33603-06-4

Usage

Uses

Used in Pharmaceutical Development:
(+)-1-amino-2-phenylbutane is utilized as a key compound in the development of novel pharmaceuticals, specifically for its potential as a selective norepinephrine reuptake inhibitor. This application is crucial for the treatment of mood disorders such as depression and anxiety, where modulation of neurotransmitter levels can have therapeutic benefits.
Used in Organic Synthesis:
In the realm of organic chemistry, (+)-1-amino-2-phenylbutane serves as a valuable chiral building block. Its unique structural features make it instrumental in the synthesis of various organic compounds, contributing to the creation of new molecules with specific biological activities or material properties.
Used in Methodology Development:
(+)-1-amino-2-phenylbutane is also at the forefront of research for developing new synthetic methodologies. Its role in this context is to provide insights into more efficient and selective chemical reactions, ultimately enhancing the capabilities of synthetic chemists to create complex molecules with greater precision and control.
Used in Natural Product Isolation:
(+)-1-amino-2-phenylbutane, being a naturally occurring alkaloid in the plant Ilex guayusa, is relevant for the study and isolation of bioactive natural products. This application is important for understanding the pharmacological properties of traditional medicinal plants and for the discovery of new lead compounds in drug development.

Upstream product

• 77738-68-2 (+)-2-phenyl-1-phthalimidobutane 
• 5153-67-3 nitrostyrene 
• 557-20-0 diethylzinc 
• 473996-38-2 (S)-N-Boc-2-phenyl butylamine 
• 64-04-0 phenethylamine 
• 77738-66-0 (+)-2-phenyl-1-phthalimidobutan-3-one 
• 77790-48-8 (+)-2-phenyl-3-phthalimidopropionic acid 
• 77790-49-9 (+)-2-phenyl-3-phthalimidopropionyl chloride 
• 1185653-84-2 (S)-1-azido-2-phenylbutane 
• 4286-15-1 (S)-2-phenylbutyric acid 
• 77738-67-1 (+)-3,3-ethylenedithio-2-phenyl-1-phthalimidobutane 
• 77790-50-2 (+)-1-diazo-3-phenyl-4-phthalimidobutan-2-one 
• 1076-51-3 (S)-3-amino-2-phenylpropanoic acid 
• 492-38-6 2-phenylacrylic acid 

Downstream Products

• 1565-75-9 2-phenyl-2-butanol 
• 614-14-2 1-Phenyl-1-butanol 
• 33442-47-6 (S)-2-phenylbutan-1-ol 
• 701-70-2 (S)-1-phenylbutan-2-ol 

Relevant academic research and scientific papers

METHODS OF MODULATING THE ACTIVITY OF THE MC1 RECEPTOR AND TREATMENT OF CONDITIONS RELATED TO THIS RECEPTOR

The present invention provides compounds of Formula (I) that are useful for binding and/or modulating the biological activity of the melanocortin-1 receptor (MC1R). Compounds of this invention can be used to treat diseases and/or conditions in which modulation of MC1R is beneficial. Such diseases and/or conditions include, but are not limited to, hyperpigmentation (including melasma), hypopigmentation (including vitiligo), melanoma, basal cell carcinoma, squamous cell carcinoma, erythropoietic protoporphyria, polymorphous light eruption, solar urticaria, photosensitivity, sunburn, inflammatory diseases, aberrant fibroblast activity and pain.

METHODS OF MODULATING THE ACTIVITY OF THE MC1 RECEPTOR AND TREATMENT OF CONDITIONS RELATED TO THIS RECEPTOR

The present invention provides compounds of Formula (I) that are useful for binding and/or modulating the biological activity of the melanocortin-1 receptor (MC1R). Compounds of this invention can be used to treat diseases and/or conditions in which modulation of MC1R is beneficial. Such diseases and/or conditions include, but are not limited to, hyperpigmentation (including melasma), hypopigmentation (including vitiligo), melanoma, basal cell carcinoma, squamous cell carcinoma, erythropoietic protoporphyria, polymorphous light eruption, solar urticaria, photosensitivity, sunburn, inflammatory diseases, aberrant fibroblast activity and pain.

METHODS OF MODULATING THE ACTIVITY OF THE MC3 AND/OR MC4 RECEPTORS AND TREATMENT OF CONDITIONS RELATED TO THESE RECEPTORS

The present invention provides compounds of Formula (I) that are useful for modulating the biological activity of the melanocortin-3 receptor (MC3R) and / or the melanocortin-4 receptor (MC4R). Compounds of this invention can be used to treat diseases and/or conditions in which modulation of MC3R and / or MC4R is beneficial. Such diseases and/or conditions include, but are not limited to, obesity, eating disorders (such as cachexia, anorexia, weight gain, weight loss), metabolic syndrome, diabetes, sexual dysfunction (such as erectile dysfunction and female sexual dysfunction), anxiety, depression, inflammation, addiction and alcohol intake.

3-AMINOALKYL-1,4-DIAZEPAN-2-ONE MELANOCORTIN-5 RECEPTOR ANTAGONISTS

The present invention provides compounds of Formula (I) that are useful for modulating the biological activity of the melanocortin-5 receptor (MC5R). Compounds of this invention can be used to treat diseases and/or conditions in which downregulation of MC5R is beneficial. Such diseases and/or conditions include, but are not limited to, acne, seborrhea, seborrheic dermatitis, cancer, and inflammatory diseases.

BICYCLIC LACTAM FACTOR VIIA INHIBITORS USEFUL AS ANTICOAGULANTS

The present invention provides novel bicyclic lactams derivatives, and analogues thereof, of Formula (I): or a stereoisomer, tautomer, pharmaceutically acceptable salt, solvate, or prodrug thereof, wherein the variables A, B, C, W, Y, Z1, Z2, Z3, Z4, R8, and R9 are as defined herein. These compounds are selective inhibitors of factor VIIa which can be used as medicaments.

Enantioselective synthesis of 2-substituted 2-phenylethylamines by lithiation - Substitution sequences: Synthetic development and mechanistic pathway

The lithiation and asymmetric substitution of N-(2-phenylethyl)isobutyramide (2) with selected electrophiles, under the influence of (-)-sparteine, provides benzylically substituted products in 58-90% yields with enantiomeric ratios (ers) from 72:28 to 91:9. Syntheses of enantioenriched dihydroisoquinolines (S)-18 and (S)-19 and a tetrahydroisoquinoline (4S)-20 provide examples of synthetic applications. Mechanistic investigations suggest the enantiodetermining step at -78°C is a dynamic thermodynamic resolution.

Enantioselective Conjugate Addition of Primary Dialkylzinc Reagents to 2-Aryl- and 2-Heteroaryl-nitroolefins Mediated by Titanium-TADDOLates Preparation of Enantioenriched 2-Aryl-alkylamines

The addition of dialkylzinc to nitroolefins is catalyzed by Lewis acids such as MgBr2, MgI2, and chlorotitanates.Using the (R,R)-Ti-TADDOLates the addition of diethyl-, dibutyl-, and dioctyl zinc to 2-aryl-nitroethenes is shown to be enantioselective with

Stereochemical Studies on Aromatic Amino-acids. Part 4. Absolute Configuration of 3-Amino-2-phenylpropionic Acid

(+)-3-Amino-2-phenylpropionic acid (1) was assigned the (S)-configuration by chemical correlation with (+)-(S)-1-amino-2-phenylbutane (2).O.r.d. and molecular rotation data for this amino-acid and various derivatives are reported and discussed in the light of well known rules which have been applied to α-amino-acids previously.