary cilia formation; inhibits cytoplasmic AAA+ ATPase dynein-dependent microtubule gliding and ATPase activity.

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 504773377
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773377
• Kanonisches Lächeln: C1=CC=C2C(=C1)C(=O)NC(=N2)C(=C(C3=C(C=C(C=C3)Cl)Cl)O)C#N
• IUPAC Name: (Z)-3-(2,4-dichlorophenyl)-3-hydroxy-2-(4-oxo-3H-quinazolin-2-yl)prop-2-enenitrile
• InChIKey: UEZZGQDPOFILFH-QINSGFPZSA-N
• INCHI: 1S/C17H9Cl2N3O2/c18-9-5-6-10(13(19)7-9)15(23)12(8-20)16-21-14-4-2-1-3-11(14)17(24)22-16/h1-7,23H,(H,21,22,24)/b15-12-
• Isomere SMILES: C1=CC=C2C(=C1)C(=O)NC(=N2)/C(=C(/C3=C(C=C(C=C3)Cl)Cl)\O)/C#N
• WGK Deutschland: 3
• PubChem CID: 135535957
• Molekulargewicht: 358.18

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinazolines
• Alternative Parents: Pyrimidones Chlorobenzenes Heteroaromatic compounds Lactams Nitriles Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinazoline - Pyrimidone - Halobenzene - Chlorobenzene - Benzenoid - Pyrimidine - Monocyclic benzene moiety - Heteroaromatic compound - Lactam - Azacycle - Nitrile - Carbonitrile - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Aromatic heteropolycyclic compound
• Beschreibung: 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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Solvent:DMSO, Max Conc. mg/mL: 35.82, Max Conc. mM: 100
• Molekulargewicht: 358.200 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 357.007 Da
• Monoisotopic Mass: 357.007 Da
• Topological Polar Surface Area: 85.500 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 637.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referenzen

1. Rui Li, Jiangbo Qu, Xinyuan Hu, Tianjia Song, JunXia Hu, Yuanqing Zhang.  (2025)  Unveiling the role of Hedgehog signaling pathway in mitigating methylisothiazolinone-induced anxiety in zebrafish.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:41344074] [10.1016/j.ecoenv.2025.119507]