Verubulin Hydrochloride
Basic information
- CAS
917369-31-4- Standard SMILES
COc1ccc(N(C)c2nc(C)nc3ccccc23)cc1.Cl- InChIKey
VYUWDIKZJLOZJL-UHFFFAOYSA-N- Molecular formula
- C17H18ClN3O
- Average molar mass
- 315.8 g/mol
- Monoisotopic mass
- 315.1138399
Overview
Verubulin Hydrochloride is the hydrochloride salt form of verubulin, a quinazoline derivative with potential dual antineoplastic activities. Verubulin binds to and inhibits tubulin polymerization and interrupts microtubule formation, resulting in disruption of mitotic spindle assembly, cell cycle arrest in the G2/M phase, and cell death. This agent is not a substrate for several subtypes of multidrug resistance ABC transporters, such as P-glycoprotein, multidrug resistance-associated protein 1 (MRP1), and breast cancer resistance protein 1 (BCRP1); therefore, it may be useful for treating multidrug resistant (MDR) tumors that express these transporters. In addition, as a vascular disrupting agent (VDA), verubulin appears to disrupt tumor microvasculature specifically, which may result in acute ischemia and massive tumor cell death.
Names & identifiers
- Preferred name
- Verubulin Hydrochloride
- IUPAC
- N-(4-methoxyphenyl)-N,2-dimethylquinazolin-4-amine;hydrochloride
- English name
- N-(4-Methoxyphenyl)-N,2-dimethyl-4-quinazolinamine hydrochloride
- Molecular formula
- C17H17N3O.HCl
- Molecular weight
- 315.79732
Names & synonyms
Verubulin hydrochloride917369-31-4AzixaVerubulin HClN-(4-methoxyphenyl)-n,2-dimethylquinazolin-4-amine hydrochlorideMPC-682733380QZ0QWDTXSID802386824-Quinazolinamine, N-(4-methoxyphenyl)-N,2-dimethyl-, hydrochloride (1:1)RefChem:194145DTXCID30161173Microtubule Inhibitor MPC-6827
Show more names
Verubulin hydrochloride, 10 mM in DMSOVerubulin hydrochloride (MPC-6827 hydrochloride)MPC-6827,Microtubule/Tubulin,Verubulin,Verubulin hydrochloride,MPC 6827,inhibit,MPC6827,Inhibitor
MPC6827MPC 6827 hydrochlorideVerubulin (hydrochloride)Verubulin hydrochloride [USAN]MFCD22741413N-(4-methoxyphenyl)-N,2-dimethylquinazolin-4-amine;hydrochlorideEP-128495N-(4-Methoxyphenyl)-N,2-dimethyl-4-quinazolinamine hydrochloride
Database identifiers
- CAS
Properties
Computed structural properties
- Topological polar surface area
- 38.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 330
Physicochemical properties
- storage temp.
- Desiccate at RT
- solubility
- 10.55 mg/mL · ≥10.55 mg/mL in DMSO; ≥28.1 mg/mL in EtOH; ≥5 mg/mL in H2O
- form
- Powder
- color
- White to light yellow
- FDA UNII
- 33380 QZ0QW · 33380QZ0QW
- NCI Drug Dictionary
- Azixa
Chemistry & industry
Applications
UsesMPC 6827 Hydrochloride is a microtubule destabilizing agent which may be used in the treatment of patients with cancer.
Related reactions
2 records
Compound notes
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