102852-52-8

Basic information

• Product Name: (+/-)-5-<(3,4-dimethoxyphenethyl)methylamino>-2-(3,4-dimethoxyphenyl)-2-isopropylpentylamine
• Synonyms: (+/-)-5-<(3,4-dimethoxyphenethyl)methylamino>-2-(3,4-dimethoxyphenyl)-2-isopropylpentylamine
• CAS NO: 102852-52-8
• Molecular Weight: 458.641
• Mol File: 102852-52-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (+/-)-5-<(3,4-dimethoxyphenethyl)methylamino>-2-(3,4-dimethoxyphenyl)-2-isopropylpentylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-5-<(3,4-dimethoxyphenethyl)methylamino>-2-(3,4-dimethoxyphenyl)-2-isopropylpentylamine(102852-52-8)
• EPA Substance Registry System: (+/-)-5-<(3,4-dimethoxyphenethyl)methylamino>-2-(3,4-dimethoxyphenyl)-2-isopropylpentylamine(102852-52-8)

Safety Data

• Hazardous Substances Data: 102852-52-8(Hazardous Substances Data)

Upstream product

• 52-53-9 Verapamil 
• 23313-68-0 verapamil hydrochloride 

Downstream Products

• 1228253-98-2 1,2,2,5,5-pentamethyl-2,5-dihydro-1H-pyrrol-3-carboxylicacid-[(2-(3,4-dimethoxy-phenyl))-5-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-2-isopropyl]-pentylamide 
• 1228254-14-5 1-oxyl-2,2,6,6-tetramethyl-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid [(2-(3,4-dimethoxyphenyl))-5-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-2-isopropyl]-pentylamide radical 
• 1228254-15-6 1-oxyl-2,2,6,6-tetramethyl-piperidine-4-carboxylic acid[(2-(3,4-dimethoxyphenyl))-5-[[2-(3,4-dimethoxyphenyl)-ethyl]methylamino]-2-isopropyl]-pentylamide radical 
• 1228254-11-2 1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-carboxylic acid [(2-(3,4-dimethoxy-phenyl))-5-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-2-isopropyl]-pentylamide radical 
• 1228254-17-8 3-[(2-(3,4-dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl]-methylamino]-2-isopropyl-pentylamino)methyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 1228254-16-7 N-(2-(3,4-dimethoxyphenyl))-5-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-2-isopropyl-pentyl-2-(1-oxyl-2,5,5-trimethyl-pyrrolidin-2-yl)-acetamide radical 
• 1228254-10-1 1-oxyl-2,2,5,5-tetramethyl-pyrrolidine-3-carboxylic acid [(2-(3,4-dimethoxyphenyl))-5-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-2-isopropyl]-pentylamide radical 

Relevant articles and documents

Studies on Ca2+ channel antagonists. 5-[(3,4-dimethoxyphenethyl)methylamino]-2-)3,4- dimethoxyphenyl)-2-isopropylpentyl isothiocyanate, a chemoaffinity ligand derived from verapamil

Reduction of 1 (verapamil) afforded amine, which was converted with thiophosgene to isothiocyanate 3, a chemoaffinity ligand for Ca2+ channels. Compound 3 showed concentration-dependent negative inotropic effects in rat right myocardial ventric

DRUG DERIVATIVES

The present invention relates to derivatives of known active pharmaceutical compounds. These derivatives are differentiated from the parent active compound by virtue of being redox derivatives of the active compound. This means that one or more of the functional groups in the active compound has been converted to another group in one or more reactions which may be considered to represent a change of oxidation state. We refer to these compounds generally as redox derivatives. The derivatives of the invention may be related to the original parent active pharmaceutical compound by only a single step transformation, or may be related via several synthetic steps including one or more changes of oxidation state. In certain cases, the functional group obtained after two or more transformations may be in the same oxidation state as the parent active compound (and we include these compounds in our definition of redox derivatives). In other cases, the oxidation state of the derivative of the invention may be regarded as being different from that of the parent compound. In many cases, the compounds of the invention have inherent therapeutic activity on their own account. In some cases, this activity relative to the same target or targets of the parent compound is as good as or better than the activity which the parent compound has against the target or targets.

Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives

New derivatives of verapamil (1) modified with nitroxides and their precursors were synthesized and screened for reactive oxygen species (ROS)-scavenging activities. The basic structure was modified by changing the nitrile group to an amide or the methyl substituent on tertiary nitrogen with nitroxides and their reduced forms (hydroxylamine and secondary amines). Among the new verapamil derivatives compound 16B [Mohan, I. K.; Kahn, M.; Wisel, S.; Selvendiran, K.; Sridhar, A.; Carnes, C.A.; Bognár, B.; Kálai, T.; Hideg, K.; Kuppusamy, P. Am. J. Physiol. Heart Circ. Physiol. 2009, 296, 140], modified with hydroxylamine salt of 2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridine-1-yloxyl proved to be the best ROS scavenger in vitro and protected HSMC and CHO cells against H2O2 induced damage.