247035-45-6

Basic information

• Product Name: Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-, methyl ester
• CAS NO: 247035-45-6
• Molecular Formula: C18H22N4O3
• Molecular Weight: 342.398
• Mol File: 247035-45-6.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-, methyl ester(247035-45-6)
• EPA Substance Registry System: Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-, methyl ester(247035-45-6)

Safety Data

• Hazardous Substances Data: 247035-45-6(Hazardous Substances Data)

Upstream product

• 568584-57-6 methyl 4-(4-aminopiperidin-1-yl)-3-methoxybenzoate 
• 4595-60-2 2-bromopyrimidine 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 247035-42-3 methyl 4-(4-hydroxypiperidin-1-yl)-3-methoxybenzoate 
• 247035-43-4 4-(4-azido-piperidin-1-yl)-3-methoxy-benzoic acid methyl ester 
• 247035-44-5 methyl 4-{4-(methanesulfonyloxy)piperidin-1-yl}-3-methoxybenzoate 
• 74385-37-8 methyl 4-fluoro-3-methoxy-benzoate 
• 3592-25-4 1,5-dichloropentan-3-one 
• 51446-31-2 4-fluoro-3-hydroxybenzoic acid 
• 41608-64-4 methyl 3-methoxy-4-aminobenzoate 
• 1722-12-9 2-chloropyrimidine 
• 5081-37-8 methyl 3-methoxy-4-nitrobenzoate 
• 619-14-7 3-hydroxy-4-nitro-benzoic acid 

Downstream Products

• 247034-71-5 tert-butyl (2S)-benzenesulfonylamino-3-[3-methoxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate 
• 247034-74-8 (2S)-benzenesulfonylamino-3-[3-hydroxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionic acid 
• 247035-46-7 3-methoxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid 

Relevant articles and documents

A scalable synthesis of MN-447, an antagonist for integrins αvβ3 and αIIbβ 3

(2S)-Benzeneslfonylamino-3-[3-methoxy-4-{4-(1,4,5,6-tetrahydropyrimidin-2- ylamino)piperidin-1-yl}benzoylamino]propionic acid, MN-447, is a potent antagonist of the integrins αvβ33 and αIIbβ3 Herein, we report a novel synthetic protocol that produces MN-447 in an overall yield of 45%. This protocol, when compared with the original synthetic route for MN-447, is more cost-effective, requires fewer steps, does not require chromatographic purification of intermediates and MN-447, and increases the overall yield by 35%. This report focuses on the synthetic strategies that were developed for this protocol. Now, the large quantities of MN-447 that are needed for preclinical and toxicological studies can be readily obtained.

Tricyclic pharmacophore-based molecules as novel integrin αvβ3 antagonists. Part 2: Synthesis of potent αvβ3/αIIbβ3 dual antagonists

We synthesized 4-aminopiperidine derivatives of our prototype integrin αvβ3 antagonist 1 in an attempt to increase the activity and water solubility. Introduction of one or two hydrophilic moieties into the central aromatic ring and/or the benzene ring at the C-terminus of 1 increased water solubility and enhanced inhibition of cell adhesion. The results of a structure-activity relationships (SAR) study indicated that the torsion angle between the central aromatic ring and the piperidine ring, and the acidity at the sulfonamide moiety, might be important for αvβ 3 receptor binding activity. Some of these compounds are novel and potent αvβ3/αIIbβ 3 dual antagonists with acceptable water solubility and a satisfactory early absorption, distribution, metabolism, excretion, and toxicity (ADMET) profile.

Aminopiperidine derivates as integrin αvβ3 antagonists

An objective of the present invention is to provide compounds having integrin αvβ3antagonistic activity, cell adhesion inhibitory activity, GP IIb/IIIa antagonistic activity, and/or human platelet aggregation inhibitory activity, and, therapeutic agents for treating cardiovascular diseases, angiogenesis-related diseases, cerebrovascular diseases and the like and for inhibiting platelet aggregation. The derivatives according to the present invention are compounds represented by formula (I) or pharmaceutically acceptable salts or solvates thereof: wherein A represents a five- to seven-membered heterocyclic group containing two nitrogen atoms or the like; D represents >NH2, >CH2or the like; X and Z represent CH or a nitrogen atom; R7and R8represent alkyl, halogen or the like; Q represents >C═O, >CH2or the like; R9represents H, alkyl, aralkyl or the like; R10represents H, alkynyl or the like; R11represents H, substituted amino or the like; R12represents H or alkyl; m is 0 to 5; n is 0 to 4; p and q are each 1 to 3; and r is 0 or 1.