148459-03-4

Basic information

• Product Name: N-HYDROXY-2-(3-METHOXY-PHENYL)-ACETAMIDINE
• Synonyms: N-HYDROXY-2-(3-METHOXY-PHENYL)-ACETAMIDINE;BENZENEETHANIMIDAMIDE, N-HYDROXY-3-METHOXY-
• CAS NO: 148459-03-4
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.20378
• Mol File: 148459-03-4.mol

Chemical Properties

• Boiling Point: 321.5±44.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• PKA: 15.07±0.50(Predicted)
• CAS DataBase Reference: N-HYDROXY-2-(3-METHOXY-PHENYL)-ACETAMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-HYDROXY-2-(3-METHOXY-PHENYL)-ACETAMIDINE(148459-03-4)
• EPA Substance Registry System: N-HYDROXY-2-(3-METHOXY-PHENYL)-ACETAMIDINE(148459-03-4)

Safety Data

• Hazardous Substances Data: 148459-03-4(Hazardous Substances Data)

Upstream product

• 19924-43-7 3-methoxyphenylacetonitrile 

Downstream Products

• 1443209-01-5 4-(5-fluoro-2-{3-[(3-methoxyphenyl)methyl]-1,2,4-oxadiazol-5-yl}phenoxy)piperidine 
• 1443208-68-1 4-(5-methoxy-2-{3-[(3-methoxyphenyl)methyl]-1,2,4-oxadiazol-5-yl}phenoxy)piperidine 
• 1443208-48-7 3-(3-methoxybenzyl)-5-(2-(piperidin-4-yloxy)phenyl)-1,2,4-oxadiazole 
• 1443208-11-4 3-(3-methoxybenzyl)-5-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole 
• 154345-87-6 (D,L)-3-(3-methoxybenzyl)-5-(2-phenyl-1-tert-butyloxycarbonylaminoethyl)-1,2,4-oxadiazole 

Relevant articles and documents

Iron(III) Chloride/l-Proline as an Efficient Catalyst for the Synthesis of 3-Substituted 1,2,4-Oxadiazoles from Amidoximes and Triethyl Orthoformate

A general, facile, and efficient method is presented for the synthesis of 3-substituted 1,2,4-oxadiazoles from amidoximes and triethyl orthoformate. The procedure employs an iron(III) chloride/l-proline catalytic system and the 3-substituted 1,2,4-oxadiaz

Design and synthesis of high affinity inhibitors of Plasmodium falciparum and Plasmodium vivax N-myristoyltransferases directed by ligand efficiency dependent lipophilicity (LELP)

N-Myristoyltransferase (NMT) is an essential eukaryotic enzyme and an attractive drug target in parasitic infections such as malaria. We have previously reported that 2-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-5-((1,3, 5-trimethyl-1H-pyrazol-4-yl)meth

NOVEL COMPOUNDS AND THEIR USE IN THERAPY

The invention provides compounds which inhibit N-myristoyltransferase and are selective for protozoal N-myristoyltransferase and, consequently suitable to treat microbial infections, including viral and fungal infections, and protozoan infections such as malaria, leishmaniasis and sleeping sickness.

NOVEL ALKYNYL DERIVATIVES AS MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS

The present invention relates to novel compounds of formula (I) wherein W, n, X and W’ are defined in the description; invention compounds are modulators of metabotropic glutamate receptors - subtype 5 (“mGluR5”) which are useful for the treatment of central nervous system disorders as well as other disorders modulated by mGluR5 receptors.

1,2,4-Oxadiazole derivatives of phenylalanine: potential inhibitors of substance P endopeptidase

The synthesis and the biological activity of a series of benzyl or aryl substituted 1,2,4-oxadiazole derivatives of phenyl-alanine are described.A base-promoted intermolecular cyclization reaction was performed using racemic tert-butyloxycarbonyl protected phenylalanine methyl ester and an amidoxime.After deprotection of the amino function the compounds were evaluated for their affinity to rat brain NK1-receptors and as inhibitors of a specific substance P cleaving enzyme, substance P endopeptidase (SPE), isolated from human cerebrospinal fluid.The results indicate that several compounds are weak inhibitors of SPE.However, all compounds lacked appreciable NK1-receptor affinity.Keywords: 1,2,4-oxadiazoles / substance P endopeptidase / Phe-Phe mimetics / amide bioisostere / NK1-receptor affinity

Synthesis and Serotonergic Activity of 5-(Oxadiazolyl)tryptamines: Potent Agonists for 5-HT1D Receptors

The synthesis and 5-HT1D receptor activity of a novel series of 5-(oxadiazolyl)tryptamines is described.Modifications of the oxadiazole 3-substituent, length of the linking chain (n), and the amine substituents are explored and reveal a large binding pocket in the 5-HT1D receptor domain.Oxadiazole substituents such as benzyl are accommodated without loss of agonist potency or efficacy.The incorporation of polar functionality on a phenyl or benzyl spacer group results in a 10-fold increase in affinity and functional potency.Optimal 5-HT1D activity is observed when the heterocycle is conjugated with the indole and the benzyl sulfonamides 20t and 20u represent some of the most potent 5-HT1D agonist known.Replacement of O for S in the heterocycle leads to a further increase in potency.Deletion of oxadiazole N-2 does not reduce activity, suggesting the requirements for only one H-bond acceptor in this location.The selectivity of these compounds for 5-HT1D receptors over other serotonergic receptors is discussed.Sulfonamide 20t shows 1000-fold selectivity for 5-HT1D over 5-HT2, 5-HT1C, and 5-HT3 receptors and 10-fold selectivity with respect to 5-HT1A receptors.The functional activity of this series of compounds is studied and demonstrates high 5-HT1D receptor potency and efficacy comparable to that of 5-HT.