324572-92-1

Basic information

• Product Name: 1,2-DIHYDRO-2-[(2-METHYL-4-PYRIDINYL)METHYL]-1-OXO-8-(2-PYRIMIDINYLMETHOXY)-4-(3,4,5-TRIMETHOXYPHENYL)-2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE
• Synonyms: 1,2-DIHYDRO-2-[(2-METHYL-4-PYRIDINYL)METHYL]-1-OXO-8-(2-PYRIMIDINYLMETHOXY)-4-(3,4,5-TRIMETHOXYPHENYL)-2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE;2-(2-METHYLPYRIDIN-4-YL)METHYL-4-(3,4,5-TRIMETHOXYPHENYL)-8-(PYRIMIDIN-2-YL)METHOXY-1,2-DIHYDRO-1-OXO-2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE;T-0156;T 0156 HYDROCHLORIDE;1,2-Dihydro-2-((2-methyl-4-pyridinyl)methyl)-1-oxo-8-(2-pyrimidinylmethoxy)-4-(3,4,5-trimethoxyphenyl)-2,7-naphthyridine;T0156HCl;2-(2-Methylpyridin-4-yl)methyl-4-(3,4,5-trimethoxyphenyl)-8-(pyrimidin-2-yl)methoxy-1,2-dihydro-1-oxo-2,7-naphthyridine-3-carboxylic acid methyl ester hydrochloride
• CAS NO: 324572-92-1
• Molecular Formula: C31H30ClN5O7
• Molecular Weight: 620.05
• Mol File: 324572-92-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 779.1°C at 760 mmHg
• Flash Point: 425°C
• Appearance: white/
• Density: 1.329±0.06 g/cm3(Predicted)
• Vapor Pressure: 3.22E-24mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble
• PKA: 5.53±0.10(Predicted)
• CAS DataBase Reference: 1,2-DIHYDRO-2-[(2-METHYL-4-PYRIDINYL)METHYL]-1-OXO-8-(2-PYRIMIDINYLMETHOXY)-4-(3,4,5-TRIMETHOXYPHENYL)-2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIHYDRO-2-[(2-METHYL-4-PYRIDINYL)METHYL]-1-OXO-8-(2-PYRIMIDINYLMETHOXY)-4-(3,4,5-TRIMETHOXYPHENYL)-2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE(324572-92-1)
• EPA Substance Registry System: 1,2-DIHYDRO-2-[(2-METHYL-4-PYRIDINYL)METHYL]-1-OXO-8-(2-PYRIMIDINYLMETHOXY)-4-(3,4,5-TRIMETHOXYPHENYL)-2,7-NAPHTHYRIDINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE(324572-92-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36
• WGK Germany: 3
• Hazardous Substances Data: 324572-92-1(Hazardous Substances Data)

Usage

Uses

T 0156 Hydrochloride is a potent and selective phosphodiesterase type 5 inhibitor.

Biological Activity

Potent and selective inhibitor of phosphodiesterase type 5 (PDE5); more selective than sildenafil (IC 50 values are 0.23, 56 and > 63000 nM for T 0156 and 3.6, 29 and > 270 nM for sildenafil at PDE5, PDE6 and PDEs 1-4 respectively). Selective over 30 other enzymes and receptors (IC 50 > 10 mM) and potentiates electrical field stimulation-induced relaxation of isolated rabbit corpus cavernosum. Active in vivo .

InChI:InChI=1/C31H29N5O7.ClH/c1-18-13-19(7-11-32-18)16-36-27(31(38)42-5)25(20-14-22(39-2)28(41-4)23(15-20)40-3)21-8-12-35-29(26(21)30(36)37)43-17-24-33-9-6-10-34-24;/h6-15H,16-17H2,1-5H3;1H

Upstream product

• 324572-77-2 8-methoxy-2-(2-methyl-pyridin-4-ylmethyl)-1-oxo-4-(3,4,5-trimethoxy-phenyl)-1,2-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester 
• 324573-83-3 8-methoxy-1-oxo-4-(3,4,5-trimethoxy-phenyl)-1H-pyrano[3,4-c]pyridine-3-carboxylic acid 
• 324573-86-6 3-hydroxy-8-methoxy-1-oxo-4-(3,4,5-trimethoxy-phenyl)-3,4-dihydro-1H-pyrano[3,4-c]pyridine-3-carboxylic acid 
• 324573-63-9 2-methoxy-4-(3,4,5-trimethoxy-benzoyl)-nicotinic acid 
• 324573-56-0 4-methoxy-1-(3,4,5-trimethoxy-phenyl)-1H-furo[3,4-c]pyridin-3-one 
• 125335-74-2 3-Diisopropylaminocarbonyl-2-methoxypyridine 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 94413-70-4 1-(2-methylpyridin-4-yl)methanamine 
• 42839-09-8 2-pyrimidinemethanol 
• 324572-80-7 8-chloro-2-(2-methyl-pyridin-4-ylmethyl)-1-oxo-4-(3,4,5-trimethoxy-phenyl)-1,2-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester 

Relevant articles and documents

1,7- and 2,7-naphthyridine derivatives as potent and highly specific PDE5 inhibitors

Novel 1,7- and 2,7-naphthyridine derivatives, designed by the introduction of nitrogen atom into the phenyl ring of previously reported 4-aryl-1-isoquinolinone derivatives, were disclosed as a new structural class of potent and specific PDE5 inhibitors. Among them, 2,7-naphthyridine 4c showed potent PDE5 inhibition (IC50=0.23 nM) and one of the best PDE5 specificities against PDEs1-4,6 (>100,000-fold selective versus PDE1-4, 240-fold selective vs PDE6). This compound showed more potent relaxant effects on isolated rabbit corpus cavernosum (EC30=5.0 nM) than Sildenafil (EC30=8.7 nM). The compound 4c (T-0156) was selected for further biological and pharmacological evaluation of erectile dysfunction.