150450-53-6

150450-53-6 structure

Name: MBCQ
Chemical Name: N-(1,3-benzodioxol-5-ylmethyl)-6-chloroquinazolin-4-amine
CAS Number: 150450-53-6
Molecular Formula: C₁₆H₁₂ClN₃O₂
Molecular Weight: 313.73800
Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphodiesterase (PDE)
Create Date: 2016-01-04 07:23:25
Modify Date: 2024-01-08 10:33:04
MBCQ is a potent and selective cGMP-specific phosphodiesterase (PDE V; PDE5) inhibitor with an IC50 of 19 nM. MBCQ lacks inhibitory activity toward other PDE isozymes (all IC50s>100 μM). MBCQ dilates coronary arteries via specific inhibition of cGMP-PDE[1][2][3].

Name	N-(1,3-benzodioxol-5-ylmethyl)-6-chloroquinazolin-4-amine
Synonyms	4-((3,4-Methylenedioxybenzyl)amino)-6-chloroquinazoline UPCMLD-DP008 MBCQ

Description	MBCQ is a potent and selective cGMP-specific phosphodiesterase (PDE V; PDE5) inhibitor with an IC50 of 19 nM. MBCQ lacks inhibitory activity toward other PDE isozymes (all IC50s>100 μM). MBCQ dilates coronary arteries via specific inhibition of cGMP-PDE[1][2][3].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)
Target	PDE V:19 nM (IC50) PDE Ⅰ:>100 μM (IC50) PDE Ⅱ:>100 μM (IC50) PDE Ⅲ:>100 μM (IC50) PDE Ⅳ:>100 μM (IC50)
In Vitro	MBCQ (compound 3d) induces relaxation of isolated porcine coronary arteries precontracted with prostaglandin F2α (PGF2α; EC50=190 nM)[1]. MBCQ (0.01-10 μM; 10 min) inhibits Carbachol (10 μM)-induced contractions in a concentration-dependent manner in rat ileal smooth muscle[3].
References	[1]. Y Takase, et al. Cyclic GMP phosphodiesterase inhibitors. 2. Requirement of 6-substitution of quinazoline derivatives for potent and selective inhibitory activity. J Med Chem. 1994 Jun 24;37(13):2106-11. [2]. Jeffery D MacPherson, et al. Inhibition of phosphodiesterase 5 selectively reverses nitrate tolerance in the venous circulation J Pharmacol Exp Ther. 2006 Apr;317(1):188-95. [3]. Takeharu Kaneda, et al. Lack of cyclic nucleotide regulation of MBCQ-induced relaxation of rat ileal smooth muscle. J Smooth Muscle Res. 2003 Jun;39(3):47-54.

RIDADR	NONH for all modes of transport

7253-22-7

2620-50-0

~76%

150450-53-6

Precursor 2
7253-22-7 2620-50-0
DownStream 0