4265-99-0

Basic information

• Product Name: 1-(N-METHYLAMINO)-4-PHENYLBUTANE
• Synonyms: 1-(N-METHYLAMINO)-4-PHENYLBUTANE
• CAS NO: 4265-99-0
• Molecular Formula: C₁₁H₁₇N
• Molecular Weight: 163.26
• Mol File: 4265-99-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(N-METHYLAMINO)-4-PHENYLBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(N-METHYLAMINO)-4-PHENYLBUTANE(4265-99-0)
• EPA Substance Registry System: 1-(N-METHYLAMINO)-4-PHENYLBUTANE(4265-99-0)

Safety Data

• Hazardous Substances Data: 4265-99-0(Hazardous Substances Data)

Usage

Chemical class

Substituted amphetamines

Psychoactive property

Yes

Recreational use

Common due to stimulant effects on the central nervous system

Commonly found in

Street drugs such as bath salts

Adverse effects

Increased heart rate, elevated blood pressure, potential for addiction

Legal status

Controlled substance in many countries

Potential for abuse

High

Negative health implications

Yes

Upstream product

• 100618-31-3 ethyl N-(4-phenylbutyl)carbamate 
• 13633-25-5 1-Bromo-4-phenylbutane 
• 74-89-5 methylamine 
• 5435-06-3 4-methyl-N-[4-phenyl(4-deutero)butyl]benzene-1-sulfonamide 
• 2046-18-6 4-phenylbutyronitrile 
• 13214-66-9 4-phenyl-1-butylamine 
• 111944-10-6 methyl N-(4-phenylbutyl)carbamate 
• 92546-98-0 N-chloro-N-methyl-4-phenylbutylamine 
• 623-12-1 4-chloromethoxybenzene 
• 104-93-8 p-methylanizole 
• 4434-78-0 N-(4-phenylbutyl)formamide 
• 5435-07-4 N-methyl-N-(4-phenyl-butyl)-toluene-4-sulfonamide 

Downstream Products

• 126593-17-7 (5-[1,3]Dithian-2-yl-pent-2-ynyl)-methyl-(4-phenyl-butyl)-amine 
• 104-53-0 3-phenyl-propionaldehyde 
• 18328-11-5 3-benzyl propionaldehyde 
• 100-52-7 benzaldehyde 
• 4434-78-0 N-(4-phenylbutyl)formamide 
• 1821-12-1 4-Phenylbutyric acid 
• 1084920-01-3 N-methyl-N-(4-phenylbutyl)-1H-indole-2-carboxamide 

Relevant articles and documents

Structure-Activity Relationship Studies of Pyrimidine-4-Carboxamides as Inhibitors of N-Acylphosphatidylethanolamine Phospholipase D

N-Acylphosphatidylethanolamine phospholipase D (NAPE-PLD) is regarded as the main enzyme responsible for the biosynthesis of N-acylethanolamines (NAEs), a family of bioactive lipid mediators. Previously, we reported N-(cyclopropylmethyl)-6-((S)-3-hydroxypyrrolidin-1-yl)-2-((S)-3-phenylpiperidin-1-yl)pyrimidine-4-carboxamide (1, LEI-401) as the first potent and selective NAPE-PLD inhibitor that decreased NAEs in the brains of freely moving mice and modulated emotional behavior [ Mock et al. Nat Chem. Biol., 2020, 16, 667-675 ]. Here, we describe the structure-activity relationship (SAR) of a library of pyrimidine-4-carboxamides as inhibitors of NAPE-PLD that led to the identification of LEI-401. A high-throughput screening hit was modified at three different substituents to optimize its potency and lipophilicity. Conformational restriction of an N-methylphenethylamine group by replacement with an (S)-3-phenylpiperidine increased the inhibitory potency 3-fold. Exchange of a morpholine substituent for an (S)-3-hydroxypyrrolidine reduced the lipophilicity and further increased activity by 10-fold, affording LEI-401 as a nanomolar potent inhibitor with drug-like properties. LEI-401 is a suitable pharmacological tool compound to investigate NAPE-PLD function in vitro and in vivo.

INHIBITORS OF N-ACYLPHOSPHATIDYLETHANOLAMINE PHOSPHOLIPASE D (NAPE-PLD)

The invention relates to a compound of the formula (I) as novel inhibitor of N-acylphosphatidylethanolamine phospholipase D (NAPE-PLD), and to use thereof for the prophylaxis or treatment of diseases associated with NAPE-PLD. wherein in a ring A, X1 is N, or CR4; X2 is N or CR5; X3 is N or CH; with the proviso that at least one of X1 and X3 is N.

Beta lactam compounds and their use as inhibitors of tryptase

Compounds of the formulas: are disclosed. These compounds inhibit tryptase as well as other enzyme systems or are selective tryptase inhibitors and are useful as antiinflammatory agents particularly in the treatment of chronic asthma.